Tobey Maguire's new romance sparks chatter: Dating a 20‑year-old model

Surely, the actor and his best friend, Leonardo DiCaprio, share many common topics: yachts, film set plans, and girls so young they could be their daughters, risking ridicule in the process. Photos of Tobey Maguire with a girl nearly three decades his junior have surfaced.

Tobey Maguire, widely known for his role as Spider-Man, recently turned 49 and has two children, but settling down doesn't seem to be on his agenda. After 10 years of marriage, he divorced and has occasionally been linked with much younger models. He has just set a new personal record: his girlfriend is 20 years old, almost 30 years his junior.

According to Page Six, the girl in question is Lily Chee, with whom the actor appeared at one of the significant social events in New York: the so-called White Party, which Michael Rubin, an entertainment industry millionaire, organised.

The couple adhered to the mandatory white dress code for the evening. The nearly fifty-year-old actor wore loose trousers and a shirt while his very young companion donned a dress with a thigh-high slit and a large neckline.

Shortly after finalising his divorce, Maguire became involved with Tatiana Dieteman, a model 17 years his junior. Before the midlife crisis hit the star with full force, he dated women his age, with his list of conquests including stars such as Kirsten Dunst, Rashida Jones, and Sara Gilbert (from the series "Roseanne").

Other significant films in Maguire’s career include "The Great Gatsby," "Pawn Sacrifice," and "Babylon." His latest project is the poorly reviewed AppleTV+ series "Extrapolations."