Inside the 'Summer I Turned Pretty' Stars' Real-Life Romances (2024)

FAQs

Did any of The Summer I Turned Pretty cast dating? ›

Christopher Briney

Briney has been dating Isabel Machado, a New York-based singer and actor, since June 2021, after they both attended Pace University. The couple largely keeps their romance out of the spotlight, but they do give fans a peek inside their life together every now and then.

Conrad Fisher might still be vying for Isabel "Belly" Conklin's heart on The Summer I Turned Pretty, but Christopher Briney only has eyes for his own real-life Isabel — girlfriend of two years Isabel Machado.

Meet Isabel Machado. Team Conrad girlies, this one's for you.

However, a little over a year later, Sean shut down dating rumors by going public with his girlfriend, Nikol Tsvetanova, in August 2023.

In Jenny Han's third book, We'll Always Have Summer, Belly breaks up with Jeremiah after two years when she discovers he cheated on her while they were on a break. Conrad and Belly then reconnect and end up getting married.

Christopher Briney has been stealing hearts with his role in The Summer I Turned Pretty, but in real life, he's happily taken. The actor, who plays Aaron Samuels in the new Mean Girls musical movie, has been dating girlfriend Isabel Machado since 2021.

Belly's First Time

While the pair also staged a secret visit to Cousins during Christmastime on the page, Belly and Conrad did not have sex. But in the second episode, it's revealed that the couple are intimate for the first time in front of the fireplace. "Conrad, it's only you," she tells a sleeping Conrad after.

But after Susannah's death, Conrad's grief created distance between him and Belly leading to their breakup at prom. This summer, Belly and Conrad seek closure for their failed relationship, while she and Jeremiah resume their friendship, after she picked Conrad over him.

After dancing around the love triangle for much of the episode, the final minutes revealed that Conrad (Matt Czuchry) was officially in a relationship with Cade (Kaley Ronayne), as they shared a kiss outside the walls of Chastain Memorial Hospital with Billie (Jessica Lucas) looking on in the distance.

Jeremiah is Conrad's younger brother. Jeremiah follows in Conrad's footsteps, joining the football team at school and deciding to work as a lifeguard at the country club because Conrad had planned to do the same. He also develops feelings for Belly.

Are Steven and Shayla dating in season 2? ›

However, Steven and Taylor also make out at Belly's Sweet 16 and Taylor confesses to Belly that she's always fancied Steven. Fast forward to season 2 and Shayla's broken up with Steven. Meanwhile, Taylor has moved on and is now in a relationship with aspiring singer Milo.

Jeremiah. Belly and Jeremiah are supposed to be the same age in the series, meaning he is 17-years-old. But, in real life, Gavin Casalegno is 23-years-old making him six years older than his character.

The answer is Conrad. In Jenny Han's third Summer I Turned Pretty book, We'll Always Have Summer , Belly ends up with Conrad after she breaks up with Jeremy and reconnects with Conrad as an adult. The book starts with Belly and Jeremiah dating two years into their relationship.

The season ends with them sharing their first kiss, hinting at a potentially happy future for the pair. Unfortunately, The Summer I Turned Pretty season 2 makes it clear from the start that, despite last season's finale, Belly and Conrad are not together and in love.

The next day, Belly shows Jeremiah that she picks him with a sweet kiss as Beyoncé's "XO" plays. Then, in a heartbreaking moment for the Conrad fans, set to Swift's song "Exile," he tells Belly they are just friends, and he's walks away, leaving Jeremiah and Belly to be together.

Relationship Status

The relationship between Belly Conklin and Jeremiah Fisher starts off as a strong friendship, resembling a sibling-like one with the two looking out for each other. However, it soon blossoms into a romance, albeit an unsteady one. Having grown up together, their relationship begins as close friends.