Tobey Maguire “Couldn’t Land A Girl” While Partying With Leonardo DiCaprio

February 14, 2022 / Posted by:

Sorry, “For salebaby shoesnever worn.” There’s a new contender for the saddest sentence ever written: Tobey Maguire “couldn’t land a girl” while partying with Leonardo DiCaprio. Wow. Is this real life? According to Page Six, it is. Their source claims that Tobey, 46, and Leo, 47, were hanging in the VIP section of the nightclub MainRō in Hollywood on Thursday night, and Leo introduced Tobey to “three different blondes.” But he struck out with all of them. Oh God… what’s next? Brunettes?!

Page Six’s source says:

“Tobey and Leo came to the club together for a boys’ night out,” a source tells Page Six. “It was very clear that Tobey was on the prowl and Leo was his wingman. Leo introduced Tobey to three different blondes.”

In 2016 Tobey split with his wife of 9 years, Jennifer Meyer. They have two kids, daughter Ruby, 15, and son Otis, 12. As far as we know, Leo is still with his 24-year-old girlfriend of four years, Camila Morrone. The source adds:

“Even with Leo’s help, Tobey couldn’t land a girl,” the source continued. “None of them seemed interested when introduced.” The duo arrived at 10.30 p.m. but called defeat less than two hours later, leaving, “because it was clear they were having no luck.”

Maybe cuz it was a school night? Here are some pics of the Pussy Posse at work:

Tobey probably told the first blonde that he was Spider-Man, and she scrunched up her perfectly contoured nose and said, “You’re not Tom Holland!” He asked the second girl if she’d ever heard of Seabiscuit and she replied, “No, I don’t eat fish!” For the third blonde, Tobey bragged that he and his boys call themselves “The Pussy Posse.” And this young woman, born on 9/11 and raised by a former riot grrrl, informed Tobey that the name “Pussy Posse” is actually super sexist. Sigh. Pour one out for our playboy dinosaurs.


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