You typically don’t decide what to wear when you run into an ex. No matter where you live, there are only so many good grocery stores, restaurants, or sidewalks. But if you are Olivia Rodrigo and Joshua Bassett— who started dating while playing on-screen love interests at Disney’s High School Musical: The Musical: The Series, broke up and used that breakup to fuel some legitimately top-notch music—your professional commitments may spare you the surprise encounter, at least in public. The season premiere of the TV show you’re both on is surely as good a time as any to get the funny-to-see-you-here look out of the way.
Rodrigo and Bassett both hit the red carpet in support HSMTMTS season 3 dressed in all black, though that was probably more copacetic coincidence than deliberate coordination. For her part, Bassett wore a cropped Saint Laurent black satin jacket and peak lapel pants with a simple A-line tank and black painted nails to match; Rodrigo, in a cute Nancy Dojaka set. They posed graciously next to each other, the effect of which probably received a slight boost from some accidental sartorial harmony.
It’s definitely a tricky thing to date and become famous while portraying a couple on TV, especially if one or both of you become significantly more famous to break up in real life. Last summer, as Rodrigo’s album burned up the charts, Bassett reflected on his HSMTMTS casting process, where the show’s writers told him that his own success in the role would depend on his chemistry with his as-yet-uncast love interest. During his last audition with Rodgrigo, he remembered that GQ, “it was very clear, in my opinion, that she was the perfect one for it. … I think people can tell when they watch the show. It was just an instant kind of connection.” At the end of the year, Bassett admitted that “[Rodrigo] hasn’t spoken to me since ‘Kørekort’ came out.” But a lot can change in a year, even if that’s only as far as you can glean from the red carpet.