Making 'The Lyon's Den' didn't exactly work out as planned for Rob Lowe. Lowe was a big fan of Jewel, and had pushed hard for her to be cast as his love interest. He got his wish, but on balance he probably wishes that he hasn't. She really didn't want to kiss him at all, and tried as hard as possible to get out of it. She even brought her boyfriend onto the set with her on the days where the scenes were supposed to be shot!
At one point Jewel asked for the scenes to be removed altogether, but eventually went ahead with just one kiss - which came across as awkward and reluctant. Lowe would later tell Ellen DeGeneres that making the show was a series of 'indignities,' of which Jewel point-blank refusing to do the one thing she'd been hired for was the worst. Jewel later appeared on a comedy roast of Lowe, saying she refused because she 'didn't know where his mouth had been.' Ouch.