News Room : Tobey Maguire’s pregnant ex Jennifer Meyer, 49, steps out before welcoming new baby with billionaire toy boy

Jennifer Meyer looked as if she was ready to give birth any day now when she was spotted venturing out in Los Angeles on Monday.

The 49-year-old ex-wife of Tobey Maguire was seen in photos obtained by the Daily Mail as she proudly bared her massive baby bump in a brilliant white crop top on an outing with their two teen children: Ruby, 19, and Otis, 17.

Meyer was out and about a week after her reported due date, which was said to be around Mother’s Day.

Her upcoming child will be her first with her 34-year-old fiancé, Geoff Ogunlesi, an entertainment executive.

Meyer and Ogunlesi made their relationship red-carpet official in November 2023 at the Baby2Baby Gala, and they went on to get engaged the following year. 

She was previously married to Maguire, with whom she tied the knot in 2007, nearly a year after they welcomed Ruby and four years after their first meeting in 2003, during the production of Maguire’s race-horse drama Seabiscuit.

Tobey Maguire’s ex-wife Jennifer Meyer, 49, looked as if she was ready to give birth any day now when she was spotted venturing out in Los Angeles on Monday with their two teen children: Ruby, 19, and Otis, 17

Meyer was seen in photos obtained by the Daily Mail as she proudly bared her massive baby bump in a brilliant white crop top on an outing

Her upcoming child will be her first with her 34-year-old fiancé, Geoff Ogunlesi, an entertainment executive and the son of a multi-billionaire attorney and investment banker (pictured at the Vanity Fair Oscar Party on March 15)

Otis followed in 2009, but Meyer and the 50-year-old Spider-Man star announced that they were going their separate ways in 2016, before Meyer finally filed for divorce in 2020.

Despite their split, the exes – whose divorce was finalized later that year – have managed to remain great friends and committed co-parents along the way. 

On Monday, Meyer and her lookalike daughter both sipped on green drinks from Pura Vida as they waited to cross the street.

The celebrity jewelry designer contrasted her white top with a black semi-sheer maxiskirt with zigzagging lace designs.

She favored comfort in the final extended days of her pregnancy by wearing coral-colored foam flip-flops, and she wore a gray long-sleeve shirt tied just under her baby bump.

Meyer accessorized with a burgundy leather Chanel bag and a pair of dark Ray-Ban Wayfarers for classic summery style.

Ruby kept things casual with a slightly cropped white T-shirt and relaxed-fit acid-wash jeans, along with a black tote bag and a yellow shopping bag.

Otis sported a simple black long-sleeve shirt with pale-gray pants and black-and-white sneakers. 

On Monday, Meyer and her lookalike daughter both sipped on green drinks from Pura Vida as they waited to cross the street

The celebrity jewelry designer contrasted her white top with a black semi-sheer maxiskirt with zigzagging lace designs

She favored comfort in the final extended days of her pregnancy by wearing coral-colored foam flip-flops, and she wore a gray long-sleeve shirt tied just under her baby bump

Ruby kept things casual with a slightly cropped white T-shirt and relaxed-fit acid-wash jeans, along with a black tote bag and a yellow shopping bag

Otis sported a simple black long-sleeve shirt with pale-gray pants and black-and-white sneakers

Meyer accessorized with a burgundy leather Chanel bag and a pair of dark Ray-Ban Wayfarers for classic summery style

Missing from one of Meyer’s final outings before her baby arrives was her fiancé, who is the scion of a prominent Nigerian family. 

Ogunlesi’s father is Adebayo Ogunlesi, an attorney and investment banker who is the son of the first professor of medicine in Nigeria.

The elder Ogunlesi is also the holder of a vast fortune, with his net worth valued at an estimated $2.6 billion, according to Forbes.

Meyer’s fiancé is a graduate of Amherst College, as well as the founder and CEO of the Ogunlesi Group, a music management company. 

His fiancée also hails from a prominent family, as Meyer is the daughter of Ronald Meyer, 81, a former executive at NBC and COO and president of Universal Studios, who later became the vice chairman of NBCUniversal.

He went on to cofound the high-powered Creative Artists Agency (CAA), and he’s currently the CEO of the film distribution company Wild Bunch, which has distributed multiple Best Picture Oscar winners and numerous acclaimed international features.

Earlier this month, Jennifer Meyer spoke with People about the exciting new chapter of her life that she’s about to enter with the birth of her third child. 

‘I really don’t mean to sound lame or anything, but I’m feeling like I’m just having a fairytale experience in my [whole] life right now,’ she gushed. ‘It’s like all my wishes are coming true. And so I feel really grateful and lucky and just excited for all these new chapters.’

