'30 Rock': The 15 Best Guest Stars, Ranked

(1) Dean Winters as Dennis Duffy

Hey, dummy: Did you really think we’d pick anybody else for the top spot? Liz’s reprehensible ex Dennis, aka the Beeper King, is the best because he is the worst: maybe the most embarrassing ex-boyfriend in TV history. He keeps selling beepers because “technology is cyclical,” he got caught red-handed by “To Catch a Predator,” and he named his adopted African-American son “Black Dennis.” If you hear anything ... more 

(1) Dean Winters as Dennis Duffy

Hey, dummy: Did you really think we’d pick anybody else for the top spot? Liz’s reprehensible ex Dennis, aka the Beeper King, is the best because he is the worst: maybe the most embarrassing ex-boyfriend in TV history. He keeps selling beepers because “technology is cyclical,” he got caught red-handed by “To Catch a Predator,” and he named his adopted African-American son “Black Dennis.” If you hear anything about a Dennis Duffy spinoff, don’t hesitate to page us. less