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Me (m23) and my ex (f23) had anal at her grandparents.
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So, this happened about six years ago (we're 29 now). We were out in town, got a bit tipsy and decided not to go to our houses, but to sleep over at her grandparents (she had a key, but they didn't know that we are coming over, and they sleeped heavily because of meds and generally just not hearing good). But in the apartment below is her aunt. Anyway, we go in the apartment slowly and go to a room that is not used, on the other side of the apartment from her grandparents. We got into the bed, and being tipsy we were both horny so we started kissing and undressing. I turned her over on the side, spooning her and I put my cock in her pussy , started fucking her, squeezing her small tits from behind, pinching her nipples, choking her.

I didn't have any lube or anything, and she wasn't even aware what I was about to do. I took my dick out of her pussy, she thought that we will change position. I put my hand over her mouth, and before she could say anything I shoved my dick in her asshole. That cry of pain in my hand and as I started fucking it raw, she started to moan. I reached over and rubbed her clit and I fingered her. After fucking her asshole for some time (she was moaning in my han6) she was shaking from orgasm. And when she started cumming, her asshole got soo tight I filled it right up.

In the morning we sneaked out.

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2 years ago