Account Login
On ThePornDude Hall-of-Fame
My friends widow
A woman I know quite well asked me for sex, she was married but my buddy was cheating on her having a girlfriend on the side. I gladly took her sex and it went on for almost a year. She divorced, remarried and moved on. Now it's many years later she's a widow for almost a year and I'm divorced. She's no beauty but I never forgot the sex we had together, I always had a strong desire for her sex and still do to this day. We never talked about our affair, my buddy has no idea and we kept it our secret, no one knows this happened. Would it be ok to come right out and ask her to have sex with me? I never asked her over the years when we were married or in relationships. Since she asked me years ago can I ask her for sex? There are no relationships going on for either one of us so it's not like we're cheating on anyone.
You could be describing my situation. My wife and I split over 20 years ago and shortly after I started a relationship with a woman, Jane, who was separated from her husband. Memorable because she was my first redhead and she had a sparsely covered pussy that I felt that I could look at and kiss for hours. We ended up having a 'friends with benefits relationship', usually going out once a week and having sex at my place. To be honest, the sex was better with my ex but Jane's petite body was a joy. After around two years she found another person and I was pleased for her (despite losing my fwb status). Around a years ago I bumped into her in a local mall. We went for a coffee and it turned out that her new man had left her a year ago. We reminisced about our time together and we started going out again. After the first date, we went back to my place and came out with it, would she stay the night? She did, we had awkward sex but I loved it. She still has her petite body and sparse pubes that I always found irresistible. We are back on our fwb status but now with more frequent sex because I work for myself and can always make time! Go for it, nothing to lose, she can only say no.
Ask her out to lunch and casually mention your ideas.
If she says no- it was a lunch. If she says yes, maybe lunch will turn
Into dinner and desert.
Good luck
Yea go for it, what can she say, no? Maybe she would like it too being she knows you and you had a sexual history with her already. Keep this in mind, if she said no, no means no and don't ask her again. If she wants it down the road maybe she'll call on you knowing your desires for her are still there.