I buy Hubbie most of his shirts. A lot of those are the Hawaiian style which he can wear with slacks, jeans, or shorts. He has even worn a few with a suite, tucked in, and without a tie. My favorite, and to me the sexiest, was his Air Force flight suite.
Brandie
I have four gears.
First gear is my everyday dress, jeans and a tee shirt (the dreaded cargo pants come out in the summer). Up a gear is a button down shirt with jeans and nice shoes, my own personal favorite look, and one I feel I pull off well. Third gear is to change the jeans into nicer pants, maybe add a sportscoat, another look I am pretty comfortable in. Fourth gear is the full scale suit, in which I feel I am a little out of my element, but LJ helps with that with a little grooming and lots of "You look so handsome"'s (there is no way I punctuated that correctly).
Because of my profession, most men I work with are in suits. I would rather see a man dressed up in a suit than in a straggly pair of blue jeans any day. (Same for women - doesn't hurt to dress up and look like a woman instead of downplaying your femininity!)
Depends on the situation.
Punk:bomber jacket,fitted band/solid colour t-shirt-skinny jeans-T.U.K. leather creepers or Docs oh and leather skinny braces.
Event:fitted blk suit w/ patent leather dress shoes or black tie attire.
I couldn't careless about trends. It's a waste of money.
Oh, lazy dressing is a no for me.