I know that I, personally, like to be pretty covered up in the mornings (it can be chilly here!), but usually wear short-sleeve jerseys or tank tops when I ride. As far as shorts go, I tend to prefer the shorter ones, so as to minimize tan lines. I guess they're just what I'm used to, too.
I don't see a problem with someone wearing whatever makes her feel comfortable and confident--whether that be 'more' or 'less.' That being said, I think any rider should be smart about what she wears, and dress for safety first. I have definitely wiped out in a tank top before, which isn't exactly fun. (I might have been better protected in a jersey...I'm not sure). So, whenever I'm riding rougher terrain, I tend to err on the more 'conservative' side and wear clothing that leaves less skin exposed.



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