Inside Flavor Flav and Taylor Swift's Unexpected Yet Delightful Friendship

Flavor Flav is in his Swiftie era. The rapper has formed a surprising yet wholesome bond with Taylor Swift, cheering her on through one of her busiest years to date. Their budding friendship seems to date back to March, when Flav attended the 2023 iHeartRadio Music Awards proudly wearing a shirt that read, "I come back stronger than a '90s trend," in reference to Swift's "Willow" lyrics. When asked about his outfit choice on the red carpet, he told Billboard, "Love me some Taylor Swift, man, always did." The pair wound up crossing paths later that evening and captured the selfie seen 'round the world. They've been charming the internet ever since.

Flav has consistently shown support for Swift following their first in-person meetup. He spent a not-so-cruel summer attending two of her Eras Tour concerts — and yes, he dressed up in on-theme outfits and traded friendship bracelets with fellow Swifties. He even met Swift's parents, Scott and Andrea, during one of her Los Angeles shows in August, and her dad chose Flav to hand out guitar picks to other fans.

"One thing that I always loved about Taylor Swift is her records are real, from her personal experiences."

The hip-hop star knows his Swiftie status may seem random to outsiders, but he's genuinely fond of her music. "A lot of people thought it was kind of weird seeing me at a Taylor Swift concert, I guess because of my age, but when it comes down to music, it has no age," he told TMZ in June. "One thing that I always loved about Taylor Swift is her records are real, from her personal experiences. Not only that, but she keeps it real with her people."

After Flav cemented himself as a true Swift fan, she returned the love by inviting him to the the world premiere of her Eras Tour concert movie in Los Angeles in October. He hit the red carpet in a custom T-shirt inspired by her song "Look What You Made Me Do" and again hung out with Swift's parents and her younger brother, Austin. Later that month, Swift surprised Flav with a special gift to celebrate the release of "1989 (Taylor's Version)," sending him the vinyl record and an official light-blue cardigan. He repped the merch soon after at the Rock & Roll Hall of Fame Induction Ceremony, styling it with a custom clock necklace bedazzled with blue rhinestones.

We can probably all agree Swift and Flav's friendship was not on our collective bingo card for 2023, but we're more than happy it's here. A collaboration between the two music stars would just be the cherry on top. Look back on the most endearing moments from their relationship so far below, and join us in crossing our fingers they hit the studio together soon.

Flavor Flav Wears a Taylor Swift Shirt to the 2023 iHeartRadio Music Awards
Getty | Christopher Polk

Flavor Flav Wears a Taylor Swift Shirt to the 2023 iHeartRadio Music Awards

The rapper was hyped to show off his "Willow"-inspired shirt at the iHeartRadio Music Awards, where Swift won several big trophies, including the innovator award.

Flavor Flav Meets Taylor Swift at the 2023 iHeartRadio Music Awards

The pair synced up for an internet-breaking selfie during the ceremony, thus kicking off their friendship. Oh, how we wish we could've eavesdropped on their conversation.

Flavor Flav Attends Taylor Swift's Eras Tour Concert in Detroit

At an Eras Tour show in June, Flav channeled Swift's "Red" album in a shiny red jacket, matching pants, and T-shirt that read, "I knew she was trouble," on the front. His arms were decorated with countless friendship bracelets from fellow Swifties.

He bopped along to the music when Swift performed "I Knew You Were Trouble" on stage, proving he really is one of us.

Flavor Flav Makes Friendship Bracelets For His Next Taylor Swift Concert

He meticulously planned his next Eras Tour outfit ahead of time, making friendship bracelets and enlisting a jeweler to create a custom clock necklace.

Flavor Flav Attends Taylor Swift's Eras Tour Concert in Los Angeles

Flav documented his second Swift concert look, which was inspired by her "Midnights" album. "We Never Go Out of Style," he captioned the Instagram post, showing off his lyrical knowledge.

Flavor Flav Meets Taylor Swift's Parents at an Eras Tour Concert in Los Angeles

Have you ever witnessed a sweeter embrace than the ones Flav shared with Swift's parents in Los Angeles? We sure haven't.

He made a mini vlog to compile every fun moment from Swift's concert in LA. We love how excited he looked to trade friendship bracelets with other fans — and him dancing with Sofia Richie Grainge is simply iconic.

Flavor Flav Attends Taylor Swift's Eras Tour Concert Movie Premiere
Getty | Matt Winkelmeyer

Flavor Flav Attends Taylor Swift's Eras Tour Concert Movie Premiere

Swift invited Flav to attend the LA premiere of her Eras Tour concert film in October. He gladly obliged and wore yet another custom T-shirt. It read, "The old Flavor Flav can't come to the phone right now. Why? Oh, 'cause he's dead!"

He captioned his recap video, "The Eras Tour movie is out now,,, and it's like being at the concert for real maybe better." You gotta appreciate his consistent support for Swift.

Flavor Flav Receives a "1989" Cardigan From Taylor Swift

You can feel the excitement when Flav opens up his "1989 (Taylor's Version)" package from Swift herself — the amount of times he repeats his signature "wow" says it all.

Flavor Flav Wears a "1989" Cardigan to the Rock & Roll Hall of Fame Induction Ceremony
Getty | Penske Media

Flavor Flav Wears a "1989" Cardigan to the Rock & Roll Hall of Fame Induction Ceremony

He wore the cardigan with palpable pride at the Rock & Roll Hall of Fame Induction Ceremony in November. Though other Swifties weren't a fan of the design, he knocked the styling out of the park, if we do say so ourselves.