This is a true story. I am a straight acting 23 year old, 5ft 10 and an athletic 160 pounds.
To this point I’ve only ever been with one guy before in a wild, spur of the moment spring break fling but it had opened my eyes to a world I knew I wasn’t finished with. I had joined the gay app grindr in search of a tranny to fulfill my fantasies and finally I found one!
Her profile read "looking for a submissive bottom to be my bitch" it was just what I wanted! I eagerly messaged her but began to get cold feet and when I started asking too many questions, she told me to "fuck off if you’re gonna waste my time, if you’re not serious about meeting then delete my number" I didn’t wanna miss out on this chance so I told her I was on my way..
I pulled up outside her apartments and called to say I was outside, the most feminine beautiful voice answered and told me to come inside. My heart was pounding and I was already getting hard thinking about what was about to happen to my tight little hole.
I knocked and walked in as I was told and she was sitting there on the couch in some fishnet stockings and a black hoody, I say down and after a short greeting she asked me what I wanted. "Uhh I don’t know.." She lifted up her oversized hoody and exposed her cock "is this what you want?" I was trembling, no alcohol in my system to calm my nerves I blurted out yes. She said "good, get up and take off your clothes" as I stripped her eyes scanning over my toned body I could tell she liked what she saw. She grabbed my hand and pulled me to my knees infront of her "now, suck my dick"
Adrenaline was coursing through my body as I lowered my head to her cock, semi hard but growing. I grabbed it and began to lower my head closer before she warned "no hands, just use your mouth" I obeyed my mistress. I began to suck the tip, enjoying the taste and texture as her cock grew in my mouth, she must have been a grower not a shower as her once small cock was now over 6 inches in my mouth. I felt her hand running through my hair before she grabbed a handful of it and pushed my head further down as I began to gag, I wanted to please her so I tried to relax and open my throat and letting as much of her perfect dick in my mouth as I could as she began to thrust. I was so horny I began stroking my own dick when she said "no I don’t want you to come yet" I listened and went back to pleasing her, "ok stand up"
I got up my 7 inch dick rock hard, she grabbe my ass and pulled me to her and began to suck my cock. Her hand massaged my balls and slipped around to my hole and I quivered, after a few more seconds she turned me around and began tonguing my asshole. It felt amazing but she didn’t do it long to my disappointment. "Turn around and get down on your knees" she ordered. This was it the moment I was waiting for!
I got down on my hands and knees poking my ass in the air like the dirty little sissy I was about to become. I felt a squirt of lube hit my ass followed by her dick pressing against my hole, she pushed harder and f***ed the tip in first, I thought she was would me in gently but I was wrong! She rammed home all 7 inches of her dick inside me clapping against my ass.
"You like that cock you little slut?"
"Yes, oh my god it feels so good" I gushed
"Your friends don’t know you like taking tranny dick do they?"
"No.. No they don’t and I don’t care"
I had already told her I was straight acting and needed to be discreet and I think this made her more intent on fucking me like the closet sissy I am. She was like a pro, pounding away, pulling all the way out till she almost fell out of my hole and then ramming it back home, utilizing all 7 inches of her dick. It kind of hurt but I was so horny I didn’t care. I was scared to touch my dick cuz I was on the verge of exploding.
She pulled out and told me to get on my back, I did and she grabbed my ankles as she looked down at me. She was beautiful, tan skin, and dark hair with a beanie hat on. I had the perfect view of her and she crawled towards me and pushed her dick back in my hole that was now more accepting of her huge dick. "Fuck me please make me you little bitch, I’m a good boy" the words fell off my tongue it of nowhere. This excited her more and she began to again rhythmically fuck me "I’m gonna cum in your ass baby but you’re gonna cum for me first, go on cum for me"
I needed no more encouragement and I started jacking myself off as she continued fucking me. It didn’t take long "I’m about to cum, oh fuck" I wimpered. With that I shot the biggest load I’ve ever had, it splashed all over my chest and face, I felt like a complete whore, dirty disgusting but it was so hot I couldn’t stand it. "Oh baby! You are a dirty little bitch aren’t you! Lick that shit off your face for me baby!" I had never tried my own cum and I was a little hesitant but again did as I was told. It made me so horny having someone tell me what to do.
"Oh shit baby, are you ready for this, I’m about to cum in your ass"
"Yes please, please do it I want it"
Covered in cum, legs raised in the air I was desperate for her to give me her load, she fucked me faster than ever before burying herself as deep as she could and screamed! I felt shot after shot of hot cum flooding my insides her body shaking and rocking as I laid there in extacy. "Oh baby you did good, get up and go clean yourself up. There’s paper towels in the kitchen." I got to my feet and felt her cum flow out of me, dribbling down my ass and legs. I went to the kitchen and wiped myself off, but still sticky from cum and oily from the lube. "You can come back anytime baby, you are the dirtiest little slut I’ve had over here I can’t believe you play yourself off as straight" she laughed
I felt exhausted as I dressed and grabbed my things but I drove home I had a huge smile on my face, I couldn’t wait for next time!