Jackie and Adam Sandler are a pretty low-key couple for a pair of actors who have appeared in at least 20 movies together since falling in love on the set of Big Daddy.
Of course, acting together is kind of their thing. After all, the couple reportedly met while filming the 1999 comedy, in which Adam’s character, Sonny, adopts a five-year-old boy (portrayed by the Sprouse twins) to impress a girl. Thankfully the actor did not have to go to such great lengths to impress Jackie (née Titone), who had a small role as a sports bar waitress.
It was “love at first sight” according to both halves of the couple, who wed in 2003 and have since welcomed two daughters, Sadie and Sunny, both of whom have followed in their parents’ Hollywood footsteps.
“Nobody wants to hear about Adam Sandler’s secret to marriage, but I guess here’s the secret: Jackie and I like spending time with each other,” Sandler said in an AARP cover interview back in 2022. “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.”
From their first moments to their latest to red-carpet PDA, here’s Jackie and Adam Sandler’s complete relationship timeline, with the most recent events up top.
July 25, 2025: Happy Gilmore 2 director Kyle Newacheck praises Sandler’s most recent collaboration with his daughters, who starred in the sequel alongside their dad.
“It is so cool to see them all be creative and to work and gel to tell the story,” he tells People. “They’re all very good at acting, they’re very good at portraying these characters — and it’s really cool because his daughters are still young.”
He continues, “It just makes me excited to see what they’re going to come up with in the next 10 years, if they’re going to follow their father’s footsteps and be committed to this family business. They’re all very talented and it’s awesome watching them work.”
July 21, 2025: The Sandlers share another sweet moment at the world premiere of Happy Gilmore 2.
The pair are also joined by their daughters, who are featured in the Netflix film.