gambling

Today | Week | Month | Year | All Time

Sports Jay Z Pays Oscar De La Hoya $100,000 After Alvarez Defeats Cotto Roc Nation's Miguel Cotto fell to Canelo Alvarez on Sat. night, and Jay Z had to cough up $100,000. By Angus Walker November 22, 2015
Gram La La Anthony Wishes Carmelo A Happy Birthday With Hilarious Gambling Story La La Anthony wrote a birthday message for her estranged husband, Carmelo Anthony, in which she recalled the first time they went to Vegas together. By Lynn S. May 30, 2020
Sports Jack Harlow Reveals How Drake Lost Him Money At The Kentucky Derby Jack Harlow should have left well enough alone. By Alexander Cole May 18, 2022
Sports Michael Jordan's Gambling Woes Get Hilarious Meme Treatment Michael Jordan had a lot to answer for at the height of his success in 1993. By Alexander Cole May 04, 2020
Sports Charles Barkley Explains How Much Money Michael Jordan Bets On Golf "They were playing for like hundreds of thousands of dollars." By Kyle Rooney March 23, 2017
Sports Drake Reveals The Shocking Amount He's Lost On Sports Betting Regardless of the losing streak, Drake's still set on making it back with Game 6 of the NBA Finals on Thursday. By Cole Blake June 19, 2025
Sports Drake Hilariously Denies The "Drake Curse" Allegations The Drake curse is something that has plagued sports teams for over a decade now but the artist wants you to believe it's not real. By Alexander Cole May 20, 2025
Music 50 Cent Gets Mad At His Son For Seemingly Gambling With His Money 50 Cent is a funny dad. By Alexander Cole February 23, 2024
Sports NBA Looking To Crackdown On Gambling From Its Players The league wants to make sure there is no foul play. By Alexander Cole January 16, 2019
Music Offset Bets Big Money At Puerto Rico Casino Without Cardi B Offset makes the most of his vacation in Puerto Rico. By Alex Zidel December 24, 2018
Music Drake Recalls Michael Jordan Ping-Pong Bets & $40 Million Dave & Buster's Gambling Win Drake spoke on Michael Jordan and Dave & Buster's via a new ad for Stake, in which he broke down in-person gambling versus online bets. By Gabriel Bras Nevares March 21, 2025
Pop Culture Drake Wins Nearly $25M While Gambling With French Montana On Twitch: Watch Drake's balance reached as high as $27.2M, though by the end of the night, he had just $1,879 in his account. By Hayley Hynes July 12, 2022