Ok So this will be my first time writing about something like this… but this is easily the hottest night of mindblowing sex I’ve had.. I hope I do it justice.
I’ll try to set the scene. Me, 24 M (at the time), 5’9″ skinny good looking white guy, short black buzz cut, home from college to my hometown for the semester off… very quiet city for my age group. Got on Tinder and swiped right on a girl and was surprised to find she might actually be real through some decent conversation and banter. She had about 5 pictures, all looking very sexy, thin long legs, great ass and a pretty face to boot. So we planned to meet up … but she had to tell me something first.
Turns out, this sexy woman I was talking to was a trans girl? I’m seeing 20 years old, 5’6″ 110lbs of ass and legs, thin waist and tiny tits (obv) but a sexy face too…And I was already horny looking forward to my date with a girl… and this looked like a girl… So I say yeah lets meet up and see what happens. Im never one to judge and I guess Ill try anything once
I’m not here to talk about the 1st time we hung out.. which went pretty well and involved a wonderful blowjob in a movie theater parking lot and might be a story for another day. But it fails to live up to the 2nd time we met
We finally agreed to meet up again and do it right this time. I got a hotel room, and she could stay the night. She agreed to bring a sexy outfit for the evening. I got there early and got the room, sent her the room number, and got everything setup. Vodka on ice, a little music, tv on sports. Needless to say, I was nervous but excited. I poured a drink and waited.
I got the text, and she was coming up to the room now. I opened the door and wow…she was gorgeous. I didn’t get the chance to see her in good light last time or really much at all. This time we hugged in the doorway and I took in her smell. Sweet, coconut shampoo and soft cool skin. From the floor up my eyes took her in as she walking into the room ahead of me. Short jean shorts, torn white shirt, hair in a pony tail, bag over her shoulder.
I made us a vodka ginger and we chatted for a bit.. Kissing koyly at the foot of the bed, we both knew why we were there and were definitely into eachother. I was hard as diamonds, and she noticed right away. Now I am not quite 6″, cut and straight with decent thickness. But she had me as hard as I had ever been. The anticipation was making my heart race. This was all so new but I new I was gonna do this.
I pulled her close and kissed her hard while I sat at the foot of the bed. She straddled me and we made out hard and grinded into her. I could maybe feel something? Idk, not really anything honestly and she was not in alot of clothes either. It was hot and her tiny body was fun to have all over me. We kissed and bit eachother down our chest and she removed my shirt. Kissing further down my chest she licked and played with my nipples while rubbing my cock over my jeans. She undid my belt and began to work my pants off,Sh so I started to lift her shirt.
She flashed me a smile, “Not yet… We will get to that. Right now, I have to have your cock in my mouth. Ive been thinking about how good you tasted.” as she frees my cock. She barely lets it breath before she takes it right to the hilt, looking up at me with a wink in her eye. She then proceeds to give me the most enthusiastic, sloppy, and wet blowjob ever. It was phenomenal. It wasn’t long before she buried me deep in her throat and moaned and I shot several ropes with her taking them with ease. it was so hot. She was moaning and wigglying her ass in pleasure as I came in her mouth.
we both recover for a few and we agree to freshen up for me. I shower first after she shows me how to douche, which I had never done before, she convinced me and said “just in case”. I told her I didn’t think I wanted to bottom but Id at least clean out for other fun. I come out in a towel after Im done and she goes right in the bathroom and shuts the door. After a few minutes, I hear the door open. Out she comes very slowly… Fuck she is so damn hot in her lacy black lingerie and heels… but that cock! holy shit, she is packing 7″ of perfectly cut meaty cock. Its hanging down just a little and shaved smooth.
She climbs on the bed and throws my towel off so I am naked. She straddles me immediately and it gets really heavy really fast. This is crazy but we were so into eachother in that moment. My cock went from being soft to rock hard pressing against her ass, her cock grazing my stomach as she grinded on me. her ass was prelubed and my cock began to slip up and down her ass crack. I grabbed her cock for the first time and jerked her off while we kissed. She lifted her hips slightly and my cock flopped down against my chest. She pressed her cock into mine and rubbed up and down it, grabbing both in her hand and jerking off. “That feels so good, holy shit, Your cock is so big”
“Alot of guys get scared away when I tell them”
“Alot of guys are stupid” I say, and I lift her ass up to bring her cock to my mouth and I do my best impression of her and suck her cock like I imagine would feel good for her. She seems to love it and I don’t mind it. Kinda of like eating pussy but different haha. She begins to harden more in my mouth as she pushes into me more and more. She switches around to suck my cock and her balls and ass are now in my face. Her ass is so smooth so I go straight for that. It tastes like vanilla and was quite nice. She loves it and is busy deepthroating my cock. I take her cock in my mouth and she immediately pumps into my mouth too far. I cough and she stops. I cant take all your cock in my mouth.”
She spins around and starts stroking her cock, “Maybe you can take all of me elsewhere” rubbing my ass and spreading my legs some. She applys some lube and begins to circle my ass hole. It feels ok so I flip over to give her better access. She begins to lick my ass and spread my cheeks and it feels soo good. Strange but good. She slowly works in 1 finger between serious tonguings. I feel ok. She says, flip over on your back. She lubes up her cock some more and presses her head against my ass. She is met with some resistence, but pushes forward with no luck. She says “pretend like you are pushing a poop out”
So I do and I feel her head pop in and her well lubed cock go all the way in 1 stroke. It feel soooo full. Holy shit, she stays there and kisses me deep. It takes me a minute to get used to any movement at all. But slowly, she starts to slide in and out gently. It hurts less as it starts to feel really good. I moan in her ear and tell her to fuck me :) She begins to pound me with her hard cock, spreading my legs and kissing me. I am moaning so loud, unable to control my noises. She begins to stroke my softening cock. For a good 30 seconds it felt like I was 1 second from cumming, and finally I went over the edge and had the most mindblowingly long intense orgasm of my life. I covered my chest and I could feel my asshole contracting around her hard cock over and over. With 1 last deep thrust, she filled me ass with her cum. Without removing herself from me, she licked up my cum into her mouth without swallowing. Then she slid her softening cock out of my ass and licked me clean and sucked out my cum. We kissed and swapped cum in our mouths before I slobbered her cock again with our cum before I cleaned it off for good. We cuddle up to sleep naked and woke up early in the middle of the night to have slow sensual sex again, me filling her up with cum this time. It was very hot night and I was sad to see her go the next morning, unsure when I might see her again.
this is my first story so let me know your comments.
Source: reddit.com/r/gonewildstories/comments/7t4ysf/my_2nd_time_with_young_trans_girl_long
Very hot story and a good job for your first time writing, keep it up!
I’m sure what I say will be echoed by a few more but; Did you guys keep meeting? And if so, do share!
Very hot story! If you saw her again, would definitely be into hearing more.
Really hot, thank you so much for sharing. You both sound very experienced~
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Fucking hot!
Very hot! Thanks for sharing!
So you fucked a guy?
Thanks for sharing! I’ve been curious about details from a POV like yours.
So, so jealous OP! Great story. If I ever had an opportunity like that I wouldn’t change a thing! I’ve had some experience with married couples where we fully enjoyed each other, but I’ve never had a chance to be with a beautiful t-girl.
You are one lucky guy!
“I don’t want to bottom” saw where this was going lol
So hot – thanks for sharing! Looking forward to more of your stories :)
Very much enjoyed your story. Nicely written. I’ve been lucky to have had several absolutely fabulous encounters with trans women. The sex was amazing! Thanks for sharing!
I am a straight guy but this sounds fascinating. ?