Me and my roommate had been living together for about a year, and he still didn’t know I was into sissy stuff. No one in my life would have guessed it. Nothing too major, just liked wearing thong panties and butt plugs. My dick is small, even though I am a bigger guy who works out, and my dick always feels good in thong panties. I had caught a few glimpses of my roommates dick, and he was huge. I fantasized about him when I masturbated.
One day I thought my roommate was going to be gone for the evening. So I decided I’d treat myself to an evening plugged in panties. I took a long hot shower. Taking time to shave my little dick, my balls, and my tight asshole. After I rubbed lotion my body, so I was feeling sexy and smooth. Then I fingered my ass with some lube and inserted my thickest plug. Last I found my favorite panties, a pink and lacy thong that fit tight over my little dick and balls.
I feeling horny and my dick was already leaking pre-cum. So I ran my finger over the tip of my dick, and licked my pre-cum off my finger. I’ve always loved eating my own cum.
I decide that since I was home alone I’d watch porn in the living room, and walked out of my room with my ass cheeks bouncing with the thong between them. Sitting down on the couch reminded me of the plug up my ass, and the combination of the plug’s pressure inside of me and being exposed in our living room was making me so horny. I found my favorite sissy porn and started edging myself through my thong.
I had been edging for a while when I noticed the door start to open. I hurried and grabbed the blanket on the couch trying to cover myself, but I had been edging too long and felt myself squirting cum in my panties as my roommate saw me on the couch.
He looked at me with a confused look on his face, then he looked at our TV screen. The scene was of a man with his thong pulled to the side being pounded in the ass by a big dick. I was so embarrassed. I was covered by a blanket wearing with my ass plugged, wearing a cum soaked thong, and watching sissy porn. I just wanted to disappear.
After watching the scene for what felt like forever, my roommate looked back at me and said, “what are you doing?” “Just watching a little porn is quietly replied”. Again he just stood there for a moment. Then in one quick move he grabbed the blanket and ripped it off of me. Now I was fully exposed.
I didn’t even try to cover up. I just sat there with my legs still spread, and my little cum soaked dick exposed through the lace my thong. I’m sure he noticed the plug in my ass under the thin string covering it.
“Is this what you want?”, he said nodding towards the TV. All I could do was shake my head yes. My roommate responded by beginning to undress. First his shirt, then his pants and boxers. His giant dick (at least compared to mine) and we not dangling free. He moved towards my face hitting my nose his limp dick saying, “then suck me hard sissy”. I quickly went to work.
I had never sucked dick before, but had seen it done hundreds of times on the porn I watched. I felt his dick start to stiffen, and I was loving it. I had went from wanting to disappear to absolutely loving having his dick growing in my mouth. After he had fully hardened, he was at least 8 inches long and as thick as my thickest butt plug.
He pulled his dick from my mouth and grabbed me by the ankles and spun me around so my ass was facing him. He then roughly pulled my thong to the side, pinching my balls, which only made me more horny. He smacked my soft dick making me yelp, and pulled the plug out of my ass. “You’re ass is going to love this dick” he said as he pressed the tip against my hole and slowly began to push in.
It was amazing! My eyes rolled to the back of my head as I realized that I was finally fully embracing being a sissy. And I was loving it.
His dick was stretching my ass and hitting me so deep. He had my feet in the air over his shoulders and once my ass fully opened he picked up speed to the point that he was absolutely pounding me. Both of us were moaning, and even though I had already cum a few moments ago my dick was straining in my thong and I felt an orgasm building. But it felt more intense and deeper than any orgasm I had ever had.
He started fucking me even harder, and shouted, “I’m gonna fill your ass with cum sissy”. The degrading dirty talk pushed me over the edge and orgasmed harder then I ever head, screaming in pleasure. But only a little dribble of cum came out of my dick.
Seeing me orgasm must have pushed him over the edge because he yelled, and I felt his dick explode cum into my ass. He quit fucking me and just held me up for a long time while his dick continued pulsate into my ass. When he pulled out I felt his cum began to flow out of me with some of to running down my crack and some dripping onto our couch. Then he dropped my legs and even more cum flowed out of my ass.
“You’re a good fuck”, he said as he yanked my thong off me. He used it to whip his dick off and threw at my face. I just left it laying on my chest. He sat down next to me and grabbed my balls, causing me moan again. While he was roughly massaging my balls he said, “If I’m going to keep this a secret, then things are going to change. When you’re here, you’re going to be my little dick sissy now”. I just shook my head yes, and gladly embraced being his little dick sissy.