The initial and arguably greatest out-of Bart’s love passions, Jessica is the fresh new character’s apparently simple very first like

The fresh new child away from Reverend Lovejoy, she try a great (not-so-)wonders break the rules who set Bart’s industry alight in the antique season six installment ‘Bart’s Girlfriend’. But despite an excellent turn of guest star Meryl Streep (sure, really), the like was not supposed to be, which have Jessica double-crossing Bart and ultizing his bad reputation to help you divert uncertainty off her misdeeds. Bart’s (not-so)a beneficial identity are cleaned from the episode’s intimate but this package was still a formative heartbreak towards the character, and possibly for almost all romantically-minded kids of one’s nineties.

Greta Wolfcastle

The brand new Lawfully Blonde superstar may have been too busy to return towards character of Rachel’s sis towards the Family relations, however, Reese Witherspoon nonetheless located for you personally to enjoy Bart’s sophomore love focus to your Simpsons. Greta Wolfcastle are the new somewhat rotten young children from deadpan step superstar Rainier. Offered how fast that it spot had messy it’s probably just as better one to, instance Witherspoon by herself, Greta finished up concentrating on creating videos more than relationship. She and you can Bart dated briefly before detected neediness contributed your in order to prevent the affair, merely to timely make an effort to win her when Greta picked so you can Milhouse as a rebound.

Gina Vendetti

An angsty juvie inmate, Gina try an explosive customer whom Bart briefly times pursuing the pair use off teenager detention facilities when you are handcuffed to every other Midnight Focus on-design. One of Sarah Michelle Gellar’s article-Buffy trips, Gina and you may Bart’s pairing made for good poignant little love tale, into tough like attract bringing the rap because of their escape to own Bart’s benefit while they are sooner or later stuck. Here is assured that undo a few of the trust points Jessica abandoned.

Mary Spuckler

Starred from the The newest Woman herself Zooey Deschanel, Mary Spuckler is an unusual departure out of setting toward “adorkable” actor. The character is the daughter away from Cletus, brand new slack-jawed yokel, and also for a short while seems set to wed Bart just after he affect transfers a calf on her behalf submit relationship. Thankfully the fresh shotgun matrimony is named out of ahead of things get as well major, making Bart a no cost agent again and ready to day.


Northern Haverbrook’s Darcy! Prior to she is actually Thor’s disappearing love desire Jane, Natalie Portman played it 16-year-old which briefly times Bart, trusting him getting the same ages, after which on time says to your the guy got her pregnant. That it reputation might only appear season eighteen’s ‘Little Large Girl’ (and you may briefly when you look at the a later on cameo), but it is a very bonkers Simpsons payment that disproves the new misconception the show’s after year have nothing provide. Admirers of the series is always to give it a try, although simply for a mouth-losing storyline worthy of the newest show’s weirdest outings.

Jenny Jenkins

Played from the Anne Hathaway, this new unoriginally monikered Jenny Jenkins was a Christian woman Bart got a quick affair with in 12 months 20’s ‘The A great, The brand new Unfortunate, plus the Drugly’. Sadly, the character’s unimaginative roots offered beyond this lady term, along with her spot becoming a loose assemblage out of pieces cribbed from almost every other “Bart possess wife” reports. This option symbolizes as to the reasons audiences registered to eliminate watching The brand new Simpsons shortly after season a dozen as the, instance Greta, she gets between Bart and you can Milhouse, instance Jessica, Bart attempts to cover-up his crappy side so you can woo her, and you may such Darcy, the woman is a tiny his older.

Nikki McKenna

Starred because of the comedian Sarah Silverman, Nikki is a precocious 4th-degree break the rules who blew sensuous and you will cooler to the Bart during their tumultuous one-occurrence romance. The type was perhaps most obviously to possess loathing Bart when he preferred the lady and you may preference him as he disliked their, and additionally learning a fairly blatant and you can some old Twilight parody. She also showed up to have a brief cameo afterwards! And this merely constant the woman you to-joke character trait. However, no less than the new inform you keeps surface.