Fans Tell Their Celebrity Hook-up Stories And The Information Is Juicy

Even though they’re really just regular people like me and you, knowing stories about celebrity hook-ups is always interesting and piques everyone’s curiosity.

Groupies took to Reddit to share their stories about when they, or someone they know, hooked up with a celebrity and it’s honestly so interesting. This article summarizes their stories, but if you want direct quotes, this is where they come from.

Harry Styles

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Sometimes we forget just how famous some people are. Every girl knows who Harry Styles is. One girl shared that she saw him at a bakery and they began to talk.

One thing led to another and she was in the back of his limo. She had to get out four blocks away from his hotel and walk in alone so that paparazzi didn’t see them.

Lil Wayne


Rappers and hook-ups go together like peanut butter and jelly. One guy shares that his ex-girlfriend slept with Wayne back in college after a show in DC.

When he was done, he threw a one hundred dollar bill at her and kicked her off of the tour bus.

Charlie Chaplin

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One person shares that their great aunt was banging Charlie Chaplin and even has some proof. She was a nurse in Hollywood and never wanted to be married or have kids.

Instead, she was hanging out with one of the most famous generational actors of all time. She has a picture of them together still on her dresser.

John Mayer

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Some girls are good at science, some girls are good at volleyball, and some girls are good at sleeping with musicians.

This girl says she’s number three. One of her targets was John Mayer and let’s just say she successfully hit it. Apparently, the only weird thing about their encounter was that he whispered to “see her butthole” while they were still backstage.


One person shares that her friend went to Sundance Film Festival and ended up sleeping with from the Black Eyed Peas.

The friend says that they went through all of the condoms in the box. That makes me have so many questions. How was he able to get through ALL of them? Weird flex but okay.

Cody Simpson

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Cody Simpson was playing a show at a local fair when this girl reporting for the university TV station had to interview him backstage.

He asked what she was doing later, and they ended up going out to a club. He was 17 years old at the time, but was still getting bottle service. Their Uber back to his hotel was actually his tour bus.

Jason Derulo


This one is kind of funny. A girl shares that she had sex with Jason Derulo, and cheated on her boyfriend who was a well-known sports star in their little town.

The word got out what had happened, and now opposing teams sing “Jaaaassssssooooon Derulo” before they play against the ex-boyfriend.

Justin Bieber

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Justin Bieber has stolen the hearts of millions of girls across the world. He’s now married to Hailey Baldwin, but before that, he was a bit of a player.

This one girl wrote that in the summer of 2013, she went back to his hotel in Toronto after the club. He made her sign a contract that she wouldn’t say anything. And, she had her phone taken away.


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Red Foo and Sky Blu make up the duo LMFAO. They’re also uncle and nephew. This is legit. So I guess the blood runs deep.

They also hook up with the same girls at the same time. Kind of weird. Well, at least that’s what one girl says. She woke up with one of their t-shirts and her breakfast was paid for.

Derek Jeter

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There are a lot of stories that follow Derek Jeter. One of them is that after he slept with a girl he would send her a gift basket with a bunch of his merch.

This girl who dated Jeter for a while says that she walked in on him naked, sitting on the couch, watching his own highlights. Very Derek Jeter of him.

Adam Sandler


In 1992, this guy was on a date with a girl at an Adam Sandler stand up gig. Well, one thing led to another and he ended up getting ditched by the girl because she was hooking up with Adam Sandler.

I guess the real world of dating is cut throat.

Bon Jovi

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Another day, another story from a mom about sleeping with a rock star. She shared this one with her children and it’s hard to blame her.

She slept with Bon Jovi. I guess the weird thing is that Bon Jovi was married to his high school sweetheart. Whoops, I guess that one slipped.


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A lot of men fantasize about spending a night with Madonna. It’s almost an understatement to say that she’s a sex symbol.

One guy, who is 34, had a dream of sleeping with Madonna. He got his chance when he went out in Rome. He went back to her hotel room and the rest is history. He says that he felt super depressed afterward because that was his peak.

Dave Matthews


This one girl was excited that she got invited back to Dave Matthew’s hotel room. But, that excitement would be washed away very quickly.

They started to hook up, and Dave started talking about scat play. She quickly came up with the excuse that her friends need help and got out of there very quickly.

John Mayer Pt 2

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It’s not a shock that John Mayer is a bit of a player. I mean, he’s good looking, can sing well, and is funny. So, the fact that he’s on this list twice makes sense.

