💯 without a doubt not fucking my older neighbor across the street when I was 18. She was 55 years old, and her husband had approached me one day asking me if I would fuck his wife. I guess he either got off on it or he was having issues and for some stupid reason I turned it down. She was a sexy blonde with huge titties and an amazing ass. I regret that every day. She used to wear a thong 2 piece bikini while doing her gardening in her yard and literally every single guy that drove by would stare and I was too nervous and passed like an idiot at the chance. Cuban line when I have the opportunity it was when , 25 years ago, below is a picture of her now at 80 years old so she is still that sexy at 80 years old with those big titties. Imagine how great she looked at 55.View attachment 3153051
Regret from my past!
- Thread starter kevinorms2026
- Start date
WHere did you get the current photos of her from? Look for ones from back then 🙂
When I was 18 it was the summer after my senior year and I ran into a substitute teacher that had covered my English teacher during a maternity leave.
At the time I worked at a grocery store and once she figured out I worked there she came in more amd more often. She was in her early 30s, but was gymnastics and diving instructor and had a smoking hot body.
One time she asked me if I was interested in any side work, saying she needed someone to mow her lawn since she wasn’t married. Her normal guy was away.
I could always use more money, so I agreed. When I went over she was wearing a cover, but after she showed me everything, she said she would be laying out if I needed anything, I could find her.
When I made it around back, there she was in the tiniest bikini I’d seen. When I finished, I put everything away and she told me to come inside, grab a drink and she would get me paid.
This time she didn’t put the cover back on. I was sweating, she was sweating and she asked if I wanted to eat dinner with her that night. I was welcome to grab a shower there….
Here’s the regret…. I wasn’t picking up on any of it. I told her about my plans with my friends that night…..
I saw her around here and there, but she didn’t invite me over again.
At the time I worked at a grocery store and once she figured out I worked there she came in more amd more often. She was in her early 30s, but was gymnastics and diving instructor and had a smoking hot body.
One time she asked me if I was interested in any side work, saying she needed someone to mow her lawn since she wasn’t married. Her normal guy was away.
I could always use more money, so I agreed. When I went over she was wearing a cover, but after she showed me everything, she said she would be laying out if I needed anything, I could find her.
When I made it around back, there she was in the tiniest bikini I’d seen. When I finished, I put everything away and she told me to come inside, grab a drink and she would get me paid.
This time she didn’t put the cover back on. I was sweating, she was sweating and she asked if I wanted to eat dinner with her that night. I was welcome to grab a shower there….
Here’s the regret…. I wasn’t picking up on any of it. I told her about my plans with my friends that night…..
I saw her around here and there, but she didn’t invite me over again.
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