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<\/figure>\n\n\n\nCaleb returned to the passenger door. Maggie sat back, crossing her arms and said, \u201cShow me.\u201d She knew perfectly well that he was wearing the cage, but she wanted to humiliate him by making him show her. Caleb complied and then handed her the key. \u201cNow we\u2019re clear. My van, my rules.\u201d<\/p>\n\n\n\n
He climbed in, touching the cage through his trousers. \u201cYou carry this around with you often?\u201d he asked.<\/p>\n\n\n\n
\u201cSometimes,\u201d she said, keeping her eyes on the road. \u201cIt\u2019s not my first rodeo.\u201d<\/p>\n\n\n\n
The truth was, it was far from her first. Maggie had built an entire side business around men like him\u2014men who craved structure, control, or just the thrill of submission. On her OnlyFans page, she called herself The Keeper, offering to hold keys\u2014both literal and metaphorical\u2014for her subscribers. Some sent her chastity keys in the mail. Others paid handsomely for nothing more than her sharp words and unwavering dominance.<\/p>\n\n\n\n
As the miles passed, Caleb\u2019s initial bravado gave way to a quiet curiosity. He asked questions\u2014nothing too invasive, but enough to show he was intrigued.<\/p>\n\n\n\n
\u201cSo, do you do this a lot?\u201d he asked.<\/p>\n\n\n\n
Maggie chuckled. \u201cMore than you\u2019d think.\u201d<\/p>\n\n\n\n
\u201cAnd they\u2019re… okay with it?\u201d<\/p>\n\n\n\n
\u201cOh, they love it,\u201d she said, glancing at him. \u201cSome men just need a reminder of their place. It\u2019s… freeing for them.\u201d<\/p>\n\n\n\n
His expression shifted again, and for the first time, she thought she saw something vulnerable in his eyes.<\/p>\n\n\n\n
\u201cWhy\u2019d you really me ride with you?\u201d he asked finally.<\/p>\n\n\n\n
Maggie\u2019s smirk softened into something subtler. \u201cMaybe I was curious. Maybe I saw something in you worth testing.\u201d<\/p>\n\n\n\n
Caleb didn\u2019t reply, but he didn\u2019t argue either. By the time they reached the next town, the dynamic in the van was clear. Maggie had the upper hand, as always, and Caleb seemed strangely comfortable with that.<\/p>\n\n\n\n
The engine of Wanderlust purred to a stop on the outskirts of a small town, the sun hanging low in the sky. Maggie leaned back in her seat, stretching her arms as Caleb glanced down at bulge in his pants.<\/p>\n\n\n\n
\u201cSo,\u201d he said, trying to sound casual, \u201cI guess this is where you unlock me?\u201d<\/p>\n\n\n\n
Maggie smirked, resting her elbow on the door as she turned to face him. \u201cYou guess wrong, Caleb.\u201d<\/p>\n\n\n\n
His brow furrowed, and for the first time since she\u2019d picked him up, he looked genuinely unsettled. \u201cWait\u2014you\u2019re serious?\u201d<\/p>\n\n\n\n
\u201cDead serious,\u201d she said, her tone calm and measured. \u201cThat\u2019s not how the game works.\u201d<\/p>\n\n\n\n
He shifted in his seat, clearly uncomfortable but unwilling to argue outright. \u201cOkay, so how does the game work?\u201d<\/p>\n\n\n\n
Maggie\u2019s lips curved into a sly smile. \u201cI decide when you\u2019re done wearing it. And, if you\u2019re lucky, I might give you a way to earn the key.\u201d<\/p>\n\n\n\n
Caleb blinked, then let out a short, nervous laugh. \u201cEarn it? Like… what, do chores for you or something?\u201d<\/p>\n\n\n\n
She tilted her head, her gaze sharp enough to make him squirm. \u201cSomething like that. But let\u2019s make it interesting.\u201d<\/p>\n\n\n\n
\u201cInteresting?\u201d he repeated, his voice edging on disbelief.<\/p>\n\n\n\n
She leaned forward, her tone dropping to something both playful and commanding. \u201cYou want out of that cage? You\u2019ll have to be my girlfriend for the afternoon.\u201d<\/p>\n\n\n\n
He blinked. \u201cYour what?\u201d<\/p>\n\n\n\n
\u201cMy girlfriend,\u201d she repeated, savoring the way the word made him squirm. \u201cThat means you wear a dress, maybe some lipstick. You hold my hand when I feel like it, and you answer to \u2018darling\u2019 until I decide I\u2019m done.\u201d<\/p>\n\n\n\n
Caleb\u2019s mouth opened, then closed again. He looked at the ring, then at her, as though weighing his options. Finally, he sighed. \u201cYou\u2019re serious about this?\u201d<\/p>\n\n\n\n
