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Hipster's Cadillac 

A fixed gear bicycle with a $2000 Italian frame bought by the accompanying hipster's parents as a Christmas gift, usually plastered with obscure stickers, may have brightly colored, mismatched rims with spoke cards bought off ebay. May have a tube frame pad with an ironic design... (Plaid). Fits snugly on the bike rack mounted to their decal laden, rusted out 1993 Volvo 240.
Yup, that's a Hipster's Cadillac.
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Cadillac SRX 

The best American-made luxury crossover you can buy. Definitely surpasses the Lexus RX in style and function. It has everything you could possibly want on a luxury crossover. It has a pop-up navigation screen, tri-zone climate control, a panoramic sunroof, driver information center, and the softest leather you can ever have the pleasure to feel. It is often referred to as the car that brought Cadillac into the sportier, and more spacious part of the market. It could even compete with Mercedes-Benz. Not everyone can get to say that they drive a Cadillac, so SHOW IT OFF!
John: Sweety, do you like your new Cadillac SRX?

Jane: I love it, honey! All my friends are sooo envious! They wish the never got their Mercedes!
Cadillac SRX by IJM1996 June 28, 2012

Waka Waka Cadillac Special 

A form of pleasure performed by a quite violent sucking and blowing motion resulting in the oral cavity making the “Waka Waka” sound.
Last night she got so randy and rough that she gave me a rim job on top of the Waka Waka Cadillac Special

Cadillac shit 

A regular "shit" consists of going to the public restroom and being exposed to other peoples "rancid ass" ... not good. For $10.00 you can rent a clean shower room at the truck stop and have your very own "Cadillac shit" experience !
"Got Damn ... I gots to shit like a mothafucka ! But I ain't goin' back in there with those nasty ass heathens. I'm gonna break out my reward points and treat myself to a Cadillac shit !"
Cadillac shit by Mad Honky August 16, 2014

Cadillac shrimpin 

Cadillac shrimpin is when you’re driving around town picking up and selling a variety of drugs
Why you so tired playa?

: I been Cadillac shrimpin all day.
Oh for sure, bird up 💪

Cadillac Smile 

Smooge seeping through between the teeth while you smile with braces.
He came up from the sheets with a Cadillac smile

Cadillac SRX 

Driven by overweight Mary kay saleswomen, the SRX is perfect SUV from Cadillac made to carry all your unsold hair products and pyramid schemes.
“I wonder how many unsold hair products are in that Cadillac SRX!”
Cadillac SRX by basjcna1726 June 16, 2022