Image via Complex Original
"I wanna be free. I wanna just live. Inside my Cadillac. That is my shit." Macklemore's obsession and appreciation for the iconic image of a Caddy on white walls is obvious. He raps about it, like the line above from "White Walls" on The Heist, he photographs it, and oh yeah, he drives one, too. His Instagram is full of old-school whips that your grandad had, and he doesn't quit there. He's got bikes, skateboards, and planes to match. Check out Macklemore's 35 Best Rides Photos on Instagram.
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Fly Alone
Caption: See you soon Lollapalooza..... #soloflight #realmenflyalone
Zebra
Caption: My car game is stupid yo
Thrift Shop
Caption: The #thriftshop video is now out!!!!! Go to www.macklemore.com to watch it
Fuck
Caption: This car sums up how I'm feeling right now
Heist
Caption: This is our home for the next 2 months....I'M TRIPPING THE FUCK OUT RIGHT NOW!!!!! #TheHeist
Meth Lab
Caption: Meth Lab? #aurora
White Wallls
Caption: #whitewalls #theheist
Hang
Caption: Red eye to NYC straight into 6 interviews....I couldn't hang
Mini Plane
Caption: None
Limo
Caption: If anyone wants a ride in a 1990 Cadillac Deville limo....holler
4 Months
Caption: 4 months later and this still makes me wanna throw up #redbull #stunting
Biarritz
Caption: My car
White Walls
Caption: Watts, White Walls
Wex
Caption: Wexington in front of the caddy
Honky
Caption: The honky Suga Free. Come see me in this Kmart parking lot. And holler at Allen Stone for me. Who's pretty now!? I got your hair you silky mahfahkah!
Sector 9
Caption: Huge shout out to Krista at #Sector9 for the skateboards! #thrashin
Van
Caption: Peace Seattle....see you in a month. #tourvan
Benzino
Caption: Shout out to the homie Saku for hipping me to the antique mall of Tucson
Barber Drawing
Caption: My barber drew this.....
Hearse
Caption: I would like to ride in one of these on the way to my grave #neworleans
Cad
Caption: None
Window
Caption: Window shopping
Peugeots
Caption: Where Peugeot's go to die #graveyard
Ocean View
Caption: Port Orford Oregon #roadtrip with @baba_g
Volvo
Caption: None
Barber
Caption: My barbers caddy
Baby Blue
Caption: Who wants a ride? #loaner #babyblue
Shredding
Caption: Sick and still grabbing tail. #shredding
Deuces
Caption: This guy @ryanlewis rolling on them deuce deuces
Sasquatch
Caption: #stunting #sasquatch
Cherry
Caption: #cherry
Rims
Caption: Selling my rims....
Stallion
Caption: Picking up @ryanlewis's car at Car Toys....ran into this stallion
Delorean
Caption: Stunting on em..... #DeLorean #greenwood
1913
Caption: Cadillac from 1913... #gankafresh