[F] The last time I had anal

So the last time I had a guy put it in my ass was kind of a long time ago. People always assume I like anal because I like to wear butt plugs a lot but let me tell you, wearing a plug is nothing like having anal lol. I’m not saying I don’t like anal sex because I do most of the time and because I wear plugs so often I’m not nervous about it being overly painful… unless the cock that’s going in my ass is really big… which was the case the last time lol.

So I had wanted to hook up with this guy for a while because I thought he was really hot and played basketball and one night we finally did hook up at a party at his house. I was kinda drunk and didn’t notice just how big his cock really was until it was inside me, after which I quickly realized he was probably the biggest guy that I had ever taken before. My pussy was certainly aware when I woke up in the morning outrageously sore. I woke up in his bed and actually told him how sore I was and he said that when he first started dating his ex, she bought a big dildo to loosen herself up so she could handle him. A couple days later is when I bought the big dildo I own now lol. I really didn’t have any intention of dating him but I did want to hookup with him again and I thought maybe playing with a big dildo might help loosen me up, like he said, and not make me as sore afterwards. (I still get sore when I spend too much time bouncing on that dildo though lol). Long story short, it did help some and we hooked up for like 2 weeks pretty much everyday.

While we were hooking up I wasn’t really wearing any butt plugs when I went out like I normally would, but that’s typically what I do when I start seeing a new guy, mostly because I don’t want the guy to find out and think I’m weird for liking that. I kinda missed wearing one though so I thought I’d slide in one of my smaller jeweled plugs just for one class during the middle of the day. I live in dorms on my campus so I could just come back and take it out after and that would be it. What I wasn’t counting on was him waiting for me in my dorm when I got out of class lol.

I found out later that my roommate had let him in which normally would be fine but just not at this moment lol. Thankfully the dorms I lived in each person got their own private room, however I didn’t want anyone in my room when I took out my plug and definitely not the guy I had been seeing. He wasn’t wearing anything except his spandex boxers and I was kinda wet from having worn a plug in my ass during the last hour and a half and so the thought came to me that maybe he wouldn’t even notice I had anything in my ass if we had sex right then and now. That was a dumb thought though because almost immediately after I laid down naked on my back, he climbed onto the bed and grabbed my hips to turn me over so I’d be face down. I tried to adjust my body to stop him from flipping me over but I’m tiny compared to this guy and it didn’t work at all. So with him holding my ass up in the air he saw my plug immediately and I knew he had because he took his hands off me and didn’t stop me from quickly rolling back over onto my back. He pretty much just looked at me before he finally asked if I had something in my ass, which was totally embarrassing and only one of a few times that anyone has caught me wearing a plug before. I told him yes and we ended up talking about whether or not id had anal before. I told him I had and I knew what he was about to ask. I told him there was no way my ass could take his cock and I didn’t want to try.

The truth is, I was nervous about it, but also kind of curious to see how much of it I could take. I think the only reason I started to consider it as he begged me to try over and over was that I was already so horny and just wanted SOMETHING inside me and I started to care less about where lol.

I finally gave in and got the lube out of my drawer. I pulled out my plug and poured the lube over his dick, realizing then just how bad of an idea this really was. The biggest cock I had had in my ass until this point was probably 7 inches and I couldn’t take the entire thing. This guy was at least 9 and very thick. The last thing I said was to go slow, which is not really what he did at all.

The second after those words came out of my mouth, he had flipped me over, put my face in the pillow, and was pulling my ass back onto his dick. I was in immediate pain after he forced his head in. I tried to push him back after he started to push himself deeper, but thought maybe I could handle it so I stopped. I started to bite my lip and my tongue I was in so much pain. I had probably taken about half of his cock inside me before I said baby please stop. He didn’t stop though. In some weird messed up way I’m glad he didn’t stop, but that doesn’t mean I wasn’t in tears after a couple minutes. I don’t think he knew I was crying until after about 15 minutes because my face was in the pillow, and like I said I’m glad he didn’t stop. I’ve had this weird fetish for a long time now to see how much my body can take during sex and even though it was SO painful, it kind of turned me on to see how stretched out I was afterwards (as weird as that sounds). After he saw I was crying he stopped and pretty much just picked up his clothes and left, which was very awkward. That’s when I went to the bathroom and looked in the mirror and saw the gape I had.

My ass was sore for like a week after that and I didn’t ever hook up with him again. He totally stopped texting and talking me, which kind of made me sad, because we could have kept hooking up. I guess he thought maybe he had really hurt me or I was going to say he raped me since I was crying, but he didn’t and I was hurt, but we didn’t have to stop talking. Oh well. Either way, that’s the last time I had anal and that’s why I haven’t done it in a long time. It’s also why wearing plugs is not at all the same thing, because butt plugs don’t go that deep. Even my widest ones might be thick but don’t go more that 4inches inside me. Plus once they’re in they aren’t thrusting in and out lol.

I feel like since this whole store was pretty much about my ass I should attach a picture of it, so here you go :)
http://imgur.com/MJd1B8O

Here is a picture not of my ass lol
http://imgur.com/RlahwrM

Feel free to message me if you want :)

Source: reddit.com/r/gonewildstories/comments/449me7/f_the_last_time_i_had_anal