Tiffany Taylor

Tiffany Taylor is proof that a Catholic school education and a criminal justice degree can lead anywhere — even to becoming one of Playboy's most enduring Playmates. Crowned Miss November 1998, this Leesburg, Virginia native built a career that's spanned over a decade and more than thirty pictorials for print and web, making her something of a lifer in an industry known for short shelf lives. Standing 5'7" (1.70 m), with dark hair and a look that photographers keep coming back to, Tiffany balanced her rise to Playmate status with actual coursework, working as a teaching assistant while touring and shooting for Playboy — the rare centerfold who read the syllabus and still made the cover. Her work under the Playboy Plus umbrella leans classic and glamorous, rooted in the brand's signature Playmate polish, while her later scenes embraced a bolder, more hardcore energy with real chemistry alongside performers like Erica Lauren and Scott Nails. What sets Tiffany apart isn't just longevity — it's the range: she went from swimsuit competitions to Special Editions test shoots to full scenes, all without ever losing the girl-next-door charm that got her nominated in the first place. These days she's traded the spotlight for the other side of the camera, working in production in Los Angeles, proving that reinvention is just another word for range. Give her a '75 Corvette Stingray and a quiet evening, and she'll tell you it was never about the crown — it was about staying in the game.