The 55-year-old invited his Hollywood friends to the Casamigos Tequila Halloween party thrown by the company's co-founders Clooney, Rande Gerber and Mike Meldman in Beverly Hills, Los Angeles. Leonardo arrived close to midnight at the party on Friday, along with Tobey, who made his first public appearance since splitting with his wife of nine years, jewellery designer Jennifer Meyer. Poking fun at his role in the movie The Wolf of Wall Street, Leo was dressed in jeans, a plaid shirt and a furry wolf mask, while Spider-Man star Tobey had a blue monkey mask covering his face.
Read more: Stars light up Halloween ball The 41-year-old Oscar-winner was also seen dancing with Robin Thicke, who attended the bash with girlfriend April Love Geary.
This year Leo transformed himself into a werewolf I guess For the Halloween party of Kate Hudson! @leonardodicaprio #Leonardo #DiCaprio #leonardodicaprio #leodicapriodaily #costume #Halloween #party
A photo posted by Leonardo DiCaprio | FanPage™ (@leodicapriodaily) on
Cindy Crawford, along with husband Rande and their two children, Presley and Kaia, made a show-stopping entrance at the party dressed as British punk rock band the Sex Pistols.
About last night ??#CasamigosHalloween
A photo posted by Cindy Crawford (@cindycrawford) on
Family Guy creator Seth MacFarlane was dressed as grumpy Sesame Street character Oscar the Grouch, while Jenna Dewan Tatum sparkled as she arrived covered in a custom-made glittery unicorn costume. Read more: George Clooney bought Amal an insane anniversary present Other famous faces at the party included James Corden, Sylvester Stallone, David Spade, Ryan Seacrest, Kelsey Grammer and Vampire Diaries star Nina Dobrev, who was costumed as the bear from Leonardo’s movie The Revenant.
Horsing around this Halloween with my costar Leo. Pretty sure I got the short end of this stick, being a blanket is overrated. #Neigh #TheRevenant@cheeklane @leonardodicaprio
A photo posted by Nina Dobrev (@ninadobrev) on
Hilary Duff was also at the Casamigos bash on Friday, along with new boyfriend Jason Walsh. The pair caused controversy, however, when they arrived dressed as a pilgrim and a Native American chief.
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Fans took to Twitter on Saturday to share their outrage at Hilary and Jason's costumes, especially as protests are ongoing against the proposed Dakota Access Pipeline. Protesters say the pipeline threatens the local water supply and destroys sacred Native American sites, particularly those of the Standing Rock Sioux Tribe.
Protests aside, Native American costumes are generally considered a risky Halloween choice, as many view such attire to be cultural appropriation.
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