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Season 2
August 28, 2019

Season 2

From broke beginnings to balling without budgets: These celebrities and influencers share their come-up stories and spend huge sums on happiness.

01. Trippie Redd & Fetty Wap

After struggling to eat spicy chicken, Trippie Redd spends stacks to destroy a car. Fetty Wap scores a live painting portrait and buys a four-wheeler.

23min
August 28, 2019

02. Soulja Boy & Bow Wow

Soulja Boy learns to drift and cops a car with high horsepower. After trying hot sauce for the first time, Bow Wow burns cash on sports memorabilia.

23min
August 28, 2019

03. Chief Keef & Dre London

Chief Keef adds to a vast arcade game collection. Time is money for Post Malone's manager, Dre London, when his jeweler presents some pricey watches.

23min
August 28, 2019

04. Erica Mena & Bella Thorne

"Love & Hip Hop" star Erica Mena gets her first set of wheels. Singer and actress Bella Thorne reveals her fun house and splurges on high-end garb.

23min
August 28, 2019

05. Deontay Wilder & JaVale McGee

Champion boxer Deontay Wilder unleashes a wild side with a custom robe and mask. Seven-foot NBA player JaVale McGee shells out for a massive mattress.

23min
August 28, 2019

06. Waka Flocka Flame & Jacquees

After cannabis-infused chow, Waka Flocka Flame indulges in a six-figure weed-distilling machine. Jacquees satisfies a craving for vintage video games.

23min
August 28, 2019

07. Yvng Swag & Rotimi

Performer Yvng Swag flaunts his fancy footwork before a major sneaker haul. Actor Rotimi tackles a workout and finds a chain worthy of his star power.

23min
August 28, 2019

08. Rico Nasty & Toni Romiti

Rapper Rico Nasty falls in love with an adorable furball at Puppy Heaven. Then singer Toni Romiti forks over cash for a classic convertible.

23min
August 28, 2019

09. DJ Tay James & Kyle Massey

Tay James, Justin Bieber's tour DJ, picks up two expensive timepieces. Actor and rapper Kyle Massey flashes his black card on a swaggy shopping spree.

23min
August 28, 2019

10. DeAndre Ayton & Kickstradomis

After polishing his skills, baller DeAndre Ayton rings up some spiffy suits. Kickstradomis, shoe artist to the NBA stars, shops for exclusives.

23min
August 28, 2019

11. A1 Bentley & Cdot Honcho

Music producer A1 scopes out vibrant streetwear as rapper Cdot Honcho heads to Rodeo Drive for a jewelry appointment and leaves with blinding bling.

23min
August 28, 2019

12. Blake Kelly & Marteen

Thrill-seeking rapper Blake Kelly test-drives a motorcycle he can barely maneuver. Singer Marteen tours the Sriracha HQ and gets his first grill.

23min
August 28, 2019

13. Alfredo Flores & Ayo & Teo

Alfredo Flores, photographer to pop's finest, invests in a new camera and strap. Viral stars Ayo & Teo try an obstacle course then cash out on kicks.

23min
August 28, 2019