The daughter of a model and an oral surgeon, Ostrosky did some catalog modeling and landed some miniscule movie roles—she played the virtually mute, bathing-suit clad teenager in 1996's Flirting with Disaster and appeared in 2000's pitiful Whipped. Before she hooked up with Howard Stern in 2000, Ostrosky's greatest hope was probably to land a layout in Playboy. Thanks to Stern, though, she's been a sex columnist for the now-defunct FHM magazine, hosted Casino Cinema on Spike TV, and been a correspondent for Extra. These days you'll probably see her on various talk shows waxing lyrical about dogs.
Ostrosky met Howard—who is two decades her senior—at a dinner party in 2000; they were engaged in February 2007 and married in October 2008. The divorced Stern, who had long claimed that he'd never remarry, says he proposed with a 5.2 carat engagement ring while the two were naked in bed. The lucky Ostrosky now gets to tune in to Sirius each morning and listen to her husband talk about throwing chocolate sauce on a stripper's boobs. [Image via Getty]