Emma and Jim’s marriage started out by modern standards vanilla. They did not have penetrative sex before the ceremony and even the consummation was unremarkable, a few minutes of copulation in the missionary position. Five years into the marriage, not much had changed. They had sex once or twice a week, usually with the lights out, usually little foreplay besides some kissing, and the intercourse was rarely imaginative. Their idea of spicing things up was doing it doggie style. All this would change when Emma developed a friendship with Lynda.
Chapter 1 – Girl Talk
Emma met Lynda at a yoga class. They sometimes met after class at a coffee shop around the corner from the studio. In contrast to Emma’s experiences in the bedroom, Lynda was a real freak. Sex was a frequent subject of their coffee shop chats. Emma lived vicariously through Lynda’s sexual adventures. When it came time for Emma to share, she admitted that her sex life was unremarkable. Jim had never ever gone down on her. Lynda said she’d lick Emma’s pussy. Emma laughed nervously, but inside she was becoming attracted to Lynda. Emma was unprepared for Lynda next word, “We should have a threesome.” At first Emma thought Lynda was joking, but it soon became clear that she was serious. Emma told Lynda it was unimaginable that Jim would agree to a threesome.
Over the next few days, Emma couldn’t get Lynda out of her mind. Even thinking about Lynda going down on her made her dripping wet. The next time she and Jim had sex, Emma imagined Lynda was in the bed with them. After a week of fantasizing and several glasses of wine, Emma brought up the subject of sex with Jim. It was something they almost never discussed, which is probably why their love life had not evolved. This conversation was generic, and Emma kept the focus on what Jim enjoyed. “Shockingly”, Jim liked intercourse with Emma. Emma ask if Jim ever had sexual fantasies. Jim was not forthcoming, but Emma pressed him. Finally, Jim said he sometimes fantasized about watching other people have sex. Emma seized upon this nugget. “You have an interest in voyeurism?”, Emma asked. Jim simply said yes and the conversation turned to other non-sex-related topics.
Emma talked with Lynda about the conversation with Jim the next time they met, a few days later, after yoga. Lynda laughed and said she was a hardcore voyeur. Emma was becoming sexually aroused as the conversation continued. Up to now, Emma and Lynda had only met at the coffee shop, Emma wanted to see more of her and suggested that Lynda come over to her house for drinks and dinner. She could meet Jim. Lynda enthusiastically accepted the invitation and they agreed to get together the following Saturday.
That evening, Emma told Jim about her friend Lynda and that she had invited her to the house. Jim wanted to know more about Lynda and Emma told Jim of the after-yoga conversations at the coffee shop. Jim asked what they talked about, and Sarah sheepishly told Jim “Girl Talk.” Jim smiled and Emma followed up, “We sometimes talk about sex.” This piqued Jim’s interest, but he didn’t pursue the topic further.
Chapter 2 – The Dinner
Lynda arrived on time on Saturday. Emma was busy in the kitchen, so Jim answered the door. Inviting Lynda in, Jim introduced himself and offered to take her coat. Peeling off the coat, Jim couldn’t help noticing Lynda’s enormous breasts that were barely contained ibn her low-cut party dress. Jim was instantly aroused. Emma’s breasts were petite, so he would never acknowledge to her that he liked big breasts. Jim led Lynda to the kitchen.
When Jim and Lynda entered the kitchen, Emma dropped what she was doing a gave Lynda a hug. Released from the embrace, Lynda returned the affection by giving Emma a peck on the lips. Emma seemed shocked and looked towards Jim, who smiled with seeming approval. Jim offered to make drinks and Emma said she’d need a few more minutes to get the meal in the oven, so Jim and Lynda retired to the living room with glasses of wine.
Lynda sat across from Jim in a chair with her legs crossed. The conversation started out trivial enough … how did Lynda and Emma meet, how long have Jim and Emma been marries, and the like. Jim tried not to stare at Lynda’s breasts, but she had obviously selected the dress she was wearing so he would do just that. He saw the outline of her nipples and concluded she wasn’t wearing a bra. He then noticed the distinctive dumbbell-shapes where her nipples were. Jim had never actually seen pierced nipples. Lynda was drawing Jim in, and to seal the deal, she uncrossed her legs. Jim couldn’t quite tell but he imagined that Lynda was not wearing panties. Jim had never experienced a woman so forcefully come on to him.
Emma walked into the room with a glass of wine and joined Jim on the couch. Lynda remained seated across from them with her legs spread apart just enough to be provocative. Lynda had a devilish smile on her face and winked at Emma when she took her seat, as if to signal it was game-on. Jim was the first to speak, “Lynda was explaining that you met at the yoga class and that you often get together afterwards to talk.” As if to encourage the subject of sex, Jim went on, “Emma tells me it is ‘girl talk’, but she didn’t provide any details.” Emma appeared to be blushing, but Lynda accepted the challenge, “You know, Jim, girls almost always talk about sex.” Jim was sipping his wine and almost choked.
The three-way conversation danced around the subject of sex. It was Emma who first raised the subject, “Lynda tells me she’s into voyeurism.” It didn’t take long for Jim to make the connection, although he didn’t say anything. Lynda followed up though, “Emma tells me that is one of your fantasies, Jim.” Sensing Jim seemed embarrassed that Emma had shared, she piped up, “That’s what ‘girl talk’ is, Jim.” Jim laughed nervously. Lynda wouldn’t let go of the subject and offered, “Let me know if you have any questions about voyeurism, Jim, I am an expert.” Jim cleared his throat and asked, “Tell me under what situations do you watch other people have sex. Lynda?” Lynda took the opportunity to guide the conversation in the intended direction, “For example, when I am in a threesome.” Jim’s jaw dropped. Emma smiled. Jim looked over at Emma, seeing her smiling, he read between the lines. For the first time, he understood the situation he found himself in. The remainder of the evening and through dinner, the subject of sex was pervasive, especially the subject of threesomes.
Chapter 3 – The Threesome
The remainder of the evening was oddly tense and exciting for Jim and Emma. It was clear what was being proposed, a sexual tryst with Lynda. Emma was already in, which is indeed why she had arranged for the meeting. She carefully observed Jim to learn if he was interested. Emma noticed Jim undress Lynda with his eyes, which wasn’t much of a challenge given the skimpy dress she was wearing. Emma felt a brief wave of jealousy, but she could hardly blame him as she created this situation and was attracted to Lynda too.
Emma made the first move, standing up, walking over to where Lynda, leaned down. And kissed her. The kiss was different than the one Lynda had given Emma when she arrived, which was nothing more than a peck. It was a long, passionate kiss. Then Emma took Lynda’s hand and led her to Jim. Lynda kneeled between Jim’s legs and looked up at him. After trading a glace with his wife, Jim leaned down and kissed Lynda. As they kissed, Lynda took Jim’s hands and placed them on her breasts. Emma watched her husband kiss and fondle another woman.
Lynda stood up after the kiss, slipped her dress over her shoulders, and let the dress fall to the floor. She stood in from of Jim naked, her pussy eye-level. Jim was transfixed. Emma took Lynda’s hand and led her to the bedroom. Jim followed. Jim stood in the doorway as Emma undressed and the two women got in bed. Jim watched them for a minute kissing and fondling each other before he too undressed and got into bed.
Jim and Emma seemed to focus on Lynda, which was natural because they knew each other intimately. It was the stranger in their marital bed who they had to study. Lynda laid on her side, facing Emma and the two kissed and caressed each other’s breasts. Jim spooned with Lynda, kissing the nap of her neck and rubbing an ass cheek.
After several minutes of making out, it was Lynda who made the first overt sexual move by slipping down, spreading Emma’s legs, and kissing her vagina. Jim sat up as Lynda began to perform cunnilingus. Emma shook with excitement and moaned loudly. Jim leaned down and whispered, “I don’t have any condoms because Emma’s on the pill.” Emma paused pussy licking long enough to tell Jim that he didn’t have to use one.
Lynda assumed a doggie position while still licking Emma. Jim tried to make eye contact with Emma for approval, but her eyes were rolled up back in her head. Jim was rock hard. He kneeled behind Lynda and touched her pussy. It was dripping wet. Not able to resist any longer, Jim penetrated Lynda with a single thrust and started fucking her with abandon.
Emma was the first to experience an orgasm. It was unlike anything Jim had ever seen from her. Her who body bucked like a wave, her legs shook violently, and she let out a primal scream. Lynda continued licking her until the orgasm started to subside. It was all more than Jim could stand and he too experiences an orgasm, pumping his cum in Lynda’s cunt.
After Jim had spent himself, Lynda turned around and took his cock in her mouth, sucking it dry and cleaning it with her tongue. Emma had never performed fellatio on Jim, but there he was fucking another woman’s mouth right in front of his wife. By this time Emma had partially recovered and she watch Jim and Lynda engage in what Emma would have described as porn just a few hours earlier. But what was Emma to say. For the first time in her life a woman had gone down on her. Nonetheless, Emma felt pangs of jealousy.
When Lynda had finished sucking Jim’s dick, she laid back next to Emma. Jim felt bad that Lynda was the only person not to orgasm, but he wasn’t sure what to do about that. He had no experience licking pussy and not sure he would even if he did know how. Eventually, he simply laid down as well. With Lynda sandwiched between Jim and Emma, the basked in the afterglow of the sex.
After some time, it was Lynda who got up first. She went to the bathroom and the water could be heard running. Emma heard Lynda on the toilet expelling Jim’s semen from her pussy, but was pretty sure Jim was unaware. That was something only a woman would recognize. When Lynda had finished in the bathroom, she sat on the edge of the bed, smiled at Emma, then leaned over and gave her a kiss. Lynda just smiled at Jim before simply saying, “The was lovely.” Emma responded, “Thank you.” Lynda knew what Emma was referring to. Lynda waved as she went into the living room, put on her dress and shoes, collected her coat and left.
It was quite late by the time Lynda left. Emma felt like discussing what had just happened with Jim, but she thought better of it. They both needed to process their emotions, so Emma just leaned over and gave Jim a kiss before rolling over. As she began to fall asleep, Emma smelled the sex in their bed. She could swear she smelled Lynda.
Chapter 4 – Turn-About Is Fair Play
Emma and Lynda started texting routinely after the threesome. They now had a deep connection. The next time they were to meet in person was after yoga that week. Emma was surprising anxious about the meeting, but when Emma arrived at yoga, Lynda was already there, and she leapt up and gave Emma a hug and a more-than-a-peck kiss. Emma’s anxiety subsided and she was now looking forward to chatting at the coffee shop.
The first subject of conversation was the pussy-licking. Emma self-consciously told Lynda that is was the deepest, most intense orgasm she had ever experienced. Lynda laughed … “You deserve explosive orgasms every time.” Emma lowered her eyes as she was reminded that Lynda was not experienced an orgasm during the threesome. When Emma raised the subject, Lynda laughed again, “No worries. There are more moving parts during a threesome. I very much enjoyed myself.” Lynda followed up, “But, if you want to make it up to me, my pussy is wet at the thought of you paying attention to it.” Emma blushed. She had never performed cunnilingus, and if she were honest, she wasn’t paying much attention to Lynda’s technique while she licked her.
