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First time fucked in the ass (str8 man)
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My first experience,

For my birthday my partner penetrated me, she had expressed her interest before and I had not agreed, I got a little kinky and asked her to do some anal training for my birthday (I asked her to peg me) I fucked her and made her cum with my hands and plugs. After that, I asked her to touch my butthole and she happily agreed, she used her fingers first she told me she would just rub me a little, suddenly she had her finger inside me it was surprisingly easy for her to enter. Then she tried with a dildo we bought with a harness it's small and thin, and I asked her to try that just to see if it would go in later. Obviously, it didn't go in and it hurt a lot, something expected because I had no experience with this, he was rubbing me with it and again when I least expected it I felt intense pressure on my penis and then it went in and the more he put it in the more of that pressure I felt and it was very pleasant. She licked my testicles they were very sensitive I squirmed involuntarily and moaned but slightly because I felt embarrassed, it started to feel very good but I asked her to stop because I also felt like going to the bathroom she said it was normal but she stopped and said we would take it up again another night as we were both tired, and she told me she was using a lot of strength to put it in.

I am embarrassed to admit it to her but I think from what I felt, the day she pegs it will be easy for me to cum. And it’s really hard not to moan... I think she really liked it, she was watching my anus and I had never let anyone do anything like that before.

I liked it and I let her know, I asked her to continue doing this from now, and she loved that.

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8 months ago