A Random Craigslist Fuck for an FtM Trans Guy

So I made plans with Drew tonight, after having a long day at work. I enjoy being clean, so I showered, buzzed my pubic hair, dusted myself with some cologne, and got on my way at about 9:00pm. I was really in the mood for a good fuck, too, so I was excited. I was hoping it would be good, because he’s all the way on the other end of the county.

Drew sounded nicer than most of the other guys I talked to on Craigslist. He had a personality. He also had a nice sized cock. He described himself as 5’11” shaved 6″ uncut cock, professional businessman, and muscular, but with a little padding on his tan body.

So I drove down a winding road in a rural area outside of the city, the windows down in my rusty blue Chevette. It was a dirt road, and the night was beautiful and fresh. It seemed like I was the only one around for miles and miles. The summer air made me feel alive. Finally, I reach the split in the road, take the left side, go a little farther down till the big tree he told me about and turn down the driveway to my right. The driveway led to a wooded area, and through the woods I saw a very tall, regal modern-style home that overlooked a large pond. Floodlights were strategically placed to light up the house in a way that inspired awe.

As I arrive, I suddenly feel horribly out of place. I’m sure that my car’s muffler can be heard miles away, I’m not at all the kind of person that would live in such a house. Even through my misgivings, he welcomes me in, smiling, and I take off my heavy combat boots. We exchange pleasantries and I slip off my jean jacket for him to hang up. We walk through the large, marble foyer to the kitchen, and he’s got three joints rolled, and one smouldering in the ash tray. He offers me a toke, and I accept, breathing in the cannabis smoke, pass it back to him, and we take turns with it till there’s just a small roach left. After he puts the joint down, we go outside so he can smoke a cigarette. He talks about the moon, how it’s beautiful and that this night is perfect for anything. This obviously wasn’t the first joint of the night. He starts rambling about being outside with the moon, and I face him and unbutton his short-sleeve shirt, opening it to expose his chest. It’s hairy and thick, just how I want. His dark hair has a few greys mixed in, his eyes are squinted shut, with a big grin on his face. I start rubbing my hands on his chest, playing with his nipples.

He suddenly decides to walk to the kitchen. I don’t know why he didn’t mention it to me, but hey, he’s stoned, and I’m pretty buzzed. He grabs a bottle of water for each of us and then we slowly walk to his bedroom. He slips off the loose shorts and t-shirt he was wearing, and I unbuckle my jeans, slide them down and step out of them, then take my shirt off. I pull my underwear off, and then all that is left is my binder. He looks at it; it’s mostly a spandex tank top that’s really small so it flattens my chest out. I lift my binder and my hairy chest and breasts are revealed. His eyes are wide and his grin is wider. He goes to the TV and puts in some gay porn, and we look at the people fucking for a while and then he starts kissing my neck.

That’s not what I want.

I go straight for his cock. A black rubber cock ring is stretched tightly around his cock and balls; it’s as if he read my mind. My mouth slides right down his shaft, and I taste his precum on the way. Boy does he love it. I’m getting way into it and reposition myself so I can deepthroat him. I shove his cock all the way down the back of my throat, and gag on it. Repeating this over, and over, and over is driving him insane. His hands move from the bed, to the top of my head, to his stomach. Most of what comes out of his mouth is moaning, but occasionally saying things like “Oh God you’re good,” and “keep at that,” so I do, and I love it because he’s letting me go for a really long time.

I move up and straddle his cock while I kiss him and rub my cunt on his cock, getting him even harder. Because of the cock ring, it looks like it is about to burst. He asks me if I’m into poppers and I say that I’ve heard of them but never done them. He replies with, “Don’t worry, they’re safe and they’ll help you relax, especially your ass. He put the small vial of amyl nitrate to one nostril, held the other shut, and I breathed in the vapors. I don’t really notice anything different yet, but keep doing everything in my power to make sure he’s having the time of his life. Another hit of the poppers and I get a head rush. I stop caring about the fact that I have tits and don’t have a cock.

We move to a 69 position where he’s on top of me and I’m sucking on his hard manhood while watching the porn upside down. I love the noises that he’s making. They’re little “uhn uhn uhn” sounds, repeated. I play with his ass a bit, too, and there’s definitely no complaints from him. It seems like he’s on top of the world. He doesn’t really get into sucking my cock, but still calls it a cock without a problem. With the testosterone I take, it’s made it way too big to be considered a clit. It’s still only about an inch and a half, but that’s more than I had before. At least this is the most oral I’ve ever had in my life. Another hit of the poppers and my head just whooshes.

I go to straddle him again and start rubbing my cock, and he says how much he wants me to ride him, so I hop off and we put a condom on. I ride him a bit, really get into it and have an orgasm, and he’s just really getting into it, but his poor cock starts escaping my cunt. When I came, he was ecstatic, “You’re throbbing and squeezing me, it’s so tight in there, I’m gonna be squeezed right out!” We hit the poppers. I give him my oral best and hop back on again. This continues for a while, and I suck him some more. More poppers. I’m feeling really good at this point. I feel super sexy and invincible.

I get back on top and we fuck for a good long time. I’m worried his bed is about to break; it’s slamming the wall quite hard and making all sorts of creaking noises. I have another orgasm and push him out of me with it. He loves that. He takes a long hit from the bottle. We decided to fuck doggystyle and he pounds me relentlessly. His breathing is quickening, and I feel like he’s gonna shoot, so I flip myself over and suck him some more. He doesn’t cum yet, but he’s obviously reeling from being brought up so high and then falling. He gives me another hit.

I flip onto my back, raising my ass so he can enter it. He gets the hint, slathers his hot member with Boy Butter and shoves a lubed finger up my ass to prep me, not in a gentle way. He grabs each of my ankles and drops them on his shoulders, the bed suddenly seeming stiffer than it was before. He hands me the small, brown, dram-sized bottle and I take a hit for myself, and as I do so, he pushes right into my tight, puckered asshole. I grunt as he does this; the initial penetration is more uncomfortable than painful, and then I feel him slide back, and push in again. Now it’s getting to be pleasurable. He gets a rhythm going with my feet still up on his shoulders, and I start stroking my little trans cock. I’m groaning in pleasure and dripping from my cunt onto the cock that’s fucking my ass. A couple beads of sweat are running down the side of my face, as well as his. “oh OH oHH,” he says. “NOT YET,” I command, and turn over, his dick making a distinct popping sound as it gets pulled from my ass.

Grabbing a paper towel and some water from one of the bottles that was laying on the nightstand, I clean his dick off because I don’t like the taste of Boy Butter. He went a little soft, not completely, so I start licking the head of his cock, just lightly, around the head and top of the shaft. His little friend perks right up again, ready for action.

I straddle him again and start rubbing my junk all over his, getting him all wet, and just letting the tip of his cock get to my cunt. I keep this up for a good fifteen minutes, sometimes getting my hand down in there to rub him all over my cunt and get him wet all over. Then I had another hit of poppers. Every time he gives me a hit, he takes one, too. Then he pushes his pelvis up, hard, thrusting his cock into my cunt all the way. It felt amazing. He grunted that he’d let me know before he came so I could hop off. I fuck him hard, feeling his cock inside me, his texture. He’s moaning about how hot and wet it is, how he’s got my cum all over him. Then he says, “I’m gonna cum!”

I slam my cunt down onto his cock, wanting his cum to shoot deep inside me. “Dammit boy, get off …” Then his body tenses, and he shakes, and releases in a relaxed manner. I can feel his cum filling me up inside. Now that’s what I came for.