Tobey Maguire, 49, sparks buzz dating 20‑year-old Lily Chee

Actor Tobey Maguire and his best friend Leonardo DiCaprio have much in common. Yachts, film sets, and girlfriends so young they could be mistaken for their daughters. Recently, photos surfaced of Tobey Maguire with a girlfriend nearly three decades his junior.

Tobey Maguire, widely recognized for his role as Spider-Man, recently turned 49. Despite having two children, settling down isn't on his agenda. After a decade of marriage, he divorced and has been linked to much younger models. His latest relationship sets a new record: his girlfriend is 20 years old, almost 30 years younger than him.

According to Page Six, Maguire's new girlfriend is Lily Chee. They were seen together at one of New York's most prominent social events: Michael Rubin's White Party, an annual gathering hosted by the entertainment industry mogul.

The couple dressed to match the event's stringent white attire theme. The nearly fifty-year-old actor wore loose pants and a shirt while his young companion donned a dress with a thigh slit and a deep neckline.

Soon after finalizing his divorce, Maguire started dating Tatiana Dieteman, a model 17 years his junior. Before his midlife crisis, Maguire dated women closer to his age, including stars like Kirsten Dunst, Rashida Jones, and Sara Gilbert from the series "Roseanne."

Besides his iconic Spider-Man role, other notable Maguire films include "The Great Gatsby," "Pawn Sacrifice," and "Babylon." His latest project is the poorly reviewed AppleTV+ series "Extrapolations."