A cowboy riddle is:

*Q: What is the definition of “derange”?
A: De place where de cowboys ride.*

The “derange"/"the range” pun has been cited in print since at least 1991.

Google Books

*The Public Speaker’s Joke Book*

By Kevin Goldstein-Jackson

Kingswood, UK: Elliot Right Way Books

1991

Pg. 42:

Derange: de place where de cowboys ride home to.

Google Books

December 1991,

*Boys’ Life*, “Think & Grin,” pg. 82, col. 2:

Daffynition: Derange — de place where de cowboys ride. —

*John Peterman, Middletown, R.I.*

Google Groups: rec.collecting.sport.football

NMBA: Pac/Sky/BL/Pinnacle

*James Soe*

10/30/95

(...)

DERANGE: A place where de cowboys ride.

Kevyn_E_Emmye

@Kevyn_E_Emmye

What is the definition of “derange”? De place where de cowboys ride!

1:40 PM - 18 Dec 2009

Nick Reyes

@visualimguide

Joke - Cow jokes: What is the definition of “derange”? De place where de ... http://76k.com/j/mugjsy

2:55 PM - 5 Jan 2010

Google Books

*Sensible Nonsense.. Frank’s Comic Pack:*

Humour Pack Series

Humour Pack Series

By Frank Paul

BookBaby

2014

Pg. ?:

“What is the definition of “"derange"”? De place where de cowboys ride!

Lucky Score

@LuckyScoreNet

What is the definition of “derange”?

De place

where de cowboys ride!

#Joke from #CowJokes in #Jokes, #Humor and #Satire

10:30 AM - 9 Apr 2018