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Margaret Qualley’s Love Story: A Look Back at Her Relationships, From Nat Wolff to Jack Antonoff

From a teenage romance with Nat Wolff to her high-profile marriage to Jack Antonoff, Margaret Qualley’s romantic history has unfolded alongside her rise from promising young actress to one of Hollywood’s most distinctive stars.

Margaret Qualley has never hidden the fact that she is a romantic.

Long before she became one of the most acclaimed young actresses of her generation, Qualley spoke openly about her hopes for love, marriage and motherhood. In a 2021 interview with Harper’s Bazaar, she described herself as “a real romantic” — a sentiment that has quietly followed her through relationships that have repeatedly placed her in the center of Hollywood’s fascination.

Her love life has included actors, musicians and some of the entertainment industry’s most recognizable names. Yet Qualley has generally approached relationships with a level of privacy that stands in contrast to the intense public interest surrounding them.

Her most significant relationship to date was her marriage to musician Jack Antonoff, whom she married in 2023 after several years together. But their reported separation in 2026 has once again turned attention toward Qualley’s romantic history — and the relationships that shaped the years before her marriage.

Jack Antonoff: From Romance to Marriage

Qualley’s relationship with Jack Antonoff began in 2021, when the actress and musician were first photographed together in New York.

Antonoff, the Grammy-winning producer, songwriter and frontman of Bleachers, quickly became a fixture in Qualley’s increasingly public personal life. The pair attended major industry events together, including the AFI Awards and the Grammys, making their relationship increasingly difficult to keep private.

By May 2022, Qualley was photographed wearing what appeared to be an engagement ring.

The couple married in August 2023 in a star-studded ceremony at the Jersey Shore, with Qualley wearing a custom Chanel bridal look. Their wedding marked the culmination of a relationship that had moved relatively quickly from private romance to one of Hollywood’s most closely watched marriages.

Qualley later spoke warmly about the relationship, telling Harper’s Bazaar in 2023: “I’m so happy I found my person.”

For several years, the couple appeared together at premieres, award ceremonies and other major cultural events. Qualley even appeared in the 2024 music video for “Tiny Moves,” a song by Antonoff’s band Bleachers.

But by the summer of 2026, speculation surrounding their marriage intensified.

Qualley did not accompany Antonoff to Taylor Swift and Travis Kelce’s wedding, prompting renewed questions about the state of their relationship. People subsequently reported that the couple had separated and were “figuring things out,” amid reports that their marriage had become rocky.

Rumors surrounding the breakup quickly multiplied, including speculation about infidelity. Qualley’s representative firmly rejected those claims, describing reports of trust issues or infidelity as categorically untrue and emphasizing that the marriage had been based on respect and partnership.

The couple have otherwise kept their private life away from public scrutiny.

Shia LaBeouf: A Brief 2020 Romance

Before Antonoff, Qualley was linked to actor Shia LaBeouf.

The pair met while working on the music video for Qualley’s sister Rainey Qualley’s song “Love Me Like You Hate Me” in 2020. They were later photographed together in Los Angeles, prompting speculation that their professional relationship had developed into something more personal.

The romance was brief.

Their relationship ended around the same period that LaBeouf’s former partner, musician FKA twigs, publicly accused him of abuse.

Qualley subsequently expressed support for FKA twigs, sharing the singer’s Elle cover on Instagram with the caption “Thank you.” She later explained that she wanted twigs to know that she believed her allegations.

It was a public gesture that reflected a side of Qualley rarely visible through celebrity headlines: someone willing to use her platform to stand behind another woman.

Pete Davidson: A Venice Film Festival Romance

In 2019, Qualley became romantically linked to comedian and actor Pete Davidson.

The pair reportedly grew close while Qualley was promoting the film Seberg, and they were photographed together during the Venice Film Festival that August. Images of the two walking hand in hand through Venice quickly fueled speculation.

The romance was never extensively discussed by either star, although Qualley’s mother, actress Andie MacDowell, acknowledged the relationship at the time.

Their romance, however, was short-lived.

By October 2019, Qualley and Davidson had reportedly ended their relationship amicably.

Despite its brevity, the relationship attracted considerable attention, partly because both stars were already becoming increasingly prominent figures within Hollywood’s next generation.

Nat Wolff: Her First Long-Term Hollywood Relationship

Before the headlines surrounding Davidson, LaBeouf and Antonoff, there was Nat Wolff.

Qualley met Wolff while working on the 2013 coming-of-age drama Palo Alto. Their professional connection soon developed into a romantic relationship, and the two eventually made their red-carpet debut together in 2014.

Unlike some of Qualley’s later relationships, their romance unfolded relatively quietly.

The pair appeared together at film premieres and industry events while largely avoiding excessive public discussion about their private lives. Their relationship lasted several years, making Wolff one of the most significant partners in Qualley’s early adulthood.

By 2017, however, the relationship had ended. Qualley later referred to Wolff as her ex-boyfriend in an interview with British Vogue.

A Private Romantic Life in a Very Public World

Qualley’s dating history is notable not simply because of the names involved, but because of how little she has chosen to reveal about the relationships themselves.

From Nat Wolff to Pete Davidson, Shia LaBeouf and Jack Antonoff, her romantic life has periodically intersected with Hollywood’s obsession with celebrity couples. Yet Qualley has rarely appeared interested in turning those relationships into performances for the public.

That approach feels particularly fitting for an actress whose career has increasingly been defined by complexity.

Qualley has moved from supporting roles and coming-of-age films into some of the most daring projects of her generation, earning critical recognition for performances that reject conventional Hollywood expectations. Her personal life, much like her career, has evolved under an unusually bright spotlight.

And while her relationship status may once again be uncertain, one thing remains clear: Margaret Qualley has always approached love with the same openness she once described in her own words.

A romantic at heart — even when the story doesn’t end the way she imagined.

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