Jake Gyllenhaal Looks Back on His First Role in City Slickers: 'It Was an Interesting, Very Complicated Time'
![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)
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
![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/dd-composite-child-actors.jpg?strip=all&quality=100&w=750&h=500&crop=1)
Jake Gyllenhaal was in City Slickers at 11...and eight other actors you never knew were in famous movies as a kid | The Sun
![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/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
![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
![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
![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)