City Slickers is a 1991 American Western comedy film directed by Ron Underwood and starring Billy Crystal, Daniel Stern, Bruno Kirby and Jack Palance, with supporting roles by Patricia Wettig, Helen Slater and Noble Willingham, and Jake Gyllenhaal making his acting debut.

The film's screenplay was written by Lowell Ganz and Babaloo Mandel, and it was shot in New York City; New Mexico; Durango, Colorado; and Spain.

A sequel titled The Legend of Curly's Gold was released in 1994 with the same cast, with the exception of Kirby, who was replaced by Jon Lovitz in a different role.

In Pamplona, Spain, middle-aged friends Mitch Robbins, Ed Furrilo, and Phil Berquist participate in the running of the bulls.

A year later, back home in New York City, Mitch realizes he and his friends use adventure trips as escapism from their boring lives, since he despises his radio advertising sales job, Phil is trapped in a loveless marriage to his shrewish wife Arlene while managing his father-in-law's supermarket (who also bullies and humiliates Phil), and Ed is a successful and dashing sporting goods salesman who recently married a significantly younger woman but is unwilling to fully settle down.

Phil's 20-year-old employee Nancy unexpectedly arrives at the party and announces she is pregnant with his baby, causing Arlene to walk out after a fight.

The cast also includes Jayne Meadows and Alan Charof as Mitch's parents, and Lindsay Crystal and Jake Gyllenhaal as his children Holly and Danny Robbins.

[6] Curly's fellow cattle drivers include Bill Henderson and Phill Lewis as father-and-son dentists Ben and Steve Jessup, and Josh Mostel and David Paymer as sibling entrepreneurs Barry and Ira Shalowitz.

The site's critical consensus reads, "With a supremely talented cast and just enough midlife drama to add weight to its wildly silly overtones, City Slickers uses universal themes to earn big laughs.

[12] Audiences surveyed by CinemaScore gave the film an average grade of "A" on a scale of A+ to F.[13] Roger Ebert of the Chicago Sun-Times gave the film three and a half out of four, and wrote: "City Slickers comes packaged as one kind of movie – a slapstick comedy about white-collar guys on a dude ranch – and it delivers on that level while surprising me by being much more ambitious, and successful, than I expected.

"[14] Jeff Menell of The Hollywood Reporter said the film "provides plenty of laughs and several one-liners that will be repeatedly heard throughout the coming months.

Jack Palance, for his role as Curly, won the 1992 Academy Award for Best Supporting Actor, which was the only Oscar nomination the film received.

His acceptance speech for the award is best remembered for his demonstration of one-armed push-ups,[15] which he claimed convinced studio insurance agents that he was healthy enough to work on the film.

The next year's Oscars opened with Palance appearing to drag in a giant Academy Award, with Crystal (again the host) riding on the opposite end.