It goes without saying that as fans, we don’t ever hear about most of what happens with celebrities. There are so many opportunities afforded to the rich and famous when it comes to freebies or opportunities for “companionship” that we’ll never know most of what goes on. It’s really not our right to know. But, every now and then, someone spills the beans.
Most of these stories come from groupies. These groupies have an opportunity to earn their 15 minutes of fame for their celebrity hookups and they gladly try to do so.
Of course, you can only take what you hear with a grain of salt. There really is no way to know for sure if these groupies are telling lies or if there’s something to their stories. What we do know is that their recollections of how things went down are extremely hilarious.
If these things actually happened, some of the stories will give you a newfound respect for the celebrity. It will make you understand that these people truly don’t give a crap about anything, and they’re taking their fame and rolling with it. On the other hand, some of the stories are nasty, and if you already didn’t like the celebrity, you might like them even less after hearing what they allegedly did.
These 15 celebrity and groupie hookup stories are in no particular order. We couldn’t decide which was more outrageous, so we’ll have to let you decide. You can determine for yourself how you’d rank them, what criteria you’d use, and how likely these stories are to have actually happened. Are you looking for grotesque or are you looking for funny? We have a bit of both included in our list.
15. John Mayer And The Butthole Groupie
There are rumors that some musicians have a bit of a problem with controlling their urges. John Mayer has widely been known as an artist who likes to play the celebrity dating scene but his urges may not be limited to famous people.
One story gets told by the friend of a groupie who was notoriously good at meeting celebrities and hooking up with them. On this occasion, the groupie conned her way backstage to meet John Mayer. It wasn’t long before they were seen making out and as the groupie tells the story, John leaned over mid-makeout and whispered, “let me see your f*cking butthole.” I guess the groupie doesn’t go further with the story, but the friend has a pretty good inclination that the groupie actually did end up playing peek-a-boo with Mayer. Knowing her groupie friend, that scenario had a high probability of happening.
14. Will I Am Was Busy
There’s a story about a groupie who was extremely proud of her ability to catch Will.i.am‘s (from the Black Eyed Peas) attention. She wouldn’t shut up about her conquest for months. Not long after, this groupie’s friend found an interview in Rolling Stone Magazine where, during that interview, the interviewer asked the entire group about their recent trip to the Sundance Film Festival that year. The interviewer asked how they found that experience and what did the band do while they were there.
The response from the band was memorable. Will.i.am said, “We bought several boxes of c*ndoms and used every single one.” As soon as the friend telling the story showed this magazine article to her groupie girlfriend, the groupie almost immediately stopped bragging about her escapade.
13. Jason Derulo Team Anthem
There’s a story that details a girl who hooked up with Jason Derulo one night after his performance in a nightclub in her town. It’s not so much that she hooked up with Derulo that’s the story. It’s more a story that she was already dating a pretty popular sports figure in the town. Local town sports guys are kind of a big deal.
Anyways, as soon as the boyfriend found out he’d been cheated on, he broke up with the girl. Unfortunately, he wasn’t the only one who heard the rumor, and any time an opposing team would come to town to play his hometown squad, they’d sing “Jason Derulo” just to throw him off his game. For a sports guy, losing the game is as bad, if not worse, than losing the girl.
12. Adam Sandler Gives Courage
Back in 1992, there was a guy who had a date all lined up with a girl who didn’t show up. He wasn’t sure why she didn’t show up but after getting ditched, he tried to make the best of his night anyway. He headed over to a bar where some people he knew were, and he told them that he got stood up. They proceeded to tell him that they’d heard through the grapevine that his date had hooked up with Adam Sandler, of all people.
Where the story takes a turn is that the guy was actually gay. He just didn’t know how to tell everyone and once stood up–thanks to the celebrity of Adam Sandler–he decided that there was no better time to share the news. Perhaps it’s not the best reason to come out of the closet, but hey, whatever reason lets you be comfortable with who you are works.
11. The Harry Styles Mob
A 20-year-old female was in the town of Chelsea stopping to buy a cupcake at a local shop. She was surprised to see Harry Styles from One Direction there. What started as her recommending the red velvet cupcake, became a conversation that led to her hopping in his limo to head toward his hotel. She thought it was odd that he had the driver drop her off a couple blocks away until she saw the mob of fans he had to go through to get to his own room.
She proceeded to walk through the mob untouched (she was on her own and Styles was already in), and they had a fun evening together. After hooking up, she again had to leave by herself to get through the mob. She realized that this was something Styles had to do every day and immediately felt sorry for him. It’s not every day you get to hook up with a member of One Direction, but she never wants to do that again.
10. Derek Jeter Is A Derek Jeter Fan
This story gets told by a friend’s cousin who once dated Derek Jeter for a while. It must have been pretty serious because he talks about his cousin having keys to Jeter’s apartment. The story was that this girl went over to Jeter’s house one day, used the key, and walked into the apartment to see Derek Jeter completely naked and on his sofa watching highlights of himself playing baseball.
If that wasn’t odd enough, the story continues that Jeter was actually pumping his own chest when he made a good play, saying to himself, “Yeah Jeets, Yeah Jeets.” Derek Jeter had a lot of fans, but if this story is even remotely true, perhaps there’s no fan bigger than himself. Or, maybe this was just his way of getting himself psyched to play a game.
9. Madonna Bucket List
There is a story about a friend of a friend who had one simple goal in life. That was to go south on Madonna. It was his biggest aspiration. By the time he’d reached 34 years old, he actually got his wish. He met her in Rome one night and went back to her hotel. He must have been elated to finally see his dreams come true.
