Among Kirsten Dunst’s Mary Jane Watson, Zendaya’s MJ and others, Spider-Man has swung into the hearts of many through the years

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With great charm, comes great responsibility.

Spider-Man may be your friendly neighborhood superhero who’s constantly web-slinging villains, but Peter Parker has had his fair share of lovers tangled up in his web as well.

The Spider-Man saga has crossed alternate universes and been led by different stars — Tobey Maguire, Andrew Garfield and Tom Holland — but the theme of romance is one commonality that weaves its way through it all.

Peter Parker has always been considered a nerd, an outcast, and a self-professed wallflower. Super strength, speed, and reflexes are just a few of the many enhancements he’s acquired as Spider-Man, but he also gained another power: confidence.

The late co-creator and Marvel Chairman Emeritus Stan Lee described the character to the Chicago Tribune as someone who’s “got a lot of problems, and he does things wrong.” One of those things? Relationship woes.

Peter’s not only had his hands full fighting crime but juggling romance in every Spider-Man movie since 2002. In fact, this is also a recurring theme in the Marvel comic books, dating back to 1962’s Amazing Fantasy, No. 15.

Spider-Man’s a lover, not a fighter, but will fight for what — and who — he loves. Between balancing life as a regular student and fighting crime as his alter-ego superhero, Peter’s heart is pure.

From Kirsten Dunst’s portrayal of Mary Jane Watson to Emma Stone’s take on Gwen Stacy, here’s a breakdown of every Spider-Man movie love interest and the actresses who’ve played them over the years.

Betty Brant played by Elizabeth Banks

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Betty Brant is a supporting character in both the Spider-Man comics and on-screen adaptation, serving as J. Jonah Jameson’s personal secretary at the Daily Bugle. She’s played by Elizabeth Banks in Sam Raimi’s Spider-Man trilogy.

While Brant works as a secretary at the newspaper, Tobey Maguire’s Peter Parker works as a photographer. Their relationship is fairly professional in the beginning, but the two grow closer in Spider-Man 3 (2007). However, nothing ever comes of their relationship due to Jameson’s intervention.

The role of Betty Brant was something of a “consolation prize” after Banks was considered too old to play Mary Jane Watson in the first Spider-Man film. Banks said that as “a nobody” with “no expectations of even being in that movie,” the role of Betty felt more like a favor to the actress.

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A teenage version of Betty, played by Angourie Rice, appears in the Marvel Cinematic Universe trilogy. Aside from age, the character differs because she has a fling with Peter’s best friend, Ned (Jacob Batalon).

Considering the multiverse plotline in 2021’s Spider-Man: No Way Home, fans had wondered if Banks’ and Rice’s characters would cross paths in the film, but this theory didn’t come to pass.

Ursula Ditkovich played by Mageina Tovah

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Unlike many of the other characters, Ursula Ditkovich was created strictly for the films and doesn’t appear in any of the comics. Played by Mageina Tovah, she’s the daughter of Peter Parker’s neighbor, Mr. Ditkovich (Elya Baskin), in Spider-Man 2 (2004).

It’s clear Ursula has a crush on Peter, but it becomes increasingly evident in Spider-Man 3 (2007), particularly when he and Mary Jane call it quits. Her father is often strict toward Peter, but Ursula is sweet on him in more ways than one — she offers him chocolate cake and cookies!

Tovah, who also starred in Shameless, American Horror Story, The Shield, You’re the Worst, How to Get Away with Murder, and The Magicians, did have some fans cheering her character Ursula on as an endgame love interest for Peter.

Gwen Stacy played by Bryce Dallas Howard and Emma Stone

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Gwen Stacy makes appearances in both Raimi’s Spider-Man and Marc Webb’s The Amazing Spider-Man. Her character was created by Stan Lee and Steve Ditko in 1965 for the comics.

Bryce Dallas Howard plays Gwen in 2007’s Spider-Man 3, while Emma Stone plays the character in 2012’s The Amazing Spider-Man and its 2014 sequel. Gwen is the daughter of NYPD Captain George Stacy and is a classmate of Peter Parker.

