Jason Dent has a reputation to uphold. He’s a 13-year award-winning rodeo bull rider, the United Rodeo Association Rookie of the Year in 2002. He’s a tough cowboy with scars and stories to match with his seasoned bull-riding buddies.

So how do you top an exciting, energetic, extreme-sport occupation?

"I bought some wild clothes at a church ladies’ thrift sale in Osceola," said Dent. He painted on some make-up and added a funny floppy hat. "I go by Whistle Nut, cause I’m always whistling," said Dent. This is, of course, after he told a rodeo...