Miles Teller and Keleigh Sperry’s relationship began with an unexpected meeting at a 2013 music industry party honoring The Black Keys. Located among friends and lively music, the two met for the first time, setting the stage for a partnership marked by persistence, affection, and a series of celebrity-studded milestones. Their story, full of serendipity and heartfelt moments, quickly became one of Hollywood’s most admired modern love stories and continues to captivate fans through the couple’s public appearances and close friendships with stars like Taylor Swift.
The Early Days: Persistence Pays Off
When Teller first encountered Sperry at the party, things did not go smoothly. She initially declined his advances several times, but Teller was undeterred in pursuing a connection. At a later event, he recalled the humorous origins of their story.
“When I first met her, she turned me down like three times in one night,”
said Miles Teller at The Gorge premiere in 2025.
“I would say the fact I kept coming back and trying to swoon her, I’ll give myself a pat on the back for that,”
Teller continued, reflecting on his determination in winning her over.
Love Blossoms After an Unlikely Beginning
Despite a rocky start, the attraction between Miles Teller and Keleigh Sperry deepened rapidly. Their mutual friends helped bridge introductions at the event, allowing Teller to finally capture Sperry’s attention on the dance floor. As Tellers remembers from a Vogue interview,
“We both had mutual friends of the band,”
and although he initially doubted their connection, he eventually persuaded her to dance with him, which paved the way for their first date a week later. After they met, he felt sure that Sperry was the person he wanted in his life.
Sperry herself was charmed from their first meaningful interaction.
“He was so charming and charismatic,”
Keleigh Sperry told Vogue.
“I adored him from the first moment we met.”
A Romantic Proposal Amid African Vistas
Four years into their relationship, the couple embarked on a safari adventure in South Africa that would change their lives. Planning ahead, Teller even managed to sneak the engagement ring on the plane, despite Sperry’s knack for discovering surprises. The proposal took place during a morning coffee break in the wild, marked by a single rose and a handwritten note recapping their relationship’s most important dates.
“On safari, our jeep would stop for coffee every morning,”
Sperry shared with Vogue.
“We stopped for our usual coffee break, and Miles and I were taking in the view when I spotted a rose on a tree. I was surprised to see a rose in the middle of winter in Africa, so I walked over and found a note attached to the rose that said the day we started dating and the day it was. I turned around, and he read it and said, ‘that was the first day you became my girlfriend and today is the last,’ and he got down on one knee. It was so thoughtful and romantic,”
Sperry recounted.
Celebrating Their Union in Hawaii
Choosing Maui, Hawaii, for their nuptials came naturally to Teller and Sperry, as the destination held sentimental value due to yearly vacations with Sperry’s family. Their wedding, held on September 1, 2019, was nothing short of a celebrity affair, bringing together close friends like Nina Dobrev and Shailene Woodley and drawing attention from music icons, including Taylor Swift, who sent her heartfelt wishes.
“Miles started joining us on vacations, and we fell in love with it together,”
Sperry explained, underlining why Hawaii was so meaningful for their big day.
“We both felt happiest there and wanted it to be a big part of our lives forever,”
she added.
The ceremony followed Catholic traditions, with Sperry wearing a custom Monique Lhuillier gown and Teller in a sharply tailored Celine suit designed by Hedi Slimane. Teller later reflected on the peace marriage brought to their lives:
“Once you get married and you make that ultimate commitment, life is just a lot less stressful,”
he told Men’s Health.
“You just know that person is always going to be there.”
Even Taylor Swift celebrated the occasion, sending a personal note and flowers:
“May you always be this close, forever & ever. Sending my best wishes to two lovers on their big day. Your friend, Taylor,”
wrote Taylor Swift, per Entertainment Tonight.
Sperry’s Strong Bond with Taylor Swift
Beyond her modeling work, Keleigh Sperry is known as a member of Taylor Swift’s inner circle, a friendship that extends to frequent public appearances. In 2024, Swift brought Sperry as her companion to the Golden Globe Awards. The two have developed a reputation for their close bond, first photographed during Swift’s Reputation tour in 2018 and later supporting each other at various high-profile events. Their connection has even fueled speculation among fans, particularly when Sperry gifted Swift a ring that was quickly theorized to be linked to Travis Kelce.
“Love this ring I had made for my friend, she’s bejeweled,”
Sperry wrote on Instagram.
“So to all media outlets and Melissa at deux moi here ya go!”
Sperry clarified for those speculating about the origin of the gift.
From Red Carpets to Music Videos
The creative friendship between Miles Teller, Keleigh Sperry, and Taylor Swift further deepened when the married couple appeared together in Swift’s 2021 music video for
“I Bet You Think About Me,”
directed by Blake Lively. Teller starred as Swift’s ex-boyfriend in the narrative, while Sperry played his bride. Their onscreen chemistry mirrored real life, with Sperry expressing her admiration for Swift on social media.
“I Bet You Think About Me.”
“I will be your invisible bride any day,”
Sperry wrote, capturing her support for Swift and her enjoyment of participating in the high-profile musical project.
Life Together in the Spotlight
Since their wedding, Miles Teller and Keleigh Sperry have embraced the public aspects of their partnership. Both frequently attend major award ceremonies, sharing the red carpet as a unified pair, and lending their support to each other’s creative endeavors. Despite their individual successes—Teller’s thriving acting career and Sperry’s modeling work—they remain devoted to each other, with Teller once humorously noting,
“her full-time gig is kind of being with me,”
a comment made to E! News.
What Sets Their Love Story Apart
The journey of Miles Teller and Keleigh Sperry is marked not just by glamorous milestones but by authenticity, perseverance, and a supportive network of friends like Taylor Swift, Nina Dobrev, Blake Lively, and Shailene Woodley. Through heartfelt proposals, memorable wedding celebrations, and collaborative projects, the couple exemplifies how lasting love can thrive amidst Hollywood’s pressures. As Teller and Sperry continue to navigate life together in the public eye, their partnership remains an inspiration for fans and friends alike, hinting at many more memorable moments to come.
