Good friends from April 6, 1998…
Dear Breakup Girl,
I’ve got a friend, Wayne. Wayne right now is kinda coasting through life — never left home, still working on that Bachelors for 12 years now. Unemployed. Anyway, we set him up for dates and it never works out. Wayne hangs out with one older woman, but he doesn’t want to date her because he thinks she’s too messed up! We’re Wayne’s best friends and we are concerned. How can we get Wayne socially ready for dating?
BG thinks it’s kind of cute when she sees those personal ads (research!) that are like PLEASE DATE OUR EXCELLENT FRIEND WHO’S TOO SHY TO PLACE THIS AD. Fine. In your case, though, I gotta ask: Wayne may still be working on his Bachelors … but have you done all your research? As in, does Wayne want to date? If not, no amount of charm- or clue school will land him a Betty.
Also, are you trying to fix Wayne up, or fix Wayne? Look, I get that you’re genuinely concerned about a friend; I totally know what you’re talking about. But the way you speak about him — well, you’re not, as they say, coming from a very positive place. Write and tell me about how great he is; then we’ll talk.