Jocelyn Caballero

Playboy Cybergirl of the Week, November 2002

Jocelyn Caballero Bio

Jocelyn Caballero is a Canadian Adult model. She was born on May 13, 1979, in Winnipeg, Canada. Playboy featured her as Cybergirl of the Week on November 1, 2002 at 23. The feature was part of Playboy's web-first model program.

Caballero has enhanced breasts, brown eyes and black hair. Her measurements are 33-22-34.

Jocelyn Caballero’s route to Playboy began with daytime television. When she learned that The Ricki Lake Show would be working with Playboy.com to find a potential Cybergirl, she decided not to wait for an opportunity closer to home. She booked a trip to New York City and joined the hopefuls lining up for a chance to appear before both the show and Playboy.

The audition required a little determination before the cameras even started rolling. Caballero waited outside in the cold for her opportunity, then made enough of an impression for Playboy’s representatives to select her as the winner. What had begun as a television casting opportunity suddenly became a direct route into Playboy’s growing online model program.

Caballero described the experience as overwhelming: first appearing on The Ricki Lake Show, then finding herself featured by Playboy.com soon afterward. The sequence captured the increasingly interconnected media culture of the early 2000s, when daytime television, online casting and digital glamour could turn one determined trip to New York into a much larger opportunity.

Her Playboy story is brief but unusually specific. Rather than being discovered through an agency or conventional photo submission, Caballero effectively put herself in the right line at the right moment—buying the ticket, enduring the cold and trusting that once she reached the front, she could make the impression herself.

Jocelyn Caballero Playboy Gallery