About 15 years ago, I was a college senior. I was an ice hockey defenseman and Army ROTC cadet, and probably what you imagine: big, strong, sort of a jock. Not dumb (at least, I don’t think!), but definitely not that interested in classes. That fall, there was this crazy flooding at our school and our ROTC dorm was evacuated. We were mostly scattered across campus, wherever they had room. I got bunked in this room with a sophomore named Joey.
Joey was this prissy little boy from some Boston family with money. He was gay, though he would always describe it in some kind of gender studies language I could give a shit about. He was probably 130 pounds and extremely feminine. Gay guys today would call him a twink. He was flirty, had long dirty blonde hair, liked to wear makeup and sometimes drag. When he did himself up, he could *just* almost pass as a cute, flat-chested girl. That sorta made me think… huh.
One night, I’m out at a bar with ROTC guys, and I had been dancing with this cute chick who’d been grinding her ass on me all night. But then she disappeared, the bar closed, and I had to head home a little drunk and a lot fucking horny. When I got back to the dorm, I stripped off my shirt and sat down in front of my computer to jerk off and go to bed.
A few minutes later, I’m mid-jerk, when Joey opens the door and walks in from wherever he’s been. Both of us sorta freeze, with the sound of some girl getting double-penetrated coming from my computer. Joey’s eyes go right to my swollen dick in my hand as the door closes behind him. I don’t even have a shirt to throw over myself.
I’m still a little cloudy from the bar, but what I remember next is that before I could move away, Joey was down his knees about a foot away and tucked his long hair behind his ears. He licked his lipstick-red lips and gave me this cutesy little shy smile.
“Can I help with that?”
I only swiveled my chair around to him, and he scooted up and took my cock into his mouth. He sucked me like a goddamned $1000/hr whore, moaning and taking me deep in his mouth. I held his long hair in one hand and pressed him down on me, which he seemed to like.
Again, because I was both still drunk and getting a blowjob, I immediately wanted to fuck something. And “she” looked fine.
I stood up and grabbed Joey by “her” thin arms. I tossed her on her bed, face down. At the time, I bench pressed about three times Joey’s weight, so this wasn’t hard. I tugged “her” skinny jeans down, and she was happy to help. I pushed her down on her belly, pinning her down with my knees, and grabbed some lotion from a bottle next to the bed. I spread it over my dick and “her” asshole, now being offered up to me. Then I leaned down and pushed in. I fucked Joey’s ass for several minutes as he moaned. He kept whispering shit like “Take it, daddy,” and “fuck me” until I exploded inside his ass.
Then, I basically rolled over and went to sleep.
The next morning, Joey sucked my cock again after I’d gotten back from our hall showers. “She” let me fuck her mouth as I started getting close, and I blew my load deep in “her” throat. And then I went off about my business. And that’s how things went from then on – Joey became my new girlfriend, and live-in fuck toy. I’d jerk him off occasionally, usually while I was fucking him, just so I could hear him make his girlish cumming sounds, which turned me the fuck on. At least once or twice a week, I’d push him back on the bed and mount his mouth. Fucking his ass – I called it his pussy – felt amazing.
He was a good girlfriend. In the spring semester, when our dorm situation got straightened out and I was back with the ROTC guys, I’d make arrangements to meet him in a library bathroom or something for him to suck my cock. None of “the guys” ever knew about it.
So that was awesome. Joey loved playing my good little slutty “girlfriend.” We stayed intermittently in touch in the years since. “He” actually began transitioning to female about ten years ago, and when I heard, I sent him five grand for the breast augmentation he was interested in. He said he owed me one the next time *she* saw me. I think it’d be even more to fuck her with them. ?
Source: reddit.com/r/gonewildstories/comments/fchqje/that_time_i_made_my_roommate_my_girlfriend_for_a
u/ChanceWelder0