\u201cCompletely,\u201d she said, her voice steady.<\/p>\n\n\n\n
\u201cAnd if I don\u2019t?\u201d<\/p>\n\n\n\n
She shrugged. \u201cYou keep the cage on and be on your way.\u201d<\/p>\n\n\n\n
He groaned, running a hand through his hair. \u201cYou really don\u2019t make this easy, do you?\u201d<\/p>\n\n\n\n
\u201cLife\u2019s not easy, sweetheart,\u201d she said, her tone laced with amusement. \u201cSo, what\u2019s it going to be?\u201d<\/p>\n\n\n\n
Caleb stared at her for a long moment before finally slumping back in his seat. \u201cFine. You win. I\u2019ll do it.\u201d<\/p>\n\n\n\n
\u201cThat\u2019s the spirit,\u201d Maggie said, her grin widening.<\/p>\n\n\n\n
Within twenty minutes, Caleb was standing awkwardly outside Wanderlust, wearing a floral sundress Maggie had pulled from her closet. It fit him surprisingly well, though he tugged at the hem as if trying to make it longer.<\/p>\n\n\n\n
\u201cStop fussing,\u201d she said, adjusting the wide-brimmed sunhat she\u2019d placed on his head. \u201cYou\u2019re a natural.\u201d<\/p>\n\n\n\n
He shot her a look but didn\u2019t protest. \u201cThis is… humiliating.\u201d<\/p>\n\n\n\n
\u201cIt\u2019s supposed to be dear,\u201d she said, linking her arm through his. \u201cRelax, Caleb. Own it. You\u2019re my darling girlfriend now.\u201d<\/p>\n\n\n\n
As they walked through the quaint downtown, Maggie reveled in the sight of him trying to keep his composure. She bought ice cream and made him carry her purse. He flushed every time she called him \u201cdarling\u201d loud enough for passersby to hear, but to his credit, he didn\u2019t back out.<\/p>\n\n\n\n
By the time they returned to the camper van, Caleb looked exhausted but oddly calmer.<\/p>\n\n\n\n
Maggie leaned against the side of Wanderlust, watching Caleb fidget in the floral sundress as he handed back the wide-brimmed sunhat. The afternoon sun dipped below the horizon, bathing the small town in hues of gold and pink. She was enjoying herself more than she expected\u2014a rare thing when it came to the company of men.<\/p>\n\n\n\n
\u201cYou survived,\u201d she said, smirking.<\/p>\n\n\n\n
\u201cBarely,\u201d Caleb muttered, tugging self-consciously at the hem of the dress. \u201cCan I have my clothes back now?\u201d<\/p>\n\n\n\n
\u201cEventually,\u201d Maggie teased, tilting her head toward the van. \u201cWhy don\u2019t you come inside first? I\u2019ll pour us a drink.\u201d<\/p>\n\n\n\n
Caleb hesitated, the lingering tension of the day visible in his shoulders, but he nodded and followed her into the camper van. Inside, the space was cozy and eclectic, filled with warm lighting, colorful throw pillows, and a faint scent of lavender.<\/p>\n\n\n\n
Maggie handed him a glass of whiskey and settled on the bench seat, motioning for him to sit beside her.<\/p>\n\n\n\n
\u201cTo a successful date,\u201d she said, raising her glass with a sly grin.<\/p>\n\n\n\n
Caleb chuckled nervously, clinking his glass against hers. \u201cSome date,\u201d he muttered before taking a sip.<\/p>\n\n\n\n
They sat in companionable silence for a while, the van swaying slightly in the evening breeze. Caleb was loosening up, the tension draining from his frame as he finished his drink. Maggie, however, was watching him with a glint of something playful\u2014and dangerous\u2014in her eyes.<\/p>\n\n\n\n
\u201cYou know,\u201d she said, setting her glass on the counter, \u201cfor someone who looked so uncomfortable earlier, you played the role of \u2018darling girlfriend\u2019 pretty well.\u201d<\/p>\n\n\n\n
Caleb gave a weak laugh, rubbing the back of his neck. \u201cYeah, well, you didn\u2019t exactly give me much choice.\u201d<\/p>\n\n\n\n
Maggie leaned closer, her voice dropping to a purr. \u201cNo, I didn\u2019t. And you know what? I kind of liked it.\u201d<\/p>\n\n\n\n
He froze, his glass halfway to his lips. \u201cUh… what do you mean by that?\u201d<\/p>\n\n\n\n
She smiled, reaching out to trail a finger along the edge of his jaw. \u201cI mean,\u201d she said slowly, \u201cI\u2019m feeling a little… restless. And I think you could help me with that.\u201d<\/p>\n\n\n\n
