Thinking about "Boxing Daria" and the scene in the Pizza King where Tom and Daria get congratulated on their night of, um, passion, it occurs to me that each of the people doing the congratulating were selected for maximum embarassment to Daria.
Upchuck, of course, was there because now Daria would realize that Chuck would have mental images of her having sex with Tom, as part of his model of reality. Kevin, because he represents the epitomy of stupid, insensitive maleness to her. And Brittany ...
Well, just how eager do you imagine Daria would be to receive Brittany's confidences regarding "you know ... _womanly_ things" ... ? I mean, she's not totally comfortable when _Jane_ confides anything romantic to her -- and Jane is much less likely to have something horribly sleazy to confess than Brittany is. Plus, a lot of Brittany's confidences would probably involve the details of sex with Kevin.
This cannot be a happy prospect for Daria to contemplate. Wonder if anyone's worked this into a fan fic?