The 40-Year-Old Virgin is a classic comedy that has left audiences laughing for years. If you’re a fan of this genre and are looking for similar films to enjoy, you’re in the right place. Below, we’ve compiled a list of 14 movies that capture the same humor and heart. Check out the trailer for The 40-Year-Old Virgin here.

1. Knocked Up

This comedy follows the unexpected journey of a one-night stand that results in a pregnancy. Starring Seth Rogen and Katherine Heigl, the film explores the hilarious and sometimes awkward moments of impending parenthood.

2. Superbad

Superbad is a coming-of-age comedy about two high school friends, played by Jonah Hill and Michael Cera, who are on a quest to lose their virginity before graduation. The film is packed with laugh-out-loud moments and memorable lines.

3. Forgetting Sarah Marshall

Jason Segel stars in this comedy about a heartbroken man who goes on vacation to get over his ex, only to find out she’s staying at the same resort with her new boyfriend. Kristen Bell and Mila Kunis add to the film’s charm and humor.

4. Anchorman: The Legend of Ron Burgundy

Will Ferrell stars as Ron Burgundy, a top-rated newsman in San Diego during the 1970s. This comedy is filled with absurd humor and a great supporting cast, including Paul Rudd and Steve Carell.

5. Role Models

Paul Rudd and Seann William Scott play two energy drink salesmen who are forced to mentor troubled kids as part of their community service. The film is both hilarious and heartwarming.

6. I Love You, Man

This comedy stars Paul Rudd as a man searching for a best man for his wedding, leading to a bromance with Jason Segel. Their chemistry and comedic timing make this film a must-watch.

7. Step Brothers

Will Ferrell and John C. Reilly play two middle-aged men who become stepbrothers and are forced to live together. Their rivalry and eventual friendship provide endless laughs.

8. The Hangover

This comedy follows a group of friends who lose the groom during a wild bachelor party in Las Vegas. Starring Bradley Cooper, Ed Helms, and Zach Galifianakis, the film is a rollercoaster of hilarious misadventures.

9. Pineapple Express

Seth Rogen and James Franco star in this action-comedy about a process server and his marijuana dealer who go on the run after witnessing a murder. Their antics and the film’s over-the-top humor make it a standout.

10. Tropic Thunder

Ben Stiller directs and stars in this comedy about a group of actors shooting a war film who find themselves in a real-life conflict. The ensemble cast, including Robert Downey Jr. and Jack Black, delivers non-stop laughs.

11. Zack and Miri Make a Porno

Seth Rogen and Elizabeth Banks star as two friends who decide to make an adult film to solve their financial problems. The film’s humor and unexpected heart make it a great watch.

12. This Is the End

A group of celebrities, including James Franco, Jonah Hill, and Seth Rogen, play exaggerated versions of themselves during an apocalypse. The film’s self-referential humor and outrageous scenarios are a treat.

13. Bridesmaids

Kristen Wiig leads this comedy about a woman whose life unravels as she competes with a fellow bridesmaid for the bride’s attention. The film’s ensemble cast and sharp wit make it a modern classic.

14. The 40-Year-Old Virgin

Steve Carell stars in this hilarious tale of a man who has never had sex and his friends’ attempts to help him lose his virginity. The film’s blend of humor and heart makes it a timeless comedy.

Whether you’re in the mood for a laugh-out-loud comedy or a heartfelt story, these movies are sure to entertain. Enjoy your movie marathon!