Seeing Emma’s reaction, Lynda asked a question she thought she already knew the answer to. Lynda recalled Emma telling her that Jim had never gone down on her. “Has anyone ever licked your pussy?” Emma paused and meekly replied, “Only you.” Lynda said that was criminal. Lynda followed up, “Have you ever licked anyone’s pussy?” Emma shook her head no and said, “I’m not sure I would know how.” Lynda smiled and said, “You know what feels good right.” Emma nodded yes. “So, you know how to lick pussy.
Emma thought she knew where this conversation was leading. She wanted to lick Lynda. She wanted to taste her. Emma blurted it out, “Would you let me lick you?” Lynda laughed, “You bet, Sweetheart.” Emma paused the conversation and reflected before saying, “Let me ask Jim about that. We have not even really discussed our encounter yet.” Lynda sensed it would be a challenge for Jim to give Emma a hall pass to fuck her, so she offered, “Maybe we should have another threesome.” Reflecting on the suggestion, Emma asked, “What are you doing now?” Lynda smiled, stood up, and took Emma’s hand, “Meet you at your place?”
It was still two hours before Jim would be home from work when Emma got home. She was still in her sweaty yoga pants and a tight tank top. She wanted to shower, but Lynda was hot on her heels. Indeed, Lynda’s car pulled into the driveway a few minutes after hers. Lynda did not knock, but rather simply walked through the front door and into Emma’s arms. After a passionate kiss, Emma suggested they should get cleaned up. Emma led her to the shower and they stripped on the way.
Emma adjusted the temperature of the shower, stepped in, and dragged Lynda behind her. It was unclear whether the shower was a place to clean oneself or whether it was an extension of the bedroom. Lynda soaped Emma’s body and Emma reciprocated. Their slippery bodies were intertwined, slipping and sliding across one another as Lynda and Emma exchanged saliva. Lynda reached down to touch Emma’s pussy, but Emma whispered, “We should wait for Jim.” She didn’t have permission to fuck Lynda.
Finished with the shower, Lynda and Emma didn’t bother dressing. Emma poured two glasses of wine and the two retreated to the patio. It was cool outside, but not cold. The sun was low in the sky. Emma noted Jim should be home in half an hour. The two sipped their wine. Emma noticed gazed upon Lynda’s large tits and hairless pussy. Lynda stared at Lynda’s perky tits with her nipples erect because of the coolish air. Lynda spread her legs wide to give Emma a better view. Their conversation was squarely focused on sex. But the conversation was not abstract but was flirtatious.
Jim arrived suddenly. He called for Emma, apparently from the kitchen. Emma shouted out “We’re on the patio.” When Jim stepped through the back door, his jaw literally dropped. He was speechless seeing the two women butt-naked. Emma asked rhetorically, “Want to join us?” Jim moved slowly towards one of the patio chairs when Lynda said, “You appear to be overdressed, Jim.” Jim hesitated, then said, “I am going to fix myself a drink.” Emma and Lynda chuckled as Jim returned inside.
Emma appreciated the next few minutes would decide how Jim really felt about the surprise, but a few minutes later she looked upon Jim in relief as he strolled out butt-naked holding a beer. Jim took a seat between Emma and Lynda. This was a strategic mistake on Jim’s part as he had to choose between giving attention to his wife or Lynda. For a few minutes he focused on his wife, but when Lynda spoke, he was obligated to face her. Every time he did, he tried to divert his eyes, but in practice it looked like he was eye-balling Lynda’s tits. Finally, Jim couldn’t take it anymore, “What is your plan, ladies?” Lynda was frank, as she always was, “Let’s fuck.”
The last word spoken on the patio was “fuck.” Jim stood up. He had a stiff cock. The women smiled, almost laughed, and the three retreated to the bedroom. There was no barrier to fucking when they got there. They were all naked. The three crawled in bed, but from the get-go, it was clear that the dynamic was different than the first threesome. Emma immediately jumped on Lynda, first sucking her nipples, then kissing her way to Lynda’s crotch. Lynda spread her legs and drew her legs back. Emma licked Lynda’s clit and stuck her tongue in her vagina. Lynda bucked her hips to amplify Emma’s efforts. Jim sat on the edge of the bed, watching the show.
Jim was beginning to feel like the third wheel as his wife pleasured Lynda. Emma devoured Lynda. She had never tasted pussy, not even really her own, and it seemed she could not get enough of it. Jim thought about fucking Emma doggie-style, like he had fucked Lynda the last time, but he really wanted to fuck Lynda. “He could have Emma anytime.”, he thought. But, the opportunity was not presenting itself.
Lynda rubbed Emma’s head and whispered, “Get on your back.” Once the had complied, Lynda straddled her face, positioning her pussy over Emma’s mouth. Emma continued to service Lynda as Lynda pulled Emma’s legs apart and drew her lags back to expose her pussy to Jim. Jim took the hint and penetrated Emma, then leaned over and kissed Lynda while Emma continued to eat her out. Lynda focused on her pleasure, and one point leaning back and rubbing her anus on Emma’s lips. Jim continued to fuck his wife when Lynda started moaning and bucking her hips more vigorously. Lynda was experiencing a full-blown orgasm when Jim exploded too. Emma cunt was filled with cum the same instance her mouth was filled with Lynda’s vaginal fluids. All three collapsed in a heap.
Emma reflected on the experience. She did not have an orgasm, which she was used to, but for the first time she tasted another woman, making the experience a pivotal sexual experience. Jim was also assessing his experience, and he was less satisfied. He was frustrated by “just getting to fuck his wife” while Emma got to engage with Lynda. Lynda on the other hand felt quite satisfied.
The next day Emma and Jim had a heart-to-heart. They discussed their recent two threesomes with Lynda in detail. Emma told Jim about her attraction to Lynda. Jim told Emma of his attraction to the same person. After several rounds of back-and-forth, it became clear that Emma enjoyed the threesome because of the extra attention she received, whereas Jim simply enjoyed fucking another woman. Emma enjoyed both encounters, whereas Jim only enjoyed the first, where he had a chance to fuck Lynda. He put his foot down, insisting any extramarital sex in the future would allow him to fuck other women.
Chapter 5 – The Foursome
It was the next “coffee shop meet-up” that would change everything. Emma told Lynda of Jim’s ultimatum. Lynda suggested a simple solution, a foursome. Up to now, Emma was clueless regarding Lynda’s other sex partners. But, Lynda had many, and one of them was Luke. She explained to Emma that Luke had a unique skill, the ability to fuck for hours without cumming. Lynda said if she was ever going to orgasm while being fucked, Luke was her man. Emma was confused. How was this going to satisfy Jim? Lynda explained, Jim could fuck her, but Emma would experience a real cock, and the two of them could still make out. She explained, a foursome would balance the equation. Emma smiled.
That evening, Emma indirectly raised the subject with Jim by suggesting they have Lynda over for drinks. Not surprisingly, Jim wasn’t opposed. Emma followed up nonchalantly, “We should invite her boyfriend, Luke, as well.” Jim was a puzzled. This was the first time Emma had mentioned Lynda had a boyfriend. Jim had the “have Lynda over for drinks” as a euphemism for a threesome. What would it mean to have her boyfriend there? Jim had many questions, but he thought better of telegraphing his real desire, to fuck Lynda again. Jim simply said, “Yes, let’s have them over.”
The next morning, Emma texted Lynda and explained she had characterized Luke as her boyfriend and the wanted to have the two of them over for drinks. Lynda laughed. After exchanging text messages with Luke, Lynda suggested they come over Friday for drinks.
On Friday, Emma answered the door when Luke and Lynda arrived. Opening the door, the only woman to ever sit on her face and a towering black man stood before her. Smiling and holding the door open, Luke and Lynda came inside. Luke smiled at Emma in a way that suggested he was in on the plan. He was already pairing up with her when he held Emma’s hand and leaned over to kiss her cheek and said, “Very nice to meet you, Emma.”
Jim was in the kitchen preparing some mixed drinks when Emma brought Luke and Emma there. Jim was shocked when he saw Luke, even more so than Emma, but not so much because of the color of his skin but by the size of the man. Luke towered a good four inches over Jim and he outweighed him by at least fifty pounds. Introductions were made and Jim handed the other three a drink and suggested they make themselves comfortable while he finished up in the kitchen.
When Jim joined the others in the living room, he found Emma sitting next to Luke on one couch and Lynda was sitting on the other by herself. Intimidated by Luke, Jim sat down next to Lynda. Lynda put her hand in Jim’s crotch and held his balls while giving him a kiss. The deal was sealed. As the four chatted, Emma took the que from Lynda and leaned over to give Luke a kiss … on his lips. Luke took Emma’s hand and used it to rub his cock, what was beginning to swell. Even through Luke’s clothes, Emma could tell that he was much larger than Jim. Jim was jealous of Luke’s physique and the fact he was touching his wife. He hardly noticed that Lynda had removed her blouse, but he certainly took notice when she stood up, faced Jim, unzipped her skirt and let it fall to the floor. Once again Lynda arrived without underwear and once more she was the first to be nude.
Emma blocked Jim’s view of his wife and the huge black man. She gently held Jim’s head, pulled him towards her bald pussy, and started rubbing her cunt on his face. Jim had no experience licking pussy, but he stuck his tongue out and for the first time tasted one. In the meantime, Luke had stood up and removed his clothes. Emma was speechless as Luke towered over her with his huge dick at face-level. Luke’s dick was swollen, but not hard, but even in that state it looked twice as big as Jim’s. Luke took Emma’s hand and helped her stand before helping her undress while tossing her articles of clothing aside.
Still standing Luke and Emma embraced and kissed. Emma held Luke’s athletic butt cheeks in her hands and Luke held Emma’s face as they made out while standing. After a few minutes, Luke stepped back and put his hands on Emma’s shoulders. The weight of his arms telegraphed what he wanted and Emma dropped to her knees. Luke held his cock and Emma leaned forward to put as much as she could in her mouth.
While Luke prepared Emma and himself, Lynda had done the same with Jim, who was now also naked and sitting on the edge of the couch. Lynda was kneeling between his legs. Jim looked over her shoulder to see his wife giving Luke a blowjob, something he’s never received from her. He wanted to say something, but couldn’t think of anything that would stop the man from fucking his wife’s mouth. Sensing Jim’s agitation, Lynda took his still-flaccid penis in her mouth and encouraged it to grow.
Luke was now rock-hard. His nine-inch erection stuck out lick a third leg. Jim couldn’t take his eyes off his competition as he disappeared in the bedroom with his wife. Minutes later, he heard his wife squeal as he imagined her being penetrated by the monster cock. Jim was still soft as Lynda took his hand and led him into the bedroom. Luke was fucking his wife doggie-style and she was screaming with a mixture of pleasure and pain as Luke buried his cock almost balls-deep in his wife’s cunt.
