Sarah Michelle Gellar Roasts Howard Stern Again For Predicting Her Marriage With Freddie Prinze Jr. Wouldn’t Last

By Shakiel Mahjouri and Melissa Romualdi.

It looks like Howard Stern owes Freddie Prinze Jr. some money.

Two weeks after the actor and his wife, Sarah Michelle Gellar, celebrated their 20th wedding anniversary, Gellar called out Howard Stern, yet again, over the million dollar bet he made years ago with her husband, saying their marriage “won’t make it 10 years.”

On Friday, the actress appeared on “The Talk” and commented on the bet.


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“So I feel like now at 20 [years of marriage], Howard, there’s a lot of charities, I’m just saying…also like inflation and interest, it might be like 5 [million],” she said.

When asked about the secret to a “long, happy marriage,” Gellar shared: “I figured out that you have to have them do the things that they want to do with you. And if there are things that you want to do, that they don’t, you have to get stand-ins.”

She explained: “My husband is not a very big Valentine’s Day person, but I want to go out so you get the stand-in husband to celebrate Valentine’s Day with you.”

This is the second time that Gellar publicly called out Stern over the bet. On September 1, the day of her wedding anniversary, she got a little cheeky while sharing a photo from her wedding day to her Instagram Story, as well as a more recent picture of the couple.


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The “Buffy the Vampire Slayer” alum shared two photos with captions from Prinze’s interview on “The Howard Stern” show approximately two decades ago. Stern and colleague Robin Quivers repeatedly told Prinze, roughly 25 at the time, that his marriage with Gellar would not last.

“So you will marry Sarah Michelle GEllar even though you know that it won’t last?” Stern told Prinze, according to the captions.

Freddie Prinze Jr. on "The Howard Stern Show"
Freddie Prinze Jr. on “The Howard Stern Show”

“Oh, absolutely it will last!” Prinze replied.

“You think know everything…” said Stern.

“No I don’t!’ Prinze insisted.

“You think you know enough to get married!” Quivers chimed in.

“You think you’re gonna know how you feel at 35 — you’re going to be a completely different man,” Stern added.

“And she will be a completely different woman, but that’s alright,” Prinze retorted.


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Freddie Prinze Jr. on "The Howard Stern Show"
Freddie Prinze Jr. on “The Howard Stern Show”

“And you will probably talk to each other through lawyers,” Quivers again chimed in.

“I wanna make a written bet with you,” Sterns said. “In about 10 years, you’re going to hunt me down and go’ Howard, I owe you money.”

Gellar teased Stern about that final statement. She tagged Stern in the Instagram Story and wrote: “What do you think? I think you owe us.”

Happy 20th anniversary to Gellar and Prinze!

Sarah Michelle Gellar Roasts Howard Stern Again For Predicting Her Marriage With Freddie Prinze Jr. Wouldn’t Last

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