In the 2007 film, Peter dates Gwen during the symbiote takeover to make Mary Jane jealous. All goes awry in a jazz club one night; the two split, and Howard’s Gwen never returns.

In both The Amazing Spider-Man movies, fans fell in love with the chemistry between Stone’s Gwen and Andrew Garfield’s Peter. (It also helped that the two actors dated in real life.) Her character is fearless compared to Mary Jane, as she wants to help defeat the Lizard, Electro and the Green Goblin.

Elizabeth “Liz” Toomes played by Laura Harrier

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Liz Toomes, played by Laura Harrier, is a character specific to the MCU. She attends high school with Tom Holland’s Peter Parker and the two compete on the decathlon team together. Liz is Peter’s first love interest in 2017’s Spider-Man: Homecoming.

When Peter learns that Liz’s father is Adrian Toomes (Michael Keaton), a villain who’s been stealing alien technology to build a powerful arsenal of weapons, he’s shocked. Liz and her family leave New York during her father’s trial, and her character is never to be seen in the MCU again.

Spider-Man: Homecoming served as Harrier’s first big-budget production. In an interview with PEOPLE, the star teased her Homecoming costar and Spidey’s fellow love interest Zendaya for being “like an 80-year-old woman trapped in a 21-year-old body.”

Mary Jane Watson played by Kirsten Dunst

Tobey Maguire and Kirsten Dunst in Spider-Man (2002). COLUMBIA/MARVEL/KOBAL/SHUTTERSTOCK

Mary Jane Watson is Spider-Man’s most widely known love interest and is played by Kirsten Dunst in the Sam Raimi trilogy. The character has been neighbors with Peter Parker (played by Tobey Maguire) for years, but the two rarely speak at first.

Peter never makes it easy for Mary Jane, especially after going steady. She often finds herself as the damsel in distress, falling victim to the likes of the Green Goblin in Spider-Man, Doctor Octopus in Spider-Man 2, and the Sandman in Spider-Man 3. Amid the rollercoaster ride of a relationship, the two are in love.

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While fans didn’t get the chance to see Dunst’s version of Mary Jane in Spider-Man: No Way Home, it was revealed by Maguire’s Peter Parker in the film that the couple are together in their universe, having apparently found a way to make their relationship work.

Michelle Jones (“MJ”) played by Zendaya

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Zendaya plays MJ in MCU’s Spider-Man: Homecoming, Spider-Man: Far From Home, and Spider-Man: No Way Home. Don’t get the initials confused with Mary Jane though, as they stand for Michelle Jones in this case – a completely different character.

In these films, MJ and Holland’s Peter Parker are socially on the same level. They share a similar sense of quirky humor, intelligence, and courageous instincts. When she figures out that Peter is Spider-Man, she helps him plot against Mysterio (Jake Gyllenhaal).

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The two became an official couple in 2019’s Spider-Man: Far From Home, and their relationship continued in Spider-Man: No Way Home. However, Peter’s sacrifice to save the world and the multiverse at the end of the movie causes everyone, including MJ, to forget who he is. But while Spider-Man must learn to live alone, stars Zendaya and Holland are dating in real-life.

Spider-Gwen played by Hailee Steinfeld

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There have been various adaptations of this character over the years, but this Gwen Stacy is the first of her kind depicted on-screen. Voiced by Hailee Steinfeld, Spider-Gwen is the love interest of Shameik Moore’s web-slinger Miles Morales in Sony’s 2018 Into the Spider-Verse.

The two immediately form a solid relationship, which evolves into something more throughout the film. The 2023 sequel, Spider-Man: Across the Spider-Verse, sees the two characters reunited before taking on a new adventure across the multiverse.

Both Moore and Steinfeld are set to reprise their respective roles as Miles and Gwen in 2023 Spider-Man: Across the Spider-Verse. The new film sees the pair team up to save every universe of Spider-People when a new villain poses a new threat to all of them, while meeting a new group of Spider-People known as the Spider-Society along the way.