Tobey Maguire certainly seems like he is making his BFF and fellow P**** Posse member Leonardo DiCaprio proud as he was seen leaving the biggest party of the year with a model in her early 20s.
The 49-year-old Spider-Man star sparked dating rumors with actress Lily Chee, 20, as they packed on the PDA while leaving billionaire Michael Rubin's star-studded 4th of July White Party in The Hamptons on Thursday.
The nearly three decade age difference did not seem to bother either of the thespians as Tobey placed his hand on the backside of Lily as he let her walk ahead of him while exiting the A-list bash.
The two were not seen making their exit alongside his best pal Leo, 49, who was also seen in at the annual event.
Lily showcased her stunning figure in a white midi dress featuring a very high cutout held together by strings.
Tobey Maguire certainly seems like he is making his BFF and fellow P**** Posse member Leonardo DiCaprio proud as he was seen leaving the biggest party of the year with a model in her early 20s
The 49-year-old Spider-Man star sparked dating rumors with actress Lily Chee (pictured), 20, as they packed on the PDA while leaving billionaire Michael Rubin's star-studded 4th of July White Party in The Hamptons on Thursday.
She added to her 5feet8 frame with a pair of strappy white stilettos while strutting her stuff next to the veteran actor.
The New York based actress, model and social media personality accessorized with a white leather bag draped on her shoulder and silver jewelry including chain necklace, watch, and rings.
Meanwhile, Tobey kept it simple in a white long-sleeved button-down shirt with the buttons undone to show off a plain white T-Shirt, relaxed fit trousers and clean white Nike Air Force 1 low-tops.
The Pleasantville star did show his rebellious side as he did not completely comply with the all-white dress code as he had a pair of black Ray-Bay wayfarer sunglasses draped over the neckline of his shirt.
Tobey's best friend Leo attempted to keep a low profile but did take a picture with comedian Druski who posted it on Instagram on Friday.
The Titanic actor put his arm on the shoulder of the 29-year-old social media sensation - born Drew Desbordes - as he wore a very similar outfit to his BFF Tobey.
No word if Leo's 26-year-old Italian model girlfriend Vittoria Ceretti was also at the bash.
Lily has quite the social media following as she has over 2million Instagram followers and routinely shares sexy bikini snaps.
The nearly three decade age difference did not seem to bother either of the thespians as Tobey placed his hand on the backside of Lily as he let her walk ahead of him while exiting the A-list bash
Tobey's best friend Leonardo DiCaprio, 49, attempted to keep a low profile but did take a picture with comedian Druski who posted it on Instagram on Friday
Lily showcased her stunning figure in a white midi dress featuring a very high cutout held together by strings
The two made their way out of the party after Internet sensation Livvy Dunne and a male pal
Lily has quite the social media following as she has over 2million Instagram followers and routinely shares sexy bikini snaps
She has starred in eight different projects according to IMDB with her most recent role being Harper in 2023 short film Nothing, Except Everything
Lily - whose father is Chinese-Malaysian and their mother is Irish and Scottish - was discovered at the age of 10 after her soccer game by her now manager
She has starred in eight different projects according to IMDB with her most recent role being Harper in 2023 short film Nothing, Except Everything.
Lily - whose father is Chinese-Malaysian and their mother is Irish and Scottish - was discovered at the age of 10 after her soccer game by her now manager.
The stunner has also found success as a model as she has starred in fashion campaigns for Valentino, Dior, Ralph Lauren, Calvin Klein, and Tommy Hilfiger.
Tobey has been single for several years as he definitely seems to be enjoying the single life after his 2017 divorce.
He has been romantically linked to numerous women including model Tatiana Dieteman.
Before that he was married to jewelry designer Jennifer Meyer for a decade from 2007 to 2017, who is the mother of his two children, Ruby, 17, and Otis, 15.
In 2018, now 47-year-old Jennifer spoke warmly of her former spouse of nine years in an interview with Us Weekly.
'He's my best friend,' she told the media outlet. 'He's the greatest ex-husband a girl could ever have.'
Tobey was previously married to jewelry designer Jennifer Meyer for a decade from 2007 to 2017, who is the mother of his two children, Ruby, 17, and Otis, 15; the family are seen in LA back in February 2016
Meanwhile the star-studded Rubin bash featured quite the guestlist including Kim and Khloe Kardashian (pictured), Lala Anthony (pictured left), Tom Brady, Emily Ratajkowski, Winnie Harlow, Brooks Nader, and Drake; Michael Rubin is also seen second from the right
Meyer also shared her advice for other parents who are trying to amicably co-parent their children.
'Remember that you love your kids equally more than anything in the world and that you want the best for them,' she told the outlet two years after their 2016 split.
'And if they see parents that don't get along or fight, then they're going to be unhappy, and nobody wants unhappy children.'
Meanwhile the star-studded Rubin bash featured quite the guestlist including Kim and Khloe Kardashian, Lala Anthony, Tom Brady, Emily Ratajkowski, Winnie Harlow, Brooks Nader, and Drake.
