Tobey Maguire Struggles To Find Date As Leonardo DiCaprio Plays Wingman: Report

Tobey Maguire "couldn't land a girl" during a night out in Los Angeles with his old pal Leonardo DiCaprio, a report has claimed.

The "Spider-Man" star, 46, and the "Titanic" actor, 47, were spotted partying together in the VIP section of nightclub MainRō restaurant and supper club in Hollywood Thursday night, Page Six reported.

"Tobey and Leo came to the club together for a boys’ night out," an unnamed source told the outlet. "It was very clear that Tobey was on the prowl and Leo was his wingman. Leo introduced Tobey to three different blondes."

However, Maguire, who recently appeared in "Spider-Man: No Way Home" alongside Tom Holland and Andrew Garfield, "couldn't land" any of the ladies even with DiCaprio's help, the insider claimed.

"None of them seemed interested when introduced," the tipster claimed.

DiCaprio and Maguire arrived at the club at 10:30 p.m. but left less than two hours later "because it was clear they were having no luck," the source added.

The two actors have been friends for decades and were part of a group of friends who dubbed themselves the "p—y posse." Other members included Lukas Haas, Kevin Connolly and David Blaine.

Maguire was previously married to jewelry designer Jennifer Meyer. They tied the knot in September 2007 and split in October 2016 after nine years of marriage. The exes share two children, daughter Ruby, 15, and son Otis, 12.

"They have completely different interests and haven't seemed to be connecting," an unnamed source told People following their split. "He's extremely private and prefers to stay home, and she's very social and has tons of girlfriends."

The tipster added that they had "been living separate lives for a while" and were not happy for a long time. She filed for divorce in 2020, four years after their separation, and their marriage was officially dissolved in the same year.

Meanwhile, DiCaprio has been dating Camilla Morrone, 24, since 2017. The "Revenant" actor and the model were spotted packing on the PDA during a trip to St. Barts in the Caribbean last month.