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1. "When Harry Met Sally" (1989) - A romantic comedy starring Billy Crystal and Meg Ryan, featuring a memorable scene involving a mattress store.

One of the most iconic Billy Crystal movies of all time, "When Harry Met Sally" tells the story of two friends who struggle with their feelings for each other over the course of 12 years. While the film is primarily known for its witty dialogue and charming performances by Crystal and Ryan, there is one scene in particular that stands out for its hilarious take on mattress shopping.

2. "City Slickers" (1991) - A comedy film starring Billy Crystal as a man who goes on a cattle drive with his friends to find purpose in life.

In this feel-good comedy, Billy Crystal plays Mitch Robbins, a man who is experiencing a mid-life crisis. In an attempt to find meaning in his life, he and his two friends embark on a cattle drive through the American West. Along the way, they encounter plenty of challenges and comedic moments, with Crystal's quick wit and comedic timing shining throughout the film.

3. "Analyze This" (1999) - A comedy film starring Billy Crystal as a psychiatrist who gets caught up in the world of the mob.

Billy Crystal plays Ben Sobel, a psychiatrist who is forced to treat a powerful mob boss, played by Robert De Niro. As Sobel tries to navigate this new and dangerous world, he finds himself in increasingly hilarious and compromising situations. Crystal's chemistry with De Niro is a major highlight of the film, making it a must-watch for fans of both actors.

4. "The Princess Bride" (1987) - A fantasy adventure film starring Billy Crystal as a comedic wizard named Miracle Max.

Billy Crystal may not have a leading role in this beloved fantasy adventure, but his performance as Miracle Max is one that is fondly remembered by fans. His comedic timing and delivery add a touch of humor to this classic tale of true love and high adventure.

5. "Monsters, Inc." (2001) - An animated film featuring the voice of Billy Crystal as one of the main characters, Mike Wazowski.

In this beloved Pixar film, Billy Crystal lends his voice to Mike Wazowski, a green, one-eyed monster who works at a company that generates energy from children's screams. Along with his best friend, Sulley, voiced by John Goodman, Mike embarks on a journey to return a lost human child back to her world, with plenty of laughs and heartwarming moments along the way.

6. "Throw Momma from the Train" (1987) - A dark comedy starring Billy Crystal as a struggling writer who gets caught up in a murder plot.

Directed by and starring Billy Crystal, "Throw Momma from the Train" is a dark comedy about a struggling writer who is convinced by his writing teacher, played by Anne Ramsey, to "get rid of" her ex-husband. Chaos ensues as Crystal's character becomes entangled in a murder plot, leading to plenty of comedic moments.

7. "Mr. Saturday Night" (1992) - A comedy-drama film directed by and starring Billy Crystal as a washed-up comedian.

In this film, Billy Crystal plays Buddy Young Jr., a comedian who rose to fame in the 1950s but is now struggling to stay relevant. The film follows Buddy's journey as he tries to make a comeback and repair his strained relationship with his brother. Crystal's performance as a struggling comedian trying to recapture his past glory is both funny and poignant.

8. "Forget Paris" (1995) - A romantic comedy starring Billy Crystal as a NBA referee who falls in love with a woman he meets in Paris.

As the title suggests, this romantic comedy follows the story of an NBA referee, played by Billy Crystal, who falls in love with a woman he meets in Paris, played by Debra Winger. The film features plenty of laughs and heartwarming moments as the couple navigates their relationship and the challenges that come with it.

9. "Parental Guidance" (2012) - A family comedy starring Billy Crystal and Bette Midler as grandparents who clash with their daughter's parenting style.

In this feel-good family comedy, Billy Crystal and Bette Midler play grandparents who are asked to babysit their three grandchildren while their parents are away. As they try to navigate modern parenting methods, clashes and misadventures ensue, making for a heartwarming and hilarious film.

10. "Analyze That" (2002) - A sequel to "Analyze This" starring Billy Crystal as a psychiatrist who must help a mob boss (played by Robert De Niro) after he has a breakdown in prison.

The sequel to "Analyze This," "Analyze That" sees Billy Crystal reprise his role as psychiatrist Ben Sobel, who is once again drawn into the world of the mob when his former patient, played by De Niro, has a breakdown in prison. With plenty of laughs and memorable scenes, this film is a must-watch for fans of the first film and the comedic duo of Crystal and De Niro.