Ag Awards
Famous Singers Who Rock at Gambling

Famous Singers Who Also Rock at Gambling

Music and casino games go together like fish and chips. Because of this harmonious link between the two industries, it doesn’t come as a surprise that many of the world’s most popular musicians have tried their luck at land-based or online casinos. There are many exciting stories about these music stars, out of which some seem to have been really into gambling, as they had access to significant amounts of money. Let’s find out who these celebrities are!

Famous Musicians at Casinos

So far, we covered the topics Famous Athletes and Their Crazy Gambling Stories and Famous Movie Stars Who Enjoy Gambling and, this time, we’ve come up with the most exciting stories regarding the popular music legends. Actually, we’ve chosen some of the most interesting tales about these celebs and their gambling habits. 

Frank Sinatra

If we would have to name only one singer to be a synonym for the casino world, it would be Frank Sinatra. Did you know that “Ol’ Blue Eyes” was a regular casino floor song before it became popular among rich people? Together with Davis Junior, Martin and Presley, Sinatra helped forming a relationship between music and gambling that is still present in Vegas. According to media, Sinatra used to place bets on some of the most popular casino games. 

P. Diddy

Born and raised in New York City, P. Diddy is famous all over the world for his rapping and song writing. According to various media reports, Diddy is also a blackjack pro and can often be found at the high-limit tables in land-based casinos. Back in 2012, when Harrahs’ Atlantic City launched their new assortment of poolside blackjack tables, Diddy was asked to sing at the opening ceremony. Not only did he perform vocally, he did the same thing on the blackjack tables that night. What’s more, he was asked to place the first bet on the new luxurious selection of blackjack tables.


Apart from being a famous rapper and songwriter, Nelly is also a talented casino game player. In fact, he took part in the main event at 2007 World Series Of Poker. Likewise, he participated in The PokerStars European Poker Tour and PokerStars Caribbean Adventure. Being a very talented player, Nelly is certainly a big name to knock out at the table.

Harry Styles

A former member of the popular UK band One Direction, Harry Styles, had an unpleasant situation - he was escorted out of Las Vegas casino as he wasn’t old enough to play in the land-based casino. Like many young people, he also likes to have a good time and relax while playing his favourite casino games. Apparently, Styles loves blackjack and while on a trip to Vegas with his friends, he went to a casino just to be told that he had to leave as he wasn’t 21 at the time.

Gladys Knight

An eminent American singer, songwriter and an actress, Gladys Knight is also known as Empress of Soul. In addition, she has written an autobiography (Between Each Line of Pain and Glory: My Life Story), presenting a vivid picture of the various stages of her life. Among many incidents, in her book she also talked about being involved in gambling for nearly ten years. She preferred baccarat, though she also loved and enjoyed sports betting. In her autobiography, she explained she was so much into gambling and nearly lost everything.

Share Your Thoughts

As you can see, some popular musicians really loved to gamble. Some of them still do. Do you think there is someone else who deserves to be on the list? If so, join our forum and let us know what you think. As always, we’d love to hear your opinion!

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