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Srussell is right.
Somewhat geeky, but still reasonably attractive guys get a LOT more luck if you just do the indie rock look. I'm not saying you have to go full-on ironic hipster, but just looking like you might possibly be in a band helps.
It shows that while you may be geeky, you're still culturally relevant.
Plus, I look a helluva a lot better wearing slim fit jeans and clothes that fit rather than the baggy crap I wore in high school because all I cared about was showing off my "awesome" Dragon Ball Z t-shirts.
Fun fact: Skinny jeans (not the skin tight ones, just normal ones) are actually really comfortable as long as they have like 1% spandex, just buy an inch larger in the waist than normal jeans and wear a belt, you'll have plenty of room in the legs.
Full disclosure: I actually enjoy hipster culture somewhat, so you might just want to ignore everything I say. :P (though I'm much more of a fan of the vintage-style hipster from a few years back than the current "everything has to be ugly and ironic" hipster that seems to be taking over)
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