Caleb\u2019s eyes widened. \u201cYou\u2019re… you\u2019re serious?\u201d<\/p>\n\n\n\n
Maggie leaned back, her smirk widening. \u201cCompletely. But let\u2019s be clear\u2014I\u2019m in charge here, just like always. You want to help me out, you play by my rules. Got it?\u201d<\/p>\n\n\n\n
He swallowed hard, his gaze flicking to the door, then back to her. \u201cWhat… what are the rules?\u201d<\/p>\n\n\n\n
Her grin softened, but her eyes stayed sharp. \u201cRelax, Caleb. It\u2019s not complicated. You just do what I say.\u201d<\/p>\n\n\n\n
The van was quiet for a moment, the tension thick in the air. Then, slowly, Caleb nodded.<\/p>\n\n\n\n
\u201cGood,\u201d Maggie said, leaning closer, her voice low and commanding. \u201cNow, let\u2019s see if you\u2019re as good at following instructions as you are at wearing a dress.\u201d<\/p>\n\n\n\n
\u201cDo you know how lesbians have sex, Caleb?\u201d Caleb knew from the get-go that Maggie was a dike, but where was she going with this. He responded lamely, \u201c I suppose.\u201d Maggie was intent to get Caleb to play along. \u201cGive me examples of sex acts that lesbians perform.\u201d<\/p>\n\n\n\n
Caleb, stated the obvious in the form of a question, \u201cThey lick pussy?\u201d \u201cThat\u2019s right, Caleb, they perform cunnilingus.\u201d Standing up, Maggie pulled down her panties, hiked up her skirt, leaned back in her chair, and spread her legs, and stated the obvious, \u201cThat\u2019s what I want you to do.\u201d<\/p>\n\n\n\n
Caleb had licked a few pussies in his day, but it had always been his choice. This was fucking blackmail. But, what choice did he have. He started to move towards her when she stopped him, \u201cI like my bitches to be naked when they go down on me.<\/p>\n\n\n\n
In shock, Caleb recoiled at being spoken to in such a domineering way. His first instinct was to fight back, but he caught himself before digging a deeper hole. He just wanted to get past this. He pulled the dress off over his head. It was the only piece of clothing he was wearing. Embarrassed, his eyes turned downward, staring at the metal contraption that surrounded his junk.<\/p>\n\n\n\n
Maggie didn\u2019t let up, \u201cCrawl over to me.\u201d It was only a few feet, but he did ask she commanded. As his face approached her crotch, she smelled her ripe, hairy pussy. He always found hairy cunts to be repulsive, and this added to the disgust he felt towards himself for what he was about to do.<\/p>\n\n\n\n
When Caleb got close enough, Maggie grabbed the back of his head and pulled his face towards her muff. She continued her emasculating verbal abuse, \u201cStick your tongue out, cunt.\u201d Caleb began to lick, almost gaging as he performed cunnilingus. Maggie leaned back. She was clearly enjoying herself, not just the oral sex, but the head games she was playing.<\/p>\n\n\n\n
After several minutes, Caleb sensed Maggie was near orgasm. Her labia were swollen, and her vagina was gapping. After a few more minutes of licking, Maggie\u2019s legs began to shake, she threw her head back with a scream, and then she squirted all over Caleb\u2019s face. He tried to withdraw, but Maggie held the back of head and pressed his face into her geyser.<\/p>\n\n\n\n
Maggie must have held him there for at least two full minutes, until her body stopped shaking and she had milked everything she could out of the orgasm. Pushing Caleb away, she stood up. Caleb tried to stand too, but she pushed him back to the floor with her foot.<\/p>\n\n\n\n
\u201cNot bad pussy licking for a faggot\u201d, she said. Caleb pressed his face to the floor and remained motionless and silent. He was afraid of what might come next. His fears realized, Maggie\u2019s next question made it clear her \u2018fun and games\u2019 were not over. \u201cDo you know what else lesbians do, Caleb?\u201d<\/p>\n\n\n\n
What could this bitch have in mind now. No doubt more humiliation. Not wanting to give her any ideas, he looked up from the floor and simply said, \u201cI don\u2019t know.\u201d Maggie smiled and said, \u201cThey fuck.\u201d Stepping to the back of the van, she returned a couple of minutes later having changed black tights and a black bra. She was also sporting a strap-on with a large black dildo.<\/p>\n\n\n\n
