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This week on Slog, we’re revisiting some of the most popular Savage Love letters of all time. We’re organizing them in our new Best Savage Love Letters of the Day section, which will continue growing with more all-star letters throughout the week. —Eds. Note


Hi Dan, huge fan. I’m a straight male in my late 20s. I’ve found myself in a situation that I never would have even considered before I started reading your column. I met a girl on Tinder and after arranging our first date, she admitted that she’s gay and is in an LTR with a woman. She’s a college student in her early 20s and has never slept with a guy before. She says she’s gotten permission from her girlfriend to have sex with a man because she’s curious what she may be missing out on. I’m open to this. It’s a good arrangement for me, but I don’t want her to get into something she’ll regret later. Honestly, I’ve always been attracted to women who look “butch” so this is pretty hot to me (maybe that’s clouding my judgment?). I don’t have any plans to turn her straight, but I do want to make sure everyone has a good time. Is this even a good idea? If so, what can I do to make the experience as comfortable and as fun as possible?

Wanted A Date Didn’t Anticipate A Proposition