Florida high school teacher Tiffany Shepherd claimed she was fired from her job in April 2008, after school administrators learned she was moonlighting as a bikini mate on a charter fishing boat. A spokesperson for the school district said Shepherd was fired for missing too many days at work, and that the school didn't know about the charter boat job until after she was terminated. Shepherd also claimed she turned down a lucrative offer from Playboy because she didn't want it to affect her chances of teaching again.http://www.wptv.com/content/tcoast/story/Bikini-teacher-arrested-for-harassing-calls/zvQckKsDA0-jGXaDrjqV1Q.cspx Bikini teacher arrested for harassing calls

In August 2009, Shepherd, apparently unable to find a job, had reportedly become an Internet adult entertainment star using the name Leah Lust.http://weblogs.sun-sentinel.com/news/specials/weirdflorida/blog/2009/08/bikiniclad_teacher_now_doing_p.html

On Sunday, December 28, 2008, Tiffany Shepherd was arrested for allegedly leaving threatening messages on the cell phone of a 22-year-old woman who is dating her ex-boyfriend. The complaint was filed in late-November 2008, and Shepherd was arrested on a warrant. It is alleged that Shepherd challenged the woman to a fight.WPTV.com: Bikini teacher arrested for harassing calls (December 30, 2008)

Shepherd was one of several women who signed on with the charter fishing boat company "Smokin' Em Charters." Reports say the operation hopes to attract more business by featuring beautiful women in bikinis on their fishing trips. While some of the women were reportedly working topless, Shepherd has said she always wore a bikini.WFLX.com (West Palm Beach): Side job: Teacher Claims Termination... (April 30, 2008)