My “Best” Anal Sex Experience

Before I start writing about my “best” anal sex experience, I need to warn my readers that all of these events took place at a New Years Eve party, meaning that I was pretty inebriated. After everything was done and over with, I managed to piece most of what happened that night together, but not perfectly, so there might be a bit of inaccurate recounting of the story, but not on purpose.

December 31, 2006, a friend of mine, JC, along with his roommates, was having a big New Years Eve bash, and I have never been one to turn down a potentially awesome party, so I was in attendance with a case of beer in tow. The night started like most typical college parties I would go to commonly would; arrive and greet everyone I know with a hug and kiss, grab some alcohol, drink it way too fast, grab another drink and consume that one at a reasonable pace, all the while I talk to friends or make new friends with some of the other party goers. The music that was being played was lively and I found my self dancing most of the night to salsa, cumbia, merengue, Spanish rock, hip-hop. If I remember correctly, there was also a bit of live music being played by some friends who had formed a band, so this meant even more dancing.

After a lot of drinking and a lot of dancing, I got exceedingly horny. Earlier that night I had managed to drunkenly bond with my friend JCs uncle, who was in his late 20s/early 30s (I think), so I had a target for my end of the night debauchery. Once midnight hit, and I made out with a friend to ring in 2007, and then I proceeded to pounced on my “victim.” We started off with some heavy making out, which then led to me propositioning him for us to “get it on” in the room; his nephew’s room. As we started to undress I realized that I had forgotten that I was on my period. “Shit!”, I thought out loud. After explaining the situation he said that that wouldn’t be a problem for him. Unfortunately, for me it’s a bit of a problem, especially in someone else’s room. I quickly came to a solution, anal sex.

From what I remember of the actual sex, I definitely enjoyed it. I believe that all of the alcohol allowed for me to relax, while in return allowing him to enter my anus with ease. There was minimal pain involved, and PLENTY of clitoral stimulation, yay! Just so you are all aware, I didn’t immediately remember this part of the evening, it sort of came to me with time as I was sobering up and trying to piece together what happened that night. From what I can remember we didn’t try too many positions, we mainly stuck to two, doggie and cowgirl, probably reverse cowgirl, but two was all we needed that night. After the deed was done I DESPERATELY needed to use the restroom, and was about to walk out of the room naked. Fortunately, he wasn’t as shit-faced-drunk as I was and convinced me to put on my underwear and his shirt prior to walking out of the room. Yes, that’s how crazy that night was. Later on, we both got dressed and came back out to the party.

I ended up spending the night at my friend’s place, I was in no condition to be driving that night. I woke up on the couch not remembering what had happened that previous night, or at least what happened in the room. One thing I did know, though, was that my anus hurt a bit. After talking to my friends about their recollection of the sequence of events, it dawned on me that I had anal sex and THAT was why my anus was hurting. Yes, ladies and gentlemen, I understand how ridiculous that sounds, but I SWEAR that’s how I managed to realize what had transpired the previous night. My friends and I laughed it off as I slowly began to remember bits and pieces of that night, and began to recover from my hangover.

Until next time, stay excited!