Yes, I frequently wear a t-shirt with a baseball cap. The shirt is cool and comfortable and the cap keeps the sun off my head. I still have slightly more than $30 dollars to spend, despite the best efforts of certain people here to change that! I believe Big walks around in a top hat and tails at all times.It must be said.
People make clothes Big, clothes don't make people and smart people with money can afford to dress however they see fit, if for nothing else not to make themselves look like an easy target. The day I see folks walking the streets of El Batey and they are no longer wearing sleeveless shirts or baseball caps, I'll stop going.