Accidental Anal

I still cringe when I think about this throwback Thursday moment. Seriously it was pretty horrifying. Not to mention embarrassing and painful and I cried.

I was with my boyfriend at the time, alone in my apartment and teenage hormones took over. This was about six months after I lost my virginity and a different boyfriend. We started making out and things got hot and heavy quick.

We took our clothes off and I climbed on top of him. Horny and ready to just get after it. Since we were all alone. And we wouldn’t be for very long. So this was supposed to be a quickie. Right on the living room couch, well loveseat. It was exciting and exhilarating because we didn’t have to be quiet.

We started having sex. I was on top of him. Straddling him. It was uncomfortable due to the size of the loveseat. It might have been better had it been a normal couch. But it didn’t matter. I just wanted my orgasm.

We were going at it hard and fast and it had been awkward positioning from the beginning, when suddenly he


There was no lube. No foreplay. No slowly entering. It was BOOM IN. And I froze and yelled out. It hurt so fucking bad.

I climbed off him and ran to the bathroom where I cried and bled. I had never experienced anal before that moment. So he technically took my anal virginity.

When I left the bathroom ten minutes later, he profusely apologized. I was embarrassed and didn’t tell him I had bled from it. Nor, did I let him know that I cried. I’m sure he figured as much. But I didn’t want to let him know that I had actually cried.

Time was creeping by. My mom would be returning soon and despite everything, I still wanted my orgasm. We went to my room this time and went slower to avoid any mishaps.

When I think about this now, I’m just so glad it wasn’t my husband I had been fucking. I don’t think I would have recovered.

2 thoughts on “Accidental Anal

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