Lynda laid down on her back next to the copulating couple and motioned to Jim to join him. Luke crawled into bed but was still limp. He had never had erectile disfunction and didn’t know exactly what was happening. As he crawled towards Lynda, she pointed to her pussy, indicating it needed servicing. Unable to penetrate her, Jim attempted to pleasure her with his tongue. Jim didn’t like the taste of pussy and his disgust was apparent to Lynda. After a few minutes of half-hearted cunnilingus, it was apparent to Jim that Lynda was not enjoying himself, so excused himself “for a minute.” Jim walked into the living room and sat on the couch where he listened to the sex in the next room.
Lynda joined Luke and Emma. By this time, at least twenty minutes into fucking, Emma was on her back and Luke was pounding her Missionary style. Emma kneeled between Luke’s legs and licked his anus. Emma could see what Lynda was doing. She had never seen analingus. This continued a few minutes until Lynda moved towards the head of the bed and began kissing Emma. Emma smelled and tasted Luke’s musk as she French kissed Lynda. Under any other circumstances she would find the taste and smell of ass disgusting, but she in fact found it strangely erotic.
Luke pulled out of Emma’s gapping pussy and Lynda took the cock’s place pleasuring Emma with her mouth. Luke got behind Lynda and started fucking her doggie-style. Lynda was accustomed to Luke’s huge cock, and he was burying it balls-deep in her pussy, pounding her with vigor. In the meantime, Emma was experiencing her first orgasm of the evening. Jim recognized his wife’s voice as she wailed with pleasure. Jim got up and peeked at the threesome. He remained standing in the doorway, not reduced to a voyeur.
Emma craved the taste of Lynda’s cunt. She turned around and slipped between Lynda’s arms and legs until her mouth was in position to lick Lynda’s clit. Lynda rubbed herself on Emma’s lips as Luke fucked her. Emma enjoyed the sensation of Luke’s ball sack slapping against her forehead. After several minutes of this, Luke pulled out of Lynda’s pussy. Lynda sat up, sitting on Emma’s face. Emma continued performing cunnilingus until Lynda leaned back and slid forward to position her anus on Emma’s mouth. Emma did not hesitate to stick her tongue out and lick Lynda’s asshole. It tasted like the kiss earlier. Jim watched his wife with a level of disgust.
After a few minutes of analingus, Lynda returned to the doggie position, but this time she positioned herself to perform 69 with Emma. Luke, still rock hard, got behind Lynda and began fingering Lynda’s anus, which was already wet thanks to Emma. Emma has a ring-side seat and could see what Luke was doing while she looked up from down below. Emma’s attention was torn between the excitement of Lynda licking her again and the fascination of watching Luke finger Lynda. Emma started bucking her hips as Lynda buried her tongue in Emma’s pussy.
Emma suspected what was about to happen, but it still came as a shock when Luke started pushing the head of his cock against Lynda’s anus. She watched with fascination as Luke’s massive boner disappeared into Lynda’s rectum. Lynda’s legs were shaking as she was assfucked. The stimulation of watching the anal sex while Lynda’s body shook on top of hers, together with the tongue-fucking she was receiving was too much for Emma, and she experience her second orgasm. While Emma was seemingly loosing control, Jim continued to watch. It was the first time his wife had experiences two orgasms in the same day, at least in front of him, and he hadn’t been responsible for either of them.
When Emma’s orgasm subsided, Lynda stiffed her arms and sat down on Emma’s face as Luke continued to fuck her ass. Lynda was sliding her slick pussy across Emma’s face in rhythm with Luke’s thrusts. Suddenly, Lynda’s legs started shaking and she experienced her first orgasm of the evening. Luke continued the assfucking as Lynda started urinating during her orgasm. The urine flowed across Emma’s face, some of it into her mouth. Emma did not stop licking Lynda until the orgasm and urination subsided.
Lynda rolled off Emma and the two women laid down with their head at the top of the bed. Lynda tried to apologize for “getting Emma wet”, but Emma shook off the apology and said she found it sexy. In the meantime, Luke had not yet cum. He motioned to Emma and pointed to his cock. Emma had sucked him before, so she didn’t think twice doing it again. It was only after the cock was in her mouth that she realize it was filthy. But, she told herself it wasn’t really that much different than licking Lynda’s asshole. Emma didn’t realize it, but what Luke was doing was cleaning his cock so he could fuck more pussy. Jim watched what was happening, still in the doorway, and he felt sick to his stomach. His wife was being degraded in every possible was, and he felt impotent to do anything. He looked at his limp dick and realized his impotence was both physiological and physical.
After Emma had sucked Luke clean, the fucking continued. Luke pulled Emma to the edge of the bed by the hips until she was standing with her torso on the bed. Luke stood behind her and fucked her pussy while standing up. In the meantime, Lynda stole a kiss from Emma. Emma’s pussy had probably been fucked a total of an hour at this point, and it was starting to get raw. She whispered to Lynda she was not sure how much more her pussy could take. Lynda smiled and asked in a hushed voice, “Would you like Luke to do the same thing to you that he did to me?” Emma had never had anything in her butt and the idea of Luke’s huge cock being the first object was frightening. Nonetheless, she meekly nodded her head in agreement.
Lynda got out of bed and whispered something in Luke’s ear. Pulling his cock out of Emma’s pussy, he sat on the edge of the bed while Lynda kneeled behind Emma and licked her asshole. Emma liked the sensation and she pushed her hips back to force Lynda’s tongue deeper. After a few minutes of this, Lynda began sticking a lubricated index finger in her rectum. Lynda began finger-fucking Emma, who was clearly aroused. Lynda’s experience was showing as she prepared Emma for Luke. Emma could feel the number of fingers increase as Lynda stretched her hour. The process probably took thirty minutes before Lynda had four finger in Emma’s ass. Emma was practically being fucked by Lynda’s whole hand. Jim had never even touched his wife’s anus. He was curious about anal sex, but never had the courage to raise the subject with Emma. Now, his wife’s anal virginity was about to be taken by another man.
Emma assumed the doggie position and Luke kneeled behind her, probing the outside of her anus with the head of his dick. Slowly, he pushed his cock into Emma’s rectum. At first, the head of Luke’s cock was not any larger than the fingers Lynda had in her, and Emma was proud of herself for taking this on. Before long, the girth of Luke’s cock exceeded that of Lynda’s fingers and Emma’s anus was stretched wider. Emma tapped on Luke’s thigh and Luke would stop pushing himself in to give Emma’s anus time to stretch. It took twenty minutes for Luke to get most of his cock in her, at which point he began to slowly slide his cock in and out of Emma’s retum.
The slow thrusting continued five or ten minutes before Luke started increasing the pace of the assfucking. By now Emma was getting used to the strange feeling of having something so large in her rectum. At first she was not necessarily aroused, probably because she was fearful, but as the pass picked up Emma focused on the sensation of being assfucked. She was surprised that her clit was throbbing and her pussy was dripping with excitement. She thought she might actually experience a third orgasm. Luke, sensing Emma’s arousal, started pounding Emma’s ass as hard as he had fucked Lynda’s. Lynda was sitting up, leaning against the headboard, watching the show. Her legs were spread, and Emma had a good view of Lynda’s pussy as she was being assfucked. At one point, Lynda traded glances with Jim in the doorway. She smiled, but Jim did not.
Fifteen minutes after Luke started fucking Emma’s ass hard, Emma experienced her third orgasm. It was at least as strong as the others she had experienced in Lynda’s presence. Luke was clearly excited by the fact Emma was orgasming and he began the “death throws” to finish himself off. As Emma’s orgasm began to subside, Luke started spraying semen into Emma’s ass. Emma felt the semen being pumped in her and she has a second, mini-orgasm. Spent, Luke collapsed on top of Emma without even pulling his cock out of her ass. Emma could feel Luke’s sweat drip down her sides and a moment later she felt Luke’s flaccid penis pop out of her rectum, followed by the feeling of semen flowing down the crack of her ass and into her pussy.
Luke rolled off Emma and his eyes met Jim’s. Luke had just taken Jim’s wife’s anal virginity. His gaze towards Jim was one of superiority. Jim had a wave in inferiority, even submissiveness rush over him. The two women got out of bed and squeezed past Jim to use the guest bathroom shower. As they passed Jim, they each gave him a kiss. Jim only noticed the smell of piss, ass, and cum. Lynda and Emma showered together, gently soaping and caressing each other, and eventually drying each other off. Neither woman bothered getting dressed, and instead when to the kitchen to drink some water. After rehydrating, they each too glasses of wine to the patio.
Luke showered after the women. When he was finished, he dressed and went out to talk with Jim, who was now also dressed and sitting in the living room. “Your wife is a hot piece of ass.”, Luke blurted out. It was unclear whether Luke was being provocative or simply being uncouth. That question was answered with his next statement, “If she wants me to, I want to come back and fuck her some more.” Jim responded, “That probably won’t happen.” The was no more power in that statement than there was in Jim’s limp dick. Luke made that clear, “It’s not really up to you, is it buddy.” Luke put his shoes on and went to the backyard to look for Emma.
Finding the women on the patio, still naked, Luke asked Lynda if she was ready to go. She responded that Emma had invited her to spend the night and she’d grab an Uber in the morning. Luke kissed both the women and took his leave. Jim came outside a few minutes later. Emma smiled as he approached her, and she motioned from him to come to her. She pulled him down and gave her husband a kiss before telling him Lynda was going to spend the night. She asked him to change the bedded and they’d be in soon. Jim returned to the bedroom. The bedding had all been pulled off during the sex. The fitted sheet was soaked in spots with bodily fluids. He momentarily relived the scenes he had observed while looking at the pattern of the stains. Jim removed the fitted sheet and the pad below, which was also soaked. The mattress was wet in spots. Jim laid down some towels on the wet spots, none of which he contributed to, then put new sheets and blankets on the bed. Jim’s humiliation seemed to be complete.
Lynda and Emma had finished their wine and were getting chilly. They held each other as they went inside and made their way to the bedroom. Jim was in the laundry room dealing with the soiled bedding when Lynda and Emma went to bed. By the time Jim returned to the bedroom, the room was dark and the two women had fallen asleep in each other’s arms. They had not felt much room for Jim. Indeed, it was not clear if Jim was invited into his own marital bed. He left, fixed himself a whiskey and sat on the couch, where he would eventually sleep, but not until several more hours had passed and several more whiskies drank.
Chapter 6 – The Morning After
The women were first to wake. Still in bed, Emma and Lynda stared into each other’s eyes smiling and caressing each other. Emma never felt more cared for in bed. Lynda asked if she wanted morning sex. Emma said no one would be able to touch her pussy or ass for a week. Lynda laughed and asked, “How is your tongue?” Emma smiled, then disappeared under the covers to lick Lynda, who almost immediately began to moan loudly. The noise woke Jim, who rose and stood in the doorway dressed in his boxer shorts. Lynda looked up at him as smiled while his wife was hidden under the covers servicing her. Jim looked for some signal that he was invited, but Lynda did not encourage him.
