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Tobey Maguire and His Daughter Have a Date in the Park

Lindsay Miller — Mon, 16 Apr 2012 11:15:20 PDT

Tobey Maguire and his little girl Ruby Maguire spent their Sunday in the park together in LA. The father and daughter read books on a park bench and shared some snacks and hugs. Tobey was also seen joining Ruby as she took a spin on her pink bicycle around the block. Ruby is Tobey's oldest daughter with jewelry designer Jennifer Meyer, and the couple also has a son, Otis, who will turn 4 next month. Tobey has been enjoying some low-key time back home with his family after spending a few months Down Under shooting The Great Gatsby alongside his longtime friend Leonardo DiCaprio and costars Carey Mulligan and Joel Edgerton. Tobey and Leo also blew off some steam after wrapping up their latest round of work on the film by heading to SXSW for a little guys-only partying in early March.

Leonardo DiCaprio Holds Hands With Ruby During Lunch With the Maguires

Lauren Turner — Mon, 09 Apr 2012 09:34:28 PDT

Leonardo DiCaprio and Jennifer Meyer held Jennifer's daughter Ruby's hands as they left lunch in NYC yesterday. Tobey Maguire, meanwhile, was nearby running errands. Leo and Tobey have been good friends for years, and recently shot The Great Gatsby together in Australia. They've wrapped filming on the movie adaptation of the classic F. Scott Fitzgerald book, and Leo has since started working on Django Unchained in New Orleans. Leo's latest project kept him away from the London premiere of Titanic 3D with costar and pal Kate Winslet last month. Kate and Leo have had many memorable moments since they first met making the James Cameron film in the '90s, and their big-screen chemistry continued this weekend when Titanic 3D opened with $17.3 million at the box office.

Leonardo and Tobey's Family Set Sail in Sydney Together

Molly Goodson — Sat, 17 Sep 2011 17:40:04 PDT

Leonardo DiCaprio and longtime best friend Tobey Maguire headed out on a boat together in Sydney today. The buddies are costarring in the Baz Luhrmann 3D remake of The Great Gatsby together, which means months together in Australia where they are shooting. Tobey's family, wife Jennifer Meyer, and their two kids were along for the yachting adventure. Leo and Clint Eastwood are on the October GQ cover together to promote their project J. Edgar. In between his films, Leonardo is still making time for his romance with Blake Lively. The two are taking their Summer romance into the Fall, and we'll see if it has staying power amidst stories that they remain completely smitten since getting together in the Spring.

Carey Mulligan Joins Tobey Maguire and His Family For a Beach Day in Sydney

Lauren Turner — Mon, 29 Aug 2011 12:48:52 PDT

Tobey Maguire and Carey Mulligan kicked off their Saturday with a jog on the beach in Sydney. The Great Gatsby costars were joined by a few other pals for the run, which ended with some relaxing time in the sand. Tobey's wife, Jennifer Meyer, and their kids, Ruby and Otis, met up with the group after traveling to Australia to be close to Tobey during filming. He started working Down Under last week, when he and Leonardo DiCaprio were spotted on set driving a fancy old car around. Leo wasn't on hand for the weekend fun, though he was apparently busy with girlfriend Blake Lively. She made the trip to visit him during a break from production on Savages, and the duo reportedly celebrated Blake's 24th birthday with a romantic dinner. It doesn't look like Blake and Leo's busy schedules will slow down any time soon, since Leo just signed on for Martin Scorsese's remake of The Gambler.

Tom Cruise, Diane Kruger, Courteney Cox, Gwen Stefani, and More Celebrate the Holiday at Joel Silver's Malibu Pad

Allie Merriam — Tue, 31 May 2011 12:56:08 PDT

Producer Joel Silver gathered his famous friends in Malibu yesterday for a Memorial Day bash. Tom Cruise attended along with Katie Holmes, son Connor, and a high-heel-wearing Suri Cruise while Gwen Stefani and Gavin Rossdale turned out with their sons Kingston and Zuma. Guy Ritchie rolled up with his pregnant girlfriend Jacqui Ainsley, who could talk parenthood with a likewise expecting January Jones. The Mad Men star was just in NYC, where she showed off her upcoming blockbuster X-Men: First Class. A fresh-from-Paris Diane Kruger soaked up the sun with boyfriend Joshua Jackson while the holiday provided a chance for Courteney Cox and David Arquette to reunite with their daughter Coco. Celebrity babies were lucky to run on the sand between bouncy castles, and Minnie Driver's son Henry took advantage alongside Jennifer Meyer and Tobey Maguire's Ruby and Otis.

