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NSFW: yes

Im sure we have all made not so great choices at one point or another. I would love to read some of your stories so feel free to opinion or message me. Here is my not so proud memory.

I use to have a basement appartment in my 20s and there was a lady who lived above me who was wild. She was in her 50s and was a true weekend warrior. She had a decent job and mon to fri she went to work and it was typical. Weekends she drank like a fish and got pretty wild. The back yard was fairly big and we had a fire pit and bbq etc. Over the course of a few years i had seen her nude several times been flashed her pussy and tits more than i can count and we at all times had a flirty joking time when we partied together. She wasnt ugly but not that great either. And when she was drinking she was sloppy.
One Saturday we were drinking all afternoon. Her I and 2 of the neighbors had come over. We were discussing food and she exclaims she has to piss. Now we had all seen her just walk over to the corner of theyard before and just piss whereever. So it was kinda typical for her to say that. But for some reason i felt the urge to follow her. I was absolutly smashed and for some reason when she asked where i was going i said to watch you piss! She laughed and said ok lets go. I followed her to the bush and she pulled down her shorts and bent over to piss. I said i couldn’t see properly from the front cause she was bent over. She said well go look at the back. So i did. I stood beside her and leaned over her ass. As she started to pee i spread her ass cheeks and pussy to watch. I played with her asshole as she pissed and then her pussy. She made noises as i rubbed her ass hole then when she was done she said now smell your fingers. Without hesitation like a dirty perv i did. They smelled sweaty and like a not so fresh pussy. But not gross. Made my cock hard. I told her i needed to jerk off. So she said do what you gotta do. I pulled out my cock so fast and started jerking. She kept telling me to smell my fingers as i jerked. I said i wanted to smell her ass on my face. So i sat down on the grass and she pulled her pants back down and let me shive my face in her crack and pussy while i beat my dick. I shot my load pretty quick and we went back to the fire like nothing happened lol.
We did end up fucking and stuff. But that was the dirtiest unproud moment.

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