In the photo, Swift, 35, wearing a gray suit jacket, had just exited an SUV, and her boyfriend was right behind her as they headed toward Del Frisco's Grille at Brookfield Place. Kelce wore a white shirt with a long-sleeved collared shirt over top — but there was something noticeably different in the photo: Kelce's hair.

Swift and Kelce have been together since summer 2023 following a missed connection at her Eras show in KC. That July, Kelce lamented on his “New Heights” podcast that he hoped to meet the pop star backstage and exchange DIY friendship bracelets — featuring his phone number — and ultimately felt “butthurt” that it didn’t happen.