The original and you may arguably most useful of Bart’s love welfare, Jessica is actually new character’s relatively innocent very first like

The latest girl of Reverend Lovejoy, she are a (not-so-)magic break the rules just who lay Bart’s business alight on antique seasons half dozen payment ‘Bart’s Girlfriend’. However, despite an excellent turn away from guest star Meryl Streep (yes, really), its love was not supposed to be, which have Jessica double-crossing Bart and ultizing his crappy character to help you divert uncertainty regarding her mistakes. Bart’s (not-so)a great term is cleaned because of the episode’s personal however, this 1 had been a formative heartbreak towards reputation, and perhaps for most romantically-inclined babies of the nineties.

Greta Wolfcastle

The newest Lawfully Blond celebrity may have been too active to return towards character of Rachel’s sis to your Loved ones, however, Reese Witherspoon nonetheless receive time to play Bart’s sophomore love interest toward Simpsons. Greta Wolfcastle are the fresh new quite spoiled offspring out-of deadpan step star Rainier. Provided how fast that it spot got dirty it’s probably exactly as well that, like Witherspoon by herself, Greta wound up emphasizing producing video over romance. She and you can Bart old briefly ahead of imagined neediness contributed him to help you prevent the fling, only to promptly try to winnings their back when Greta picked so you can Milhouse as the an effective rebound.

Gina Vendetti

An enthusiastic angsty juvie inmate, Gina is an explosive buyers who Bart briefly times following partners break out away from juvenile detention stores if you find yourself handcuffed to every almost every other Midnight Work with-layout. Certainly Sarah Michelle Gellar’s post-Buffy outings, Gina and you may Bart’s combining designed for a poignant little like story, on tough love desire taking the rap due to their escape for Bart’s benefit if they are sooner or later trapped. Listed here is in hopes which can undo some of the faith products Jessica discontinued.

Mary Spuckler

Played from the The fresh new Girl herself Zooey Deschanel, Mary Spuckler was an unusual deviation of mode towards “adorkable” actor. The type ‘s the child out-of Cletus, brand new slack-jawed yokel, and for a short time looks set-to get married Bart shortly after the guy affect transfers a good calf on her behalf hand-in wedding. Luckily the new shotgun relationships is named away from before some thing score too really serious, making Bart a free agent again and ready to day.

Darcy

Northern Haverbrook’s Darcy! Before she is Thor’s disappearing like desire Jane, Natalie Portman played this sixteen-year-dated which temporarily times Bart, thinking your to-be a comparable decades, and promptly tells your he got the woman expecting. Which profile may only arrive year eighteen’s ‘Little Huge Girl’ (and you may momentarily in the an after cameo), but this is an extremely bonkers Simpsons fees one disproves the new misconception that the show’s afterwards 12 months have absolutely nothing supply. Fans of your collection should test it, in the event simply for a mouth-shedding story value the new show’s weirdest excursions.

Jenny Jenkins

Starred by Anne Hathaway, the newest unoriginally monikered Jenny Jenkins is a great Religious woman Bart had a quick fling within season 20’s ‘The A beneficial, This new Unfortunate, in addition to Drugly’. Regrettably, brand new character’s unimaginative root stretched past the lady name, together spot are a free assemblage out-of pieces cribbed out of most other “Bart keeps girlfriend” reports. That one embodies why viewers registered to cease seeing The fresh new Simpsons after seasons several as the, such as for example Greta, she gets between Bart and you may Milhouse, particularly Jessica, Bart tries to cover-up his bad top in order to woo their, and you may like Darcy, the woman is a little their elderly.

Nikki McKenna

Played by comedian Sarah Silverman, Nikki was a beneficial precocious 4th-amounts push back whom blew sensuous and you may cold towards Bart in their tumultuous you to definitely-episode romance. The type try perhaps most obviously having loathing Bart as he preferred the woman and you can preference your when he hated her, also learning a fairly blatant and you can some dated Twilight parody. She and arrived having a quick cameo afterwards! Which only regular the lady you to definitely-laugh character feature. However, no less than the newest show has feel.