His face was still planted on the floor, Caleb sensed Maggie was behind him. Although he had not looked up to see Maggie\u2019s strap-on, it was apparent that he knew what was about to happen and he surrendered by assuming a doggie position. Maggie acknowledged his action, \u201cYou have a very pretty pussy, Caleb. Are you a virgin?\u201d Caleb did not respond.<\/p>\n\n\n\n
Maggie was not gentle. She was not going to peg him for her own pleasure and certainly not for his. She was going to stick her girl cock in Caleb for the soul purpose of completing his emasculation. Instead of loosening him up, she simply squirted some lube on his butthole and pressed her cock against it until it was forced into his rectum. She didn\u2019t ease the shaft in, but once past the entrance, she buried the dildo in his rectum with a single thrust.<\/p>\n\n\n\n
Caleb cried out. It wasn\u2019t a manly cry, but more of a squeal. The sound made Maggie laugh openly as she began fucking him. In a combination of pain and humiliation, Caleb\u2019s eyes began to water and he made a grunt with each thrust that sounded like he was sobbing. What followed was a good twenty minutes of Maggie pounding Caleb\u2019s ass, punctuated by verbal insults. \u201cIt looks like you have a lot of experience taking it like a girl, Caleb. Are you going to come for me?<\/p>\n\n\n\n
At one point Maggie withdrew the dildo to admire her handywork. \u201cLook at that gapping pussy. I should go get a bigger cock.\u201d, then she stabbed him again and went back to work rearranging his innards.<\/p>\n\n\n\n
Finally, Maggie grew weary of the game she was playing. She stood up. Caleb could hear her unbuckle the harness and let the strap-on fall to the floor with a thud. After Maggie retreated to the rear of the camper to clean herself up, Caleb tried to regain his composure.<\/p>\n\n\n\n
Maggie returned fully dressed. Marcus stood by the kitchenette staring at the floor, his bare shoulders slumped, his chest rising and falling with shallow breaths. Maggie pushed past him, opened the small fridge, and took out a bottle of beer. Twisting off the cap, she pushed past Caleb again and made the way to the built-in bench.<\/p>\n\n\n\n
Maggie sat down, and adopted a posture that was casual but commanding. She cradled the bottle of beer in her hand, her thumb lazily brushing the neck of the bottle as she tipped it back for a slow, deliberate sip. The bottle clinked softly as she set it down on the tiny table, her gaze fixed on Caleb like a predator savoring the final moments before her prey fled.<\/p>\n\n\n\n
\u201cWell,\u201d she said, her voice carrying the weight of the day\u2019s triumphs, \u201cI didn\u2019t think you\u2019d make it this far. You surprised me.\u201d<\/p>\n\n\n\n
Caleb didn\u2019t respond. He was a far cry from the man who had entered her camper that morning, full of bravado and defiance. The self-assured confidence, the sarcasm, the masculinity he had worn like armor\u2014it was all gone now, stripped away task by humiliating task.<\/p>\n\n\n\n
The day had been a slow unraveling. She had broken him down methodically, starting with indignity of making him wear a cock cage and later a dress and lipstick. Forced into the public after his appearance feminized was the moment his defiance finally broke.<\/p>\n\n\n\n
Now, standing before her at the end of the day, he felt hollow, his pride reduced to rubble. His voice trembling. \u201cI\u2019ve done everything you asked. Please\u2026 let me go.\u201d<\/p>\n\n\n\n
Maggie tilted her head, her smirk deepening as she leaned back, taking another slow sip of her beer. The amber liquid sloshed lightly in the bottle as she set it down again. For a moment, she seemed to savor his plea, letting the silence stretch. Then, she reached into her pocket and pulled out the small brass key, holding it between her fingers like a trophy.<\/p>\n\n\n\n
\u201cYou\u2019ve earned it,\u201d she said finally, tossing the key onto the counter.<\/p>\n\n\n\n
Caleb lunged for it, his hands fumbling as he unlocked the cock cage. The cold metal fell floor. He rubbed at the red mark it had left, his breathing shaky, his body trembling with relief.<\/p>\n\n\n\n
