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On the other hand, I can honestly say I've turned down dates from men who have promiscuous reputations. There's definitely an element of not wanting to put too much effort or investment into someone with a promiscuous past, since there's a higher risk of their promiscuous history, not being history at all.
And, I have found that too many people buy into the "dimensions of compatibility" crap. I have chatted with women that have gone down a check list while we're chatting:
Since you are concerned, take steps to head off any potential discussion or action here. Back off all these personal discussions about his wife and his marriage. Don't have those kinds of discussions with any married men. Stop wondering about his personal life and why he goes out in the evenings instead of going home - for all you know, his wife may be out at her own work events or the gym or whatever, so he doesn't want be home alone. Stop speculating. That's not helping your curiosity - it's feeding it.
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You say it natural for men to have a fantasy? If that is reallt true then that i skinda sad that men can't really love someone. They only care about looks and getting off.
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Like others said go for it, you dont have much to lose after all. As someone who is somewhat shy I think that its worth trying. He may like you but be too shy to make the first move. Good luck!
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We're brothers actually. I may not have social anxiety or phobia, but I was very unsuccessful socially all my life until I went through "personal reform." And even now, I'm successful to a point...I'm still extremely anti-social, only now I can succeed socially. I go into the world, (work, other) and withdraw to my home. I never have visitors other than my fiancee's family or my son. Anyone else is an intruder. (I could write a book here, but I'm pretty sure you understand.)
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