You almost expect to see an earing in his ear. He’s so stylish. I’m sure JayZ and his other rapper buddies like the Obama golf casual look
I think he has worn one. IIRC, he was wearing one during one of his prime time press conferences. My mom pointed it out to me.
Haven’t found anything other than someone asking in ‘08 why he’s not wearing one anymore... Though while looking for something to confirm this I came across this about Gibbs at Huffpo—
http://www.huffingtonpost.com/2009/06/24/robert-gibbs-former-earri_n_220051.html