20 Things You Didn’t Know About Leonardo DiCaprio’s ’90s Boy Gang

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Once upon a time, Leonardo DiCaprio was a fringe child actor known for his precocious performances in indies like This Boy’s Life, The Basketball Diaries, and What’s Eating Gilbert Grape. Then that little scamp boarded the Titanic and became the King of the World.

When DiCaprio became a bona fide heartthrob for drawing Kate Winslet like one of his French girls, he was officially a grown man of 23. But something happens to a person who has had a job since the age of 5. Their transition into adulthood is corrupted. Leo was suddenly the most desired young actor in Hollywood, with piles of disposable income. He surrounded himself with a posse of other young male actors. Though they were at various stages of success, they shared their fierce loyalty to Leo and a penchant for going buck wild.

Nancy Jo Sales introduced Leo’s boy gang to the world via 1998’s “Leo, Prince of the City”. The now legendary NY Mag piece details some of their more infamous antics. The internet is rife with the finer points of their often-horrifying shenanigans. This list covers the most egregious moments of their privileged antics.

Here are 20 Things You Didn’t Know About Leonardo DiCaprio’s ’90s Boy Gang.

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17 Stars You Had No Idea Were Blackmailed

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Renowned celebrity publicist Michael Levin has said that he doesn’t “know any celebrity in America that isn’t shaken down for money, blackmailed, extorted.” Blackmail can happen to anyone, but Hollywood stars and celebrities are especially ripe for the picking because their lucrative careers depend on the purity of their image. Plus all that money!

If a celebrity has a skeleton or two in their closet, they will sometimes acquiesce to outrageous demands to keep the door closed.

If it works in the extortionists’ favor, chances are the general public will never even hear about it. On the other hand, Richard Hilton imparted some excellent advice to his daughter, Paris, in regard to the practice: “As soon as you pay somebody, then you’re gonna be paying for the rest of your life. My dad always taught me. They’ll keep the tape anyway.”

Many of the stars on this list were hiding something truly shameful. It couldn’t have been easy for those who chose to come clean to the public rather than give in to the blackmailer’s demands. In some cases, the blackmailers wanted revenge. Most just wanted to get paid.

Here are 17 Stars Who Were Blackmailed.

Read the list at Screenrant!