r/Gaytguyhornyjail

TW pregnancy and dysphoria. I seriously doubt this will be a very sexy post. It's a lot of feeling sorry for myself. It's pretty pathetic, I know. My DMs are open on the off-chance that anyone wants to chat about pretty much anything.

So I had a brief romance abroad this summer with perhaps the perfect man for me (I may be delulu about him. Let a man dream....). It was my first time dating a man (though I've fucked many) and he's the only trans guy I've ever had sex with. It's been a month now since we had to say goodbye.

Anyway for many reasons I can't talk to anyone (and especially not him) about this but. Holy hell do i understand breeding kinks now. Fuck. Never have I ever wanted to jizz in another man as much as when I topped him.

We initially met on a quasi-dating app, keeping expectations open. I'd only ever seen a face pic of his and I have a preference for masculine guys, and wasn't sure whether I'd be into him. But his deep, sexy voice and muscular ass and thighs are fucking to-die-for, holy shit, and I knew immediately that I wanted to fuck him, but we also clicked in general from the get-go. We went on a few outings before things crossed the bounds of friendliness and we had a lot of quite personal conversations about our dysphoria and respective transitions. One thing he discussed was that he took measures to preserve his eggs and would consider carrying children in the future. Since that conversation, not gonna lie, I have day-dreamed about him having my babies. I have pretty bad bottom dysphoria and now there's yet another dimension to it that modern science can't do anything about so that's just great. But fuck is that a sexy thought.... And he will be such a great dad, too, whoever he ends up with. He's a lovely man and holy shit do I wish he could be mine. I've never been very jealous, until he mentioned recent cis male sexual partners (disclaimer: I know very well that he has every right to fuck whoever he wants, and I have no claims to exclusivity).

Umm yeah so it's a complicated situation, I'm mad for him and am pretty desperately hoping he'll give me a chance when I go back, which probably won't be before June. But yeah never thought I'd be turned on thinking about making another man pregnant.

Well thanks for reading. I'll end this here. I wrote a whole account of how we met etc after our first time which is considerably sexier, which I still have saved as a draft. It's long and incomplete and I decided against posting it when I realized how deeply I feel for him. Sex with him was the first time I didn't feel dysphoric with a partner. Dysphoria hit my like a goddamn truck after that first night together though, but he helped me through it. Fuck do I miss how safe I felt in his arms. I cannot recommend t4t enough (not that there aren't lovely cis men out there, too). I'd been feeling so goddamn sick of inconsiderate and transphobic cis men trying to cross explicit boundaries. Being with this man felt like coming home, and mind you I had been an ocean away from the place I call home for 7 months by that point. Just my luck that the strongest feelings I've ever had are for someone way out of my league, an ocean away, who I only got to be with for less than a month. Fml.

I hadn't topped in years because it was dysphoric, but I want to give this (cis) guy I'm dating as much as I can. We're developing a D/s dynamic and I just wanna take care of as many of his needs as possible. Last night we were dry humping through clothes. I was wearing my packer. We were eventually positioned so he could feel the full length of my packer along his taint and asshole and he went crazy for it. Neither of us had prepped for it or even really talked about me topping, and he'd never bottomed, so we put a pin in it to revisit later.

"Later" was today.

He was grinding on my packer so hard I started to get worried about it's structural integrity lol; it's a nice one and the silicone isn't really meant for that much friction, ya know? I suggested I put my strap on so it would be easier for him to grind on, but soon our horny brains took over and he wanted me inside him and I wanted to be inside him - but first he needed warming up. This was his first ass play, besides by himself, and he hadn't done much. I went as slow and gentle as possible and his needy hole sucked my index finger in quickly. He begged for a second finger, and then a third. He was frustrated I couldn't go deeper so we moved onto the strap. Oh. My. God. He took it so easily, so readily, like he'd been doing this for years. I still tried to go slow and he still required some acclimation, but soon he was using my harness to pull me in, further and faster. Again he was frustrated I couldn't go deeper with my 6" strap but still overwhelmed with it all. He made such beautiful faces and sounds for me. We tried different positions and he loved it all.

