Dear Prudence,
My best friend, “Anna,” is the smartest, funniest, nicest, coolest, most accomplished person I know. She’s everything I always wanted to be and more. But, she’s not very conventionally attractive. She takes good care of herself but she just didn’t hit the genetic lottery in that regard. No one has ever asked for her number at a bar, she’s had no luck with online dating, and the few dates she’s been on have ended with her being pretty brutally rejected. She gets a lot of “you have a great personality but…” comments.
I, on the other hand, am considered fairly attractive. Every time we go out to a bar or restaurant, eight or nine guys will come over and ask for my number or try to talk to me, completely ignoring Anna’s presence. I always decline, mention we’re having a girls’ night, or say I’m not interested, or even sometimes more forcefully tell them to go to hell if they’re being really rude, but I can tell it still affects her. She’d never say anything or make me feel bad about it, but it definitely bothers her. If we’re in a group, everyone except Anna usually gets approached by a guy. The last time we went out, she let me borrow a band t-shirt of hers (she has amazing style). A guy approached me while we were sitting together asking me about the band. When I told him I don’t listen to the band but Anna does, he acted like she didn’t exist.
Anna started to pull back from these types of events, and when I and another friend tried to ask her what was going on (she normally loves going to bars and clubs and restaurants with us), she made a joke about being an ugly duckling and played it off, making it clear she didn’t want to talk about it. Maybe this seems like a first-world problem, but I feel awful, and I don’t know how to get guys to stop approaching me (and our other friends) when we’re out. It’s one thing to turn them down but I think just the act of them asking for our number hurts Anna’s feelings. What can I do?
—Ugly Duckling