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18 Hilarious Movies Like Jack and Jill

If you’re a fan of the comedy genre and enjoyed the hilarity of Jack and Jill, you’ll love these 18 similar films that deliver laughs and light-hearted fun. Check out the list below for movies that will keep you entertained and in stitches.

1. Grown Ups

This comedy features Adam Sandler, Kevin James, Chris Rock, and David Spade as childhood friends who reunite for a weekend getaway. The movie is filled with humorous antics and heartwarming moments as the friends reconnect and reminisce about their past.

2. Blended

Starring Adam Sandler and Drew Barrymore, Blended follows two single parents who end up on the same African vacation with their children. The film is packed with funny situations and the growing chemistry between the lead characters.

3. Click

In this film, Adam Sandler plays a workaholic architect who discovers a remote control that allows him to fast-forward and rewind through different parts of his life. Click combines comedy with a touching message about the importance of family and living in the moment.

4. Just Go with It

Adam Sandler and Jennifer Aniston star in this romantic comedy about a plastic surgeon who convinces his assistant to pose as his soon-to-be-divorced wife to cover up a lie he told to his girlfriend. The film is filled with humorous twists and heartfelt moments.

5. You Don’t Mess with the Zohan

Sandler stars as Zohan, an Israeli counter-terrorist commando who fakes his own death to pursue his dream of becoming a hairstylist in New York City. This over-the-top comedy features plenty of laughs and outrageous scenarios.

6. The Waterboy

In The Waterboy, Adam Sandler plays a socially inept waterboy for a college football team who discovers he has a talent for tackling. The film is a mix of slapstick humor and underdog triumph, featuring Kathy Bates and Henry Winkler.

7. 50 First Dates

This romantic comedy stars Adam Sandler and Drew Barrymore in a story about a man who falls in love with a woman suffering from short-term memory loss. Every day, he must win her heart all over again, leading to plenty of funny and touching moments.

8. Big Daddy

Adam Sandler plays a man who adopts a child to impress his girlfriend but ends up growing attached to the boy. Big Daddy combines humor with heartwarming scenes, featuring supporting roles by Joey Lauren Adams and Jon Stewart.

9. Billy Madison

In this classic comedy, Sandler plays a spoiled man-child who must repeat grades 1-12 to inherit his father’s hotel empire. The film is filled with absurd humor and memorable characters, including Bradley Whitford and Bridgette Wilson.

10. Happy Gilmore

Sandler stars as a failed hockey player who discovers a talent for golf in this sports comedy. Happy Gilmore is known for its hilarious scenes and iconic moments, featuring Christopher McDonald and Julie Bowen.

11. Mr. Deeds

In Mr. Deeds, Sandler plays a small-town man who inherits a vast fortune and moves to the big city. The film is a mix of comedy and romance, with Winona Ryder co-starring as a reporter who initially tries to expose him.

12. I Now Pronounce You Chuck & Larry

This comedy features Adam Sandler and Kevin James as two straight firefighters who pretend to be a gay couple to receive domestic partner benefits. The film is filled with humorous situations and a message about friendship and acceptance.

13. Pixels

In Pixels, Sandler leads a group of former video game champions to save the world from an alien invasion that uses classic arcade games as weapons. The film combines action, comedy, and nostalgia, with co-stars including Kevin James and Michelle Monaghan.

14. That’s My Boy

Sandler stars as a man who reunites with his estranged son, played by Andy Samberg, on the eve of his wedding. The film is a raunchy comedy filled with outrageous humor and unexpected twists.

15. The Ridiculous 6

This Western comedy features Sandler as one of six half-brothers who embark on a journey to find their wayward father. The film is packed with slapstick humor and a star-studded cast, including Terry Crews and Taylor Lautner.

16. Bedtime Stories

In Bedtime Stories, Sandler plays a hotel handyman whose bedtime stories magically come to life. The film is a family-friendly comedy with elements of fantasy, featuring Keri Russell and Guy Pearce.

17. Grown Ups 2

The sequel to Grown Ups brings back the original cast for more hilarious adventures. This time, the friends deal with new challenges and comedic situations in their hometown, featuring cameos by Shaquille O’Neal and Steve Austin.

18. Sandy Wexler

Sandler stars as a talent manager in 1990s Hollywood who discovers a talented singer, played by Jennifer Hudson. Sandy Wexler is a comedy that blends humor with a nostalgic look at the entertainment industry.