Has anyone been with a milf

PinnedNSFWAnonymous Confessions 😉

Story time So I had this milf I was "dating" in senior high school she was my landladys sister, waaay back in school I used to draw so I would come home sit outside and draw portrait of people and stuff like that, and anytime she passes by she'll jokingly ask if I could draw her, I'll laugh about it and continue till one morning it was just the 2 of us in the house I was drawing in my balcony at that time and she just woke up and she came to pass as usual she stood and we spoke for some minutes and she asked again if I could draw her and this time I said yes, we went to her place I sat at the hall and she went to shower, came out with only a see-through night gown and sat Infront of me with her legs slightly open and I could tell that this woman wasn’t here for the drawing session she's here for something else and I told her what she has on is actually going to distract me and she asked me if she could take it off, right before I answered she took all her clothes off came to sit on me this woman had huge melons fr and as a sharp guy I wasted no time pulled my shorts down and slipped the dick inside and tried to fill my mouth with her tiddies that's where everything started. This woman was in her early 40s we would fuck for hours she wouldn't get tired immediately I cum and go soft she would give me a blowjob and sit on it and this went on for months she was married to an army Sargent with two kids, we once made out with her 5 year old lurking around the hall I had to call it quits because I was scared her husband would one day catch us red handed this man is huge 6foot tall with a deep voice bet his dick was waay bigger than mine but she seemed to enjoy mine instead, anyways after her i went on to get a sugar mommy but that's a confession for another day........

Posted Jan 11, 2026, 8:05 PM UTC

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