All tag results for 'inappropriate relations'

Oh man. Oh man. Oh man.

We would NOT want to be in Jon Stewart's shoes!

The comedian was a guest on The Late Show With David Letterman when he started making a joke about hiring people to take care of certain, ahem, 'needs,' clearly realizing mid-joke about the talk show host's indiscretions with female staff members!

Yeah. It's pretty brutal.

But also HIGHlarious watching him try and back pedal!

Ch-ch-check it out (above)!

Tags: awkward, inappropriate relations, joke, jon stewart, staff, the late show with david letterman, uncomfortable