Now that Luke was out of the picture, maybe he could finally get hard. He rubbed his mostly limp penis while looking at Lynda’s tits and watching his wife’s head bob up and down under the sheet. Jim started getting an erection and he slipped his boxers down around his ankles and stepped out of them. Lynda watched him and smiled, but Jim felt her expression was more mocking than encouraging. His impression was confirmed when Lynda whispered, Emma is too sore to fuck today and my pussy is busy. Jim almost instantly went limp. Before Jim could crawl away from the humiliation, Lynda used her foot to push down the sheet, exposing Lynda performing cunnilingus. Jim left and hid in the back of the house.
After ten or fifteen minutes, Jim heard Lynda’s distinctive squeal as she experienced an orgasm and a few minutes later, she heard Emma call his name. Jim went to the bedroom and found the two women leaning up against the headrest with their legs spread apart to expose Lynda’s bald pussy. He also noticed Emma had shaved her pussy clean. It was the first time Jim had seen his wife’s pussy without hair and he stared. In a “my face is up here” moment, Emma addressed her husband, “Would you make us some breakfast, Dear? I have not had breakfast in bed in ages.” Now looking at Emma’s face, he noticed it was glistening with Lynda’s cum. He had the urge to make some quip about her already having breakfast, but he instead just nodded in agreement and walked away.
In the kitchen he thought about how far his status had fallen in his own home in just a few hours. He returned to the bedroom with three plates of food, scrambled eggs, toast and OJ. The women looked famished and began eating as soon as they were handed their plates. Jim stood stiffly holding his plate until Emma patted the bed next to her. He apparently had to be invited into his own bed now. Jim left his boxers on, not wanting to be expose himself to more implicit (or explicit) limp-small-dick humiliation.
After breakfast, Emma and Lynda showered together again, they both got dressed, and Emma gave Lynda a ride home. Jim was left at home to stew over what had happened. When Emma didn’t return right away, he imagined more sex between Emma and Lynda, or maybe even Luke. He changed the sheets again since Lynda had left her mark before leaving. Jim smelled the stain. It smelled like Lynda, not his wife. Emma returned after a couple of hours. When Jim inquired where she had been, she said she had gone shopping with Lynda. She didn’t offer what they were shopping for.
Chapter 7 – Lynda Returns
Emma and Jim didn’t spend much time discussing the night with Luke and Lynda. She mentioned only briefly Jim’s erectile disfunction, but Jim didn’t want to talk about it. She asked to sleep with Jim, but he had difficulty staying hard. Luke and Lynda had really gotten in his head. Emma suggested he might need Viagra or something, but Jim refused to discuss the matter further. Although Emma and Lynda saw each other several times in the coming week, once at yoga and again when they went shopping a second time, Jim spent his week without seeking her, or even discussing her with Emma.
When Jim returned from work the following Friday, he saw Lynda’s car in the driveway. When he stepped inside the house, he heard noises from the bedroom that were clearly sex. Standing in the bedroom doorway, he found Lynda fucking Emma will a strap-on Doggie style. Both women were facing the doorway and smiled at Jim. Lynda was the first to speak, “We couldn’t wait any longer for you. Why don’t you join us?” Jim liked the idea of fucking Lynda from behind while she did the same to his wife. He quickly stripped off his clothes and jumped in bed. Stroking himself, Jim finally started to get hard, but before he could stick his cock in Lynda, she said, “Have you ever been pegged, Jim?” Jim froze. He wasn’t sure what that meant. Lynda continued, “Emma and I are playing a game. Mine is the only cock in the bed tonight. Do you want to play our game, Jim?”
Jim sat back as his erection began to soften. He asked what Lynda meant and she explained when she was finished fucking Emma she’d fuck him. “With that?”, he asked while pointing at the strap-on. Slapping Emma’s butt cheek, Lynda pulled out of her before she turned around and kissed Jim. Lynda’s dildo rubbed on Jim’s belly as Lynda stated cruelly, “My cock is always hard.” Jim’s penis turned practically flaccid. As Jim attempted to retreat, Lynda got out of bed and stood behind him holding his shoulder with one hand and using the other to guide her girl cock up and down Jim’s ass crack. “Come on, Jim, give it a whirl.”
Jim’s whole body turned soft as Lynda turned him around to face the bed, where Emma was now sitting up with her back against the headrest watching the show. Lynda bent Jim over by pushing on his back and she used her feet to encourage Jim to spread his legs apart. Jim looked into Emma’s eyes with a look of horror while Emma stared back at him smiling with a look more of amusement. Tracing the circle of Jim’s anus with her index finger, she asked, “Have you ever been fucked, Jim?” Jim did not respond. She continued, “No boyfriends in high school, Jim?” Jim’s penis shriveled as Lynda verbally humiliated him. Squirting some lube on her cock and down Jim’s ass crack, Lynda continued the humiliation, “I could tell the first time I met you that you were a little gay, Jim. Maybe after I’ve broken you in, we should call Luke and get you some real cock.” Even the mention of Luke’s name was deeply embarrassing for Jim. As Lynda started to stick the tip of her finger in Jim’s ass, Jim stood straight up. Lynda reached around fondled Jim’s rubbery junk, “It is pretty clear you’re a bottom, Jim. You need more dick in your life.”
Jim didn’t understand why the fuck he was putting up with being debased. He thought he should just walk away or insist on being able to fuck. Despite the thoughts Jim kept to himself, his body seemed to be remote controlled. Lynda pushed his face against the mattress and continued fingering his ass, preparing him in much the same way as she had prepared his wife, but with less patience and while verbally humiliating him. Jim did not feel ready when Lynda started pushing her cock into his ass. She wasn’t as large as Luke, but the dildo burned as she pushed it further into him. “You have a very fuckable boy pussy, Jim.”
Jim mumbled something unintelligible. “Are you thanking me for fucking you, Jim?” Lynda responded to Jim’s silence by forcing the last three inches of her cock into Jim without regards to his comfort. Jim, shuttered and screamed. While pilling her cock lost of the way and immediately forcing it back into his rectum, she asked again, “Jim, do you have something to say to me?” Jim blurted out, “Thank you!” By now Lynda was fucking Jim with abandon. “Jim, you really need to be more polite, Jim. Can you be more polite?” “Yes, Ma’am.”, Jim screamed while his ass was being violated by the strap-on.
The pegging continued for several minutes when Lynda asked, “Jim, do you remember the position the three of us were in the first time we fucked? Let’s do that, but remember you’re the girl now.” Emma smiled, spread her legs in front of her husband, laid back, and pointed at her hairless pussy, which was wet from the previous fucking that Lynda had given her. Lynda pushed Jim forward until his face was in his wife’s pussy, for the first time in their lives together. Before Jim could react, Lynda stuck her cock in him in one thrust and started pounding him. “I’m going to fuck you until Emma had an orgasm, Jim.”
Jim licked his wife. While not as experienced as Lynda, Emma was enjoying herself because this was the first time he had gone down on her. She liked watching his head bob back and forth as Lynda fucked him. And, she enjoyed watching Lynda’s tit’s bounce up and down as she thrusted back and forth. Lynda was not openly laughing as she fucked the man. Emma began to become aroused, in part due to the fact her pussy was being licked, but mostly because of the situation. It did take long for her to experience an orgasm, which was not as intense as others she had experienced recently, but was most certainly satisfying.
True to her word, Lynda stopped pegging Jim. Jim had a pressing urge to shower and got out of bed, giving Lynda one last chance to humiliate him. “Gee, Jim. Look how your wewe has shriveled. It looks more like a clit than a cock.” Jim escaped to the shower in the guest bathroom, grabbing his clothes as he passed them. He heard Lynda and Emma laughing as he made his way down the hallway. He did not return to the bedroom after his shower, but got dressed, grabbed a beer, and went to the back yard, where he sat by himself reflecting on the events since first meeting Lynda. He concluded he had effectively become a cuckold. It was almost midnight before Jim went inside. The bedroom door was closed. He peeked at the driveway and saw Lynda’s car, and he prepared the couch to get a little sleep.
Chapter 8 – Luke Returns
Emma was no longer hiding her sexual urges. Mater-of-fact, she texted Jim at work one afternoon, “Just a heads-up. Luke is on his way over. We’ll probably be busy for a few hours. You’re welcome to join us, but I understand if you rather not.” Jim read the text four times, trying to read between the lines. “Did she think I wouldn’t want to participate because of a fear of not performing again, or did she think Luke would want to fuck me?” It was four o’clock. Jim knocked off early and went to a local watering hole for happy hour. Sitting at the bar 5:30 finishing his second G&T, Jim wondered what a “couple of hours” meant. Should he return home 6:30. Jim kept drinking while imagining his wife being fucked again by Luke.
About 7, Jim left the bar and headed home. When he got there, he found two additional cars in the driveway. One was Lynda’s. He didn’t recognize the other car. Jim sat in his car for a half hour, hoping the people who were fucking his wife would leave, but they did not. Eventually, Jim went inside. There was moaning and slap-slap-slap sounds coming from the bedroom. The door was closed. Although he really didn’t need anything else to drink, he got himself a beer and sat in the living room. As he drank the beer, the sounds of fucking went uninterrupted. When he finished his beer, Jim decided to look into the bedroom.
Jim turned the doorknob and pushed the door partway open. Luke was laying on his back fucking Emma’s pussy reverse Missionary style. Lynda was fucking Emma’s ass Doggie style with her strap-on. His wife had graduated to double-penetration. All she needed was another cock in her mouth, Jim thought. The three didn’t notice Jim and he quietly closed the bedroom door. He got himself another beer and went to the patio. About an hour later, he heard a car leave and went inside. Looking out the blinds, he could see Luke had left. The bedroom door was still closed. Nonetheless, Jim invited himself into his own bedroom.
Lynda and Emma were leaning against the headrest, naked. They had their legs spread apart. Jim noticed both their cunts were gapped. They had both been fucked by Luke, probably for hours. Cum was dripping from Emma’s cunt. Lynda spoke first, “We’re cooling our pussies off, Jim.” Emma laughed. Jim was horny, but it was clear the two women were spent, and he was in no mood to beg. Knowing the drill of late, Jim excused himself and got ready to sleep … on the couch. Jim tried to get comfortable and fall asleep, but the women were talking. The conversation was punctuated with laughter. Jim imagined the joke was on him. He expected the women to eventually exit the bedroom to get cleaned up, but he noticed the bedroom light go out. Jim was asleep a few minutes later.
