I posted here once before years ago when I was thinking about leaving my wife - got a lot of good advice on here and I ultimately decided to stay put. We're still together and now have kids. Things are going well generally although the sex has gotten to be pretty rare once children entered the equation. I intend to stay with my wife, raise our kids, and grow old together. However...
I've always had an urge to get some strange. I've been with my wife since college and she's the only woman I've ever been with (and I'm the only man she's ever been with). I think I'll regret it if I never experience any other pvssy. To that end, there's a girl/woman with whom I have some history and have stayed in touch with very sporadically through the years. We were very close in high school/early college but for a variety of reasons, never got together. We hooked up once when I was engaged to my wife but only got to second base (pretty sure she was a virgin at the time and so wasn't comfortable going further). She currently lives in a different city and every few years, I'll be in town for work and reach out, with the intention of finding some way to fvck. She always agrees to meet but I haven't been able to find a way to escalate. First few times we just got food and the vibe didn't feel right to invite her back to my hotel. The most recent time, she agreed to meet at her place. I did some kino which she was okay with, but I still couldn't really escalate, and ended up leaving at the end of the night not having gotten anywhere. I'm kicking myself a bit as I think it was probably my best shot but I just couldn't find the right moment. I think the issue was neither of us really knew how the other felt about the fact that I'm married and so were both hesitant to make a move.
Next day, I figured I should be a bit more direct and texted her saying I'd like to see her again next time and strongly hinted at what I wanted to see her for. I also may have made a mistake by saying that it wasn't going to lead to anything. She texts me back with a pretty harsh rebuke, saying she doesn't want to get involved in my shady schemes, that she's happy with her life, and that she doesn't want to get into any complicated situations. However, she leaves the door open by saying maybe she'll see me next time I'm in town.
So my question is, should I continue to bother? The fact that she always agrees to meet, was okay meeting at her place late at night, and left the door open for meeting again seems to suggest that she continues to have some level of interest. But she was also pretty direct in her text that she didn't want to get involved. But then why the fvck does she keep seeing me (to be fair, it's like once every 3-4 years)?
Only reason I continue to pursue this is because I think she's my best shot at getting some strange without getting caught. I know her well, know her character, and know that she's not the type to randomly show up at my house one day. And the fact that she lives in a different city makes the risk even lower. I don't feel comfortable paying for an escort so I think this is my best bet.
I've always had an urge to get some strange. I've been with my wife since college and she's the only woman I've ever been with (and I'm the only man she's ever been with). I think I'll regret it if I never experience any other pvssy. To that end, there's a girl/woman with whom I have some history and have stayed in touch with very sporadically through the years. We were very close in high school/early college but for a variety of reasons, never got together. We hooked up once when I was engaged to my wife but only got to second base (pretty sure she was a virgin at the time and so wasn't comfortable going further). She currently lives in a different city and every few years, I'll be in town for work and reach out, with the intention of finding some way to fvck. She always agrees to meet but I haven't been able to find a way to escalate. First few times we just got food and the vibe didn't feel right to invite her back to my hotel. The most recent time, she agreed to meet at her place. I did some kino which she was okay with, but I still couldn't really escalate, and ended up leaving at the end of the night not having gotten anywhere. I'm kicking myself a bit as I think it was probably my best shot but I just couldn't find the right moment. I think the issue was neither of us really knew how the other felt about the fact that I'm married and so were both hesitant to make a move.
Next day, I figured I should be a bit more direct and texted her saying I'd like to see her again next time and strongly hinted at what I wanted to see her for. I also may have made a mistake by saying that it wasn't going to lead to anything. She texts me back with a pretty harsh rebuke, saying she doesn't want to get involved in my shady schemes, that she's happy with her life, and that she doesn't want to get into any complicated situations. However, she leaves the door open by saying maybe she'll see me next time I'm in town.
So my question is, should I continue to bother? The fact that she always agrees to meet, was okay meeting at her place late at night, and left the door open for meeting again seems to suggest that she continues to have some level of interest. But she was also pretty direct in her text that she didn't want to get involved. But then why the fvck does she keep seeing me (to be fair, it's like once every 3-4 years)?
Only reason I continue to pursue this is because I think she's my best shot at getting some strange without getting caught. I know her well, know her character, and know that she's not the type to randomly show up at my house one day. And the fact that she lives in a different city makes the risk even lower. I don't feel comfortable paying for an escort so I think this is my best bet.