If you wear this, people may actually assume you went out one day and shot a Wookie and made a coat out of it’s hide. With fur and everything. You didn’t waste a scrap. You even used the teeth to make a necklace. And then everyone will be mad because Chewbacca was cool, and the Wookies fought with the rebels. And you’re wearing fur on top of all of that!

But don’t worry, it’s faux fur, so PETA won’t be dumping red paint on you. And in all seriousness, the Star Wars Chewbacca Manager’s Coat looks very warm. And if you live in the Arctic like conditions that I live in each winter, you appreciate a warm coat. Forget the face that it looks a little (ok a lot) like a woman’s coat. Your gonna be nice and toasty when those cold January winds try to freeze your nuts off. And the Star Wars logo? Don’t worry about it. If you’re buying this coat everyone probably knows how much you are into Star Wars anyway. Which is probably way too much.

$200 at Adidas

There isn’t any doubt you’re gonna look cool in this blazer. In most places,  you’re gonna stand out like a sore thumb, but in a good way. Unless you happen to be at fancy dinner party in old Mexico.

The website description says this chocolate brown colored wool designer blazer looks great with jeans and a white button down shirt or t-shirt. And of course a cigarillo.

$380 at Eduardo Xavier

Venture back to the 70′s at VintageTrends.com. I was cruising around the site today, looking at all of the real vintage clothing they have for sale on their site. You can find all sorts of stuff from the 50′s to the 70′s. Including this sweet satin robe. It might creep you out a little wearing used clothes, but people do it all of the time. And if you really want that authentic vintage look, there’s nothing like the real thing.

The robe is $65.00 at VintageWear.com

I’ve always had trouble taking good care of my clothes. At the end of the day my dress shirt, tie and slacks end up on the chair near my closet after I spilled coffee, ink or myriad other things on them. My clean clothes sit in the clothes basket, days after I’ve taken them out of the dryer. And forget about wiping the rain and snow from my leather jacket.

That’s why I like the jacket to the right. A waxed cotton jacket by Barbour. The more you punish the jacket, the more character it gets. And if you beat it up a little too much, the company has a restoration service that used old jacket parts to repair it.

Notice old jacket parts, so you can retain all of the character you’ve beat into it. And when you get mud, food, beer, blood etc. on it, simply wipe it off with a sponge.

$399 at Orvis