Jim woke in the morning as Emma walked past him. She smelled like fish and the stink lingered long after she had left the room. She had left Luke’s cum ferment inside her and the odor was a reminder of Emma’s infidelity, that Luke had used his wife, and that Jim had become a cuckold. Lynda followed Emma a minute later, She paused as she passed Jim, sat on the floor and began tormenting Jim. “You could have joined us last night, Jim. Luke told me he wanted some boy pussy and I had my strap-on with me. We could have tag teamed you. You really need to learn how to cum while being fucked … like a woman. You know what an analgasm is don’t you, Jim? To punctuate her abuse, Lynda leaned over and kiss him, which Jim viewed as disingenuous.
It was a workday for Jim. He got up, used the other bathroom, showered, and dressed. Emma was waiting by the door when Jim prepared to leave. She gave him a hug and suggested they spend a quiet evening at home after work. Jim was taken aback. He really thought he was losing his wife to the sex scene that started when Lynda entered their life. Jim smiled and told Emma he would like that very much.
Chapter 9 – The Talk
Jim was relieved when he got home and saw only Emma’s car in the driveway. Emma greeted Jim at the doorway and gave him a passionate kiss. She offered Jim a drink and told him she had prepared dinner. Jim enjoyed his cocktail on the patio while Emma finished preparing the meal. At one point, Emma came out and asked Jim if he wanted to eat inside or out. Jim suggested they eat at the dining room table.
Sitting down to eat, Emma served Jim. The experience harkened to their “normal” life. Their conversation during the meal also seemed “normal.” Emma asked about Jim’s day. Jim did not reciprocate with the same question; fearful Emma would say something like she had fucked Lynda all day. Afterall, she was still in his home when he left for work. After dinner, Emma cleared the table and did the dishes while Jim enjoyed a glass of wine in the living room. He sat on the couch, the same couch he has spent several nights sleeping. Emma joined him on the couch when she was finished in the kitchen. As they sipped their wine, Jim waited for the other shoe to drop. None of this seemed real … anymore.
After some banter, Emma addressed the elephants, Lynda and Luke. Emma began by committing to Jim. He was her husband and she fully intended to be with him “’til death do us part.” Jim had a good idea where the conversation was headed. Lynda told Jim that she had been sexually awakened during the past weeks. Her sexual self had grown, and it would be “very difficult to go back.” Lynda had taught her that she is sexually attracted to women. Luke had taught her that she was polyamorous. Emma had to explain what the term meant. Emma reiterated, Jim would always be her main partner, but she wanted Jim’s permission to have sex with other people. As Emma explained it, Jim and Emma could have a “normal” life together, but in the bedroom, she wanted the flexibility to have sex with others. This was all more that Jim could process in the moment, and he suggested they revisit the subject the next day. Emma agreed and thought his suggestion was “smart.” The two went to bed, but they did not have sex.
The morning was “normal.” No stinky extramarital sex partners walking around the house in their birthday suits making Jim uncomfortable. Jim and Emma shared a simple breakfast and Jim went to work after agreeing they would pick up the conversation they had started when he got home from work. Jim had trouble focusing on work. He Googled “polyamorous” and reflected on his wife’s words. She basically wanted a hall pass to fuck anyone she wanted to. But, wasn’t that essentially what she was doing now?
When Jim arrived home, it seemed like a repeat of the evening before. Emma had dinner ready and they dined outside. Emma didn’t raise the subject of sex, nor did Jim. However, when they sat together in the living room after dinner, Jim knew the subject would be broached, and he thought he was ready. On cue, Emma asked if Jim had thought about what she had said the night before. Jim said he’d be open to the idea of an “open marriage”, but there would have to be some ground rules. They spent the next several hours discussing the “rules”, which included being honest who they were having sex with. Jim and Emma when to bed that night with an understanding. They would try an “open marriage for a few months.
Chapter 10 – Fucking
The next morning Emma texted Lynda and told her about her “new-found sexual freedom”. Emma texted back, “Let’s have a gangbang.” Emma thought it was just talk until Lynda showed up at Emma’s place that afternoon with seven men. Emma invited them in and ten minutes later, everyone was naked. On the way to the bedroom, Emma texted Jim that she had “guests” and would be busy the next few hours. Emma followed the letter of the “rules”. Jim didn’t need to know she was about to be fucked by seven guys. Emma texted she’s let Jim know “when the coast was clear.”
The bedroom and certainly the marital bed was too small for two women and seven men. Lynda took the hand of one of the guys and said, “This one is mine. I brought the rest for you.”, and she left Emma alone with six guys. Four hours later, Emma still had not texted Jim. It was seven and he had run out of things to do, so he went home. When he got there, there were three cars he did not recognize in the driveway. Lynda had already gone home, so her car was not there. When he entered his home, he heard was sounded like an orgy in his bedroom. The bedroom door opened and a stranger walked out, an athletic male with an erection. He winked at Jim as he walked past him and went to the guest bathroom.
Jim looked in the bedroom. There were five naked men and his wife. Jim saw three cocks in his wife, as he predicted would happen one day. The five dudes didn’t acknowledge his presence, and his wife was too occupied to notice Jim had entered the room. Jim took his clothes off and joined the queue. Jim stroked his cock until he was hard, then stepped in front of the two guys who were waiting their turn saying, “This is my wife, do you mind?”
The guy who was fucking his wife’s ass was the first to finish and Jim took his place. The hole was gapping and slippery with cum. Jim shoved his cock in his wife’s ass and began fucking her with vigor. Remarkably, it was the first time he’d had his dick in his wife since Lynda showed up. He reflected on the humiliation he’d received and hate fucked his wife’s asshole. Because Emma’s asshole was gapped by men who were much larger than him, her asshole wasn’t as tight as he’d expected. He thought he might cum, so he slowed down, biding his time, pacing himself until the guy fucking his wife’s mouth finish. His wife was still swallowing the man’s cum when Jim presented his soiled cock and stuck it in his wife’s mouth.
When Jim couldn’t hold it any longer, he took a handful of Emma’s hair and pulled her head up until their eyes met. At that moment, Jim buried his cock deep in his wife’s throat and shot his load. Emma swallowed like a pro, and when Jim took his cock out of her mouth, she smiled at him, but Jim wasn’t entirely sure she even recognized her husband. The other two guys took Jim’s place. Jim got dressed, got in his car, and went to a cheap motel for the night. On his way to the motel, he reflected on the two new experiences, assfucking and cumming in a woman’s mouth. He enjoyed degrading Emma and wanted mores sex like that.
Jim came back home early in the morning. He needed to get dressed for work. The only car in the driveway was Emma’s. When Jim went inside, all he smelled was sex. The stench was pervasive throughout the house. The bedroom door was open. Emma was still asleep, naked, and spread-eagle. After Jim showered, got dressed, and ate breakfast, Emma was still passed out. Jim left for work. When he returned there were no cars in the driveway, not even Emma’s. He found a note from his wife, “I’ve left dinner for you in the fridge. It just needs to be heated up. Emma and I are having a girls’ night out and I’m staying at her place tonight. Did you enjoy fucking my ass and my mouth last night? I know the other six guys did.”
Chapter 11 – The Sleep-Over
Emma didn’t want to be around men for a while. She’d had six dicks in her pussy, seven dicks in her ass, and seven dicks in her mouth in the last twenty-four hours, including her husband’s. Emma was not accustomed to being used they she had the night before, and all three of her holes were raw. It was Lynda who suggested a sleep-over at her place, which she described as her “girl sanctuary.” It was the first time Emma had visited. Lynda had a nice two-bedroom home that was elegantly appointed. Emma immediately felt at home.
Emma didn’t bring any clothes with her when she went to Emma’s place. She didn’t know at the time that she was spending the night. Lynda offered to lend Emma a nightie. When Emma put the nightie on, both women laughed because Emma’s breasts didn’t even begin to fill the voids that Lynda’s would have. Emma took the nightie off and spent the rest of the night walking around in her panties. Lynda also adopted the “uniform.”
The two women had a quiet evening, a nice meal and they watched a “chick flick.” They didn’t discuss sex once. When it came time to go to bed, the two women stripped off their panties, and crawled into bed. Despite the fact Lynda lived by herself, she had a king-sized bed, which Emma imagined were often filled with multiple bodies. Emma and Lynda kissed and caressed each other for several minutes before Lynda rolled over and Emma spooned her as they fell asleep.
Lynda was the first up. Throwing on a robe, she left Emma to sleep in thinking she was still recovering from the gang bang. Lynda brewed some coffee, and the aroma was apparently enough to wake Emma, who walked into the kitchen naked. Lynda gave Emma a passionate kiss and handed her a mug. Lynda suggested they sit outside, and she led Emma to the patio. Lynda’s patio was not as private as Emma’s was, and Emma was self-conscious about being nude and she asked Lynda if she should put something on. Lynda responded with a mischievous grin as she let her robe drop to the ground.
Emma lamented how sore she was. She said no one and nothing was going to touch her privates for a week. Lynda smiled and said her pussy was just fine, and in fact “needed some attention.” Lynda got up from her chair and moved to a lounge chair, laid on her back and spread her legs. Emma smiled and joined Lynda and kissed her before slipping down between her legs. Emma’s technique had much improved and Lynda moaned as her pussy was licked. Emma put two fingers inside Lynda and stimulated her G-spot as her tongue flicked Lynda’s clit. After ten minutes of stimulation, Lynda experienced a massive orgasm. When Lynda’s spasms had subsided, Emma kissed Lynda’s pussy and laid her head on her breasts. A moment later there was a clapping noise. The two women jumped to their feet to see a man clapping from his balcony one house over. The two women laughed and ran inside.
Emma had left her cell phone by the bedside. It was chiming. She had received a text message from Jim wondering when the sleep-over would be done. Emma replied that she’d be home in a few hours. Emma had not told Lynda about Jim fucking her at the gang bang, and the text message was a prompt to so that. Emma gave Lynda the sorted details, how the six men Lynda had gifted her had used all her holes for hours, and most of them came multiple times. How she’d had three dicks in her for the first time. Except for the time Lynda had fucked her ass while Luke fucked her pussy, she had never experienced multiple penetrations. How she’d tasted cum for the first time and ended up swallowing at least four loads. She felt like a porn star as the men used her for their pleasure. She even had her first orgasm while being fucked.
Emma also told Lynda about Jim. How he had slipped in and fucked her ass and then her mouth. His was one of the loads she had swallowed. It was her first ass-to-mouth. Jim hadn’t even washed his dick off before sticking it in her mouth. Emma described how he finished himself off by grabbing her hair. He was obviously enjoying degrading her. Lynda wasn’t amused. She thought Jim was starting to “learn his place.” Lynda suggested Jim should receive the same treatment.
Chapter 12 – Payback
Two weeks had passed since the gang bang, Emma has engaged in little sex, except a couple of pussy-licking from Lynda. Jim had fucked her pussy once in a throwback to pre-Lynda sex. Emma was ready to have some fun in the bedroom. Lynda had invited Emma out for drinks that evening, and Emma intended to use the opportunity to make some plans.
Emma arrived before Lynda at the “Groggy Frog” bar. She picked out a table in the back, where it was darker and away from the bar. Lynda showed up a few minutes later, giving Emma a kiss before taking her seat. After ordering drinks, Emma kicked off the conversation, “I think Jim needs some ATM.” Lynda laughed and said one word, “Luke.”
