Expert: Don - 1/23/2008

Question
I'm about to get engaged to my girlfriend who I have a good relationship with, however, something that bothers me is that I haven't had many different sexual encounters in my life and I'm feeling like I haven't really sown my seeds so to speak.  I have a few sexual fantasies that I don't think I could fulfill with my girlfriend/soon to be fiance.  I would never risk our engagement or marriage by cheating on her, but I really feel the need to explore these.  

Do you think I should once and for all?  Do you think that if I get away with it once, I will be tempted again?  Do you think I will be overwhelmed with guilt afterwards?

Answer
I think you should get it out of your way before you decide to make a life long commitment to your girlfriend. It's better for you to get it out of your system now, then to marry her and wait 10 years before you decide to do it and end up ruining your marriage.

No I think once you have sex with a couple of other women, you'll realize that having sex with random woman isn't nearly as satisfying as being with the woman you truly love.

I can't tell you if you'll feel guilty, that all depends on you, if you think it's a bad thing and you will feel guilty, then you shouldn't even bother doing it because you'll get caught.