But as he straightened, his reflection caught his eye in the small mirror above the sink. The smeared lipstick stared back at him, a cruel echo of her power over him. His eyes, swollen and bloodshot, brimmed with fresh tears at the sight. His face was abraded from rubbing on the floor when Maggie had humped him doggie-style. Slowly, he raised a hand and scrubbed at his face, smearing the red further before finally wiping it away.<\/p>\n\n\n\n
\u201cI want my clothes,\u201d he said quietly, his voice barely more than a whisper.<\/p>\n\n\n\n
Camille raised an eyebrow, the corner of her mouth curling into a grin. She stood and walked to the small wardrobe at the back of the van. When she turned, she held the flowery sundress he had worn earlier, the fabric dangling from her fingers like a taunt.<\/p>\n\n\n\n
\u201cHere you go,\u201d she said, her voice dripping with mockery. \u201cThis is yours now. It suits you.\u201d<\/p>\n\n\n\n
Marcus shook his head weakly. \u201cNo\u2026 my real clothes,\u201d he croaked.<\/p>\n\n\n\n
She laughed softly, a sound low and rich with condescension. \u201cOh, sweetheart,\u201d she said, shaking her head. \u201cYour old clothes are mine now. You\u2019ve outgrown them.\u201d<\/p>\n\n\n\n
The weight of her words crushed what little resistance he had left. Trembling, he reached out and took the dress, his hands closing over the fabric in defeat.<\/p>\n\n\n\n
As he turned toward the door, clutching the garment, her voice followed him, calm and teasing. \u201cYou make a better woman than I thought you would, Caleb. Maybe it\u2019s time you embrace it.\u201d<\/p>\n\n\n\n
He stepped out into the cool night, the camper door clicking shut behind him. The gravel crunched under his bare feet as he stood there, the dress clutched tightly to his chest. The stars above seemed distant and uncaring, indifferent to the man he had been and the person she had shaped him into.<\/p>\n\n\n\n
With a deep, shuddering breath, he took his first steps into the night, the fabric fluttering softly in the breeze, as if mocking the man he used to be.<\/p>\n\n\n\n
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The low hum of the highway filled the camper van, Wanderlust, as Maggie cruised down the open road. The van, decorated with personal touches like tasseled curtains and…<\/p>\n","protected":false},"author":1,"featured_media":55547,"parent":0,"menu_order":0,"comment_status":"closed","ping_status":"closed","template":"","meta":{"om_disable_all_campaigns":false,"rop_custom_images_group":[],"rop_custom_messages_group":[],"rop_publish_now":"initial","rop_publish_now_accounts":{"twitter_1636176473479581697_1636176473479581697":""},"rop_publish_now_history":[],"rop_publish_now_status":"pending","_exactmetrics_skip_tracking":false,"_exactmetrics_sitenote_active":false,"_exactmetrics_sitenote_note":"","_exactmetrics_sitenote_category":0,"footnotes":""},"categories":[324],"tags":[16,135,41,70],"class_list":["post-55545","page","type-page","status-publish","has-post-thumbnail","hentry","category-fiction","tag-chastity","tag-cunnilingus","tag-feminization","tag-pegging"],"aioseo_notices":[],"jetpack_likes_enabled":true,"jetpack_sharing_enabled":true,"_links":{"self":[{"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/pages\/55545","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/pages"}],"about":[{"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/types\/page"}],"author":[{"embeddable":true,"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/comments?post=55545"}],"version-history":[{"count":4,"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/pages\/55545\/revisions"}],"predecessor-version":[{"id":56261,"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/pages\/55545\/revisions\/56261"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/media\/55547"}],"wp:attachment":[{"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/media?parent=55545"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/categories?post=55545"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/idtryittwice.com\/index.php\/wp-json\/wp\/v2\/tags?post=55545"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}