Former “Spider-Man” actor Tobey Maguire, 51, had a front-row seat to his ex-wife’s big day — but his role in the ceremony was the real plot twist.
Just 19 days after finalizing their divorce, Maguire stood before Jennifer Meyer as she married another man.
The actor first split from the mother of his two children, Ruby, 19, and Otis, 17, in 2016. The two had been together for nine years before Meyer filed for divorce in 2020.
However, Maguire dragged out the divorce proceedings by not responding to the filing until 2025.
But he set his pride aside to show up for Meyer, 49, who married music executive Geoffrey Ogunlesi, 34, the son of Nigerian billionaire investor Adebayo Ogunlesi.
Their romance first caught public attention in the summer of 2023. By November, the couple had taken things up a notch with their red-carpet debut at the Baby2Baby Gala in Los Angeles.
Meyer and Ogunlesi married at the Four Seasons Resort Lanai in Hawaii. They announced their engagement in August 2024 and welcomed a daughter in May of this year.
All three children attended the couple’s celebrity-filled wedding. But when photos surfaced online, many were shocked to learn that Maguire had a far more significant role in the ceremony than just showing up to support his ex-wife.
Maguire officiated the wedding, which was attended by the likes of Leonardo DiCaprio, Jeff Bezos, his wife Lauren Sánchez Bezos, and fashion designer Rachel Zoe.
“Congratulations to them! How wonderful for the children involved to have no acrimony and just more people around to love them! Not the usual case in most divorces, sadly,” said one social media user.
Another noted, “She got a billionaire now.”
Some viewers struggled to understand why Maguire looked so happy watching his ex-wife marry someone else years after their split. Others suggested that their decade-long separation could explain why the former couple appeared to be on such good terms.
“They haven’t been together since 2016. That’s 10 years. It also means if he had to pay alimony, he no longer has to,” one person wrote.
Another commenter speculated, “He doesn’t have to pay child support anymore or anything else. That’s why he’s so happy.”
During a December 2025 appearance on Maeve Reilly’s “The Inside Edit” podcast, Meyer also opened up about the close bond she has maintained with Maguire since their separation.
“I now have an ex-husband who is my best friend and would do anything for me, and I would do anything for him,” said the jewelry maker. “Anything in the world.”
Meyer also credited actress Gwyneth Paltrow with helping her navigate the divorce process. During the devastating Los Angeles wildfires in January 2025, Meyer revealed that she, her children and Ogunlesi took shelter at Maguire’s home.
Still, some skeptics wonder whether there’s more to their seemingly amicable relationship.
“Something is OFF with Toby Maguire and this ENTIRE situation!!” declared one person. Another joked, “From SpiderMan to Wedding Man TOBEY MAGUIRE went from ’till death do us part’ to ‘you may now kiss my ex’ in the same lifetime.”
The divorce is final, but Meyer and Maguire still have unfinished business.
Although their marital status was officially terminated on Sept. 21, some issues related to their divorce remain unresolved.
According to Page Six, the former couple agreed to use a private judge to help resolve outstanding disputes, according to Meyer’s Sept. 16 court filing.
JUST IN: Tobey Maguire officiates his ex-wife Jennifer Meyer’s Hawaii wedding to billionaire heir Geoff Ogunlesi https://t.co/RwOZcZjEEK
— Kalshi (@Kalshi) October 11, 2026