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You Asked: Should I Sleep With Him?

Dear Sugar--

In a couple of weeks I'll be visiting one of my guy friends who lives out
west. The whole time I've known him we've had this sexual tension between us -- he's kind of my ideal guy -- but it's never been convenient, nor is it convenient now, for us to date. The last few times I've seen him we've gotten close to sleeping together, and I have a feeling the same thing will happen on this occasion. I wonder if it would be better this time to just give in to temptation, throw caution to the wind, and go through with it, or whether I should forget about sex entirely. I'm afraid whatever I do, I'll end up regretting it later.

--Contemplating it Connie

To see DEARSUGAR's answer

Dear Contemplating it Connie--

You've got to ask yourself why you are going out to see this guy in the first place. This sounds like a sexual escapade waiting to happen since you two have so much sexual tension built up. It's obvious that you have feelings for each other so why is it not convenient to date each other? Is it distance? If so, it may not be a good idea to start something knowing nothing can come of it.

On the other hand, if you are both in agreement that it's okay to be intimate with each other with no plans for your future -- no strings attached if you will, than it's totally up to you if you want to throw caution to the wind. I would advise you to have a chat about it first to make sure you are on the same page to prevent any hurt feelings afterwards.

I'm also wondering if you are you thinking about having sex with him because you wish you were together -- if that's the case - DON'T do it - DON'T even go out and visit him. Seeing him and having sex will only make you want him more, and unless you can make this relationship work, it'll only complicate things and make it harder to get him off your mind.


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