Figured I would share my first encounter, hindsight… wow it was sketchy.

Back when I was 18ish I would get online, looking for girls in chatrooms. I’d find some and some would offer to send me pics if I did things like put a sharpie up my butt or something along those lines. Horny young adult so I would do it. I enjoyed the feeling.

I eventually got a few toys, a few bigger toys, and would continue camming for woman. (Hindsight… I don’t think they were actually woman lol)

Well I got to wondering if I was gay, I never looked at a guy and thought he was attractive… but I liked butt stuff so maybe? Had no idea how to go about finding someone to mess around with, small town and all. I was in Craigslist and for the m4m side of it. (Back when it was a thing)

Made a post, saying I was new and wanted to try it out. Got a lot of hits but one guy shined more than others. Said he would show me the ropes and how to bottom. Figured I would give it a shot. No pictures or anything, exchanged phone numbers and I was off to the races.

He was getting off work and said he had a place nearby. Told me to meet him at his work and he would take me there.

I pull into the parking lot, he flashes his lights twice, large dually truck, giving me the cue that he was in that vehicle. I reciprocated and followed him as he pulled out of the parking lot.

Queue the start of my adventure. Followed him out of town, turned onto a backroad and followed him deep into this goat trail. Barely wide enough for his truck as he made his way down the narrow road, turned into a driveway (at least I suppose it was, it was dark) that probably went for a mile, couldn’t see much, especially with how thick the trees were and how close to the driveway they were.

Get to this little cabin, he gets out of his truck and I meet him. I’m not a huge guy but I work out a lot, this guy was tiny. Super short and super thin. He seems nice enough and invites me in.

He starts a fire, puts a porno on, and explains to me how to get ready to bottom. I excuse myself to the bathroom, shaking from excitement, as I prepare myself.

I come out and he’s sitting there in just boxers on the edge of the bed, I have only boxer briefs on. I sit next to him and we start watching the porno. He’s rubbing himself, I’m sitting there awkwardly and he asks if I want to feel. I say sure and I rub his boxers… holy cow that thing felt massive. Mine isn’t bad, 3 fingers thick and 7 inches long…. But his felt like mine was a micro penis compared to his…

I pull it out and I’m shocked. Soda can thick and about 10 inches… the dude is a twig and half the blood in his body must be in this thing. He asks me to suck it, get up, kneeling over and start kissing the tip, trying to figure out how to suck this thing. He slides my boxer briefs down and uses his fingers on my hole, I had already prelubed as he instructed. Fuck it felt amazing. I wasn’t hard but I was dripping from being so excited, and no one has ever touched me there.

I give him a horrible bj, couldn’t do much because he was just huge and I couldn’t even get the tip in my mouth well. He pulls out a toy and lubes it up, starting to use it in my ass. I’m moaning like a cheap whore because it felt so good, I was glad I had used bigger toys because this was going to be difficult to take..

He asked me if I was ready and I nodded, he told me to ride him while facing away. I get off the bed, kick off my underwear, and face away from him, arching my back and trying to get good footing. He grabs my hips, slaps my ass and says “my you have a big one!” (In all fairness I do, do a lot of squats and always had a great feminine ass)

I feel his tip on my hole, feeling massive as he starts pulling me back in him, after a second I feel a massive pain as he pops inside me and I fall back into him, almost hilting him. Legs shaking I’m gasping, yelling out “oh fuck! Is it in?” I laugh at myself and say “obviously it’s fucking in holy shit!!” He just laughs and gives me a minute to get used to it. So warm and so deep in my guts, it was painful and amazing all at once.

I start moving, short little strokes, not able to do much, my legs were shaking so much because it did hurt, he was massive. After about it 10-15 minutes I tell him I just can’t anymore.

He tells me to get off, he stands up and instructs me to do face down ass up in the bed. I do as he asks, he pushes the end of the lube bottle in me and gives me a good squirt.

One hand pushing my head into the bed, the other slapping my ass he plunges deep inside me. I’m moaning, arching my back, trying to be a good bottom. He starts thrusting, wow… full length every thrust non-stop. I’m moaning, borderline screaming every time he pushes all the way inside. I look at the clock, it’s a little after 10 pm, like 10:17 I think.

The next hour and a half is just a blur. He kept using these things called poppers and asking me if I wanted some. I couldn’t talk, only moan and scream, he didn’t understand that meant no lol. He put the little jar in front of my face and the world gets a little blurry and spinny.

He starts fucking me harder, stopping to add more lube every so often but absolutely using every inch and slamming into me. My own cock soft and oozing pre non-stop. I can feel it flopping around as he rails me like no tomorrow.

I finally manage to say enough, I was in a lot of pain by this time. He asks if I can handle just a few more minutes and I say yes. He fucks me even harder, I grit my teeth, my throat already hurting from screaming. He finally stops, slamming in all the way I feel him unloading in my guts. The weird pulse his cock makes as he shot rope after rope into my guts.

He pulls out, both of us panting, dripping sweat, my ass gripping cum, I can feel it running out and down my balls. I flip over, gasping.

He asks if I want to get off. I was soft, in a lot of pain and didn’t think it would be possible. He smiles, leans down and starts sucking me. 10 seconds later I’m cumming, it was sooo weird, it felt like he forced it out of me… never had that before….

I look over, it’s a few minutes to midnight… he fucked me for a hour and a half…

I cleaned myself up, made my way home, didn’t walk straight for a week lol. Met with him many times after that.

But ya, hindsight… amazing I wasn’t buried in the woods but wow what an experience.

Still not attracted to guys, but I love being used.