First time someone put their cock in my ass.
I had been dressing up in skirts, button down floral shirts, and knee socks, shaving everything that had hair on it, wearing a sports bra, and going to the theater hoping for some action for months. Sometimes wearing satin panties, sometimes going commando.
Being non-passable, I still drew the curious towards me, mostly older guys that couldn't get hard anymore. We'd fondle each other's cocks, some would suck me, but most couldn't get hard enough to fuck me. Those that were too big I simply told them that they were too big. I liked having my all natural tits played with, and really likes it when someone would suck on my sensitive nipples while playing with my cock.
Inn this particular theater, there's a regular side and a gay side. The regular side had theater seats, and was larger than the gay side. The gay side had plastic chairs for seating, but that never stopped the determined from exposing themselves and trolling the guys walking between theaters.
Once while trolling, I saw a short hispanic guy who looked like he was wearing a landscaper's uniform come in with another landscaper. They kept walking back and forth, and I got to thinking that the first guy was short enough to have a small, hard cock that could penetrate me without hurting me.
I stood near the screen of the gay theater, to the left of the guy, hoping he would make a move on me. After a few minutes, and with the rest of the patrons watching, he put a hand on my leg - testing the waters. Since I did not move away, he got bolder and eventually reached my smoothly shaven butt and started massaging it. I saw him take his cock out and I had guessed correctly - about 4 inches long, cut, and hard.
I handed him a lubed condom which he quickly put on, and I leaned forward so that he could reach the target. I really felt excited that I was about to feel a real cock inside me for the first time. He put his tip up and rubbed it up and down for a bit. Grabbing me by my hips he tried to slide it in quickly, when I told him to go slowly.
Well, it was a LOT more painful than I thought it would be, even though it was (what I thought) a small one. After pushing me forward trying to get it in for a couple of minutes, he really thrust forward with his hips and got the head past my spinchter. "OWWWWW, THAT FUCKING HURT." I quickly stepped forward and got his cock out of my ass, I was shocked at to how much it hurt. Son of a bitch.
He came up behind me again for a second try, but I waved him off.
I walked to the regular side of the theater and stood against the back wall for a while, taking in the events of the day. Before this, I hadn't even had a finger up there, so yeah - it was tight.
I've since bought some small plastic inserts which I lube and wear, hoping to stretch my hole for a future encounter.
My fantasy is to be fucked by a tranny or cd as my first who will go SLOWLY into me after I lube up.
Being non-passable, I still drew the curious towards me, mostly older guys that couldn't get hard anymore. We'd fondle each other's cocks, some would suck me, but most couldn't get hard enough to fuck me. Those that were too big I simply told them that they were too big. I liked having my all natural tits played with, and really likes it when someone would suck on my sensitive nipples while playing with my cock.
Inn this particular theater, there's a regular side and a gay side. The regular side had theater seats, and was larger than the gay side. The gay side had plastic chairs for seating, but that never stopped the determined from exposing themselves and trolling the guys walking between theaters.
Once while trolling, I saw a short hispanic guy who looked like he was wearing a landscaper's uniform come in with another landscaper. They kept walking back and forth, and I got to thinking that the first guy was short enough to have a small, hard cock that could penetrate me without hurting me.
I stood near the screen of the gay theater, to the left of the guy, hoping he would make a move on me. After a few minutes, and with the rest of the patrons watching, he put a hand on my leg - testing the waters. Since I did not move away, he got bolder and eventually reached my smoothly shaven butt and started massaging it. I saw him take his cock out and I had guessed correctly - about 4 inches long, cut, and hard.
I handed him a lubed condom which he quickly put on, and I leaned forward so that he could reach the target. I really felt excited that I was about to feel a real cock inside me for the first time. He put his tip up and rubbed it up and down for a bit. Grabbing me by my hips he tried to slide it in quickly, when I told him to go slowly.
Well, it was a LOT more painful than I thought it would be, even though it was (what I thought) a small one. After pushing me forward trying to get it in for a couple of minutes, he really thrust forward with his hips and got the head past my spinchter. "OWWWWW, THAT FUCKING HURT." I quickly stepped forward and got his cock out of my ass, I was shocked at to how much it hurt. Son of a bitch.
He came up behind me again for a second try, but I waved him off.
I walked to the regular side of the theater and stood against the back wall for a while, taking in the events of the day. Before this, I hadn't even had a finger up there, so yeah - it was tight.
I've since bought some small plastic inserts which I lube and wear, hoping to stretch my hole for a future encounter.
My fantasy is to be fucked by a tranny or cd as my first who will go SLOWLY into me after I lube up.
2年前
