But Hayek isn’t the first raven-haired beauty Sandler has romanced on-screen. In fact, he’s co-starred with a bevy of attractive women over the years, including Oscar winner Marisa Tomei, whom he paired up with in 2003’s “Anger Management.” As Sandler’s character’s girlfriend, Linda, she plays a central role in his scream-filled therapy, guided by Jack Nicholson.
Sidney Baldwin
3 of 12
Sandler begins the child-rearing comedy “Big Daddy” as a slacker dating the original “Buffy the Vampire Slayer,” Kristy Swanson. But as he gets his act together while learning to care for the mystery kid left on his doorstep, Sandler’s character falls in love with Joey Lauren Adams’ Layla, a hard-working attorney who just happens to be to be the sister of his arch-nemesis.
UPI
4 of 12
In her first movie since her infamous Saks shopping spree, Winona Ryder paired up with Sandler for a remake of “Mr. Deeds Goes to Town.” Ryder played an unscrupulous TV reporter who posed as an innocent school nurse to get close to Sandler’s naïve Deeds.
Columbia Pictures
5 of 12
Adam Sandler and Drew Barrymore’s original on-screen courtship in “The Wedding Singer” was such a success that the two reunited six years later for another romantic comedy, “50 First Dates,” about a woman with amnesia. Their second coupling was an even bigger smash, grossing $70 million more worldwide than Sandler and Barrymore’s first on-screen outing. As shown by the picture above, Sandler and Barrymore even seem to enjoy the pleasure of each other’s company off-screen.
Jeff Kravitz/FilmMagic.com
6 of 12
In 2006, Sandler starred opposite Kate Beckinsale in the “It’s a Wonderful Life”-esque “Click.” In the film, Sandler’s overworked architect gets a “universal remote” that lets him glimpse his increasingly rocky relationship with his family as he continues to neglect them in pursuit of his career. But, much like in “It’s a Wonderful Life,” he gets a second chance to appreciate what he has.
Tracy Bennett
7 of 12
Two years later, Sandler portrayed as an Israeli counter-terrorist and aspiring hairstylist (naturally) in “You Don’t Mess with the Zohan.” “Entourage” beauty Emmanuelle Chriqui played a Palestinian salon owner who hires him as a hair-stylist before the two fall in love and open a joint beauty parlor. At the movie’s NYC screening (above), even Sandler doesn’t seem to believe Chriqui’s playing his on-screen paramour.
Dave Allocca/startraksphoto.com
8 of 12
Recently Sandler took a foray into family film, making his first Disney movie “Bedtime Stories.” As a stressed hotel handyman whose stories he tells to his niece and nephew begin to come true, Sandler falls in love, in a PG way, with the kids’ babysitter, played by Keri Russell.
Tracy Bennett
9 of 12
In his 2009 collaboration with friend and former roommate Judd Apatow, Sandler reunites with his on-screen rival from “Big Daddy,” and Apatow’s real-life wife, Leslie Mann. This time around Mann plays the ex-girlfriend of Sandler’s terminally-ill, depressed comedian George Simmons. Although she’s since married, the two reconcile and drift apart throughout the course of the movie, and, although they seem to be getting along swimmingly in the still above, those ups and downs didn’t sit well with audiences, who mostly rejected Apatow’s more dramatic turn.
Tracy Bennett
