Olivia Wilde’s Fiance Jason Sudeikis Makes Her Confess To Lesbian Experience On ‘WWHL’

So awkward! Olivia Wilde stopped by 'Watch What Happens Live' on Oct. 15 to take part in the show's 'Plead the Fifth' game, during which her own fiancé, Jason Sudeikis, forced her to admit to a lesbian experience! Watch the hilarious segment here! Yikes! Jason Sudeikis, 40, may be in the dog house after this one! Olivia Wilde, 31, stopped by the Watch What Happens Live Clubhouse on Oct. 15, where she was subjected to one of the show's most intrusive games, "Plead the Fifth." This time however, the questions were provided by her hilarious fiancé, who had some fun at her expense by forcing her to answer of super embarrassing questions, including if she's ever had a lesbian experience!

Reading Time: 3 minutes
View gallery

We feel for Olivia on this one. Ahead of her WWHL appearance, host Andy Cohen, tapped Jason to help him come up with the three questions that Olivia would later be asked on the live show, only one of which she would be able to “plead the fifth” to. The Saturday Night Live alum took this as an opportunity to embarrass his ladylove by asking her such questions as “what’s the wildest place you’ve ever done the deed?” and “Have you ever dipped into the lady pond in real life?”Having already used her “plead the fifth” card on the first question though (“I can’t believe he would ask that!” she exclaimed), that meant that Olivia was then forced to answer the question despite being beyond embarrassed. “Well…I appreciate all people,” she said, seemingly coming out as bisexual. “I’m taking that as you absolutely have,” added Andy. Talk about an eye-opening interview!

The Lazurus Effect actress is of course, no stranger to playing a lesbian on screen. In fact, after admitting to her real life lesbian experience, the mother-of-one even joked about that her famous smooch with Mischa Barton on The OC  “inspired a generation of lesbians.”

“But really, it showed young women an alternative lifestyle,” she added, noting that the characters were “in a loving relationship,” not just at a drunken sorority party. “I felt that was important,” she noted.

Thankfully, when it came time to ask his third and final question, Jason decided to take it easy on her, asking, “If you could change one thing about me that annoys you, what would it be.” Having been put in the hot seat, Olivia already had the perfect answer: “The way you’ve asked these questions,” she giggled before adding, “Nothing, nothing annoys me.” Still, something tells us Jason heard about this when she got home.

What do you think HollywoodLifers — Do you think Jason’s questions were hilarious or just super embarrassing? Sound off below!

— Alyssa Montemurro