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


3:00 PM PDT, June 29, 2023

The Summer I Turned Prettyhas made celebrities of its young cast. As viewers gear up for season two of the hitPrime Video series, ET is taking a look at the off-screen lives of its on-screen stars Lola Tung,Gavin Casalegno andChristopher Briney.

On the show, Tung stars as Belly, a teen who's romantically torn between two brothers,Jeremiah (Casalegno) and Conrad (Briney). The ups and downs of that entanglement make for excellent TV, but are the actors' own personal lives equally as eventful?

Keep reading for more about each of the cast members' real-life love lives.

Lola Tung

The 20-year-old actress has stayed mum about who, if anyone, she's dating in real-life. When it comes to who her character should end up with, though, Tung has plenty of thoughts.

"I’ve always been Team Belly andI believe that she should go with whoever she loves the most, whatever her heart [says]," Tung told ET."Follow her heart, see where it ends up. They're both very wonderful boys and she has a hard decision to make."

Gavin Casalegno

The 23-year-old actor previously dated modelLarsen Thompson for six years, but sources toldJ-14last August that the pair had called it quits.

Before their breakup,Casalegno toldSeventeenthat he's "kind of a hopeless romantic," before sharing the "craziest gesture" he made for Thompson, 22.

"When my current girlfriend had her 16th birthday party and I had only spent like a week with her at that point. I lived in Texas at the time and she was inviting all of her friends to the party, and at this point, I was already talking to her parents," he recalled at the time. "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," Casalegno added. "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."

Since his split with Thompson, Casalegno has kept any updates on his love life to himself, and hasn't posted a pic with a new flame as of yet.

Christopher Briney

The 25-year-old actor is happy and in love! Briney has been datingIsabel Machado, a New York-based singer and actor, since June 2021, after they both attendedPace 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. The couple had a romantic getaway to Grenada in May, whichBriney shared pictures of on Instagram, writing, "We came, we saw, we slept and read and swam."

The month before, when Machado posted a series of solo shots, Briney commented, "I love her."

Season 2 ofThe Summer I Turned Prettywill premiere July 14 on Prime Video.


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


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.

Did Belly and Conrad dating in real life? ›

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.

Who does Conrad date in real life? ›

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

Who is Steven from TSITP dating in real life? ›

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

Does Belly marry Jeremiah? ›

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.

Who is Conrad dating in real life from The Summer I Turned Pretty? ›

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.

Who does Conrad sleep with? ›

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.

Why did Conrad and Billie break up? ›

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.

Who is Conrad's new girlfriend? ›

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.

Are Conrad and Jeremiah twins? ›

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.

How old are Belly and Jeremiah supposed to be? ›

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.

Who ends up dating in The Summer I Turned Pretty? ›

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.

Are Conrad and Belly dating in season 2? ›

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.

Are Belly and Jeremiah dating in season 2? ›

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.

Who is Jeremiah dating in The Summer I Turned Pretty? ›

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.

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