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This is what you call a guy who exudes an extreme lack of confidence. Typically these people are extremely indecisive, especially when it comes to women, and constantly worry about crap that doesn't matter at the expense of their roommates or friends. Essentially they are the anti-swag.
Swagless Friend: "Hey man, Lindsey just sent me a text wanting to hang out tonight. What should I send back?

Cool Guy: "I don't know, if you want to hang out with her tell her to come over. Stop being such a Swagless Steven."


Swagless Friend: "Do you think my shoes match this cool v-neck I just bought?"

Cool Guy: "How about you stop being such a Swagless Steven, and wear what the f*** you want?"
by therealdeal66 August 28, 2009
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