I go to a fairly small extremely liberal college and am in a serious relationship. My boyfriend and I want to have a threesome with another woman. The only problem is that I, being fairly quiet but not shy, have no idea how to make this happen, and happen in a way that won’t be exceptionally awkward for the rest of my time at this tiny school. My boyfriend would do the choosing and the talking, but I think that it’s important for me to feel comfortable with the woman before we have sex, and talking about it beforehand is a big part of that.

Suggestions?

Your boyfriend can do the talking, but don’t kid yourself — you’re the one who’ll do the choosing. Don’t shy away from that responsibility. This is all about what you want.

Be smart about this. Don’t pick a co-ed from your tiny school. Don’t have dorm room threesomes. Keep the wild shit separate from your day-to-day life or things will get awkward and embarrassing.

I don’t know if there are any lifestyle parties in your area, but consider going to one of those. If you don’t know where to begin looking, I recommend joining lifestylelounge.com. (It’s the only swinger site out there that’s real.)

Regardless of where you end up finding your threesome buddy, you should have a plan that includes a hotel room and plenty of get-to-know-each-other time.

Also, you and your boyfriend need to work out all the rules, boundaries, and code words ahead of time.

Happy fucking!