DEAN: You think this is funny.
JESS: Well, it’s no Lenny Bruce routine but it has its moments.
Lenny Bruce, born Leonard Schneider (1925-1966), stand-up comedian, social critic, and satirist. He was known for his open, freestyle, and critical comedy, containing satire, politics, religion, sex, and vulgarity. His 1964 conviction in an obscenity trial was followed by a posthumous pardon, the first in New York state.
Lenny Bruce paved the way for counterculture era comedians, and his trial was a landmark for freedom of speech. He is considered one of the greatest American comedians of all time.
It makes perfect sense for bad boy Jess to be a Lenny Bruce fan. Lenny Bruce also appears as a character in Amy Sherman-Palladino’s television show, The Marvelous Mrs Maisel, played by Luke Kirby.
The Annotated Gilmore Girls 