Missing from one of Meyer’s final outings before her baby arrives was her fiancé, who is the scion of a prominent Nigerian family

Ogunlesi’s father is Adebayo Ogunlesi, an attorney and investment banker who is the son of the first professor of medicine in Nigeria. The elder Ogunlesi is also the holder of a vast fortune, with his net worth valued at an estimated $2.6 billion, according to Forbes

Meyer also hails from a prominent family, as she’s the daughter of Ronald Meyer, 81, a former executive at NBC and COO and president of Universal Studios, who later became the vice chairman of NBCUniversal. He’s currently the CEO of the film distribution company Wild Bunch

Earlier this month, Jennifer Meyer spoke with People about the exciting new chapter of her life that she’s about to enter with the birth of her third child

‘I really don’t mean to sound lame or anything, but I’m feeling like I’m just having a fairytale experience in my [whole] life right now,’ she gushed. ‘It’s like all my wishes are coming true’

Meyer, who announced her pregnancy in a social media post in December, described a childlike sense of anticipation and excitement, admitting, ‘I kind of feel like a little kid – I know my parents bought me my dream gift, so I’m just waiting.’ 

In her recent interview, she also described the ‘whole new world’ she had entered as an older pregnant woman. 

‘I was so much younger when I did it with my first two kids, and I was the first of my friends [to get pregnant] pretty much,’ she told People. ‘So it was a different mentality. And now I know everything and what to expect.’

Meyer conceded that a pregnancy at 49 is ‘more exhausting’ than what she experienced with her first two children, but she said it had still been ‘an awesome pregnancy.’ 

She also revealed the joy she felt after she revealed the news to her fiancé.

‘To get to be able to do it again at this point in my life with this person that I love so much. It was really cool,’ Meyer admitted.

However, she noted that she was also more ‘cautious’ now. 

‘I’m not 25, so it’s like, “Oh my God, I’m pregnant,”‘ Meyer added.

Meyer, who announced her pregnancy in a social media post in December, described a childlike sense of anticipation and excitement, admitting, ‘I kind of feel like a little kid – I know my parents bought me my dream gift, so I’m just waiting’

Meyer conceded that a pregnancy at 49 is ‘more exhausting’ than what she experienced with her first two children, but she said it had still been ‘an awesome pregnancy’

She also revealed the joy she felt after she revealed the news to her fiancé. ‘To get to be able to do it again at this point in my life with this person that I love so much. It was really cool,’ Meyer admitted

She went on to praise Ogunlesi’s ‘incredible attitude in life,’ which had been a blessing during her pregnancy. 

‘He’s always very positive, always just looks at everything working out no matter what,’ Meyer said. ‘So I try to adapt to that a little bit more, which I am, but it was a sweet moment.’ 

Meyer also delved into how she and her ex-husband have managed to cultivate a blended family as she added Ogunlesi into the fold.

‘When Tobey and I broke up, it was very clear immediately that Ruby and Otis came first, and we really cared about each other as people, and we wanted to be in each other’s lives no matter what,’ she shared. ‘And we didn’t want to miss a Christmas. We didn’t want to miss a Thanksgiving.’

Meyer added that her family still travels together and celebrates ‘every holiday’ and ‘every birthday all together.’

She went on to praise Maguire, raving that he is an ‘incredible father’ and an ‘incredible ex-husband.’

‘And Geoff loves him and he loves Geoff,’ she added. ‘And so everything just works.’

She went on to praise Maguire, raving that he is an ‘incredible father’ and an ‘incredible ex-husband.’ She added, ‘And Geoff loves him and he loves Geoff. And so everything just works’ 

Meyer and Maguire wed in 2007, nearly a year after they welcomed Ruby. The couple separated in 2016 and finally divorced in 2020, but they have remained great friends and committed co-parents; seen together in 2018, two years into their separation

During an appearance on the Inside Edit podcast in December, Meyer called her ex-husband her ‘best friend’ and delved into the healthy relationship they maintain.

‘I now have an ex-husband who is my best friend and would do anything for me, and I would do anything for him, anything in the world,’ she said.

Meyer added that the Hollywood A-lister is ‘the best dad, the best ex-husband, the best friend [and] the most generous,’ and she called their divorce ‘one of my greatest teachers.’

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

She explained that the experience taught her how to value ‘patience’ as she worked with Maguire to raise their children through ‘some big hurdles’ after their separation.

‘He is wonderful and I got lucky for that. My life was not easy every day, and I’m sure he would say the same thing,’ Meyer added.