Straight Male / 26
In My Late Teens.
This isn’t a super bad confession I guess, but anyways when I was in my teens my mom had surgery and was on, I dunno they are, but stuff to help pain but it knocked her out and kind of talk in her sleep and she dad no idea. My dad at this time was working away it was just me, her and my brother. Little backstory my mom likes it up her ass , I heard and my dad. Anyways I’m bored, my brother is asleep, is passed out so I go in her room, she is lying on her side as is more comfortable. So I crawled in the bed next to her and positioned myself so I was talking into her ear.
I said to her “mom” and she responded with a mmm, like that half asleep yet. And I legit said “I’m can I put it in your butt” and no joke she, in her sleep went “sure” and pulled her pants down a little. My heart was beating as I didn’t expect anything and I said something like “uh its me “my name” are you sure “ and she went “ just do it” and in honesty freaked out because it seemed to good to be true, I pulled her pants back up, threw a blanket over her and left. Because she was still pretty much asleep and I still kick myself over not doing it.
I said to her “mom” and she responded with a mmm, like that half asleep yet. And I legit said “I’m can I put it in your butt” and no joke she, in her sleep went “sure” and pulled her pants down a little. My heart was beating as I didn’t expect anything and I said something like “uh its me “my name” are you sure “ and she went “ just do it” and in honesty freaked out because it seemed to good to be true, I pulled her pants back up, threw a blanket over her and left. Because she was still pretty much asleep and I still kick myself over not doing it.
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