The hilarious part of the story isn’t that he got his wish; it’s what happened to him after. He spent so many years dreaming of that moment that after it happened, he didn’t know what to do with himself. He’d made no other real goals in his life. It’s kind of sad to think he reached his peak at 34 years old and that the rest of his life was going to be downhill from there.
8. John Mayer Snubbed
We mentioned earlier that John Mayer has quite the reputation for getting with the ladies. Well, it doesn’t always work out for John who sometimes gets snubbed. To his credit, he’s being shot down to a science.
After inviting some guy’s sister-in-law to his hotel room, she said no. His response was something along the lines of it being “okay” because he often gets said no to. In fact, he explained that it happened more often than not because it was a better story for a girl to say she shot down John Mayer than to say she hooked up with John Mayer. That sounds like a very rehearsed response, and there’s nothing like a celebrity trying to play the ‘make her feel guilty’ card. Clearly, from our earlier story, Mayer doesn’t need help with the ladies, so to hear him lay it on so thick is kind of pathetic.
7. No Way To A Motley Crue Tattoo
After the Tommy Lee and Pam Anderson video came out, a friend of a guy who tells this story decided she wanted to hook up with Tommy Lee. She went to the Rainbow Room in Los Angeles every night until he showed up. When he did, she walked right up to him and said she wanted to be his next.
The band, some other people, and her all wound up partying together, and Tommy Lee bribed her $500 to get a Motley Crue tattoo. She flat-out refused and went on to explain how she really didn’t like the band but that she thought he was hot. Disappointed, Tommy Lee got with her anyway. I guess his moral code wasn’t too high, which must come as a real shocker to people.
6. Justin Bieber’s Non-Disclosure Agreement
This story starts in 2013 at the Muzik Nightclub in Toronto. A friend ended up leaving with Justin Bieber and his crew, and all went back to the Hazelton Hotel. She hooked up with Bieber and a number of guys from his entourage. She wasn’t the only girl there and all of them had to sign non-disclosure contracts and give up their cellphones to be part of the group.
After the hanky-panky was done, they all sat around and had to listen to Bieber sing and play guitar for about an hour. He smoked a ton of weed, and they all got bored out of their minds. Well, maybe not everyone was bored. There had to be at least one or two “Beliebers” in the group. We’ll never know, since nobody is allowed to talk about it. Does Bieber really think people will follow the contract? Or does it just make for a better story when he’s older and not famous?
5. Data Knows What He’s Doing
This story goes that a girl ran into Brent Spiner (Data from Star Trek) at a bar after a Star Trek convention. They were sitting alone, and when this girl went to leave, she thought she’d say, “Have a nice night Mr. Spiner.” Thinking nothing would come of it, Spiner actually convinced her to stay for a drink, made her laugh, and they eventually went back to his hotel room where they hooked up.
She says he was very nice that he bought her breakfast from the room service menu and thanked her with a hug before he moved to another town for another convention. Is it weird to be a huge Trekkie and hooking up with a robot? I guess not that weird because it sounds kind of like a routine thing in each town for “Mr. Spiner.”
4. With LMFAO, It’s A Family Thing
While Redfoo has gone solo now, the former group LMFAO consisted of an uncle/nephew tandem, and they created some extremely iconic party songs. But apparently, creating chart-topping hits wasn’t all they did together. A story on one Reddit groupie/celeb hookup thread alleges that the DJ duo tag-teamed a lady, then picked up her breakfast tab, and left her a free t-shirt in the morning. The author added that the woman also posted a selfie with the two in bed together.
It sounds like this was an often occurrence for the uncle and nephew partnership as the person who told this story got a lot of hits and comments from other Reddit users who had similar accounts to share. At least all these people got some free SWAG out of the deal.
3. Ron White “Mr. Pink”
Most people probably wouldn’t view Ron White as a successful “get” if you’re a groupie. He’s funny, but he’s not exactly male model calendar material. But, that didn’t stop one girl from hooking up with him and quickly regretting it. She called his member extremely pink, but that she was able to get around that feature considering the huge stash of weed he had that they smoked together.
The “relationship” ended when, after going their separate ways, White texted her while at the airport waiting for a flight. She recalls him asking for her to send naked pics. She didn’t, but she got a good chuckle out of the entire encounter. He probably has another story to tell on stage. I guess it worked out for both parties.
2. Tarantino Foot Fetish
This hookup is a legendary story that went viral years ago. What makes it so interesting is that there’s a very detailed email and photo booth photos behind it to show, that at the very least, this girl did, in fact, meet Quentin Tarantino.
She was invited over to the famous movie director’s house where, while being worried that she’d have to shoot down his advances for doing the deed, she instead found out that he’d rather suck on her toes while pleasuring himself. Thankful that she wasn’t asked to go through with the worse of the two options (I suppose opinions will vary on which is worse), she allowed him to do the toe thing. Her account of this story is an extremely well-written email that even if the story is completely bogus, is very entertaining.
1. A Very Polite Hootie
When you’re in a not-so-serious relationship with someone, you talk about all sorts of things you might not tell someone you love. This guy had a casual relationship with a girl, and she told him how she once hooked up with Darius Rucker from Hootie and the Blowfish. She recounts how her experience with him was so nice. They had a great day, they hooked up, and it was very pleasant. He even sang to her in the morning while he made her breakfast. On the way out, he complimented her on her lovely home and thanked for her being such a good host.
Rucker is now married and is very successful as a country singer. Maybe it was his country roots that came shining through. This is probably the most polite groupie story ever told, and he’s clearly a catch because he’s no longer hooking up with groupies. Well done, Hootie.
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