A size queen, my mistress collects lovers who “fill her needs”, dumping one as soon as she finds another with a bigger dick. Her interview protocol begins with a dick pic of the applicant’s hard member next to a ruler. Max, her current fuck buddy is a white guy with an eight-and-a-half-inch boner.
I don’t come close to meeting her needs. Being in chastity for nearly two years, I hardly remember what my penis looked like when hard, but I was not quite five inches. Mistress keeps me around for my tongue, not my penis.
I am rarely around when Mistress fucks guys. She usually sends me out of the house to run errands. Occasionally, I will be told to prepare a meal for Mistress and her lover but would always be sent to my room or on an errand when things start getting hot.
This morning, when I was serving Mistress her breakfast, Mistress nonchalantly mentioned she had a new lover, Derik, and she would require my services when he visited that evening. She didn’t offer details, which I found odd, because she usually would say something like “we’d like a meal of XYZ served at 6:00 o’clock.” She simply said I should report to her at five to get ready.
At five sharp, I found Mistress in her room getting ready for her date. She was wearing a lacey black corset and was blotting excess red lipstick from her lips using a piece of tissue. I was naked, except for my cock cage, like usual. Motioning to me to approach her, she unlocked my cage and told me to bath and shave. By “shave”, I of course knew what was not talking just about my face and scalp, but my genitals.
Returning thirty minutes later, I had shaved all the hair from the parts of my body that I could reach. Mistress was now completely dressed for her date. It was apparently my turn. After putting the cock cage back on me, she pointed at clothing hanging on the door. Opening the opaque white plastic that was covering the garment, I was taken aback when I found a dress. Mistress had occasionally dressed me in panties, but never a dress.
She explained that Derik was bisexual and he enjoyed fucking sissies. I told Mistress that I did not consider myself a sissy, but she told me I would be one tonight. Also, she explained, Derik didn’t like to wear rubbers and he enjoyed cumming inside the person he fucked. Since Mistress never let men cum inside her, I would be stepping in for that duty,
Mistress helped me put on the dress. I noted there were no undergarments, just the dress. However, she did fit me with a blonde wig and applied makeup. Shortly after she had finished getting me ready for our date, there was a knock at the door. Mistress told me to welcome our guest. When I opened the door, a tall black man was standing on the porch. He He didn’t say anything as he stepped inside. As he passed me, the man lifted my short skirt and slapped my bare ass.
Once inside he was greeted by Mistress, who turned to me and suggested I make the two of them a drink. Mistress always preferred a glass of white wine. I asked Derik what he wanted to drink and told me a neat whiskey. When I returned with the drinks, I found Mistress and Derik had already retreated to the bedroom. When I entered the bedroom, I found Mistress and Derik taking their clothes off.
Mistress had a small loveseat in her bedroom and when they had finished undressing, they sat down on it side-by-side. Derik noticed my staring at his flaccid, but still enormous penis, and he smiled at me. I served the drinks once they were comfortable. Mistress crossed her legs and Derik put a hand on her knee. They were both looking at me. Derik spoke, “Bend over and show me your pussy white boy.” I stood with my back to Derik, spread my legs, and bent over. Derik lifted my dress and rubbed his index finger across my anus.
“You ever had a man’s cock in your pussy, white boy?” “No, Sir.” “I’m gonna ruin your pussy tonight, white boy.” Without lube of any kind, Derik pushed his index finger into my ass and started finger fucking me. Pulling it out, he commanded, “Turn around white boy.” I stood upright and turned around as he ordered. “On your knees white boy.” After I did what he commanded, he asked “You ever suck a man’s dick, white boy.” Before I could answer, he pushed his dirty index finger in my mouth. “Suck it, white boy.” I used my mouth to clean the filth.
Mistress and Derik laughed at me as they finished most of their drinks and stood up, walking past me, and climbing into bed. Mistress got on all fours and Derik kneeled behind her performing cunnilingus. Mistress moaned as he got her ready. After a while Derik pointed at me and then to the floor next to the edge of the bed. I went there as he ordered me to nonverbally. He scooted over to the edge of the bed, grabbed the back of my head, and pulled me towards his groin.
Derik’s penis was still soft, yet I could hardly fit the head of it in my mouth. As I sucked on his cock, I felt it growing in my mouth. By the time he was hard, my jaws were stretched wide and the entire void of my mouth was filled my just the head of his erection. I looked up, my eyes watering, and saw Derik smiling as I sucked he head of his cock. Mistress was behind him, watching the show.
Once hard, Derik moved to fuck Mistress, who was laying on her back. For the first time, I got a good look at Derik’s erect cock. It had to be at least ten inches long and the diameter of a Coke can. It took at least ten minutes before Derik could stretch out Mistress’s pussy enough to get his cock in her, and even then, he could insert inly about a third of it. Deric fucked Mistress with a third of his cock for almost half an hour, during which time she experienced at least two orgasms. It was now Derik’s turn. Pulling out of Mistress, Derik motioned for me to get in the bed.
I laid down across the end of the bed on my back. Derik got out of bed, pulled on my legs to bring my ass to the edge of the bed, then flipped me over. Pulling my ass in the air, he flipped the skirt of the dress over my back. I tried to get up on all fours, but Derik pushed my face back into the mattress. Derik picked up a bottle of lube and squirted some on my anus before plunging several fingers into me. I was an anal virgin, and his violation of my ass was painful. I whimpered as he added fingers until eventually, he was using most of his hand. Nonetheless, my ass wasn’t ready for what came next.
Derik pushed the head of his cock against my anus until it finally gave way and let the head in. Even the head was larger than the hand he had used on me earlier. Derik wasn’t gentile on me like he had been with Mistress. He didn’t use a third of his cock, he used all of it. I screamed as my mistress’ hung man fucked me hard. I felt his belly smack against my butt cheeks and his ball sack slap against my caged penis. I cried openly as Derik savaged my ass.
After what seemed like an eternity, I heard Derik grunt as he stopped fucking me and with his cock buried deep inside pumped his cum into me. It felt like an enema and after he pulled out I felt gooey semen run down the insides of my legs. Derik slapped my ass hard before leaving the room to shower. I remained in the doggie position crying in the bedspread. By the time I lifted my head, Mistress was goon too.
I went to the bathroom to get cleaned up and found Mistress and Deric showering together. I got a washcloth out of the cabinet, wet it with warm water, and sat on the toilet until I had finished pushing out the voluminous amount of semen. I wiped myself off and returned to the living room. Mistress and Derik walked past me into the bedroom. When they returned, Mistress was dressed in a robe and Derik was wearing his street clothes.
Mistress escorted Derik to the door, motioning for me to follow. After Mistress kissed Derik goodbye on the lips, Derik turned to me. Holding my ass cheeks in his hands, he lifted me until my lips touched his. He kissed me. The first time I had ever been kissed by a man. It seemed like a trivial thing compared to being fucked for the first time by a man. It would not however be the last time. Derik would visit us every week for nearly six months, until Mistress found a lover with an even bigger dick.