The Complete List Of The Coolest Guys Alive Who Dress Like Complete Shit

Image via Complex Original

Adam Sandler

Sandler is the brie’s cheese when it comes to walking out of the house wearing a buncha random shit. Like that time he rocked nylon shorts and a puffer jacket to sit courtside. Lucky for him, he also happens to be one of those dudes that—when you’re in his presence—says and does everything infinitely more memorable than what he’s wearing. But I guess that’s what separates us from multi-millionaire comedians. Yup. That’s the only difference.

Michael Jordan

What fresh irony is this that some of the best sneakers in the universe bear the name of someone who dresses with the kind of reckless abandon matched only by people who think they’re the last person alive. If you look back to the MJ of the '80s you’ll quickly notice he isn’t totally sartorially handicapped. I like to think that he took his gambling addiction too far and lost a bet where the stipulation was that he’d have throw darts at a Costco flyer every morning to determine his alphet.

2 Chainz

Ratchet beezies, hoodrat glitterati, face-folk, scenesters and unwashed ugly people, look at what you’ve wrought.

Bill Murray

Let me throw the world’s most hypothetical—yet truthful—anecdote in your face for a sec. Growing up I may have known someone who was friends with Bill Murray’s son. And that son may have had a party in his dad’s pool house. So imagine Bill making the trek across his estate to crash this party, chugging a beer while gargoyling atop the pool pump and then throwing the empty in his son’s face without saying a word. I can guarantee that when people tell that story, what Bill Murray was wearing isn’t a major plot point.

Mark Wahlberg

I was sent here against my will to tell you that “Southie Chic” is no mere phrase.

Russell Brand

Russell Brand is a thoughtful lunatic. One of those guys whose worldview is so profoundly perverse you can’t tell if he’s got it all figured out or is about to spin off the planet. His clothing isn’t steering the debate where he probably wants it to go.

Samuel L. Jackson

It should come as no surprise that the only man with enough gusto to carry the Kangol torch alongside LL also happens to be one of the few people on earth who strike fear into my heart when he yells.

Dave Chappelle

What can I say that wasn’t already said here: http://four-pins.com/style/complete-history-dave-chappelles-chappelles-show-monologue-outfits/

Oh! Here’s something: Truffles give me gas :(

Will Ferrell

Everything Will Ferrell wears has the makings of a deleted scene: little character development, zero plot advancement and zero nudity. For completists only.

Charles Barkley

The only thing keeping Jos. A. Banks from tapping Charles Barkley to take over as spokesperson is the obvious lack of fucks he gives nightly on live television. Which—if you think about the ratio of fucks given on live TV to fucks given in real life when cameras aren’t rolling—makes me think that Charles rides motorcycles naked through volcanoes to feel something, anything, at all.

Eminem

You can move someone off 8 Mile, but you can’t make him leave his closet there. Marshall is too busy being angrier than a mosquito in a mannequin factory to be bothered with things that aren’t embarrassing hoodies.

Louis C.K.

Too bad for Louis that if he ever starts giving a shit about his clothes he’ll become much less funny (the opposite of the Aziz Effect). If he knows what’s good for him he’ll keep dressing like he just woke up from a post-jerk nap and realized he was late for his kid's dentist appointment.