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'The Summer I Turned Pretty’ Cast: Who the Stars Have Dated in Real Life

All about love! As The Summer I Turned Pretty fans found themselves caught between Team Conrad or Team Jeremiah, the cast of the hit Prime Video series has had sparks flying off screen in their own love lives.

After the show debuted in June 2022, viewers quickly fell in love with Belly’s (Lola Tung) adventures in Cousins Beach and her love triangle with brothers Jeremiah (Gavin Casalegno) and Conrad (Christopher Briney). For Casalegno, it was important to show how Jeremiah’s feelings for Belly grew after so many years of them just being friends.

“I think with our relationship, and with our romantic relationship with Belly, it was so much fun just being able to explore the authenticity of it and the genuineness. Just it being so genuine,” he told J-14 at the time. “It was so much fun to work with Lola on screen. I felt like everything just kind of went super smoothly. I know everyone’s going to love it.”

The Texas native also praised author and showrunner Jenny Han for allowing his character to explore his sexuality. “That’s where I think Jenny did a beautiful job with her writing and not making it something that was like, like every [part of the character],” Casalegno explained during an interview with Seventeen in June 2022. “It wasn’t everything — it was just a nice little treat on the side, and I think it really just goes to show how amazing Jenny is with updating her work and bringing it to today’s world, because it’s so different now.”

He continued: “Honestly, I was so honored to be a part of that change and that direction of where we were taking it and [bringing] that diversity. And I think it’s so important to have that. I think it’s so special. Jeremiah is always he’s figuring out, more and more, who he is and that’s just a part of him. It’s a beautiful process, and I just have Jenny to thank for that completely.”

As for his off screen love life, Casalegno opened up about being a “hopeless romantic” who prefers making grand gestures for girlfriend Larsen Thompson.

“I think the craziest gesture was when my current girlfriend had her 16th birthday party and I had only spent like a week with her at that point,” he recalled to the magazine. “I secretly bought a plane ticket out to go surprise her for her 16th. Her parents brought her to some restaurant at Universal Studios and I jumped out of the corner and fake proposed with a Hershey’s kiss. Little did I know her dad was standing right there, and so that was the first time meeting him. It was hilarious. We laugh about it now, but I haven’t found a length that I wouldn’t go to make a romantic gesture.”

His costar Briney, however, has kept his romance with Isabela Rose Machado more low-key so far. In June 2022, Machado showed her support for her boyfriend by walking the red carpet with him at The Summer I Turned Pretty premiere in New York City.

Keep scrolling to learn more about The Summer I Turned Pretty cast and their respective love lives:


Lola Tung
Based on her social media, Tung is keeping her dating life quiet. After scoring the lead role of Belly, the New York native took a year off from Carnegie Mellon College to film the series — and has documented the experience on her Instagram. Andy Kropa/Invision/AP/Shutterstock
Christopher Briney
Briney is currently in a relationship with Machado. The duo, who both attended Pace University, made their romance Instagram official in 2018. AFF-USA/Shutterstock
Gavin Casalegno
The Vampire Diaries alum has been dating Thompson since 2016. Michael Simon/Shutterstock
Sean Kaufman
Kaufman, who isn't a big fan of social media, has kept his romantic life private so far. AFF-USA/Shutterstock
Minnie Mills
The model has also chosen not to share much about her offscreen love life. Her followers, however, have questioned if Mills is dating her costar David Iacono. AFF-USA/Shutterstock
David Iacono
Iacono hasn't shared much about his love life on social media. Instead, he has used the platform to post photos from his time on The Summer I Turned Pretty set. Image Press Agency/NurPhoto/Shutterstock
Summer Madison
The actress, who brought Nicole to life, is not currently linked to anyone.  Todd Williamson/January
Rain Spencer
Like several of her costars, Spencer has chosen not to share much about her dating life online. Instead, she has offered a glimpse at some of her other projects outside of The Summer I Turned Pretty. Broadimage/Shutterstock
Jackie Chung
The Grey's Anatomy alum shares two kids with husband Louis Ozawa. Chung has also dedicated her social media to sharing photos of their dog Atticus. Ryan Miller/Shutterstock
Rachel Blanchard
Blanchard, who portrayed Susannah, is marred to Jeremy Turner. Craig Barritt/Getty Images for Prime Video


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