The fashion house's show was just one part of Sinner's stacked weekend in Milan, which also saw him named an ambassador for the 2026 Winter Olympics in his home country.

Taylor Fritz and Matteo Berrettini, sponsored by the German fashion brand Hugo Boss, took center stage at the BOSS Spring/Summer 2025 fashion show in Milan on Wednesday, September 18.

Taylor Swift wore an oversized Kansas City Chiefs T-shirt and thigh-high boots when cheering on Travis Kelce during the ...

Both Taylor Fritz and Frances Tiafoe advanced to the quarterfinals on Sunday, with Tommy Paul hoping to make it a trio when he faces No. 1 seed Jannik Sinner in the Round of 16 on Monday.