Tyler, the Creator took the stage during the 68th Grammy Awards at Crypto.com Arena on Sunday in Los Angeles in two of his own Converse designs. The rapper delivered a medley of his songs “Thought I Was Dead,” “Like Him” and “Sugar on My Tongue,” in a performance that featured a cameo by Regina King as well as a pair of his Converse 1908 Jogger and the 1908 Bronco Boot from the Converse 1908: Archives by Tyler, the Creator.

Tyler, the Creator performs onstage during the 68th Grammy Awards at Crypto.com Arena on Sunday in Los Angeles.
Kevin Mazur/Getty Images for The Recording Academy
The rapper swapped into various ensembles for his performance, slipping into different green and red looks. For one of his onstage looks, he paired a red leather matching jacket and pants with the Converse 1908 Jogger in the Gleam/Meadow Mist/Star White colorway. The shoes retail for $105 and are available in three different shades.
Tyler, the Creator reintroduced the brand’s Converse Jogger with some updates in 2025. First released in 1976, the Coach Jogger was a design built for both performance and casual wear. The Grammy winner revived the shoe by giving it a distinctive retro look with subtle pops of signature colors from his brand Golf le Fleur.

Converse 1908 Jogger.
The sneakers are made with a suede and woven nylon upper with mesh lining, and they come with two sets of laces. The Golf le Fleur branding can be found on the medial, lateral and sockliner, and features a woven Converse tongue label.
For his first look, the “Sugar on My Tongue” rapper paired wore military-inspired green suit. He paired it with the Converse 1908 Bronco Boot in black from his third drop from the Converse 1908 collection. Bringing back the Lugged Chucks from the past and inspired by the ‘90s Converse boot, he put a Gold le Fleur spin on the archival boot.

Tyler, the Creator performs onstage during the 68th Grammy Awards at Crypto.com Arena on Sunday in Los Angeles.
Getty Images for The Recording Academy
The boots feature a premium leather upper, archival rubber toe overlay, solid color round woven lace and two-tone round woven lace option Le Fleur* branded lace jewel and branding on sockliner, a welted lug bottom, and a black outsole. The boots retail for $155.
In May, Converse announced it had joined forces with Tyler, the Creator again for The 1908 Program, a collection that revives archival styles that represent Converse’s history and how it has influenced present-day sneaker culture. The 1908 Program’s aim was to breathe new life into designs Converse introduced decades ago, with Tyler and his brand Le Fleur* curating the new collection’s first silhouettes.

Converse 1908 Bronco Boot.
The 68th annual Grammy Awards, hosted by Trevor Noah for the sixth consecutive year, honored the best music and artists from 2025. Held at Los Angeles’ Crypto.com Arena on Sunday night, the 2026 Grammys featured performances by Lady Gaga, Addison Rae and Sabrina Carpenter, among others. Bad Bunny, Chappell Roan, Doechii and Billie Eilish were among the high-profile nominees for Record of the Year. The ceremony aired live on CBS and are now streaming on Paramount+.