He tried to hook up with this one girl who shared her story and she said “no”. John says that he gets rejected quite a bit because it’s a better story to say you turned down John Mayer than sleep with him.

Frank Sinatra

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Frank Sinatra is one of the most famous singers of all time. He made a lot of money. He was also a generous tipper at restaurants.

Someone shared that their grandmother got tipped $500 way back when (which is over $1000 now). And as they say, the rest is history at that point.

Lance Bass


Well, this one is kind of funny. Obviously, Lance Bass from NSYNC has now come out as gay. But, there was a time when he was still sleeping with women.

One girl shared her story saying that she briefly dated him and that her friends now tease her as the reason he came out as gay.

Nick Carter

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You know what’s funny? People are so shocked when a celebrity is actually nice to them after they engage, uh, physically with each other.

This girl who shared her story says that Nick Carter is a good guy because he also had the courtesy to call and text her afterward. Wow, what a gentleman.



Another story started with a roommate’s mother. She had slept with rapper DMX and she even still had his cell phone number.

So, what do you do when you’re given DMX’s cell number? You call it. That’s exactly what they did. His answering machine is just a bunch of dogs barking. I really hope that that’s true.

Axl Rose


A girl went on a date with Axl Rose and was quite proud of it. I mean, who wouldn’t be? He is one of the biggest rock stars of all time.

But, she did have one complaint, and that was that she didn’t like the taste of his cigarette flavored lunch.

Darius Rucker

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One girl shares that she had an on again, off again sexual relationship with Darius Rucker. She says that not only is he a fantastic lay, but that he was incredibly nice too.

He would sing to her in the morning as he made breakfast in HER house. He would constantly compliment her decor, even though it was probably nothing like his mansions.

Jennifer Coolidge

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Yes, this is Stifler’s mom, and yes, she lives up to that character she played. One guy said that his 27-year-old buddy slept with her when she was 52.

It turns out that Coolidge is actually the prowling cougar that she plays on the big screen. Clearly, Stifler’s mom has got it going on.

Rob White

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A user shared that her good friend had slept with Ron White, the comedian. She said that “it was very pink” and I’m not going to go into any more detail than that.

She said that he smoked a lot of weed with her and eventually asked for nude pictures while he was waiting for his delayed flight.

Kid Rock

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One stripper named Destiny shared that she slept with Kid Rock. Not only did she hang with him that night though — she says that she was with him for the entire week.

Apparently, he likes to spend a lot of his attention on the backside. I tried to say that in the least weird way possible.

Chad Kroeger

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It still baffles me that everyone hates Nickelback. I mean, you’re lying if you say that they don’t have some bangers.

Speaking of bangers, one girl shared that she slept with the lead singer Chad Kroeger. She said he has plenty going on down there, if you know what I mean. That’s going to make a lot of people mad, I know it.

The Weeknd

NEW YORK, NY – SEPTEMBER 29: The Weeknd performs onstage during the 2018 Global Citizen Concert at Central Park, Great Lawn on September 29, 2018 in New York City. (Photo by Steven Ferdman/WireImage)

It’s always interesting to know how well a celebrity performs both on and off stage. I mean, if you go to the Weeknd’s show, you’re basically going to hear his songs that are all about sex.

A girl who went home with him on New Year’s Eve said that he lives up to all the hype.

Alejandro Escovedo

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A production manager for a concert venue shared his story about Escovedo. Apparently, he pulled two girls with homemade t-shirts up on stage. They were young, but he ended up singing happy birthday.

The two girls went backstage and ended up going into Escovedo’s dressing room unannounced. He was doing drugs and yelled at them to leave. They left the venue crying.

Ryan Dunn

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A former club owner shared a story about Don Vito and Ryan Dunn. Apparently, his club paid for both of them to come party for the night. Well, party they did.

It turned into a huge, drug-filled party, and Don and Ryan were both receiving “presents” on a sectional couch from a few groupies.


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Well, kind of. A guy shares how he looks exactly like the lead singer of the band Disturbed. He even has the lip piercing and all.

Apparently, he went to one of their shows and ended up taking some groupies home with him. They knew he wasn’t the lead singer, but they thought it was cool how similar he looked.

Brian Bell

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One girl shares how she did the dirty with Brian Bell, the lead singer of the band Weezer. She said that he was a great guy and even played a little bit of his solo for the hit song Say It Ain’t So.

Could you imagine how weird that would be as a fan? Woah.