Quick Links

Have you ever thought of what it would be like to hook up with a celebrity? Of course, you have, who hasn’t? We spend a lot of our time enjoying our favorite TV shows and daydreaming about our favorite characters. What would it be like after all to meet them in person and see what they are like when the cameras are off? Would they appear just like the rest of us or would we be in awe of their presence? It can be a dream come true for a regular human to find themselves in a situation where they could hook up with a celebrity. Most of us never even have the chance of meeting one, never mind spending any real time with them.

The idea of it just seems so far-fetched and yet it happens every day. Look at Matt Damon, who met his wife in a restaurant. And she was his bartender. I bet when she went into work that day she had no idea that she would be exchanging phone numbers with the handsome Matt Damon. Luke Perry also met his wife in a random situation. She threw him her bra at an event, and that was all that he needed in order to get to know her. The next thing we knew the two were dating and eventually were married. A lot of times though we hear about random hookups from groupies who managed to get with their favorite celebrity. They didn’t get a ring in the end, but their stories are certainly entertaining.

15. Harry Styles

Harry is one of the members of the popular musical group One Direction. He was in another band beforehand called White Eskimo where he made his debut as a singer. The band has been hugely popular, and it’s not surprising that any of the band members would have groupies following them around. One groupie ran into Harry at a cupcake shop. "I'm from NY and was back in Chelsea on break from college up north. I visited my favorite cupcake shop and ran into Harry Styles. I tipped him off that the red velvet cupcakes were the best of the lot and made an exit. This shop is on a pretty quiet street, so I turned around when I heard "excuse me." There was Harry, recommended cupcake in hand. He walked to the end of the block with me, and there was a car waiting for him. I thought seriously about just going home, but I was pretty sure this was the kind of adventure that doesn't happen twice, so I got in when he offered. We had great conversations, good sex, and excellent champagne. And to those wondering about his penis: he had a slightly larger than average penis." Oh boy!

14. Justin Bieber

Justin Bieber is no stranger to scandal when it comes to women. He’s been connected to a brothel as well as being inappropriate with female fans. It wouldn’t be surprising if he hooked up with groupies, but it’s the way in which he does it that seemed a bit off. According to one fan who had the opportunity to hook up with the singer, he forced her to listen to him sing all night. It might be possible that Bieber is a little full of himself. She refers to Justin as “JB” and claims he “smoked a shit ton of weed,” while in her company. She didn’t seem to mind any of it until he started to sing. When they were partying together, Justin made the room full of people listen to him sing song after song.

13. Derek Jeter

Derek Jeter is allegedly another celebrity that has an ego that is far too big for his britches. Yes, it’s true he may have played 20 whole seasons for the New York Yankees, but c’mon already it’s just baseball. Wink Wink. There was one lucky gal that had the opportunity of dating Derek for a short period of time. She even had keys to his apartment, and she would often show up unannounced. "My friend's cousin dated Derek Jeter for a while and had keys to his apartment. According to the story, she entered one day to find him butt ass naked on his couch watching highlights of himself and bumping his chest with his fist saying 'YEAH JEETS, YEAH JEETS.'" Well, that’s certainly embarrassing. It makes you wonder what he said to the girl when he saw that she had entered the apartment.

12. Joan Jett

Apparently, you need to keep your girlfriend really close to you if you are around Joan Jett. She is rumored to have stolen the girlfriend of a guy that took her to a concert. Joan Jett was the girl’s favorite singer, and when she had the opportunity of meeting the singer, she jumped at it. Joan ended up liking the girl so much that she kept her for herself. “I have a Joan Jett story. A guy I knew was dating this new, hot chick. He was super into her, and she was a Joan Jett fan. He asked for backstage passes and tickets to her show from his boss so he could impress the girl. They go to the show, and they have a blast, go backstage, and Joan Jett steals his girl right in front of him. She just took her home, and that was the end of that relationship. Apparently, the girl and Joan dated for a bit after that. Talk about worst date ever.”

11. Tom Cruise

Poor Tom Cruise, he just can’t seem to get away from those gay rumors. He’s been plagued by them for years, and both him and his Scientology buddies have disputed the rumors over and over again, but they keep cropping up. Is it possible it’s because they are true? A former gay adult film star by the name of Paul Barresi claims he had an encounter with Tom Cruise. He has also alleged liaisons with Garth Brooks as well as Jason Priestley. Oh, baby! During his alleged contact with Tom, he claimed that the star wore a bodysuit and brought along with him a wrestling mat so that they could practice some moves.

10. Johnny Borrell

There are some groupies who focus on one particular singer or artist that they worship and basically follow their career while others are just interested in hooking up with any celebrity that they can get their hands on. In the case of this woman, she seemed to have made it with a lot of Indie band members while working as a bartender in Camden Town. "So, a bit of background info, I worked as a barmaid in various pubs in Camden Town for five years when it was indie central, so I got to hang around with a lot of bands. I got to know The Libertines fairly well just after Up the Bracket had been released and had a thing going on with Carl for a bit. He did a ton of coke and he dumped me for a fifteen-year-old girl. Julian Casablancas had a huge d*ck but was usually too fucked to get hard. Slept with Matt from The Arctic Monkeys, pretty average in bed but a great lad. Not me but a friend slept with Johnny Borrell, said he was shit and kicked her out at 7 am because his girlfriend was coming over.”

9. Lil Wayne

Not only is it rumored that Lil Wayne is a bit of a player, but apparently he likes to leave $100 bills after his hookups. There probably isn’t much else that is that offensive than that. Lil Wayne is known for loving his women, but he won’t leave you hanging; he believes in paying for it. One girl tells a story about her roommate that was excited to have hooked up with the singer; her excitement died pretty quickly however after he kicked her off his tour bus after they had sex. As if that wasn’t bad enough after he gave her the boot he handed her a $100 bill for her time. The poor girl found the experience to be “demeaning.” He sounds to be a pretty offensive human and the guy isn’t even good looking. But that’s Hollywood, isn’t it?

