Caitlyn Jenner Attempts to Flirt With a Man and Fails Miserably in Awkward 'I Am Cait' Clip

by John Boone 12:46 PM PDT, March 18, 2016
Photo: YouTube

Caitlyn Jenner already made it clear that she doesn't want to be seen dancing with a man on camera, so we can't expect her flirting with a man to go any better.

In a clip from Sunday's episode of I Am Cait, the 66-year-old reality star and her group of friends are at a hotel bar in Chicago when Caitlyn admits that flirting in public makes her "uncomfortable" -- which is clearly evident when she attempts to do so and it's painfully awkward.

"For me, the big problem that I have in a lot of things is rejection," Caitlyn admits. "That's why probably one of the reasons I didn't date that much."

WATCH: Caitlyn Jenner Disses Hillary Clinton on 'I Am Cait': 'She Couldn't Care Less About Women'

"She doesn't really know how to talk to guys, at all, with a flirt, with something more than just who she is," her best friend, Candis Cayne, explains.

"She doesn't know how to follow, she wants to lead. Sometimes when you're talking to guys, you have to take the backseat a little bit," the actress adds. "I don't know if she's ready to do that."

Caitlyn's ex, Kris Jenner, was recently asked about Caitlyn's revelation that she is interested in dating men since her transition, which Kris called "confusing."

"I think that I really want her to be happy and be really comfortable in all the things where she says she wasn't her true authentic self for most of her life," Kris said on The Ellen DeGeneres Show.

I Am Cait airs Sundays at 9:00pm ET/PT on E!

Now, find out why Caitlyn said she was nervous to dance with a man in the video below.