Howard Stern has a way of getting his guests to reveal some of their most personal matters to millions of listeners. It is impressive that a man who rose to fame as an edgy shock jock is now one of the most coveted interviewers in the United States, although not everyone is a fan.
Perhaps it is because Stern is so candid and blunt about everything related to sex, drugs, and alcohol that celebrities feel safe opening up to him. But sometimes celebs get a little too comfortable and they reveal things that are either embarrassing, disturbing, or heartbreaking.
9 The Time Madonna Called Herself 'Gangsta'
When Madonna went on The Howard Stern Show a few years ago she went into detail about her famously profane David Letterman interview. It was then we learned that Madonna had a brief relationship with Tupac Shakur. Madonna said the relationship gave her a certain degree of confidence, but also that it made her feel like a "gangsta." There is just something off-putting about a rich white lady calling herself that.
8 Jada Pinkett Smith Only Made The Rumors About Her Marriage Worse
The Smith's marriage is a tabloid favorite, especially since Will Smith slapped Chris Rock at the Oscars for poking fun at Jada. Before the public knew what they know now about their marriage, rumors were all over the place that the two had an open relationship. When Stern asked her about it, Jada Pinkett Smith addressed the rumors in a way that only furthered their speculation. "Here is what’s real—I'm not the kind of woman that believes a man is not going to be attracted to other women." She neither confirmed nor denied the rumor.
7 Pete Davidson's Privates
Because of his impressive dating history, some say that Pete Davidson has "big d**k energy," which Ariana Grande has publicly talked about. Stern asked if Davidson confirm Grande's comments about his, let's call it assets. "Everything is big to her," he joked. On a serious note, the comedian revealed he did not feel like he was good enough for the pop star.
6 Jennifer Aniston Revealed An Insane Career Moment
A famous episode of Friends was "The One That Could Have Been" where we see the alternative timeline of what happened to the group had they made different life choices. Well, fans now can speculate what Aniston's career would have looked like when she revealed that she turned down a chance to star on SNL. Anyone who lived through the '90s can't imagine a world without the Rachel haircut.
5 Wilmer Valderrama Went Into Detail About His Exes' Bodies
In one of the less refined reveals on the show, the That 70's Show star told us about what he liked about his ex-girlfriends' breasts and sex life. He denied the rumors that Lindsey Lohan had fake breasts, claimed that he took Mandy Moore's virginity and that Ashlee Simpson is loud during sex. Stern asked Moore whether or not she did indeed lose her virginity to Wilmer Valderrama, she adamantly denied the story and said she was disappointed that Wilmer would talk about her like that to anyone. "It was so unlike him, it was so uncharacteristic," were her exact words.
4 James Franco Defended Sliding Into The DMs Of A Minor
Franco has been accused of sexual abuse by several women and his interview with Howard Stern does not exactly help prove his innocence. Before these accusations, Franco was in trouble in 2014 when he slid into the DMs of a 17-year-old fan. Franco defended himself on Stern by stating that most of his fans were 17-year-old girls, as if that made it okay. Franco also went on to say, "How is she a victim? I was like anybody, just trying to meet somebody. It's just that my dirty s--t gets put out internationally."
3 Jesse James Talked About His Sex Life
Jesse James once had a relationship with actress Sandra Bullock that ended because of his adultery. He later started dating tattoo icon Kat Von D. Stern asked who was better in bed, and James confirmed that Kat was his "vixen." Stern also confronted Jesse James about why he cheated on Sandra Bullock. James then revealed that he felt unworthty of Bullock. "She could stand there in front of the world and say she loved me, but In my mind I was thinking, "Yeah? Bullshit. You don’t love me. I’m just some biker kid."
2 Lady Gaga Was Once Hooked On Cocaine
Gaga got very candid with Howard Stern and admitted that fame led her down the tragic road of addiction, something that is far too common in Hollywood. She talked about how she got clean but also said that cocaine "is the devil." She also implored her fans to avoid drugs at all costs.
1 Matt Lauer Ranked Katie Couric's Looks
Before he was revealed to be a serial sexual abuser, the former news anchor talked about his "crush" on co-anchor Katie Couric. He even said he thinks every man in America is attracted to Katie Couric because she's either a "9 or a 10." Considering the allegations that forced Lauer off of TV, this interview did not exactly age too well.