Celebrity Celebrity Relationships Celebrity Engagements Howard Stern Is Engaged The radio personality plans to marry his longtime girlfriend Beth Ostrosky By Stephen M. Silverman Stephen M. Silverman Stephen M. Silverman is the former founding editor of PEOPLE.com. He left PEOPLE in 2015. People Editorial Guidelines Published on February 14, 2007 11:00AM EST Photo: Nancy Kaszerman/ZUMA Howard Stern has made the most out of Valentine’s Day: The shock jock is engaged to his longtime girlfriend, model Beth Ostrosky, he announced on his Sirius Satellite radio show Wednesday. Stern, 53, said that he proposed to Ostrosky, 34, Tuesday night and that she said, “Yes.” “Do you want your Valentine’s Day gift now?” MTV.com reports Stern said on the air Wednesday, re-enacting his proposal for his listeners. When Ostrosky said she wanted it, Stern says he ordered her to strip down – despite her protests that she was too “fat” to do that. After she said that, Stern says he thought, “Any girl who looks like that and thinks she’s fat – I’ve got a chance with her.” Once naked, Ostrosky was given a 5.2 carat diamond ring. “I love you. You’re everything to me,” Stern said he told her. “This is so gay. … I’m asking you to spend the rest of your life with me.” Stern also told his radio listeners that the engagement will be a long one, because actually getting married is something that he and Ostrosky can’t think about right now. Still, he said that this time the announcement is not a joke. Last month, Stern announced on the air that he and Ostrosky had gotten married, but later revealed it was a prank. “I am not married. It’s a nice feeling that we get along great,” he said at the time. “We’re very happy and I don’t want to f— it up.” This will be first marriage for Ostrosky and the second for Stern, who split from his first wife Alison in 2000. Close