"The problem is that, thus far, none of them have been what would commonly considered 'attractive' [physically speaking], with the exception of one lady I dated for a while."
"The problem is that" ? Seriously ? How is the attractiveness of geeky women "the problem" for you, is it that the only use you have for women is their potential as dating partners ? Or are they hurting your pwecious widdle eyes ?
"Is there any particular reason that women of the geeky persuasion have a habit of letting themselves go?"
Dunno, same reason that men of the geeky persuasion have "a habit" of "letting themselves go" maybe ?
"I understand that the same kind of guys are generally not the most attractive themselves, but it doesn't seem quite as pronounced."
Yeah because you would be in a position to judge, what with the first thing you do when you encounter a male geek being sizing them up as a potential sexual partner.
"Please don't flame."
Please don't write flame-bait.
"I'm not trying to generalize. Just making an observation that, for me, has been true more often than not."
Hah, that's the funny one. So let me sum up. You've "come across 'a couple' of these women". You have noticed they weren't attractive to you (except for one, which makes the whole thing even funnier). You proceed to make a post entitled "a new angle on the whole 'geek girls' thing" (as opposed to, say, "An observation I've made of a couple of those 'geek girls' people"). In this post you ask questions of the "habits" of "women of the geeky persuasion".
Wow, I'd hate to see you when you ARE trying to generalize.