The next evening, Jim came home to a “normal” evening, with Emma having prepared a meal. They had pedestrian non-sexual conversation during the meal and afterwards as they relaxed in the living room. After having shared a couple bottles of wine, Emma ask how Jim would feel about having Lynda over for a sleep-over? Jim had mixed feelings. Not all those feelings had been shared with Emma. He didn’t tell Emma about Lynda’s mocking when they were alone. Nonetheless, Lynda was the only woman he’d ever fucked besides Emma, and he wouldn’t mind doing it again. He feared being humiliated again. “Would she leave her strap-on at home?”, he asked defensively. Emma smiled, “Sure, dear.” Jim somewhat reluctantly agreed, and they agreed on Friday.
That Friday, Emma had prepared a meal. Jim arrived about an hour before Lynda was supposed to, so Jim made Emma and himself a cocktail and that relaxed in the living room. Emma asked about his day and Jim asked about hers. The conversation broached various topics, but not sex. Thirty minutes into their conversation, Emma received a phone call from Lynda. Emma put her on speakerphone.
Emma: “Hi, Lynda!”
Lynda: “Hi, Babe!”
Emma: “Are you on your way.”
Lynda: “Absolutely! I stopped for Happy Hour at the Groggy Frog for a drink and met Luke there. Is it okay of he comes with me? Is there enough food?”
Emma, turning to Jim: “Jim, is it okay if Luke joins us?”
Jim’s face was flush when he responded, “I thought it was just going to be the three of us.”
Lynda, on speakerphone: “Oh, we don’t want to impose.”
Emma, covering the microphone on her phone: “Jim, if you’re not comfortable, we can call the dinner off.”
Jim seemed flustered. Emma walked over and sat next to him, held his hand and asked, “Does this make you feel uncomfortable?” Jim stiffened up and said, “No, it’ll be fine.”
Emma: “We’d love for Luke to join us.”
Lynda: “Great! We’re on our way.”
Emma asked Jim for his help in the kitchen. He chilled more wine and set the table. She put the meal in the oven and prepared a salad. Twenty minutes later, there was a knock at the door. Emma was still busy with the meal, so she asked Jim to greet their guests. Jim opened the door, smiled, and invited Luke and Lynda in. Luke shook Jim’s hand when he entered, and Lynda stopped and gave Jim a kiss. Jim took Lynda’s coat. She was once more wearing a dress that did a poor job covering her breasts. Lynda noticed Jim ogling her and she said, “My tits are going to need some hands-on attention later, Jim.” Jim smiled.
Dinner was ready and the three sat down while Emma finished up in the kitchen. The leaf had been taken out of the table, making the seating arrangement cozier. Luke and Lynda sat down next to each other at the square table. Jim was going to sit across from Luke when Lynda suggested he sit across from her “so they could see each other.” Jim took a seat next to Luke. Emma came in with the first two plates, and she kissed Lynda and Luke as she served them. She returned with the other two plates, served Jim, then joined them at the table.
Luke complimented Emma on the meal and Lynda followed suit. The conversation at dinner seemed “normal.” Luke asked Jim what kind of work he did. Lynda asked about the house and how long they had owned it. They discussed past pets in their lives, none had pets at present. They lingered at the table well after they had finished eating. Lynda flirted with Jim, smiling at him, winking, and “accidentally” brushing her pierced nipples. Jim wondered if the four of them were pairing up. Was he finally going to get a chance to fuck Lynda again? Luke offered to help Emma clear the table. Jim filled Lynda’s wineglass and suggested they retire to the living room, where they took seats side-by-side on the couch.
While Luke and Emma were still busy in the kitchen, Lynda came on to Jim, “You know what else needs some hands-on attention, Jim?” She took his hand and slipped it under her dress where he touched her wet pussy. Jim began to think that Lynda never wore panties. Lynda kissed Jim and said, “I’d really like someone to lick my pussy, Jim. Is that something you would do for me?” Jim cleared his throat and nodded yes. Lynda put her hand under Jim’s shirt and kneaded one of his nipples saying, “I like it when people do this to me. My nipples are very sensitive because of the piercing.” Jim reached over and touched her nipples through the dress, Lynda pulled one of her boobs out from beneath her dress and Jim kneaded the nipple b pinching it between his index finger and thumb.
Lynda unzipped Jim’s pants and pulled out his penis. Leaning over, she began giving him a blowjob. Jim’s dick grew in her mouth to be almost erect when Lynda started giving him a hand job while French kissing him. Jim couldn’t control himself and ejaculated in Lynda’s hand. She giggled and said, “So much pent-up energy, Jim. You need to cum more often. Maybe later?” With that Luke and Emma entered the room. Seeing Jim’s soiled crotch, they both smiled and Emma said, “Getting started early, Dear?” Luke laughed. Jim zipped his pants and excused himself.
Jim changed clothes. When he returned to the living room, he half expected to find Emma fucking Luke and Lynda, but they were still fully dressed and engaged in “normal” conversation. Lynda smiled when Jim entered the room and motioned to him to join her on the couch. When he sat down next to her, Lynda leaned over and whispered, “You still owe me a good pussy licking, Darling.” Jim wondered if he’d be able to recover to fuck Lynda later. He didn’t have a record of more than one orgasm a day.
Jim noticed Luke was not coming on hard with Emma. In fact, Emma seemed to be paying more attention to him than Luke or even Lynda. He reflected on the original plan for the two women and him to have an evening together, and wondered what Luke was going to do. Perhaps he’d take an Uber home and let them proceed with their original plan. As if reading his mind, Emma got up from the couch she was sitting on with Luke and sat down next to Jim. Flanked by the two woman, they each leaned on one of Jim’s shoulders. Luke smiled.
Jim started to panic. It seemed unlikely he’s be able to get hard again soon and he didn’t have a history of satisfying two women. He imagined being humiliated again by Luke and his enormous cock. Emma started kissing the nap of Jim’s neck as Lynda rubbed his thigh. Jim felt like he was being set up for failure. Nonetheless, he’d never had two women pay so much attention to him at the same time. Lynda made the first move, standing up in front of Jim, taking his hand, helping him to his feet, and saying, “I believe you own me something, Jim.” Emma stood up and took Jim’s other hand and the two women led Jim to the bedroom.
Standing the bedroom, Lynda was the first to strip, then the two women undressed Jim. Jim’s penis showed no sign of activity. Lynda laid down on the bed and Jim followed her, kneeling between her spread legs. He watched Emma strip until Lynda put her hands on his head and encouraged him to lick her pussy. Several minutes into licking Lynda, still on his knees bowing down to perform cunnilingus, he felt someone slip in behind him and begin licking his anus. He enjoyed the attention and went back to work with his face buried in Lynda’s cunt.
Emma started probing his ass with her fingers. Was she going to use a strap-on on him like Lynda did, or was this just assplay, Jim thought. Jim was enjoying the fragrance and taste of Lynda’s pussy. It was really the first time he had actually enjoyed going down on a woman. Perhaps it had something to do with the fact two women were in bed with him. Jim even liked Emma playing with his ass.
Lynda started enjoying the pussy licking and said to Jim, “You’re starting to lick pussy like a woman, Jim” Jim took that to be a compliment and started licking with more vigor. As Emma worked more fingers into Jim ass, Lynda got closer to an orgasm. Jim heard Emma’s ask from behind, “Do you like me finger-fucking you, Jim.” Jim mumbled “yes’ with his face buried in Lynda’s pussy. “Do you want to be fucked for real, Jim?” Jim wasn’t fond of the idea of being pegged again, but he didn’t want to interrupt the sex, so he said yes.
Jim felt the cock probe his anus. It hurt more than last time as it was forced in. Jim stopped licking and started to raise his face. Lynda held it down and said, “I am so close, Jim. Please don’t stop.” Jim fought past the pain as the dick was stuck in him, and he continued to lick. The cock started moving in and out of his rectum and Lynda started bucking her hips. Exploding in an orgasm, Lynda screamed. Jim continued to lick her until she finally pushed his face away.
Jim continued being fucked when Lynda got out of bed. Emma took her place in front of Jim, spread her legs, and said, “My turn, Dear.” It took a moment for the situation to register. Who was fucking him? Jim started to turn around, but Emma took his face in her hands, smiled, and reminded him that he said he wanted to fucked for real, and then she pushed his face into her pussy. Jim licked his wife while Luke fucked him. Luke legendary stamina outlasted Emma, who for the first time experienced an orgasm while Jim performed cunnilingus. Echoing Lynda’s comment, she said afterwards that he had done almost as good of a job as Lynda. “Maybe being fucked like a girl inspired you, Jim.” Jim buried his face in the mattress as he was sodomized by Luke.
Emma and Lynda watched the show while sitting up and leaning on the headboard. Both woman had large grins on their faces as a sweat-covered Luke rammed his cock in Jim’s butt. Jim was whimpering, in part because of the pain but mostly because of the humiliation of being used by a man. Not having the courage to speak to the man fucking him, Jim asked Emma if she’d ask him to stop. Emma said, “Jim, don’t you think Luke deserves an orgasm? Jim nodded yes.
Thirty minutes into the ass fucking Jim couldn’t take it anymore and begged Emma to intervene on his behalf. At this point Luke was grunting like an animal with each thrust, which had become more deliberate. He was making a concerted effort to finish himself off, which was no each task for Luke after such a “short” period of time. Emma noted Luke was getting close to finishing. But, if he wanted it to end soon, she noted that it had been her experience that he seemed to finish more quickly when someone sucked him. “Do you want that, Jim.” Jim was practically comatose at this point and he nodded his head yes without clearly understanding what he was agreeing to. Perhaps one of the women were going to take over.
Luke pulled his cock out of Jim’s ass, flipped Jim around like a rag doll, and stuck his soiled cock in Jim’s mouth. Jim gaged. He thought he was going to vomit. Only half of Luke’s big cock fit in Jim’s throat. Luke stroked the other half. The two women laid down on their back on either side of Jim facing in the same direction so they could watch Luke’s cock fuck Jim’s mouth. Jim’s eye’s were the size of saucers as Luke lightly slapped Jim and told him to suck harder or he’s have to put it back in his ass. Jim complied and Emma said, “You’re becoming a pretty good cocksucker, Jim.”
It took another ten minutes for Luke to finish himself off. Tears were flowing down Jim’s face as Luke pumped half a cup of semen down his throat. Jim gagged but Luke forced his cock to stay in Jim’s throat by holding the back of his head. When he finished, Luke released Jim and got hot of bed. Jim collapsed on his stomach, still flanked by the two women. Jim face was pointed towards Lynda, who was laughing and said, “You really are a girl now, Jim.” Cum was dripping from the corner of Jim’s mouth. Emma spooned Jim and said, “You first ass-to-mouth, Jim. Actually, it’s more like your first boy pussy-to-mouth, isn’t it.”
