Should I have one last fling before I move in?
I’m moving in with my boyfriend in a few months. I care about him very much, and I want to be with him, but part of me also wants to have one last “fling” before we make the step to move in together. Should I allow myself to take a dip in the pool one last time?
– Slightly Confused
Dear Confused:
I love how you say “one last fling” as if you’re about to get into a committed relationship rather than already being in one. I understand it, though. It’s the same mentality I had the first time I moved in with a boyfriend. Instead of focusing on the reasons I wanted to live together (”I love him, he makes me laugh, he’s got a mean, hateful cock”) I started thinking, “OMFG! He’s the last guy I’m ever going to have sex with!”And really, if that thought doesn’t make you panic I don’t know what will.
You’re also probably thinking, “It’s going to be impossible to trick once we live together so I better do it now.” Well, stop worrying. You’ll find a way. Men always do. Anyhow, you wouldn’t have asked my permission if you didn’t already know it was wrong. Instead of rationalizing an infidelity why don’t you neutralize it by taking to your boyfriend about it? Bring it up in a joking way. Like, “Do you ever get afraid that I’m the last guy you’ll ever sleep with? Do you ever think about having ‘one last fling?’”
You might be surprised at his answer. And the “permission” you might actually get. But there’s a more important reason to talk about it-to start an on-going dialogue about monogamy. Are you going to treat it as a necessary evil, something you both want, or a bored game by Milton Bradley? Don’t set yourselves up to be one of those couples that break up over “the silent issue.” Things shouldn’t end because one partner crossed a boundary that was never discussed.
If you don’t want to have a conversation with him then I say don’t have a fling. Cheating is no way to start out a new life together.

