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Tobey Maguire one of the most private celebrities in Hollywood, especially when it comes to his relationships. Despite being one of the most popular names in the film industry, thanks to the Spider-Man franchise, the great gatsby The actor rarely talks about his personal life.
But his dating history became a hot topic of discussion in July 2026 when a false rumor surfaced about him and Ice cream kiss at a party. However, Ice Spice’s representative denied the kiss speculation and said the two were just sharing a vape and talking.
below, Hollywood life has compiled a list of Tobey’s confirmed romances over the years, from past marriages to long-term relationships.
Kirsten Dunst
Tobey had one of his most famous relationships with him Spider-Man co-star Kirsten Dunstwho played his on-screen love interest, Mary “MJ” Watson. The two dated for about a year from 2001 to 2002.
Although neither actor revealed the reason for their split, Kirsten described the Spider-Man franchise salary gap between her and her ex-boyfriend in an interview with 2021 The Independent.
“The pay disparity between me and Spider-Man was pretty outrageous,” she said at the time. “I didn’t even think about it. I was just like, ‘Oh yeah, Tobey [Maguire] playing Spider-Man.’ … but you know who covered the second one Spider-Man poster? Spider-Man and me.”
Jennifer Meyer
Tobey’s longest relationship was with his wife, Jennifer Meyer. The couple married in 2007 and welcomed their children, son Otis and daughter Ruby, together.
In 2016, Jennifer and Tobey divorced. At the time, an insider said People that the former couple had been “living separate lives for some time.”
“They have completely different interests and don’t seem to connect,” the source explained. “He’s very private and she prefers to stay at home, and she’s very social and has tons of boyfriends. … They haven’t been happy together for a long time, but they’re good parents and they love their kids.”
Finally, in 2020, Tobey and Jennifer finalized their divorce, and have been amicable co-parents to their children. In fact, Tobey was responsible for Jennifer’s 2026 wedding to her husband, Geoff Ogunlesi.
Tatiana Dieteman
From 2018 to 2019, model dated Tobey Tatiana Dieteman. They kept their relationship out of the limelight as much as they could, so the only way their breakup became public knowledge was when she shared photos from her new romance with a surfer. Soldier Smith early 2022.
Ice cream
It was believed that Ice Spice and Tobey were seen kissing at a party just before the July 4 holiday weekend in 2026. However, her team shut down the rumors and said that the couple was just sharing a vape.
