I read loads of articles on the net about sly guys asking what to wear. I look best in long sleeve shirts. Specially in darker colors as because of my skin tone. Dark blue, black etc. Giving that I live in a very sunny almost desert country it is really difficult to pull of this look during the summer times....
Any other sly guys have some fashion tips?
Shirts, no matter what the weather, I'm usually wearing plain t-shirts, thermals, fight gear etc. Summer time, camouflaged cargo shorts, jean shorts, athletic shorts. Usually wear black, gray, sometimes white. Pretty much dark colors. To be honest one of my favorite outfits is a plain black shirt and camo cargo shorts. Bald heads rock this.
Giving that I live in a very sunny almost desert country
First Sunscreen,
Second, Sunscreen,
Third, Sunscreen.
Everything else pretty much optional.
Plain clothing (No visible logos, slogans, etc. Removed when unavoidable, like that leather patch on jeans). Solids, subtle patterns (Window-pane check, no tartans). Mostly neutral and cooler colors (Remember the color wheel--Roy G. Biv--more on the G. Biv side). Other than that just making sure that things fit well. WHSoIJWT? philosophy. Would Han Solo or Indiana Jones Wear This?
I like to check out what bald celebs are wearing and mimmick that...
but that sounds pretty pathetic. oh well
Short sleeve pull over shirts, often Harley-Davidson, to show my tattoos. Jeans are a staple....preferably black.
In cooler weather, boots and jeans for casual wear.
I'm sly and confident -- I wear whatever the f**k I want!

Seriously, during the summers (very hot here in Central TX) I'm fond of tropical print shirts. Unless I'm on the bike, shorts are also in order.
In the cooler weather, I switch between jeans with a nice shirt, and somewhat dressier clothes than your typical software developer (who thinks that "dressing up" means wearing socks). Since going sly I've found found myself wanting to dress a little nicer than the average bear.
And, true to my handle, I'm almost always booted.