Share this Story

RHOBH's Brandi Glanville dated a very unexpected A-list comedian

Christina Marfice


Trending writer

Christina is a reporter based in Boise, Idaho. She's a veteran vegetarian, a political junkie and a huge grammar snob. On the weekends, she can usually be found binging on Netflix, playing the piano or petting her cats, Daisy and Dandelion.

Zoolander 2 star just made a shocking confession about his romantic past

Here's some surprising news from Brandi Glanville's past.

More: Brandi Glanville's Twitter followers lash out in response to family death

Long before she was a star of The Real Housewives of Beverly Hills, Glanville was romantically involved with a surprising star who went on to become an A-list comedian: Ben Stiller.

Stiller is currently promoting Zoolander 2, and on Wednesday's Watch What Happens Live, he dished some details about his unlikely relationship. Though he appeared caught off-guard by the question about dating Glanville, Stiller did say their time together was "short-lived" and that he wouldn't "characterize it as a relationship."

"It was a couple of dates and fun," he continued. "I'm not sure my wife [Christine Taylor] is even aware of that."

While the news confirmed that Stiller and Glanville were once an item, there has been speculation in the past that Stiller was one of the men Glanville described dating in her 2014 book Drinking and Dating.

More: Brandi Glanville has a nasty nickname for Lisa Vanderpump

"I’ve never had a problem getting f***ed," Glanville wrote, before alluding to some of her more famous conquests, all without naming names. The passage that may have been referring to Stiller describes the man as a "height-challenged up-and-coming comedian" whom she dated in the '90s and says would later become a household name.

"He had the kind of face you remember," Glanville wrote. "Sharp features, thick dark hair and a goofy grin."

She said that during one date, "We laughed so hard... that my stomach was hurting and my jaw was sore (it sometimes ends up sore after a date, but not from giggling)."

But when Glanville and this mystery comedian hit the bedroom, things got awkward.

"We had spent the entire evening laughing so much that I couldn’t stop laughing when it was time to get serious," she wrote. "Every time I looked at him, I’d think of something funny he said or remember one of his characters and would burst into hysterics. It didn’t help the mood."

More: Brandi Glanville refuses to move on from her past with Eddie Cibrian

Do you think Glanville was describing Stiller in her book?

Follow Us

SheKnows Media ‐ Entertainment

New in Entertainment

And you'll see personalized content just for you whenever you click the My Feed .

SheKnows is making some changes!

b h e a r d !

Welcome to the new SheKnows Community,

where you can share your stories, ideas

and CONNECT with millions of women.

Get Started