The Real Relationships of 'The Summer I Turned Pretty' Cast
info@hypebae.com (Hypebae) Wed, 17 Sep 2025 HypebaeIt's safe to say that The Summer I Turned Pretty has us all in a chokehold and we suddenly want to know everything about the actors both on and off the screen.
The series follows a rocky love triangle between a girl and her two childhood friends, who also happen to be brothers, and the family drama surrounding it. The gripping question that's had everyone hooked (prior to today's season three finale, of course) is, "Who will Belly choose? Jeremiah Fisher, or his older brother Conrad?" Unrequited childhood crushes, coming of age romance and the best friends that get you through it all, we can't take our eyes off it.
Below, we unpack everything you need to know about the real love lives of your current favorite cast. Who's single, who's taken and the rumored romance that's moved from the screen to the real world, we've got it all.
Lola Tung
Lola Tung stars as the show's main character, Isabella "Belly" Conklin, who is in the throes of a tumultuous love triangle. But for Tung, her real love life sounds a little less complicated. While she keeps her private life away from social media, the star is reportedly single.
Gavin Casalegno
Gavin Casalegno plays Jeremiah Fisher, one of the show's love interests and currently the internet's most hated character. Far from the on-screen drama, though, he is settled in real life. In the time since the series started, he got married to long-time girlfriend Cheyanne King Casalegno. He had previously spoken to Cosmopolitan about maturing and his intentional dating habits, with marriage always being the end goal.
Christopher Briney
Christopher Briney plays Conrad Fisher, Belly's other love interest, and the subject of all our #TeamConrad memes. The newest heartthrob to fill our feeds, Briney has been taken since 2021. He met his girlfriend, Isabel Machado, while attending university and told People in 2023, "We were friends first. We went to college together and we lived together. We knew that we could do it." Adorable.
Sean Kaufman
Sean Kaufman plays Belly's older brother Steven and the best friend of Conrad and Jeremiah. In real life, Kaufman has spoken about the bromances he's made on the show, with his relationship with both Briney and Casalegno translating off-screen, too. While keeping his dating life private, fans have long been suspecting that Kaufman is dating his on-screen girlfriend from Season 1, played by Minnie Mills. The co-stars have been spotted multiple times together, attending the US Open, Yankee Stadium and a BLACKPINK concert recently. While neither has confirmed nor denied, they have appeared in each other's Instagram posts very frequently as of late (our personal measure of relationship status), so watch this space.
Rain Spencer
Rain Spencer plays Belly's self-assured best friend, Taylor, who is in a rocky relationship with Belly's brother Steven. She is currently not romantically linked to anyone as far as we know.
In other news, check out the best moments from the 2025 Emmy Awards.