8. Jennifer Coolidge

Jennifer Coolidge has played many characters where her sexual preferences were in question. There are rumors going around that say she isn’t that different from her character in American Pie. What I mean by that is she likes really, really young guys. She has apparently hooked up with a few fans that wanted to know what it was like to be with an older woman. "A pretty good friend of mine had sex with Jennifer Coolidge (Stifler's mom) this year. He's only 27, and she's 52 so the 'prowling cougar' character she's famous for may be kinda accurate. He gets embarrassed if you bring it up, but I'm like, dude, you banged the quintessential MILF, there's an entire genre of movies named after the term that person popularized, own up to it with pride!" She kind of has that look about her, the overly sexualized woman on the prowl for a red-blooded male.

7. Drake

If you’ve ever come across memes that allude to certain sexual preferences of Drake’s, there’s a reason for it. It’s very likely because it’s true. A certain groupie blew up her hook up with the singer online, and he’s been forever known as the guy who likes his bottom to get special attention with a tongue. Look, don’t make me say it. He took this particular groupie home to his mansion in 2014 and asked the girl to perform his favorite pleasures. "He was laying there on the bed with his leg spread open and my face in his butt and his legs shaking.” She took the opportunity to spread the word about the rapper’s preference for butt kisses, and it sparked a meme firestorm like nothing we have ever seen before. He should probably have his groupies sign nondisclosure agreements to avoid situations like this.

6. Darius Rucker

I’m sure you remember Darius Rucker from Hootie and the Blowfish. We don’t hear much from them anymore but at one time they were a popular band. Apparently when it comes to hooking up with fans Darius is the perfect gentleman. He doesn’t kick his ladies out or throw money at them after; instead he makes them breakfast and sings to them. Who wouldn’t love to be serenaded after a night of sweet, sweet lovemaking. "A girl I used to have an on again, off again fling with had sex with Darius Rucker (Hootie from Hootie and the Blowfish). She said he was a fantastic lay, a perfect gentleman, and even sang to her in the morning as he made her breakfast. On the way out he thanked her for being a good host and said she had a lovely house."

5. Quentin Tarantino

One woman has a story about a hookup with Quentin that has become legendary. Apparently the whole tell-all of their encounter is on Deadspin. As the story goes: the woman met Quentin at a Hollywood Hills party. They seemed to have a connection, and he eventually invited the woman back to his home. When they get there, the woman decided that she didn’t want to have sex with him. She stated quite simply, "making out with Quentin Tarantino is a great story, but there is no way I plan on putting out." He must have been hugely disappointed thinking that he was going to score and then being turned down. The girl did however get a look at his junk and described it as, "short, fat, nub-like. The chore of all chores."

4. Simple Plan

Many singers and band mates will use their positions as celebrities to get a little action. It’s a pretty normal occurrence and usually they get what they want. In the case of one girl however she couldn’t have been less interested in sleeping with anyone from Simple Plan. "The guy who sings in Simple Plan tried to pick up my ex-girlfriend. He was in a car, she was walking. She was laughing at him all like 'whatever' and he goes 'I'm in a band' and she's like 'I don't give a sh---.' 'I swear, we just got signed by Blink 182!' It's only like a year later we saw their video on TV and she was like 'hahaha that’s the guy.'" It’s hilarious to see a band member humbled a little bit. Not everyone is out searching for a band hook up.

3. John Mayer

John Mayer is certainly known for being a wanderer when it comes to the ladies. He’s practically been linked with every female in Hollywood, and things usually end badly for the ladies. He is considered to be a womanizer who has no intention of settling down. But he’s apparently not the nicest guy either when it comes to hookups. "My good friend's ex-girlfriend is really good friends with a girl that was way into trying to screw musicians. Like, this was her thing, and she was good at it. One night, John Mayer rolled through town during one of his tours. After his show, said friend of ex-girlfriend made her way backstage and got invited to hang out with John. Again, this is her thing and she's good at. Apparently at some point during the encounter her and John started to make out fairly heavily. This eventually lead to, in the heat of the moment, John leaning into this girl's ear and whispering, 'Let me see your f---ing butthole.' Word for word, this is (apparently) what was said. I don't know if her butthole was ever shown to Mr. Mayer, but I'd like to think it was."

2. DMX

There are a lot of weird rumors circling around rapper DMX and his unusual lifestyle. We can’t say what kinks in someone’s sex life is worse than others or if we should just chalk it up to experimenting, sexually. There was one woman who claimed to have had sex with the rapper frequently and had his number in her phone. One day the woman’s daughter and her roommate went into her phone to call DMX to see if they could talk to him. They got a bit of a surprise when they did so. "Friend of a roommate's mother f---ed DMX. We got his number from her cell phone but his answering machine message was just him barking for 30 seconds." It’s probably the weirdest message any of us would have come across but celebrities are nothing if they aren’t weird.

1. Chad Kroeger

Chad Kroeger is of course the lead singer of the band Nickelback. He is also married to the pop rock singer Avril Lavigne. He’s been in the industry for quite some time now and definitely knows his way around touring. Before he was married, he was living the typical bachelor life. He’s had his fair share of hooking up with groupies and one girl that he hooked up with had a lot of good things to say about him. Apparently the lead singer is… well-endowed. A guy she knew claimed, "I know a girl who used to hook up with Chad Kroeger from Nickelback all the time. Said he is hung like a horse." Well I guess we know why Avril was so intrigued with the singer. We could never figure out why the two of them ever got together in the first place.

Source: complex.com