I have a strong aversion to clothing with prominent logos -- I'm not going to pay someone else in order to advertise their stuff for them.
I'm the same, to an extent. Depends on the brand and the way the logo is written. For example, when Fuct did the Ford logo I would have no problem wearing that. Or when Diamond riffed on the Iron Maiden and Metallica logos.
If it's a skate brand, and I like the way they portray skating in their videos(like Girl / Chocolate or Palace, and recently Supreme because of their new video), and I like their riders I have absolutely no problem with wearing branded tee shirts as I want to show my support.