The Garner Girls Get Their Faces Painted at Sadie Sandler's Birthday Party

Allie Merriam — Thu, 19 May 2011 06:54:00 PDT

Jennifer Garner brought Violet and Seraphina along to a party held at Adam Sandler's house yesterday after school. Tobey Maguire got his daughter, Ruby, from her class and also swung by to say hi to Adam. The bash was likely in honor of his oldest child, Sadie, whose fifth birthday was on May 6. The Sandlers got a face painter in on the fun as well, since Violet and Seraphina were seen leaving with colors splashed across their cheeks. The Affleck girls even headed home with balloon animals. It was the latest adventure for Jennifer, Violet, and Seraphina following a camping trip last weekend - Jen loves taking Violet and Seraphina on adventures, but where does she rank on your PopSugar 100 list of your Favorite Celebrity Moms? Dad Ben Affleck popped up in Paris while his family explored the wilderness, which came on the heels of a visit to Turkey to scout locations for his next directorial project Argo.

Tobey Maguire Hangs With Ruby While a New Star Joins The Great Gatsby Cast

Katie Henry — Thu, 19 May 2011 02:04:00 PDT

Tobey Maguire held hands with his daughter Ruby leaving her Santa Monica school yesterday. He came prepped with an after-school snack and carried her lunch box while she modeled a princess tiara. It's been a while since Tobey's put out a new project but he's been busy behind the scenes putting new projects together. He graciously passed along the Spider-Man franchise to Andrew Garfield and offered words of encouragement to the young star while Tobey himself accepted new and highly anticipated roles. He's attached to at least three major projects, Life of Pi, The Paperboy, and The Great Gatsby. Tobey's teaming up with his real-life pal Leonardo DiCaprio on Baz Luhrmann's 3D remake of Gatsby and this week the final key player, Joel Edgerton, accepted the part of Tom Buchanan.

Tobey Maguire and His Little Gem Ruby Head Home From School Together

Lindsay Miller — Thu, 17 Mar 2011 10:17:42 PDT

Tobey Maguire stopped for a business lunch in LA yesterday before picking up his daughter, Ruby, from school. The father of two has been hanging out close to home with his wife Jennifer Meyer, Ruby, and son Otis since his January visit to Sundance to promote his upcoming movie, The Details. The black comedy gives the actor an opportunity to stretch his creative boundaries following a few years of playing Peter Parker. Tobey recently said he was more than happy to give Andrew Garfield the chance to take on the challenge in the latest reboot of the franchise called The Amazing Spider-Man.

Tobey Maguire Talks Spider-Man While His Girls Get a Touch-Up

Lauren Turner — Thu, 27 Jan 2011 12:48:13 PST

Jennifer Meyer and Ruby Maguire both let their long locks hang down after visiting Chris McMillan's hair salon in LA yesterday. Dad Tobey Maguire, meanwhile, was on the other side of town having lunch with a friend. He's home again from a quick trip to Sundance, where he promoted his latest film, The Details, with costar Elizabeth Banks. The comedy is a departure from his action hero days as Spider-Man, though he still manages to hold his own against Andrew Garfield in a battle between the suits. Tobey's even expressed his support for the latest installment of the franchise, saying, "I'm a fan. I'm excited to see what they do."

Nicole and Joel Celebrate Harlow's Third Birthday With the Rossdales, Warrens, and Maguires

Allie Merriam — Mon, 10 Jan 2011 01:22:00 PST

Harlow Madden was the guest of honor Saturday at a bash her parents, Nicole Richie and Joel Madden, threw to celebrate her third birthday, which is actually Tuesday, at the Treehouse Social Club. Lots of Nicole and Joel's famous friends brought their little ones along, including Gwen Stefani and Gavin Rossdale's boys Zuma and Kingston and Jennifer Meyer Maguire with Otis and Ruby. Ellen Pompeo and Chris Ivery brought a sunglass-wearing Stella Luna, and Jessica Alba accompanied Cash and Honor Warren to their latest party. It was apparently a great, fun day for the adults too, as Joel later tweeted, "Great day today."