What is Freestyle, Freestyler?
1.
A liberated way of dressing, as a guy, somewhat akin to the term "metrosexual"; many women have adopted a similar style, and have in fact been doing it for more than half a century, e.g. "mixing and matching", combining women's clothing and menswear into a "whole" look or fashion statement. NOT akin to crossdressing, where the goal is to "present" as a woman, but rather to wear whatever the guy's personal style is, regardless of the original gender intention of the manufacturer. Also, a guy into dressing "freestyle".
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Its a nickname you give someone who owns a car but has tons of cds in the glove box, when he should have a MP3 that can reduce the cds.
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