YOUR FAVORITE MTV SHOWS ARE ON PARAMOUNT+

Howard Stern's Valentine's Day Shocker: He's Engaged!

Radio veteran has a change of heart, pops question to longtime girlfriend Beth Ostrosky.

When Howard Stern signed on to his satellite radio show Wednesday morning (February 14), he realized it wouldn't be long before the phone lines at Sirius were all lit up with fans and friends just waiting to ridicule him. And really, why shouldn't they?

Since the dissolution of the veteran shock jock's 20-year-long marriage to first wife Alison back in 2000, Stern has repeatedly vowed -- with his entire audience as his witnesses -- that he would never, ever tie the knot again. At times, he'd even deride his own pals and members of his staff in the wake of their own engagements, advising them against making the same terrible mistake he'd once made.

Well, it seems the 53-year-old King of All Media doesn't care about making the same mistake twice. Stern revealed Wednesday that he proposed to longtime girlfriend Beth Ostrosky the night before. Stern has been dating Ostrosky, a model 18 years his junior, since 2000; Ostrosky contributed a monthly advice column to the now-defunct FHM magazine and hosts "Filter" on the G4 network.

With his staff expressing their utter disbelief, Stern joked that he'd had Ostrosky's uterus excised to ensure the couple would not have children. "I see my married friends with children and it seems like absolute torture to me," said Stern, himself a father of three. Several callers to the show -- along with sidekick Artie Lange -- blasted Stern for his decision, which prompted the jock to call off the engagement on at least two occasions during the show's first hour.

"Do you want your Valentine's Day gift now?" Stern said this morning, recalling how he'd proposed to the woman known to fans as "Beth O." When the model told Stern she wanted her present early, he instructed her to strip down. Stern said she protested, insisting that she was too "fat" to disrobe. His first thought, he said, was "any girl who looks like that and thinks she's fat -- I've got a chance with her."

When Ostrosky did get naked, Stern said he handed her a 5.2 carat diamond ring. "I love you. You're everything to me," Stern recalled saying. "This is so gay. ... I'm asking you to spend the rest of your life with me." Ostrosky said "Yes," and Stern said the couple made love immediately after; Ostrosky claims she had her "hand up and was looking at my ring the whole time" the two were in bed.

This will be Ostrosky's first marriage. When asked if the couple had set a date yet, Stern said the actual wedding was something they didn't want to even think about for now, and that his audience can expect an elongated engagement.

Latest News