Season 2

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

1. 

   1. Trippie Redd & Fetty Wap

   2019-08-28 · 23m

   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.

2. 

   2. Soulja Boy & Bow Wow

   2019-08-28 · 23m

   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.

3. 

   3. Chief Keef & Dre London

   2019-08-28 · 23m

   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.

4. 

   4. Erica Mena & Bella Thorne

   2019-08-28 · 23m

   "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.

5. 

   5. Deontay Wilder & JaVale McGee

   2019-08-28 · 23m

   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.

6. 

   6. Waka Flocka Flame & Jacquees

   2019-08-28 · 23m

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

7. 

   7. Yvng Swag & Rotimi

   2019-08-28 · 23m

   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.

8. 

   8. Rico Nasty & Toni Romiti

   2019-08-28 · 23m

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

9. 

   9. DJ Tay James & Kyle Massey

   2019-08-28 · 23m

   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.

10. 

    10. DeAndre Ayton & Kickstradomis

    2019-08-28 · 23m

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

11. 

    11. A1 Bentley & Cdot Honcho

    2019-08-28 · 23m

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

12. 

    12. Blake Kelly & Marteen

    2019-08-28 · 23m

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

13. 

    13. Alfredo Flores & Ayo & Teo

    2019-08-28 · 23m

    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.