Next time we see each other, we'll go to the adult shop and he can choose whatever dildo he wants, my lil' size queen 🖤

I just bottomed for three guys. All three have massive dicks (one is super long and skinny, one is average length but thiccc, and one is long and thiccc). It was so hot and so much fun. We’re all pups so we had our hoods on and just let loose. They took turns using my holes, but unfortunately only one of them came in me before I had to tap out. An hour of getting absolutely pounding and stretched, just for one load smh. But hopefully we will get together again in some capacity. They all want to have me try different kinks and two of them want to see me top, so the adventures shall continue.

Dont get me wrong, I love when hes moaning and hes fucking me and when he finally finishes, but NOTHING beats the sigh of relief a top makes when you've been teasing him and he finally gets to put his hard cock inside of you UGHHHHH

I’ve been seeing this incredibly sexy cis gay man for the past few weeks and we’ve been taking things slow which I’ve enjoyed. However, I’ve also been dying to get my hands on him. Last night I got my wish because he invited me over to his place to watch a movie. We cuddled a bit which was sweet and after the movie ended we continued talking. He says he’s been needing a massage and asks if I know any massage therapists, I do, but I ask if he wants me to give him a massage which of course he accepts. He lays down on the couch on his stomach and I sit and straddle his thighs. I start massaging his shoulders and back and he moans a bit saying how good it feels. My hands massage lower and lower down his back and he eventually says that I can touch his butt, mentally I’m thinking fuck yess. And yes, he has a nice ass. I continue massaging him and complimenting him about how attractive he is. He tells me I can stop if I’m tired but I let him know I’m enjoying touching him way too much to stop. I ended up massaging him for an hour haha. Mind you I’m bricked up as fuck this whole time because I’m finally getting to touch this man all over, feel his muscles, and hear his sighs of how good I’m making him feel. He says I can stay over if I want, ofc I accept, and we go to his room. We lay down and slowly makeout before it starts to get more intense and the both of us reach to touch each other’s dicks. Guys, he was so fucking hard I was shocked. I tease him over his underwear until he can’t take it anymore and he takes his dick out. I spit in my hand before stroking him and he groans as I twist my hand up and down. I kiss down his chest before I take him into my mouth. He has the perfect sized dick and girth that I actually attempted deep throating him and he gently fucked my throat which turned me on even more. He made me pause a couple times so he wouldn’t cum early but this only made me want to get him to the edge even more. I suck and stroke him at the same time and hear his breathing get faster and faster before he warns me that he’s going to cum. I tell him to cum for me and then I swallow every drop of cum as I feel him pulse against my tongue. Afterwards we kissed again and he held me while I laid my head on his chest and we drifted off to sleep. This morning he returned the favor and gave me a massage too.

The whole experience was so fucking hot and intimate and I won’t stop thinking about it anytime soon!

So I was volunteering at my city's Pride today and spent most of the day with these two older gay guys. One was an older bear and the other was a 30s jock. In between setting things up, we chatted and got to know each other. Bc gay men are gay men, we eventually talked about sex. They are both tops and enjoy orgies and quite handsome. Nothing is gonna happen bc reasons but it sure is fun to fantasize 😉

Highlights from the day:
• The jock lifted up his shirt at one point and oh. My. God. I'm obsessed with hairy men and he certainly delivered
• The bear gave me amazing advice on getting into the local orgy scene lolllll
• We walked around pride together after our shift and they were leading me around bc it was my first time and goddddd it was so sexy
• Apparently, I am somewhere between a twink and a "starting cub"

I started dating this guy a few months ago and he's been great. Besides sex, we've got some complementary kinks and we're starting to explore. We started with somnophilia 😈

It's a mutual free use thing with us, and I'm the one who woke up first. Ugh it was so hot, feeling like I was stalking him, pulling him into my mouth half hard and feeling him get harder. His absent minded little thrusts as he started to wake up. 10/10 will do again - maybe next time he'll get the opportunity.