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And the stuff I am proud of is disgusting." Moe has an almost non-existent love life due to his vulgarity towards women and his ugly appearance.
Despite this, he has had a number of romantic experiences, including sleeping with his waitress Collette, He also has a relationship and proposed to a midget named Maya, but Moe could not adjust to the difference in height, to the point where his ultimate plan to have his own leg bones shortened led Maya to leave him. Despite his creepy approach, Moe has showed to be a caring and devoted lover.
In "Them, Robot" (2012), a flashback scene depicts a young child being stomped on by an elephant, and his face then changing to Moe.
The creator of The Simpsons Matt Groening based Moe on Louis "Red" Deutsch, who was made famous when he was repeatedly prank called by two Jersey City residents.
The first of these was "Flaming Moe's", in the third season.
As a running joke, Moe is sometimes seen engaging in unlicensed or illegal activities at the tavern, such as smuggling pandas and an orca in "Cape Feare" and "The Springfield Files", respectively.
Moe is the proprietor and bartender of Moe's Tavern, a Springfield bar frequented by Homer Simpson, Barney Gumble, Lenny Leonard, Carl Carlson, Sam, Larry, and others.
Moe's personality includes an ill temper, which has also involved numerous suicide attempts.
He also is, however, occasionally shown to have a sentimental and caring side to his personality, such as reading to sick children and the homeless, although he is secretive about such behavior.
In his interactions with his various girlfriends, he has also shown genuine selflessness and kindness (as well as an unusual improvement in his disposition), although negative elements of his personality inevitably emerge and ruin things.
In "Thank God It's Doomsday", he asks for salvation, because "I've done stuff I ain't proud of.
He has long been infatuated with Marge Simpson, whom he calls "Midge", and has on occasion tried to win her away from Homer, as well as Marge's sister Selma Bouvier. While dating Renee (and previously Edna), he wholeheartedly spoiled them with whatever they wanted and vowed to give up his bar and take them away from Springfield forever, even if it means losing his own money and doing illegal acts to make more money.
Moe's romantic attractions have resulted in run-ins with the law; he has stalked Maude Flanders and other townspeople, he must register as a sex offender, and he has a restraining order placed upon him. When he thought he finally won Marge's heart, he promised to be "the best man she'd ever had".
He has an annual Christmas tradition of attempted suicide, but his attempts are comically unsuccessful (landing on a hot-air balloon after jumping out of a plane, for example), and he has already called the suicide hotline so many times that they've blocked his number.