First Time With A Tranny I Met On Grindr! free porn video

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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 forced 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!

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Tranny Night: My name is Andrew and I had known Jane since we were very young. She was a precocious child and could play piano and read music from a very early age as well as reading complex novels when most children our age were struggling with reading Enid Blyton novels. I was the brightest boy in our class and would have liked to pretend I was the brightest pupil in the class but Jane's results were always better than mine, although I would not admit it as she was a girl. As...

Trained by The Tranny

I have always been considered a strong athletic straight black man. I have fucked a plenty of women being an executive in a high profile position. I had everything a man could ask for Power, Property and Plenty of Pussy. Well in life, all things change. I had just landed another two million dollar client and was out celebrating with friends over a local bar. I was feeling real good and I never believed in going home alone…..so why should tonight be different. Then after a few or too many drinks...

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Tranny Night Out

Tranny Night Out and One Kinky SessionGuess I should start by explaining myself, as a young guy I always knew I was not the same as a lotof my friends and enemies for that matter, girls had no interest in me at all apart from ones who werelong term friends.I knew something was wrong but never worked out what it was till one evening whilst dating a girlnamed Becky I had met on an online dating service who seemed to accept me for who I am.We had been dating for 3 months or so and I always loved...

My New GF has a Cock Tranny

I'm your run of the mill middle-aged white guy; divorced, decent job, plenty of hobbies, and your standard list of perversions. I love women. I love the way they smell, I love their bodies, I love their personalities, and I really love having sex with them. I've had a few bisexual encounters in my day, mostly back in college, and while I have no phobias about man-on-man action, I have never been attracted to the same sex. Although admittedly, the sight of a large, erect cock has always made my...

Young Tranny Ch 6 Vegas Sugar Daddy Pt 1

Young Tranny Ch. 6 Vegas Sugar Daddy Pt 1.This is the first half of the sixth story following "How I Started," and shares my experiences between the ages of 19-29. These are prelude stories to the series of "Playtime Stories" I wrote. I hope you enjoy them and comment publicly or privately - it turns me on for some reason! These stories (especially this one) are mostly true so enjoy! I LOVE COMMENTS!!!!This pic is from around that time... enjoy!Over the next two years I worked and played in the...

Advice for dating a tranny for the semistraig

I will apologize right of for the grammar etc. I am not a professional writer by any means. A bit of prep is in order here. As an adult no one really likes being told how to think or what to do, we have TV commercials for that. That said, as a "Gurl" I may have a bit of insight into why your long fantasized about date with a chick with a dick didn't go as you dreamed. I would also like to point out I am in no way an expert and I am sure my views will differ form other "gurls" so take it for...

my first tranny pt 1

you always remember your first time. I remember my first blow job from an ex. (believe me, thats another story.) the first time I touched a pair of tits. the first time I ever ate pussy. the first time I fucked a woman in the ass. & I'll always remember the first time I was with a tranny.her name was brooke. I always wanted to be with a tranny because I was always curious. I mean, shes a chick right. but then she has a dick. you all know some trannies are drop dead beautiful. this one was....

Abused as a tranny at a sex party with my mum

This story is a follow up to "Caught wearing my mother's stockings"I decided to go to the party and be the tranny slut they were looking for. After all, it's nice to be wanted and I really would do anything to keep those photos of me dressed in my mum's stockings, private from my friends.I've never had anything up my ass before, in fact I've never even had sex at all. This was going to be my first sexual experience. Unless you include being wanked off by my mum or kissing and groping fat girl,...

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