Tobey Maguire and pregnant ex Jennifer Meyer reunite with children Ruby, 19, and Otis, 16, alongside her billionaire heir fiance

by

Tobey Maguire and Jennifer Meyer, who is expecting a child with another partner, were seen having a casual dinner with their two children in Santa Monica this weekend.

Actor George Clooney, 50, was spotted leaving the popular Italian restaurant Giorgio Baldi with his wife, Amal, and their children, Ruby, 19, and Otis, 16. This comes after he was seen interacting with influencer Mishka Silva last month.

The 48-year-old jewelry designer was accompanied by her fiancé, Geoffrey Ogunlesi, who is a billionaire heir. The couple is expecting their first child.

Okay, so I spotted Maguire out and about, and his look was all about effortless cool. He paired a comfy black sweatshirt with black trousers and finished it off with classic Nike sneakers – a really easy, go-to outfit that anyone can pull off. It’s all about keeping things relaxed and comfortable, but still stylish!

To complete his outfit for the night, the actor who plays Spider-Man put on a black cap.

Meyer showed off her growing baby bump in a black shirt as well as baggy pants and a denim jacket. 

Once they left the restaurant, the group gathered together briefly before continuing on to their next stop.

Last December, Meyer revealed she is expecting her third child, and her first with her partner, Ogunlesi, who founded the Ogunlesi Group.

She immediately shared a photo on Instagram, subtly showing off her baby bump.

Adebayo Ogunlesi’s son, Ogunlesi, grew up in a prosperous family. His father, a Nigerian lawyer and investment banker, is estimated to be worth $2.3 billion.

Maguire and Meyer met for the first time in 2003 on the set of the movie Seabiscuit at Universal Studios.

They got engaged in 2006 and married in Hawaii the next year.

The couple married in 2007 and separated in 2016, ultimately finalizing their divorce in 2020.

Maguire and Meyer announced in a statement to People that they had decided to separate after careful consideration.

We are committed parents, and our main focus is to raise our children with lasting love, respect, and a strong friendship between us.

In a recent interview on The Inside Edit podcast, Meyer described her friendly and successful co-parenting relationship with Maguire, even calling him her ‘best friend’.

She described her ex-husband as her best friend, someone she’s incredibly close to and would do anything for, and who feels the same way about her.

The jewelry designer also praised the Hollywood actor, describing him as a wonderful father, a supportive ex-husband, a great friend, and a very generous person.

Meyer also revealed that the divorce had been ‘one of my greatest teachers.’ 

She shared that co-parenting builds patience and strengthens the bond you have with your children. With their daughter being around ten years old at the time, it was a particularly challenging period, making connection even more important.

Meyer acknowledged that they and his ex-partner faced significant challenges after their split.

I truly feel blessed to have him in my life. Let’s be real, life isn’t always a walk in the park, and I know he’d agree with that. We’ve both had our challenges, but we navigate them together.

And back in 2022, Meyer discussed raising their children post-split on The World’s First podcast.

The designer explained it was a leap of faith, a belief that things would work out, but emphasized the process was incredibly challenging and demanding.

We now openly share our feelings with our partners – things like asking them to handle childcare while we take a break, or simply telling them when we’re struggling or upset about something they’ve done.

Meyer expressed his deep love and devotion, saying he’d do absolutely anything for this person. He described their bond as a brotherhood and said he loved him very much.

Over the years, she’s shown how well they co-parent by sharing updates on her Instagram account.

A photo from last year shows Meyer smiling with his daughter Ruby, alongside Maguire and her fiancé, Ogunlesi.

The 19-year-old is currently studying at Brown University, an Ivy League school in Providence, Rhode Island.

The actor, known for his role in The Great Gatsby, also spent time with the designer in February, and they were joined by their son, Otis, in Beverly Hills.

Read More

2026-03-29 19:19