Poor Kaitlin.

You can definitely say that about Seinfeld, for instance. George is somehow dating gorgeous women all the time and it's just stupid.

I wouldn't say that about IASIP, though. Apart from Pondy and some random mishaps, Dee is mostly dating/fucking hot men. Dennis is attractive and gets to date hot women, obviously.

When other characters are dating attractive people, which is pretty rare, there's usually a very clear reason.

The real problem would be Frank, Mac and Charlie dating hot women all the time. They don't, mostly. When it comes to Mac, there's Carmen, of course. They don't really handle the transgender thing all that well at first, but Mac is not ugly. Maybe she's out of his league but it's not impossible. Anyway, it's implied more than once he used to date ugly women before they started to focus on his sexuality.

The Waitress spurns Charlie for most of the series, and when he hooked up with Alexandra Daddario, the fact that it was weird was part of the story.

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