This is about the loss of my second virginity.. boyfriend and I had been together for about 8 months and recently during sex, I had noticed that he would squeeze my ass a lot and I really liked it. Then he started to touch the area around my ass hole a lot. At first it made me a little uncomfortable, but then it started to turn me on, soon it turned me a lot. One night we were at the drive in and ended up in the tiny backseat of his mustang, groping, kissing, humping like crazy. I think being in the middle of everything, cars a few feet from us on either side made it more exciting because it felt like we couldn’t have sex. Everyone’s windows were down!(our’s were just fogged up) We shed some clothes and after a good hour of foreplay and trying to keep quiet, I was incredibly horny and talked him into slipping his cock inside me. “just do it easy so we don’t move the car” i said. That’s how it started, but that plan was quickly abandoned for the hard, pounding sex that was the norm..that’s how I like it though. While he was fucking me, he stared squeezing my ass and playing with my asshole, putting his finger over the hole and moving it a little, never putting it inside though. I had always been very against and grossed out by anal sex, giving every indication that it would not ever happen with me – not that he had ever seemed to want to, or mentioned it. But the sensations that he was giving me by touching it and making me think about it was changing my mind. After a few minutes, I asked him if he wanted to put it in my ass. He asked if that would gross me out. After discussing it for a few moments, he pulled his dick out of my cunt and put the head of it against my tight ass hole. He put my legs up over my head and started pushing it in my. An inch felt like all of his 8 inch dick was inside me and the pain was very sharp. I begged him to stop, wanting him to do so, but deep down also wanting him to make me take it. Despite me pushing him away from him, he pushed himself into me more. I felt my eyes start to water and wanted to scream, but remembered the cars all around. “It’s ok, it’s ok” he said as he kept pushing in me deeper. He reached down and pulled my hands up that were clenched against his legs. He put my hands up over my head and held them there with his own as he fucked my virgin asshole. Now I couldn’t resist and push back because he was holding my arms very firmly, over my head on the seat. I had to take everyhing he was giving me because I could move. It hurt more than I can say, but him holding my hands made my pussy wet again. I secretly liked him having the power over me, being able to make me do what he wanted. There was something about it. I was crying and begging him to stop, but in a way hoping he wouldn’t. If he wanted to fuck my ass, I wanted him to make me let him.He stopped before I was completely bawling and kept apologizing. I only saw him on the weekends, so all week we talked about it and whenever we did, it would make me so hot. We made plans to do it again the coming weekend and i explained to him that I liked it when he held my hands and that when I told him to stop, that he should just ignore me and fuck me harder. He told me that he would do that and make me cry because that turned him on. I told him I wanted him to make me cry too, because it turned me on as well. So the next weekend, my ass was still a little sore, but ready and waiting to be fucked by his cock. We wasted no time getting to it, and now that he was more comfortable with it, he wasn’t quite so gentle. It hurt, but again, I like it. So he started fucking my ass like he did my cunt and because he was rougher and it was already sore, i couldn’t hold back from crying very long. He was causing me so much pain, making my ass bleed, but if he had slipped a finger in my pussy he would have been amazed at how wet it was. I was so turned on, but it hurt more than anything. He began to talk about my ass, telling me how tight it was, that it was going to cut the end of his dick off. That made it even better, but I wanted his cum in my ass, so he blew his load 8 inches deep into my ass. He had pushed it in balls deep just so I would know how it felt. We do it on occassion know, its a little treat I can give him. we use anal else as a number sometimes. I can have multiple orgasms from him pounding my ass, and he likes it when I suck his dick after he pulls it out. It’s our sinful pleaure I guess…
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