Mine is saying no when i could have had a threesome with my neighbour and her bf.
What's your biggest ever sexual regret?
- Thread starter nikopv6
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Adventurous 1
Male
Set up a fuck date for wife and the guy chicken out. Only happened once.
That actually just happened to me.
Glad you shared it, it’s super hot. I have some similar regret myself
My husband was very supportive and was encouraging me to spend a few days with this man.
When I was about 22, at Easter, I went to see my godmother. We had both had enough to drink. She was sitting across from me in a skirt and spread her thighs. I immediately saw the hair sticking out on both sides of her panties. She had a nice fat pussy. She looked into my eyes and smiled. Unfortunately, I was a coward and didn't do anything. I'm so sorry I was stupid. 😥
Mine is not pushing harder to have my wife get pregnant by her first bf after we got married we would talk about him in bed she did meet him again and had sex with her with my blessing i did ask her to go bareback. Hoping he knocked her up but she didn't what too so stop seeing him.
53biker
Male
He backed out?!? That sucks! Must've lied about his dick size, lol
💯 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. A crazy part to this is that my girlfriend at the time was 17 and she and I had talked about it and she actually gave me the ok from her to do it and she wouldn’t be mad being she and I were very sexual and she wanted me to have the opportunity to enjoy a sexy older woman also she knew I thought this lady was very sexy and said it all the time lol. This was 25 years ago and I still fantasize over her. 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.
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