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Howard Stern, Beth Ostrosky

Mychal Watts/WireImage.com

So much for the strippers. Howard Stern, 53, proposed to his longtime girlfriend, Beth Ostrofsky, 34, the day before Valentine's with a 5.2 carat diamond ring. It's Stern's second try at matrimony…though not necessarily his last. We have a hunch he'll reevaluate once she turns 40.