Jim understood what had just happened. He was given the same treatment he’d given his wife a week earlier. He was angry, but not surprised. He told himself that it didn’t mean anything, but he couldn’t get the fact that a man had fucked him out of his head. He laid in bed as the other three left to get cleaned up. He could hear them showering together. Even if he’d been invited, he couldn’t face the man who had just defiled his mouth.
Minutes later, Emma returned and told Jim she invited Luke and Lynda to spend the night. Jim got out of bed, put a robe on and passed Luke and Lynda on the way to the shower. When he returned to the bedroom. Luke was fucking Emma and Lynda was waiting her turn. Jim was spent, both physically and mentally, and he had zero interest in more sex, so he closed the bedroom door. And curled up on the couch. He couldn’t sleep though because his ass hurt, his pride hurt, and the women were making noise as they got fucked by the same man who had fucked him earlier. He couldn’t get the experience out of his head.
Sounds of sex came from the bedroom for the better part of two hours. At one point, Jim heard one of the women, maybe Emma, ask Luke to stick his cock in her ass and say, “Fuck me like you fucked Jim.” Jim couldn’t fall asleep until well after the noise emanating from the bedroom had stopped and the lights in the bedroom had been extinguished.
For obvious reasons, Jim had a fitful night and eventually got up just as it was getting light. The bedroom door was cracked open, apparently because someone had come or gone while Jim was asleep. Jim peeked in the bedroom and found Luke and the two women lying in bed, naked. There were no covers. Luke was laying on his back and the two women were snuggling him on either side with their heads rested on his shoulders and their legs draped over his. Luke’s legs were spread apart, and his huge flaccid cock was dangling between them. Staring at the cock and two pussies, Jim relived his experience from the night before servicing the two cunts, taking it up the ass, and swallowing a load of cum.
Chapter13 – Chastity
In the weeks following Jim’s ass-to-mouth humiliation, Emma and Lynda routinely needled him. For example, Emma invited Jim to join her and Lynda for “girl’s night out”. And, he found a pair of Emma’s panties laid out with the clothes he was going to put on. Jim came home from shopping on a Saturday afternoon and found Emma and Lynda drinking wine on the patio. They invited Jim to join then, so he poured himself some wine as well. The conversation was civil, although there were several vailed references to Jim’s questionable masculinity. Lynda tried to engage Jim in a serious conversation about what it was like to be emasculated by a man. The topic made Jim uncomfortable, but Emma chimed in. “It’s just sex, honey. Anything is acceptable between consenting adults behind closed doors. There’s nothing to be embarrassed about.” Jim couldn’t tell if Emma was serious or whether she was mocking him.
After an hour of conversation, and a few more glasses of wine, Lynda suggest they have sex before she left. Emma smiled and nodded her head in agreement. Jim wasn’t sure he was invited until Lynda took his hand and began leading him to the bedroom. Halfway there, Lynda said, “I just love lesbian sex.” Jim appreciated she was making one last jab at his masculinity before they got to the bedroom but didn’t say anything. Once there, the two women stripped down to their panties. Jim took off his clothes as well, leaving his boxer shorts on. Lynda stepped behind him and pulled the shorts to his knees while saying, “No men allowed.” Jim stepped out his underwear and stook there naked until Emma produced a pair of panties, kneeled in front of Jim and held them while encouraging him to put them on. After some prodding by the two women, he agreed to put the panties on.
The three crawled into bed and began making out. Lynda and Emma took turns kissing and touching each other and doing the same with Jim. Emma and Lynda played with each other’s nipples while they kissed. Lynda turned to Jim and gently played with his nipples while kissing him. Jim didn’t take the hint, so Lynda took his and placed it on her breast. He mirrored her behavior in stimulating her nipples the same way she stimulated his. When she bent down and sucked his nipples, he reciprocated. While Lynda paid attention to Jim, Emma positioned herself to scissor. Lynda stopped kissing Jim and he watched as she scissored with his wife. The two woman’s panties started to become visible wet.
After a few minutes, Lynda leaned over to Jim and asked if he’s like to try scissoring. While Jim tried to think of an appropriate response, Lynda reached down and started rubbing Jim’s anus through the panties he was wearing. “Come on, it’s fun.” She crossed legs with Jim and positioned herself until her pussy rubbed against his perinium. It was as if she was specifically avoiding Jim’s penis. Emma moved over and started kissing Jim as Lynda started grinding herself against Jim’s anus. Jim was enjoying the attention.
Emma slipped aside her panties and started fingering herself. She would periodically remover her fingers from her pussy and wet them in Jim’s mouth. Jim was developing a taste for pussy and he sucked Emma’s fingers when she put them near his mouth. Lynda leaned down, pulled her panties aside and stated licking her clit while she kissed Jim. After a minute she turned to Jim and whispered, “Would you like me to like your pussy?” Jim nodded yes. Lynda said she wanted to lick him from behind. Jim was confused, but he got on his knees and Kyle slipped behind him. Emma took off her wet panties and laid down in front of Jim with her legs spread. Jim started performing cunnilingus on Emma while Lynda pulled aside his panties and started licking his anus. Between the smell and taste of Emma’s pussy and the stimulation of the analingus that Lynda was performing, Jim began to get excited and his semi-flaccid penis started poking out the top of his panties.
Lynda stopped lick Jim’s asshole when she saw his penis. She laid down on the bed with her head near Jim’s face, which was still planted in Emma’s pussy. “Jim, we’re only having girl sex this afternoon. No weenies, you understand?” Jim looked at her and nodded in agreement before returning to the talk of licking his wife’s pussy. Lynda continued, “Do you want to play some games? Emma wanted to try bondage.” Lynda got out of bed and returned with two short pieces of rope, After securing the ropes to the head of the bed by tying them to the legs of the frame, Lynda ties Emma’s wrists while she laid on her back.
Jim continued licking Emma while Lynda bound her wrists, but when she was finished, he stopped licking and stepped back to see his wife in bondage. It was sort-of sexy. Lynda took over for Jim by performing cunnilingus on Emma. Lynda expertly wielded her tongue and Emma experienced an orgasm within five minutes after Lynda went down on her. Jim watched the spectacle, his wife tied to a bed while a women went down on her … the stuff of every man’s wet dreams.
Emma untied Emma and told Jim it was his turn. Jim laid on his back as Lynda tied is wrists. As she finished tying his wrists, Lynda turned to Jim and said “Good girl. Do you like bondage?” Jim nodded. “Good, because there is one more thing we need to lock up before we can have lesbian sex.” Jim has a puzzled look on his face. While she pulled off his panties, Lynda said, “Jim, we need to lock up your clitty.” Jim asked, “My clitty?” Lynda reached down and pinched the tip of his penis. Jim shuttered in pain. “This clitty, Jim.” With that, Emma produced a steel cock cage, “This is for you, Honey.” Lynda took the chastity device from Emma and installed it on Jim’s genitals.
Jim asked if they were playing a game. Lynda laughed and simply said, “Nope.” Jim began struggling with his bindings. “Please let me go.” Emma said, “Sure”, and untied him. Jim tugged at the cock cage, “This too.” Emma said, “I have nothing to say about that, Jim.” Jim asked where the key was. Lynda told him, “Luke is your keyholder. Luke is the bull for all the girls around here.” Jim protested and demanded to be released from chastity. Emma told him they couldn’t if they wanted to, and they didn’t want to. Lynda offered to call Luke over if Jim wanted to talk with him. Jim told Lynda he needed to think about what was happening.
While Jim sat up in bed, Lynda sat behind him, wrapped her legs around him, reached her arms around his waist to play with his nipples, and kissed his neck while whispering, “Now that you no longer have that nasty pecker to think about, we can have lots of fun in the bedroom.” Releasing Jim from her grip, Lynda reached over to where she knew Emma kept a vibrator in her nightstand. Lynda pushed Jim over onto his hands and knees, flipping on the vibrator, then Lynda applied the vibrator to Jim’s anus. He found the stimulation erotic and tried to go along with the sex games they were playing.
Lynda began inserting the vibrator into Jim’s rectum. “Do you know about the P-spot, Jim? Did you know that boys can have orgasms like girls?” She kneaded Jim’s caged balls as she spoke, “Some people call it milking, Jim. I have heard the sensation is unlike anything else.” Jim just wanted to fuck Lynda, but the attention she was giving him was disarming. “Learning to orgasm without your penis takes training. You must unlearn playing with your wang.” Jim would do anything for an old-fashioned orgasm about now. Emma leaned over and whispered in Jim’s ear while Lynda continues to play with his ass, “I think chastity is sexy, Jim. Would you wear the cage for me for a while?” What choice did he have, he thought to himself. Emma continued, “I think it’s sweet that you’re sharing your feminine side with Lynda and me this afternoon.”
The two women continued stroking Jim’s ego and reassuring him that chastity would not be the end of sex, but the beginning of different, more exciting sex. Lynda chimed in, “You look very fuckable, Jim. Can I fuck you?” Jim remained silent, his face buried in the mattress and his ass stuck in the air, like a bitch, he thought. Squeezing his ball a little harder, Lynda asked again, “Can I fuck you, Jim.” Jim barely moved his head in agreement.
Lynda got off the bed and put on her strap-on, then rolled Jim on his back while saying, “I think it’s more intimate to fuck Missionary than Doggie, don’t you agree Jim? She lifted his legs to gain access and stuck her dildo in him without much fanfare. Jim was already pretty loose from the vibrator she had used on him. Lynda laid down on Jim’s torso while pressing his legs over his head and she gently fucked him while talking in his ear, “I love fucking you, Jim. You have such a pretty pussy. I’d fuck you every day if you let me.”
Jim’s eyes were watery. He was obviously humiliated. Emma leaned down and joined the conversation, “There is no shame in submitting to a woman, Jim. Lynda’s breasts slid across his chest as she rocked back and forth to cause the dildo to slide in and out. Pulling her dildo out of his ass, Lynda complimented Jim’s physique, “I really like seeing you in panties. When you were wearing them, and I couldn’t see your nasty penis, I felt much closer to you. Let’s explore your feminine side, Jim.”
Chapter 14 – Jim’s Feminization
It had been a week since Jim was placed in chastity. Despite efforts to gain his release, Emma stood strong. Whenever he brought up the subject, Emma would throw her hands in the air and claim she had no control over his chastity. “Luke has the key” was her favorite refrain. Eventually, Emma suggested he contact Lynda because “she had the spare key.” Emma said Lynda was even more intent on keeping him in chastity, but it might be worth a try. Jim reluctantly reacted out to Lynda to beg her to get release him. Lynda suggested he come over to her place to discuss his situation.
Jim went to Lynda’s home after work. It was the first time he’d been there. Lynda opened the door and invited him in. She was wearing a T-shirt and yoga pants, and apparently no underwear, as usual. As soon as he was inside, Jim raised the subject of the chastity device. Lynda said, “Let’s see that thing. Take your clothes off.” Jim asked why and Lynda simply responded with a stern-looking expression. Jim didn’t want to piss her off under the circumstances. “What the fuck. You’ve seen me naked a dozen times.”, and he peeled off his clothes.
