Relationships Olivia Wilde Loves and Hookups  

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Who is Olivia Wilde dating? Many famous men have dated Olivia Wilde, and this list will give you more details about these lucky dudes. Including Olivia Wilde’s current boyfriend, past relationships, pictures together, and dating rumors, this comprehensive dating history tells you everything you need to know about Olivia Wilde’s love life. 

This list features Olivia Wilde’s ex-boyfriends along with additional information about them, such as when they were born and what they do professionally. These boys come in all shapes and sizes, but what they all have in common is that they're all men that Olivia Wilde has either dated or hooked up with. It's not hard to get jealous of these men that Olivia Wilde has gone out with, so try your hardest to contain your envy.

Olivia Wilde is currently married to Jason Sudeikis. They have two children: son Otis Alexander Sudeikis (born April 20, 2014) and daughter Daisy Josephine Sudeikis (born October 11, 2016).

This list of Olivia Wilde’s boyfriends and exes includes Bradley Cooper, Justin Timberlake, and Ryan Gosling. 

Jason Sudeikis is listed (or ranked) 1 on the list Olivia Wilde Loves and Hookups
Photo: Paul Archuleta/Getty Images

Jason Sudeikis and Olivia Wilde started dating in November 2011 and became engaged in January 2013. 

They have two children: son Otis Alexander (born April 20, 2014), and daughter Daisy Josephine (born October 11, 2016).

Daniel Jason Sudeikis is an American actor, voice actor, screenwriter and comedian. He began his career in improv comedy. In 2003, he was hired as a sketch writer for Saturday Night Live and became a cast member from 2005 to 2013. He has appeared on television in 30 Rock, The Cleveland Show, Eastbound & Down, and other shows. He is also known for his roles in the films Hall Pass, Horrible Bosses, Epic, We're the Millers, and Horrible Bosses 2. ...more on Wikipedia

Age: 42

Birthplace: USA, Virginia

Also Ranked

#25 on The Best SNL Cast Members of All Time

#28 on The Most Successful Saturday Night Live Alumni

#6 on The Best SNL Cast Members of the '00s

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Bradley Cooper is listed (or ranked) 2 on the list Olivia Wilde Loves and Hookups
Photo: Jesse Grant/Getty Images

Olivia Wilde is rumored to have hooked up with Bradley Cooper in May 2011.

Bradley Charles Cooper is an American actor and producer. He has been nominated for four Academy Awards, three for acting and one for producing. He was named the "Sexiest Man Alive" by People magazine in 2011. Cooper has a B.A. in English from Georgetown University and an MFA in acting from Actors Studio Drama School at The New School. He first gained recognition in the spy-action television show Alias and the television drama Jack & Bobby. He later appeared in supporting roles in the romantic comedies Wedding Crashers, Yes Man, and He's Just Not That Into You. His breakthrough role came with the comedy franchise The Hangover trilogy. Other notable films include the action-comedy The A-Team, ...more on Wikipedia

Age: 43

Birthplace: Philadelphia, Pennsylvania, United States of America

Also Ranked

#39 on The Greatest Actors Who Have Never Won an Oscar (for Acting)

#48 on The Most Trustworthy Celebrities in the World

#31 on The Best (Male) Actors Working Today

#6 on The Hottest Men Over 40

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Justin Timberlake is listed (or ranked) 3 on the list Olivia Wilde Loves and Hookups
Photo: KMazur/Getty Images

In 2011, In Time costars Justin Timberlake and Olivia Wilde were rumored to be dating. 

Justin Randall Timberlake is an American singer, songwriter, and actor. Born in Memphis, Tennessee, he appeared on the television shows Star Search and The All-New Mickey Mouse Club as a child. In the late 1990s, Timberlake rose to prominence as one of the two lead vocalists and youngest member of the boy band NSYNC, which eventually became one of the best-selling boy bands of all time. During the group's hiatus, Timberlake released his solo studio albums Justified and FutureSex/LoveSounds; the former spawned hits "Cry Me a River" and "Rock Your Body", while the latter debuted atop the U.S. Billboard 200 and produced the Billboard Hot 100 number-one singles "SexyBack", "My Love", and "What ...more on Wikipedia

Age: 37

Birthplace: Memphis, Tennessee, United States of America

Also Ranked

#20 on The Best Current Pop Groups/Singers

#55 on Famous Men You'd Want to Have a Beer With

#82 on The Greatest Former Child Stars

#54 on The Best Solo Artists Who Used to Front a Band

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Ryan Gosling is listed (or ranked) 4 on the list Olivia Wilde Loves and Hookups
Photo: NBC/Getty Images

Olivia Wilde and Ryan Gosling sparked dating rumors in March 2011.

Ryan Thomas Gosling is a Canadian actor, film director, screenwriter, musician and businessman. He began his career as a child star on the Disney Channel's Mickey Mouse Club and went on to appear in other family entertainment programs including Are You Afraid of the Dark? and Goosebumps. He starred in the television series Breaker High as Sean Hanlon and Young Hercules as the title role. His first starring role was as a Jewish neo-Nazi in The Believer, and he then built a reputation for starring in independent films such as Murder by Numbers, The Slaughter Rule, and The United States of Leland. Gosling came to the attention of a wider audience in 2004 with a leading role in the romantic ...more on Wikipedia

Age: 37

Birthplace: London, Canada

Also Ranked

#87 on The Coolest Actors Ever

#40 on The Greatest Actors Who Have Never Won an Oscar (for Acting)

#64 on The Most Trustworthy Celebrities in the World

#49 on The Best (Male) Actors Working Today

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