Jake Gyllenhaal Looks Back on His First Role in City Slickers: 'It Was an Interesting, Very Complicated Time'
![STRONGER - In Cinemas Friday - From City Slickers to Donnie Darko to Nocturnal Animals: The Career of Jake Gyllenhaal | The Fan Carpet STRONGER - In Cinemas Friday - From City Slickers to Donnie Darko to Nocturnal Animals: The Career of Jake Gyllenhaal | The Fan Carpet](https://thefancarpet.com/wp-content/uploads/2017/12/gyllenhaalcareer1.jpg)
STRONGER - In Cinemas Friday - From City Slickers to Donnie Darko to Nocturnal Animals: The Career of Jake Gyllenhaal | The Fan Carpet
![Jake Gyllenhaal was in City Slickers at 11...and eight other actors you never knew were in famous movies as a kid | The Sun Jake Gyllenhaal was in City Slickers at 11...and eight other actors you never knew were in famous movies as a kid | The Sun](https://www.thesun.co.uk/wp-content/uploads/2017/05/twin14.jpg)
Jake Gyllenhaal was in City Slickers at 11...and eight other actors you never knew were in famous movies as a kid | The Sun
![All 30 Jake Gyllenhaal Movies Ranked From Worst To Best | Taste Of Cinema - Movie Reviews and Classic Movie Lists All 30 Jake Gyllenhaal Movies Ranked From Worst To Best | Taste Of Cinema - Movie Reviews and Classic Movie Lists](https://www.tasteofcinema.com/wp-content/uploads/2018/08/City-Slickers.jpg)
All 30 Jake Gyllenhaal Movies Ranked From Worst To Best | Taste Of Cinema - Movie Reviews and Classic Movie Lists
![Amazon.com: City Slickers: Special Edition (DVD) : Ron Underwood, Billy Crystal, Irby Smith, Billy Crystal, Daniel Stern, Bruno Kirby, Patricia Wettig, Helen Slater, Jack Palance, Noble Willingham, Tracey Walter, Josh Mostel, David Amazon.com: City Slickers: Special Edition (DVD) : Ron Underwood, Billy Crystal, Irby Smith, Billy Crystal, Daniel Stern, Bruno Kirby, Patricia Wettig, Helen Slater, Jack Palance, Noble Willingham, Tracey Walter, Josh Mostel, David](https://m.media-amazon.com/images/I/511BRiaIfxL._AC_UF894,1000_QL80_.jpg)
Amazon.com: City Slickers: Special Edition (DVD) : Ron Underwood, Billy Crystal, Irby Smith, Billy Crystal, Daniel Stern, Bruno Kirby, Patricia Wettig, Helen Slater, Jack Palance, Noble Willingham, Tracey Walter, Josh Mostel, David
![Jake Gyllenhaal Hollywood City Slickers Actor December 19, PNG, 1187x1600px, Jake Gyllenhaal, Actor, Beard, Bradley Cooper, Jake Gyllenhaal Hollywood City Slickers Actor December 19, PNG, 1187x1600px, Jake Gyllenhaal, Actor, Beard, Bradley Cooper,](https://img.favpng.com/12/3/0/jake-gyllenhaal-hollywood-city-slickers-actor-december-19-png-favpng-hbJAihMvwUAferG9ng7xWL4rD.jpg)
Jake Gyllenhaal Hollywood City Slickers Actor December 19, PNG, 1187x1600px, Jake Gyllenhaal, Actor, Beard, Bradley Cooper,
![Jake Gyllenhaal gets embarrassed by shots of his first ever film role during Good Morning America appearance | Daily Mail Online Jake Gyllenhaal gets embarrassed by shots of his first ever film role during Good Morning America appearance | Daily Mail Online](https://i.dailymail.co.uk/i/pix/2011/04/01/article-0-0B6D977600000578-940_468x286.jpg)
Jake Gyllenhaal gets embarrassed by shots of his first ever film role during Good Morning America appearance | Daily Mail Online
![Jake Gyllenhaal was in City Slickers at 11...and eight other actors you never knew were in famous movies as a kid | The Sun Jake Gyllenhaal was in City Slickers at 11...and eight other actors you never knew were in famous movies as a kid | The Sun](https://www.thesun.co.uk/wp-content/uploads/2017/05/twin12.jpg?strip=all&w=960)
Jake Gyllenhaal was in City Slickers at 11...and eight other actors you never knew were in famous movies as a kid | The Sun
![City Slickers from Jake Gyllenhaal: Movie Star Jake made his big-screen debut playing Billy Crystal's outspoken son in… | Jake gyllenhaal, Gyllenhaal, Donnie darko City Slickers from Jake Gyllenhaal: Movie Star Jake made his big-screen debut playing Billy Crystal's outspoken son in… | Jake gyllenhaal, Gyllenhaal, Donnie darko](https://i.pinimg.com/originals/73/d0/6f/73d06f886925038661559000c7a27452.jpg)
City Slickers from Jake Gyllenhaal: Movie Star Jake made his big-screen debut playing Billy Crystal's outspoken son in… | Jake gyllenhaal, Gyllenhaal, Donnie darko
![Benjamin Simpson on Twitter: "CITY SLICKERS opens with Billy Crystal getting gored in the ass by a bull. Also, Jake Gyllenhaal plays his son. https://t.co/b9dlfx13Sr" / Twitter Benjamin Simpson on Twitter: "CITY SLICKERS opens with Billy Crystal getting gored in the ass by a bull. Also, Jake Gyllenhaal plays his son. https://t.co/b9dlfx13Sr" / Twitter](https://pbs.twimg.com/media/Ds_JhalVYAE7s76.jpg)