30 Rock Season 1 Episode 6

Liz is back with her ex-boyfriend Dennis, who seemed to be an annoying character in the past. When Liz is on a date with him in a restaurant they meet Jack and Dennis embarrasses Liz in front of Jack. It gets worse when Dennis shows up in the office. When Jenna lies about her age to Jack, she starts feeling old and decides to do something to look younger. Tracy meanwhile fears he's image turned into that of a nice and normal guy.