Cuckold with older neighbors when younger

[kevinorms2026]

💯 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.

 

[jsaltydog]

💯 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 3153086

I was similarly immature, naive, inexperienced, and insecure in my youth. I probably would have passed up the opportunity like you did, and then regret it for the rest of my life.

 

[hotwifesenior68]

I was similarly immature, naive, inexperienced, and insecure in my youth. I probably would have passed up the opportunity like you did, and then regret it for the rest of my life.

Same here.. passed somewhat similar chances. I think most of the time , we were not sure if it was safe or right to do it then, and big part was in my case, didn’t have any experience at all in that aspect…you are not alone…

 

[Fazeldex]

Id go for it now if I were u ! I kinda like her older woman looks. Id love to see her Nipples on her pale tittie caps all tanned as she is,

 

[Rockmn]

💯 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 3153086

I would tear her up

 

[kevinorms2026]

I know right look at that body and imagine how nice it was at 55 years old. I hate it so much that I didn’t do it. Is it weird that I still jack off fantasizing about her even though she’s 81 years old now?