For a girl who was such a lonely nerd in high school, Liz Lemon lands some hot guys. Let's take a look back at some of Liz's dreamiest ex-boyfriends.
- Coffee Guy - Though his story arc only lasted one episode, who could forget Jamie? This 20-year-old coffee delivery guy played by Val Emmich was so attractive he had to fend off advances from Frank Rossitano. What makes him dreamy: Aside from looking downright adorable, he has a kind of naïve sincerity that only twenty-year olds possess. Why it didn't work out: Did I mention he's twenty? Best lines: Jamie: Now I'm getting attitude from the sexy librarian over here. Liz: What? Sexy? You are. Shut up.
- Dr. Drew Baird - This pediatrician, neighbor and one-time boyfriend of Liz's is played by a true break-out star in the world of overly handsome men, Jon Hamm. What makes him dreamy: He. Is. So. Handsome. Why it didn't work out: He Is. Too. Handsome. In the third episode of his story arc, "The Bubble," we learn that Drew has skated by on his looks so much that he's managed to become a doctor without even knowing the Heimlich Maneuver. Best lines: Liz: Because of your whole Disney Prince thing… Drew: Actually, they used footage of me from my high school swim team to draw Prince Eric. Liz: Right....
- Floyd - This one is downright painful. Liz's boyfriend and seemingly perfect match from Season 1, played by Jason Sudeikis, broke our hearts by marrying a yoga instructor in Season 4. What makes him dreamy: His snarky sense of humor is softened by his nice-guy charm and boy-next-door good looks. Why it didn't work out: Tired of the grit and grime of the city, Floyd is lured away by a lucrative job offer in Cleveland. Best lines: Floyd: Can I take you out to dinner? Maybe we could hit that barbecue place you puked at. Liz: You'll have to be more specific.
- Carol - One of Liz's more promising love interests, Matt Damon plays the pilot and TGS fan that Liz meets shortly before Floyd's wedding. What makes him dreamy: Carol and Liz have so much in common, including a shared love of Ina Garten, sweater weather, and when Muppets present at awards shows. Plus, he's ready to settle down. Why it didn't work out: They have too much in common, including a stubborn streak, which, in "Double-Edged Sword," becomes exactly that and their relationship self-destructs. Best lines: Liz: I thought you had a flight? Carol: Yeah, I do. Those dirt bags can wait on the runway a couple more hours. Liz: I hate people too.