Real-Life Partners Of The 'Happy Gilmore 2' Cast, This Actor's Wife Had A Cameo In The Film

After winning hearts in the 1996 film, Happy Gilmore, the OG cast and some new additions are back with Happy Gilmore 2. The film was released on July 25, 2025, and stars Adam Sandler in the titular role. Along with him, Julie Bowen, Ben Stiller, and Christopher McDonald, among others, reprised their roles in the sequel. Bad Bunny and Travis Kelce, meanwhile, recently joined the franchise. Here's the relationship status of all the old and new cast members of Happy Gilmore 2, and who they are dating or have broken up with recently. 

'Happy Gilmore', a.k.a, Adam Sandler's happily married life with wife, Jackie 

Adam Sandler, who plays the titular character of 'Happy Gilmore' is married to Jackie Titone in real life. They started dating in 1999 after meeting on the sets of the film, Big Daddy. They have been married since 2003 and are hailed as one of the most wholesome couples who have never shied away from expressing their love for each other. The couple has also been blessed with two daughters, Sadie, born in 2006 and Sunny, born in 2008. 

Apart from being an actor, Adam Sandler is also a producer and screenwriter. In many of his films, Jackie can be seen in cameos, including the most recent one, Happy Gilmore 2. Jackie and their two daughters made a small appearance in the film. Apart from that, she has also made cameos in his films, such as Bedtime Stories. Talking about his marriage, Adam Sandler said in an interview with AARP:

"Jackie and I like spending time with each other. We try to make each other laugh, try to listen, try to include each other, try to support each other. We try our best — that's all. And we don't ever think of not being together. We always talk about our future together."

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Love life of Julie Bowen, who plays 'Virginia Venit' 

Julie Bowen, who plays the role of 'Virginia Venit', the love interest of 'Happy Gilmore', is currently single in real life. However, the actress was once married to Scott Phillips from 2004 to 2018. The ex-couple also shares three sons, their oldest Oliver and twins, John and Gustav. After the divorce, Julie and Scott co-parent their children and are in cordial terms with each other. Talking about her relationship status, back in 2023, the actess told People that she was single. Now, two years later, it still seems like the case since Julie's name has not been linked to anyone. 

Ben Stiller, who played 'Hal', separated and reconciled with his wife 

Ben Stiller is also part of the original cast of Happy Gilmore, who reprised his role as 'Hal' in the second movie. In his personal life, Ben is married to American actress, Christine Taylor. They met in 1999 and got married a year later, in 2000. They have two kids, a daughter named Ella and their son, Quinlin. However, after nearly seventeen years of marriage, Ben and Christine separated in 2017. However, they did not legally divorce each other. After living together during the COVID-19 lockdown, the separated couple reconciled and are still going strong. 

Christopher McDonald, a.k.a 'Shooter McGavin's has a three-decade-long marriage 

'Shooter McGavin' is the main antagonist of the Happy Gilmore franchise and is played by veteran actor, Christopher McDonald. The actor met Lupe Gidley in 1989 when they performed in a theatre production. A few years later, they tied the knot in 1992 and have celebrated nearly three decades of marriage in 2025. The couple have three daughters and one son. 

Love life of Benny Safdie, who plays 'Frank Manatee'

Benny Safdie wasn't in the first film, but he is seen in the character of 'Frank Manatee', which Adam Sandler described as 'juicy'. Benny was initially a filmmaker with his brother, Josh. However, since 2017, he has also appeared on-screen as an actor. In his personal life, Benny is married to Ava Francis, and they have two sons, Cosmo and Murray. Although they keep their children out of the public eye, the couple has often expressed their love for each other through Instagram posts. On their three year wedding anniversary, Benny penned down on his social media handle:

"It's been three years since I smashed that glass so hard I almost broke my foot!I love you @avafrancis and the wild ride we're on."

Bad Bunny as 'Oscar Mejías' in the film and his real-life partner 

Bad Bunny is also a new addition to the Happy Gilmore franchise. Professionally, he is a popular rapper and music producer, and his real name is Benito Antonio Martínez Ocasio. Talking about his personal life, Bad Bunny dated jewellery designer, Gabriela Berlingeri from 2017 to 2022. After that the rapper started dating supermodel, Kendall Jenner in 2023. The two appear to have an on-and-off relationship, as they broke up in the same year they started dating, but then got back together in 2024. However, they haven't been spotted together in a while, so the status of their relationship is unclear, with people speculating that they have broken up again. 

Travis Kelce is dating global popstar, Taylor Swift 

Travis Kelce, the popular Kansas Chiefs tight end, made a surprising cameo in Happy Gilmore. Out of all the starcadt of the film, Travis has the most talked about love-life since he is dating the globally popular singer, Taylor Swift. The made their relationship public in October 2023. After that, Taylor has been seen in a lot of games of Travis, meanwhile he can also be seen cheering the pop-star during the Eras tour. 

What are your thoughts on the love life of the star cast of Happy Gilmore 2? Let us know.

Also Read: 'Happy Gilmore 2' Early Reviews: Adam Sandler Revives His Cult-Classic Role After Three Decades

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