Jack Antonoff dated Scarlett Johansson in high school and you have to see their haircuts

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Congratulations are a must for Jack Antonoff! The Bleachers singer is currently engaged to actress Margaret Qualley. The pair reunited in 2021, and given that dazzling rock currently crowning their finger, it’s safe to say things are going pretty well.

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But before Jack and Margaret walk down the aisle (no details yet), let’s take a look at all the other women Jack has been in a relationship with previously. Spoiler Alert: The Maid star isn’t the only woman in Hollywood he’s been steadfast with.

Keep scrolling for a rundown of all of Jack Antonoff’s known romantic relationships.

Source: Instagram / @margaretqualley

Jack Antonoff and Margaret Qualley are currently engaged

Article continues under ad Jack Antonoff allegedly dated Scarlett Johansson from 2001 to 2002. Source: Getty Images

In truth, this may be Jack’s most surprising relationship!

For Instyle, Jack and Black Widow star Scarlett Johansson both attended New York’s Professional Children’s School for high school, a prep school for children who aspire to work as actors and dancers. They dated for about a year and even went to prom together. Their retro haircuts pictured above say it all!

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Unfortunately, they decided to quit after graduation because “she got swept up in the Hollywood scene,” according to Page Six.

How did Jack take the breakup? He didn’t share too many details. But interestingly enough, he wrote a rather distressing song dubbed “Better Love” in 2005 for his then band Steel Train. With lyrics like “The scars are in her name / And she scares me with guilt / Hey Scarlett, you’re not the same”, we get the feeling that Jack may have had a hard time forgetting her.

Jack Antonoff was linked to Alia Shawkat in 2009 and 2010. Source: Getty Images

According to Ranker, actress Alia Shawkat, known for her role in Arrested Development, allegedly had an affair with Jack Antonoff in 2009 and 2010. Sadly, there is very little photographic evidence of their courtship.

However, they seem to have ended things on good terms as years later, Alia starred opposite Jack in The Bleacher music video for “Don’t Take the Money.” The video was actually directed by Lena Dunham, which brings us to another one of Jack’s former lovers.

The article continues under the Jack Antonoff and Lena Dunham ad dated 2012 to 2018. Source: Getty Images

Jack’s relationship with Girls star Lena Dunham was certainly his most public relationship. According to People, they were arranged for a blind date in 2012 by Jack’s sister Rachel and comedian Mike Birbiglia.

Luckily, they got along well and Jack started sharing everything about himself with her. As he told New York magazine in 2014, “When you really like someone, you want them to know everything about you.”

They lived together in her Brooklyn apartment over the course of their six years together.

I thought Jack was secretly planning a proposal ???? for me with his sister and he just admitted I caught him “talking shit” about me!

– Lena Dunham (@lenadunham) November 2, 2017 The article continues under the ad

They even sparked rumors about the engagement, but there was never a ring. According to People, the couple’s breakup would have been amicable.

Jack Antonoff dated model Carlotta Kohl in 2018. Source: Getty Images

Carlotta Kohl and Jack Antonoff at the 2020 GRAMMY Awards

After things ended with Lena, Jack returned to the dating game and joined model Carlotta Kohl. Very little is known about their relationship, but they were first spotted at a New York Knicks game that year in March, for I Love Mama.

They are believed to have linked soon after Carlotta appeared on St. Vincent’s “Masseduction,” which St. Vincent had co-produced with Jack.

Jack Antonoff and Margaret Qualley start dating in 2021. View this post on Instagram

A post shared by Margaret Qualley (@margaretqualley)

Finally, these love birds!

Margaret Qualley and Jack Antonoff first sparked dating rumors in August 2021 when they were spotted sporting some of the leading PDAs on their way out in New York City. Things stayed on hold until March of this year, when they went official on Instagram. And in late May, a source confirmed to People that they are actually engaged. Good luck to you two!

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About David Martin

David Martin is the lead editor for Spark Chronicles. David has been working as a freelance journalist.

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