My first time: Anal sex

NOTE: This is not my attempt at writing erotica. I use too many anatomical words for it to be erotic. I just wanted to share my experience, for knowledge’s sake. UPDATE: To see my guide to anal sex, click here.

About 6 months ago, I remember saying the words “I’ll never have anal sex.” Fast forward to two months ago: My boyfriend and I are on his floor – I’m on top of him, leaning back, and his dick is in my ass.

So how did that happen? One thing that many people are worried about with anal sex is making a mess and getting fecal matter on the penis/dildo/whatever’s going into the butt. I was worried about this too, and that’s why I didn’t want to try anal. But through research and education (thanks, Internet!), I learned that this is usually not the case. Poop is usually stored in the colon, and only stored in the rectum (which comes right after the anus) temporarily, when a person needs to use the bathroom. So I learned an important lesson: Just poop and clean around the anus beforehand. You’ll probably be fine.

My boyfriend and I actually started talking about anal play (or rather just “teasing”) about two or three months before our anal sex encounter occurred. He said he wasn’t comfortable with the idea, but he’d probably warm up to it. He eventually started lightly stroking the area around my anus (such a tease!), which made me want a lot more. On the day we ended up having anal sex, we weren’t actually planning on it beforehand. We were passionately making out in his bed, and he was stroking me around the opening, so I said “I just went to the bathroom, so you can tease me a bit more, if you’d like.” So he stuck his finger in. And it felt good! It felt weird as he pulled it out though; it felt like I was pooping. This is why I’m very glad I had already used the bathroom, so I didn’t poop on his finger. I asked to see his finger, and it wasn’t messy at all! There was just a clearish film present, and that wasn’t bad at all. He asked if I wanted two fingers inside. I said yes, and after he penetrated me that way for a while, I asked if he could use the tip of his penis. “You really want me to?” he asked. “Yes I do,” I said. “We can stop if it hurts.” He put on a condom (WHICH WAS SUPER IMPORTANT so germs from the anus didn’t enter his body through the urethra) – and he probably should have put some more lube on the already-lubricated condom, but I’d forgotten my lube at my house, and we were planning on going slowly anyways.**** And then he slowly entered me… and it felt good! Not amazing, not nearly as good as vaginal sex, but it was interesting. I asked him to go in further, so he did.

Then he started thrusting, and the bed was shaking and rattling too much (and his family was downstairs), so we got on the floor instead. Unfortunately, we couldn’t find a position that was both quiet and stimulating, and his penis kept slipping out, but the experience was pleasurable for both of us (except for when he went too deep – he said that was too tight for him). The thrusting did not feel like I was about to poop, as his fingers had done earlier, so I was very happy about that. He didn’t end up ejaculating because of our problems with positioning, but it was a good experience, and we hope to try it again sometime soon.

I hope my story was enlightening and maybe answered some questions you had about anal sex! Have you done it before? What was your experience? Anything else you’d like to say? Let me know in the comments below!

****Please use lots of lube! During this encounter, he was not fully erect, so we didn’t need as much lube. If you don’t use enough lube, it will likely hurt, and you could tear the lining of the anus or rectum! This will provide a direct path for bacteria to get into your bloodstream, which would totally suck because infections are no fun!


  1. Great post! I LOLed a couple times (no offense). People don’t often talk about the first time or do their research, so this was very refreshing. Glad that it wasn’t scary or too painful and that you might try it again. It is definitely something that needs to be taken slowly in the beginning, every time. Best of luck to you! Enjoy 😉


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