Jack Antonoff Dating History: Lena Dunham, ScarJo, More

Songwriter and frequent Taylor Swift collaborator Jack Antonoff dated a series of actresses and models before finding love with future wife Margaret Qualley.

One of Jack’s most high-profile relationships was with Girls star Lena Dunham, who – despite dating for more than five years – had no plans of tying the knot until gay marriage was legalized. However, upon the Supreme Court’s June 2015 ruling, which made it legal for same-sex couples to wed, Lena quickly realized that she and Jack were not on the same page.

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“As soon as Jack woke up [that day], I informed him that he ‘better not make a fool out of me,’ followed by a quick ‘LOL,’ and then, ‘But seriously. I’m going to look like a real idiot if we just sit here like losers and keep dating.’ Then I tweeted, ‘[Jack Antonoff] get on it, yo,’ followed by my immediate and all-consuming regret,” she wrote in a New Yorker essay the following month. “Jack didn’t text back, which is entirely unlike him, and it wasn’t until I got home and looked him in the eye that I realized just how little the concept of marriage had been on his mind.”

The couple ultimately called it quits in January 2018, but Jack didn’t immediately settle down with the Once Upon a Time … in Hollywood actress.

Scarlett Johansson

It’s rumored that the New Jersey native met Scarlett in high school when they both attended New York’s Professional Children’s School. While little is known about their relationship, it’s been reported that they were an item from 2001 to 2002 and even attended their high school prom together.

Alia Shawkat

In 2009, Jack reportedly moved on with Arrested Development actress Alia Shawkat. The rumored couple managed to keep their relationship on the downlow, however, in 2017 – long after the would have been a couple – Alia starred in Jack’s “Don’t Take the Money” music video with his band Bleachers, which his current girlfriend at the time, Lena, directed.

Lena Dunham

“I look back and we had a great ride, we cared for each other, but you know what? We were both starting our careers and that was our true passion,” Lena said of their split during a January 2020 interview with Cosmopolitan UK. “The love you have for someone doesn’t disappear because you don’t have them; it’s just logistically it doesn’t work any more.”

Margaret Qualley

Jack found his forever love with the My Salinger Year star after first sparking dating rumors in August 2021. After more than six months, they made their relationship public when they stepped out to a series of events in March 2022, including the Critics Choice Awards and the Grammys. By May of that year, the couple were engaged. They are set to wed in New Jersey on August 19, 2023.