Don’t, I repeat, DO NOT DO IT! If nothing has transpired between the two of you for years, that’s your answer. And if a bottle of vodka was involved, it’s likely your friend is more lush than lez. Even if by some fluke chance she went for it, the next day would be the most awkward morning after of your sexual career. Every time I’ve slept with another straight girlfriend, we wind up drifting apart and never speaking again. Regardless of gender, sex is sex and the aftermath is typically complicated. You’ve crossed a line and now no matter what happens you will both find it hard to bounce back to the relationship you had prior. For you, that might be fine. But for your friend, she may no longer feel comfortable being as close, talking about boys and even changing clothes while you’re in the room. This is obviously worst-case scenario, and if she did pull any of this shit I’d have to think she was a homophobic prude with no real strength of character, but do you really wanna risk finding this out? It’s not worth it. Go out and find her lesbian doppelganger and fuck her brains out. Everybody wins.
Jenny Mollen is a writer, actress and all-around gorgeous sassy badass who lives in L.A. with her dog Teets and husband Jason Biggs. She writes about her life on TheSmokingJacket.com in her highly popular column What She Said. Follow her on Twitter at @JennyAndTeets and on Instagram at JennyAndTeets2.
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Anonymous wrote Actually, you have a point. 2 of my girlfriends who I got a bit close to one night did drift apart... I never really connected the two before.