(tM) Story about my current boyfriend. | 2016

I suppose this may not meet the expectations of everyone for “Gone Wild” but it was certainly wild to me and I wanted to write it down. A little about me, I’m a 27 y/o transgendered mtf who has never dated anyone that wasn’t like a “setup” date with a friend of a friend or something. That is, until I met my current boyfriend.

Last summer, several friends and I were at a local bar/club. It’s not a gay bar but it’s pretty friendly and one of the only “club type” places around. I was dressed to “knock ‘em dead” in a school girl outfit with short pleated skirt, thigh highs, heels, and pony tails. It was a relatively normal night when this guy tapped me on the shoulder. I’m 5’5” and he’s 6’2” so when I turned around, I had to look up at him. He looked like he was barely old enough to be there (he was barely 22) but he was handsome as all hell and just very confidently asked me if he could buy me a drink.

I practically melted right then and there but we walked up to the bar and he, with this swagger, ordered us both a drink and pulled out a stool for me. He put his arm around my shoulder to talk into my ear over the music and he just struck me as someone who was so confident that I would just do whatever he felt like doing. We drank and laughed and when my drink was done he asked me if I wanted to dance. There wasn’t even a good song playing but he pulled me out onto the floor anyway and pulled me close. I eyed my friends at some point and they were all giving me the thumbs up as he pulled me close and slid a hand down onto my ass. I was putty in his hands at this point and pushed my body right into him.

He leaned into my ear and asked me if I wanted to go back to his place. There it was. I’ve known him for less than an hour and do I want to fuck him. Of course I want to fuck him but I’ve never done anything like this. I’m not a virgin but I also don’t go home with strangers.

This would be a pretty boring story though if I said no.

He hailed a cab and soon we were sitting in the back on our way to his place. I’m not real big on PDAs so I rebuffed his attempt to make out in the back but I did let him nibble on my neck a bit and feel me up. We were soon in his modest apartment and as soon as we walked through the door, his confidence grew even more. He started being a little more “bossy”.

It was fucking hot.

He started peeling off his clothes and tossing them aside as he walked toward his bedroom - his body was, well, very sexy. By the time he entered his bedroom, he was completely naked and he turned around to show me, by far and away, the biggest cock I had ever seen. Don’t get me wrong, it’s not like a porno dick but he’s about nine inches long and about as big around as a red bull can which is far bigger than anything I’ve ever personally seen.

He just turned around and while I was “gawking” he just pushed me down in front of him. I dropped to my knees and did the best I could to take his cock into my mouth with out teeth but it was a new experience for me. His hands working my hair and he started talking really dirty to me, “Mmmm yeah suck that cock slut” type of stuff which was REALLY turning me on.

After a little while he just pulled me up by my hair and sort of turned and flung me onto my belly over the edge of his bed. He flipped up my skirt and pulled down my panties to about mid thigh.

“Reach back and spread those cheeks for me” he said as I heard the “click” of some kind of lube bottle. I complied and felt his cock push against my hole. He pushed a little too hard, too fast and I squealed in pain. He just told me to bite a sheet as he pushed harder into me.

Fuck me this was the best fucking I’ve ever had in my entire life. He just “owned” me and I didn’t expect it. once the pain passed I realized that I didn’t see a condom, I reached back to feel his cock and he wasn’t wearing one. Oops. I guess there is a first time for everything.

He really pounded the fuck out of me, pulling my hair, pushing me down, fucking me hard, holding my hands behind my back or using my arms to pull my ass harder onto his cock.

It seemed like longer but it wasn’t that long before he grunted, and started cumming in my ass. My first creampie and I could feel his cock swell and then shoot deep into me, filling me with his cum. I nearly came just from that feeling alone - it was fucking amazing. He slowly pulled his cock out of my ass and I could feel his cum drip down over my smooth balls until his pulled my panties back up over my ass and jumped over me onto the bed. He slid his hands under my arms and pulled me onto the bed and into his embrace - I was the small spoon and we fell asleep.

I’ve been dating this handsome boy ever since.