Standing naked in front of Lynda was embarrassing, but particularly because of the cage. Lynda jumped right in with the verbal humiliation. “It makes your tiny pecker seem even smaller. It really looks more like a clit now, Jim.” Jim expected such abuse from Lynda and he was prepared to take it in order to get what he wanted. “Twirl for me, Jim. Show me your body.” Him spun around in place once. “You know, Jim, you have a very attractive body. You know what would make it look nicer. Jim? Less hair.”
Lynda asked Jim, “Do you mind if I clean you up a bit?” Jim would have done anything to be released, so he agreed to participate in her games. Lynda led Jim first the kitchen. Throwing an old sheet on the floor, she told Jim stand in the middle. “Girls just love make-overs, Jim.” Producing a pair of hair clippers, Lynda ran them over Jim’s whole body, including his head, which left the hair all the same length, about a quarter inch. When she finished, she led Jim to the bedroom.
In the bedroom, Lynda threw an old sheet on the bed and she told Jim to lay on his stomach. Lynda disappeared for a few minutes. Jim worried Lynda was going to peg him again, but she returned with a small box, not her strap-on. What she had planned was worse than a fucking. “You know girls suffer to be pretty, right? Have you ever been waxed?” Lynda started with Jim’s back by removing large swaths of hair. Jim flinched each time she pulled the wax off.
Finished with Jim’s backside, Lynda told Jim to flip over. Before she started working on Jim again, Lynda produced two handcuffs. “We need to restrain you before continuing, Jim.” Jim started to question why that was necessary as she put one handcuff around each wrist before attaching them to her brass headboard. Lynda left the room for a minute before returning with a key, which she used to unlock the cock cage.
“We need to clean up your pussy, Jim.” Lynda began to wax Jim’s pubic hair. The pain was excruciating, and Jim yelled out as she worked. Lynda laughed and mocked Jim, “It hurts to be pretty, Jim.” Finished with the groin, Lynda flipped Jim’s legs up and waxed his anus, “You have such a pretty pussy, Jim.” After waxing the rest of the front of Jim, Lynda put the cage back on again.
“Since we have you still, Dear, let’s work on your makeup.” Straddling Jim’s chest and applying moisturizer to his face, Lynda said, “The first step to any makeover should always be your skincare routine, Jim.” Applying foundation next, she said, “It’s time to get ready of the beard shadow. Now some concealer, especially under the eyes. A bit of contouring to give you high cheek bones, and some blush. Now for your eyes. Gateways to the soul, Jim.” Lynda added some light eye shadow mascara and eyeliner. “Let’s get rid of those bushy eyebrows.” Lynda plucked and trimmer his eyebrows. “Now for the pièce de resistance, Jim. Shall we use fuck-me red lipstick?” Lynda applied red lipstick to Jim’s lips. Dismounting his chest, Lynda slipped some thong-type panties that were crotchless. She adjusted his cage, so it fit through the slit in the front of the panties. “Very cute, Jim.”
Lynda lifted her T-shirt to expose her tits and pierced nipples. “I notice that you like my nipples, Jim. I did them myself? Would you like me to do yours? They’re very sexy.” Jim shook his head no. Lynda straddled Jim’s chest again and kneaded his nipples, “Come on, Jim. They’d look so cute. You won’t feel a thing.” Jim didn’t answer, so Lynda pinched his nipples, causing him to flinch. “That is about how much it hurts. If you don’t like them, you can take them out.” Jim didn’t answer. Lynda got off and went into the other room. When she returned with a marker, a bowl of ice, a needle, and a pair of spare dumbbell jewelry. Straddling Jim again, Lynda asked, “Do you want them horizontal or vertical.?” Jim didn’t answer. “Vertical then. That’s the way most people do it.” Lynda wiped Jim’s chest with alcohol then marked where she was going to insert the needle. “Look straight to me, sweetheart.” Lynda held an ice cube against the left nipple and waited until it was numb before dousing the nipple with cold alcohol and quickly inserting the needle, followed by the jewelry. Jim opened his eyes and grimaced. Before he could say anything, Lynda moved on to the right nipple. The whole process took three minutes.
Lynda released Jim from the handcuffs, took his hand, and walked him over to a full-length mirror. He hardly recognized himself. Lynda stood behind Jim. Reaching around, Lynda let her hands glide across Jim’s smooth chest, pausing at the nipples to allow the tips of her fingers bounce off the piercing. Jim was completely hairless. He partially lowered the panties Lynda had put on him to look at his bald pelvic region. Lynda pointed out he was bald there just like the other girls in his life, referring to his wife and herself. Jim pulled up the panties and rubbed his hands across his bald head. Jim stared at the face in the mirror. He moved his red lips in disbelief they were his own. Lynda broke his spell by saying, “You know what you need, nails to match those lips.”
“It’s time to get dressed.”, Lynda announced. Jim started looking for his clothes, which he thought he had left by the front door, but they were gone. Lynda and she smiled, “You are too pretty to wear boy clothes. Jim looked horrified. “Can I just go home?”, he asked. “Oh, don’t be a party pooper, Jim. I got you something to wear.” Lynda handed Jim a box that was wrapped with a ribbon. It had a card that read, “Happy Coming Out, Jim.”
Jim frowned after he read the card, but his jaw dropped when he opened the package, which contained a white, semitranslucent blouse, a black skirt that was between mini and above-the-knee, a pair of mid-calf black stockings with lace around the welt and a prominent seam that ran down the back, a semi-see-through white AAA bra and matching panties, a black wig with a short, modern-looking hairstyle, and a pair of black ballerina-like slippers.
Jim behaved like a rag doll as Lynda fussed over him. She helped him dress in the undergarments and showed him the trick for putting bras on where the clasp is fastened in front, the bra is rotated around the chest, and the straps are put on. She also showed him how to “scoop and swoop” technique, although it was hardly necessary with a AAA bra. Lynda fit the wig, brushed, and styled the hair. Finally, the blouse, skirt and slippers were put on. Taking Jim’s hand, she led him to the full-sized mirror. Jim’s head was bowed in shame. His shoulders were drooping, and his general posture was slouched.
“Straighten up and open your eyes, Jim.” Jim looked at the mirror and did a double take. The person before him was a woman. Jim couldn’t take his eyes off his face in the mirror. It in no way resembled the face he had known his whole life. He scanned the person in front of him, The bra he wore was visible through the sheer blouse, and the nipple piercings were evident. He lifted the skirt and looked at the outline of the cage underneath the panties he was wearing. The frill around the welt of the stockings was barely covered by the skirt. Putting her arm around Jim’s waist, Lynda complimented his appearance, “You’re very pretty, Jim.”
“We really need to come up with another name when you’re dressed up like a girl. Jim just doesn’t work. Jamesina is a Scottish feminine form of James, but I prefer the French Jacqueline. Yes, Jackie. Do you like the name Jackie?” Jim remained silent. “Your beautiful, Jackie. Let’s take some picture.”
Emma had just gotten out of the shower when she saw text messages from Lynda. At first, she wasn’t sure who she was looking at in the attached photographs. The only text attached to the photos was “Isn’t Jackie beautiful?” It wasn’t until she flipped down to a photo where Lynda was lifting the skirt and pulling down the panties to reveal the cock cage that she realized she was looking at photos of Jim. Her first response was, “He let you pierce his nipples?” Her second response was, “He’s cute.” Lynda texted Emma, “We should celebrate. Meet at the Groggy Frog?”
Emma arrived first at the Groggy Frog, took a seat at the bar, and ordered a dirty martini. Lynda showed up a few minutes later, alone, and told Emma that she’d gotten “Jackie” in the car, but he was refusing to come in. Emma returned to the car with Lynda, and the two cajoled “Jackie” to join them. Emma complimented his appearance and assured him no one would recognize him. “The bar is dark and everyone is drunk.”, Lynda said. “It’ll be fun and sexy.”, Emma argued. Eventually, Jim reluctantly agreed to join them, but made no promises about staying.
Chapter 15 – Jackie’s First Date
Emma and Lynda held Jim’s hands as they walked back to the entrance of the Groggy Frog. Emma told the other two that she’d been sitting at the bar. She asked the other two if they wanted to return there or get a table. Jim wanted to get a table but Lynda thought it would be “fun” to sit at the bar. As they walked through the door, Lynda said, “Jackie, you’re going to need to learn how to sit lady-like so you don’t accidently flash someone your panties.
Walking up to the bar, Lynda sat where she was before, Jackie sat in the middle, and Lynda sat on the other side of “her”. Crossing her legs as she sat down, Lynda tapped Jackie’s knee and pointed to her crossed legs. Emma had never finished her first drink, so she ordered a fresh dirty martini. Lynda ordered a glass of Chardonnay. When it was Jackie’s turn to order, she didn’t say anything. Emma jumped in and order her a pink lady, a very girly drink.
When the drinks arrived, Emma proposed a toast “to Jackie’s coming out.” The two women drank to the toast, but the man sitting between them did not. The two women kept up their barrage of humiliation. Lynda was next, “You know what you need, Jackie? A date.” Emma laughed, “You’re hot, Jackie.” Lynda suggested they invite a few men to the celebration. Breaking out her “little black book”, which was actually just a list on he iPhone, Lynda started suggesting some dates for the evening.
Emma asked Lynda to invite a guy with a big cock for her, then she turned to Jackie and asked her what she was into. Her husband silently stared at the drink he had not touched. Lynda said she knew just the man, Lonny, a guy who loves femboys. Thirty minutes later, the three “women” were sitting at a table with her dates. Lynda’s date was a guy named John who was a white version of Luke. Emma’s date, Jake, was an average-looking black guy that Lynda said had the biggest dick she’d ever see. Jackie’s date, Lonny, was a weightlifter type black man who looked to be twice Jackie’s weight.
The six moved from the bar to a poorly lit table in the back. Lynda obviously knew all three of the dudes. Lynda must have told Jim that Emma was a sure thing because he latched on her immediately. At one point, after a few drinks, Lonny leaned over and lifted Jackie’s skirt, and smiled when he saw the cock cage. A few minutes later, Emma excused herself to “go to the little girl’s room”. As she passed Jackie, Emma tapped her shoulder and said, “Why don’t you join me.”
There was another woman in the bathroom when Emma and Jackie walked in. Emma and Jackie went to different stalls, and by the time they finished, the other woman was gone. “I wanted to let you know that I plan to go home with Jake. You should go home with Lonny. He finds you very attractive.” Emma left Jackie with her thoughts in the bathroom and returned to the table.
When Jackie finally returned to the table, Lynda had already left with John. As Jackie sat down, Emma and Jake stood up and said they were leaving too. Since Jackie had ridden with Lynda, he had hoped to get a home with Emma, but it was clear she was going home with Lonny. All three girls were apparently getting fucked tonight.