Howard Stern’s Wildly Inappropriate Comment About Sarah Michelle Gellar Was Eclipsed By His Criticism Of Her Marriage To Freddie Prinze Jr.

What happened when Howard Stern interviewed Sarah Michelle Gellar and asked her a question that seemed really strange and out of left field?

HIGHLIGHTS

 Howard Stern is known for making shocking and inappropriate comments during his interviews, and his conversation with Freddie Prinze Jr. was no exception.
 Stern made a bet with Prinze Jr. for $1 million about his marriage to Sarah Michelle Gellar.
 Though Stern also made a crude comment to Gellar about her personal grooming habits, both she and Prinze Jr. remained professional and classy during their interviews.

It wouldn’t be a Howard Stern interview without a shocking comment or two.

The radio host is famous for steering conversations into inappropriate territory, and his fans know that when he talks to a celebrity, there is going to be at least one unforgettable moment.

The guests on The Howard Stern Show are always a who’s who of Hollywood. He likes to talk to people who are at the height of their fame and careers.

Back in the early 2000s, Howard Stern interviewed Freddie Prinze Jr., who met Sarah Michelle Gellar shortly before their chat and fell in love with her quickly.

While Stern said something unexpected about their upcoming marriage, he actually made a comment to Gellar at another time that was even more surprising.

What Did Howard Stern Say About Sarah Michelle Gellar And Freddie Prinze Jr.’s Marriage?

While Freddie Prinze Jr. doesn’t act much now, he was a huge star in the 2000s.

In 2001, Howard Stern interviewed the actor around the time that he starred in the romantic comedy Summer Catch.

Before introducing Prinze Jr., Stern said, “I like his movies, I like teen flicks, I like flicks about good-looking people…”

Stern said, “So, you will marry her even though you know that it won’t last?” Prinze Jr. answered, “Oh, absolutely it will last!”

Stern continued, “You have no idea how young you are. You think you know everything… You think you’re going to know how you feel at 35. You’re going to be a completely different dude at 35.”

Stern said that because Prinze Jr. was going to be really famous, there would be a lot of temptation on movie sets, and that might affect how he felt.

Prinze Jr. was a good sport about the interview and said “thanks Dad” while answering Stern’s questions.

The Howard Stern interview was memorable because Stern and Prinze Jr. made a bet for $1 million that he and Gellar wouldn’t get divorced.

In 2022, the couple had been married for 20 years. According to Page Six, Sarah Michelle Gellar mentioned the Howard Stern bet.

She wrote on social media, “@HowardStern what do you think?!?”

It’s amazing to look back on Howard Stern’s Freddie Prinze Jr. interview today since his fans know that his marriage to Sarah Michelle Gellar has been incredibly happy.

Not many people would have said that they wouldn’t stay together.

For his part, Prinze Jr. continually praised his fiance during the interview, and he said nothing but nice things about her.

What Comment Did Howard Stern Make To Sarah Michelle Gellar?

While people focused on the comments that Howard Stern made about Freddie Prinze Jr.

and Sarah Michelle Gellar’s upcoming marriage, the host actually said something to the actress that was even worse.

According to Buzzfeed, Howard Stern interviewed Sarah Michelle Gellar and asked a surprising question.

He asked, “Are you blonde all over… you shave completely?”

Gellar said “Wax.” When he asked “Everything?” she agreed. He said, “you must look like a little baby when you’re in bed.”

Of course, when celebrities go on The Howard Stern Show, they expect the host to talk about some intimate topics.

He says whatever he’s thinking, and he can definitely be described as a bold, confident interviewer.

Still, many could argue that Stern’s comment felt like it was out of nowhere.

It was, at the very least, unnecessary and not related to her acting career, which is likely the reason why she was on the radio show in the first place.

Sarah Michelle Gellar and Freddie Prinze Jr. both stayed professional and classy during their interviews.

Both conversations went to some inappropriate places, with Stern asking the actor what kind of protection he and Gellar used.

Gellar didn’t seem insulted by Stern’s question.

If she was, it seems likely that she would have told him that she didn’t like what he was asking her. Instead, she just answered honestly.

However, she hasn’t shared what she really thought about this interview, so fans can’t be certain about how she felt.

The actress has called out inappropriate behavior at other times, though.

She makes sure to get her opinions out there when something matters to her, which is inspiring.

In 2023, she was interviewed by The Independent and explained the criticism that she faced in the past when acting.

Gellar said, “A lot of times on sets, you’re told not to make waves. ‘Just do the job.’

‘You’re replaceable.’ And in Hollywood, and when you’re specifically a young female and you speak up about things, you’re labeled as ‘difficult’.

But now I’ll wear that with pride, if ‘difficult’ means that I expect everyone to come with their 100 per cent A-game.”

Howard Stern has been honest about his approach to interviews over the years.

In an interview with NPR in 2019, he explained that he wanted people to feel comfortable talking about intimacy, and that is why he allowed his interviews to go to certain places.

Stern also explained that he thought it made sense for his fans to hear what he had to say about certain situations.

He told Terry Gross, “Hey, I am not going to hide what men are thinking. I’m not going to BS the women in my audience. … Let women hear what real guys sound like. … So I thought I was performing a public service.

I thought I was like, ‘Hey, guys are jerks and you need to know it!’ But hey, I’m a jerk, too — and I was a jerk.”

In the same NPR interview, Stern said that he spoke to a therapist and decided that he should allow his radio show guests to talk more than he did.

He said, “How about bringing in a guest here and there and really having a real conversation? … What if I could let the other person shine? What if I could shut my big yap and not make it about me?”