Taylor Swift and Keleigh Sperry’s Friendship Timeline

Taylor Swift and Keleigh Sperry have become close friends in recent years.

While Sperry was a longtime Swiftie, she previously visited the singer in 1989 She has made numerous appearances with the singer on tour in 2015 since starring in his music video “I Bet You Think About Me” alongside her husband Miles Teller.

In addition to attending the 2024 Golden Globes together, Sperry was by Swift’s side as the singer rang in her 34th birthday in New York, presenting her with an opal ring (which fans initially assumed was a gift from Swift’s boyfriend, Travis Kelce).

Many Swifties have theorized that Sperry and Teller may have been playing matchmakers in Swift and Kelce’s romance, considering Top Gun: Maverick is good friends with the Kelce brothers.

From attending awards shows together to rooting for the Kansas City Chiefs at games, here’s a timeline of Swift and Sperry’s friendship.

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August 24, 2015: Keleigh Sperry posts about Taylor Swift in 1989 tour

In August 2015, Sperry made a post about visiting Swift’s in 1989 Tour, sharing a photo of the singer performing on stage. According to Billboard, she originally captioned the post: “A night I’ll never forget, sitting in this superhuman dressing room picking out her last outfit while she calmly sips coffee and thousands of people scream with excitement above her.”

May 20, 2018: Keleigh Sperry and Miles Teller hang out with Taylor Swift backstage at her Reputation Tour of the stadium

Keleigh Teller/Instagram

In 2018, Sperry and Teller were at Swift’s Reputation tour. After attending the singer’s performance, Sperry posted a sweet photo of her and Swift hugging backstage at the Rep Room, captioning the photo with a red heart and a joke emoji.

November 15, 2021: Keleigh Sperry and Miles Teller Star in Taylor Swift’s “I Bet You Think About Me” Music Video

Timeline of Taylor Swift and Keleigh Teller's friendship

Keleigh Teller/Instagram

How Swift recruited Sperry and Teller to star in a music video for Red (Taylor’s Version) vault song “I Bet You Think You Think About Me,” directed by her best friend Blake Lively. While Divergent star played Swift’s ex-boyfriend, Sperry hilariously played his fiancee.

Sperry posted all about the music video on social media, including a cute shot of her and Swift lying on the floor (like crumpled paper, maybe?) and another Swift holding Sperry’s hand while wearing one of the singer’s signature cardigans.

“in @taylorswift mi STAN,” she captioned one pic, while writing in another, “We’re truly MAIM’d ❤️‍🩹❤️‍🩹❤️‍🩹 I’ll be your invisible bride any day.”

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May 27, 2023: Keleigh Sperry and Miles Teller support Taylor Swift on her Eras Tour

Timeline of Taylor Swift and Keleigh Teller's friendship

Keleigh Teller/Instagram

A few years after starring in Swift’s music video, the pair once again showed their support for Swift, attending her successful Eras Tour alongside Aaron Rodgers. “Time for Taylor,” the NFL star captioned the clip, which ended with a shot of an amused Teller getting ready to start the concert.

After the performance, Sperry (wearing a bunch of friendship bracelets) posted a sweet photo of herself hugging Swift backstage. “48 hours in ERA heaven🫶🏻☁️🌼🎉🍾💙💜🌷,” she captioned the post, which included various photos and videos from the concert.

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October 3, 2023: Taylor Swift hits the studio with Keleigh Sperry

Taylor Swift and Keleigh Teller arrive at the studio on October 3, 2023.

Gotham/GC

In early October 2023, Swift and Sperry stepped out together in New York City as the singer headed to Electric Lady Studios to record music. The appearance came shortly after Swift watched Kelce and the Kansas City Chiefs beat the New York Jets at MetLife Stadium.

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December 12, 2023: Taylor Swift goes out to dinner with Keleigh Sperry and Miles Teller

Keleigh Sperry, Miles Teller and Taylor Swift were seen on December 12, 2023.

Gotham/GC

Just a day before her 34th birthday, Swift stepped out in New York with the couple for lunch at Zero Bond in Manhattan. That same night, Swift was joined by her BFF Selena Gomez for a night out at Parcelle Wine Bar on New York’s Lower East Side.

December 14, 2023: Taylor Swift celebrates her 34th birthday with Keleigh Sperry and Miles Teller

Taylor Swift, Keleigh Sperry and Miles Teller leave The Box after celebrating Taylor's 34th birthday on December 14, 2023.

James Devaney/GC

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Swift was joined by Sperry and her husband as she celebrated her 34th birthday in New York on December 14, 2023. The night out – which included dinner at Freemans restaurant and an after party at The Box nightclub – also included Swift’s close friends Blake Lively , Gigi Hadid and Zoë Kravitz.

For Swift’s special birthday, Sperry gave her a beautiful opal ring, which many initially assumed was given to the singer by Kelce. Sperry set the record straight on Instagram, sharing a photo of the ring with the caption: “I love this ring I made for my friend, it’s bejeweled.”

January 7, 2024: Taylor Swift and Keleigh Sperry attend the Golden Globes together

Taylor Swift and Keleigh Teller at the 81st Annual Golden Globe Awards, live from the Beverly Hilton in Beverly Hills, California on Sunday, January 7, 2024.

Francis Specker/CBS via Getty

Swift and Sperry enjoyed a fun bachelorette party together at the Golden Globes in January 2024. They coordinated in sequined dresses for the special event; Teller later posted photos of their look on her Instagram, jokingly captioning the post, “Romy and Michele (i [Swift’s publicist] Tree) take the globes ❤️.”

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January 28, 2024: Taylor Swift and Keleigh Sperry attend a Kansas City Chiefs game

Kylie Kelce reshares Keleigh Sperry's photo of them together at the Chiefs-Ravens game

Keleigh Teller/Instagram.

In late January 2024, Sperry was by Swift’s side as they cheered on the Kansas City Chiefs in the AFC Championship Game, where they secured a victory over the Baltimore Ravens.

After the game, Sperry posted a series of cute photos of her, Swift, Cara Delevingne and Kelce’s sister-in-law Kylie Kelce watching the game from her suite. “My girl @kykelce,” Sperry captioned the photo, which Kylie reposted on her Instagram Story, adding “🥰.”

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Source: HIS Education

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