Jason Sudeikis Reveals the Strategy He Used to Land a Date with Fiancée Olivia Wilde

Jason Sudeikis knows that the best things in life are worth waiting for.

The 41-year-old actor stopped by The Late Show with Stephen Colbert on Monday, where he was asked how he was able to land fiancée Olivia Wilde — a beauty described by the late-night host to be out of his league.

“One of you is sooo attractive,” Colbert said. “You’re a funny guy and you’re a reasonably good-looking man. But she’s a different species.”

Sudeikis himself agreed. “Oh, it’s a different thing,” he said, listing all the physical ways in which his 33-year-old wife-to-be succeeds. “Bone structure, skin, teeth, eye color — literally just about everything.”

So how did he do it? It all started when he was working at Saturday Night Live.

“I met her at a finale party for SNL,” Sudeikis said. “We hit it off that night.”

Romance, at the time, wasn’t in the cards — as Sudeikis had heard Wilde was dating someone else. Rather than be destroyed by that, he decided to play the long game.

“I actually came off looking a little cooler than I really am because I had heard through the grapevine, through mutual friends who weren’t exactly her best girlfriends, who would report back, ‘Oh you know, I think she’s dating someone,’ ” he explained. “So I didn’t make any moves. I was just very, very busy with other things. And next thing you know, I stopped being busy, she stopped dating someone, and then it was off to the races. ”

“We sort of reintroduced ourselves,” he added. “The universe had more in store for us in the fall.”

While Sudeikis may have been playing coy, it turns out that Wilde wasn’t feeling so relaxed about his distance.

“I met Jason, and I thought he was so charming … but he didn’t even get my number,” Wilde told Allure in October 2013. “Over the next six months we kept running into each other. [One night], my best guy friend walked up to him and said, ‘This is Olivia’s number. Use it.’ That was the beginning.”

Sudeikis and Wilde began dating in November of 2011. They have two children together — 2-year-old son Otis Alexander and daughter Daisy Josephine, born in October.

And though Sudeikis thinks Wilde is the attractive one in the couple, he did tell Colbert there is one area in which he has the advantage.

“I would say my penis is better. I’ll go on record saying I have a better penis,” he joked, then giving it a second thought. “Actually … we’re probably tied at best. She would just win because you’d be like, ‘Look at everything else!’ ”

Olivia Wilde and Jason Sudeikis JAMIE MCCARTHY/GETTY







Olivia Wilde to make her Broadway debut in play of '1984'

A new stage adaptation of George Orwell's chilling dystopic novel "1984" will star Olivia Wilde, making her Broadway debut.

Producers Sonia Friedman and Scott Rudin said Monday that the play will also star Tom Sturridge and Tony Award-winner Reed Birney. It will begin performances in May at the Hudson Theatre.

First published in 1949, Orwell's classic tale of a society run by Big Brother in which facts are distorted and suppressed in a cloud of "newspeak" has topped the Amazon.com best-seller lists. The play version was created by Robert Icke and Duncan Macmillan and was nominated for an Olivier Award.

Wilde's film credits include the Academy Award-winning drama "Her," the Golden Globe Award-nominated "Rush" and the indie comedy "Drinking Buddies." She also starred in HBO's rock 'n' roll drama "Vinyl."


Olivia Wilde to Make Broadway Debut in ‘1984’

Olivia Wilde will make her Broadway debut in “1984,” starring alongside Tom Sturridge and Reed Birney in the production that opens in June.

Wilde (“Vinyl,” “House”), who recently wrapped films “A Vigilante” and “Life Itself” opposite Oscar Isaac, will play Julia, the woman with whom the dystopian tale’s protagonist, Winston Smith (Sturridge, nominated for a Tony in “Orphans“), begins an affair. Birney, who picked up a Tony Award last season for “The Humans,” will play the spy O’Brien.

The play arrives in New York after winning acclaim in four different runs in the U.K. (including one on the West End), and after the George Orwell title itself suddenly became a hot topic in the wake of the presidential election. Robert Icke (“The Red Barn“) and Duncan Macmillan co-adapt and co-direct the production, which on Broadway will also star Wayne Duvall, Carl Hendrick Louis, Nick Mills, Michael Potts, and Cara Seymour.

Sonia Friedman (“Harry Potter and the Cursed Child,” “Dreamgirls”) and Scott Rudin (“The Book of Mormon,” “The Humans,” “Hello, Dolly!”) produce the New York staging, which begins previews May 18 ahead of a June 22 opening at the Hudson Theater (where the current occupant, “Sunday in the Park with George,” closes April 23). The timing makes the show one of the first to open during the 2017-18 season.

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