Fritz, who has been dating Riddle since 2020, advanced to a Grand Slam semifinal on Tuesday for the first time in his career after topping Germany’s Alexander Zverev in the quarterfinal, 7-6 (7-2), 3-6, 6-4, 7-6 (7-3).

He will face fellow American Francis Tiafoe, who took down Grigor Dimitrov, 6-3, 6-7, 6-3, 4-1, after the Bulgarian retired in the fourth set.

Friday’s highly anticipated matchup will mark the first all-American men’s semifinal at a Grand Slam since 2005 when Andre Agassi defeated Robby Ginepri in five sets en route to the final.

Agassi would lost to Roger Federer in the finals.

Williams, who is based in New York City, took to her Instagram Stories on Tuesday to chronicle her evening out at the tournament.

Captioning a post, “What a night,” Williams is seen posing in a black top and a matching skirt while holding a Honey Deuce, the U.S. Open’s signature cocktail.

She tagged Riddle in a separate slide.

Williams dated Allen for years before rumors of an apparent split circulated in early 2023.

She spoke about navigating the New York dating scene during a February podcast appearance without mention of Allen’s name.

“I was with my ex-boyfriend for 10 years,” she said on the “Martinis and Bikinis” podcast. “I would say that coming into the dating world was very, very, very difficult for me at first because I’m just like, I never thought I would be here again. But here I am, I am very happy now. The dating life in New York is absolutely crazy but it’s so much fun. It was so entertaining.”

Prior to their split, Williams attended Bills games and would frequently post the photos on social media.

Allen, who is entering his seventh season in Buffalo, has been linked to actress-singer Hailee Steinfeld since May 2023.

The Bills host the Cardinals in their season opener on Sunday at 1 p.m.