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Hey! Ever wonder what it’s like to date a celebrity? Well, here’s a fun dive into some real-life stories from folks who’ve been there, done that, or sort of done that. Buckle up, these tales are all over the place - sweet, messy, funny, and downright surprising.

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#1

People Spill the Beans on Dating Celebrities (And It's Wild)

KENDRICK--LLAMA , chesterbe Report

I dated Chester Bennington during Linkin Park's rise. It was awesome but tough with the touring life. Tried hard, but in the end, it didn’t last. Now I’m happily married with kids. Life goes on!

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    #2

    People Spill the Beans on Dating Celebrities (And It's Wild)

    madshm3411 , Premier Talent Associates (management company) Report

    Not exactly dating, but here’s a fun one: My college roommate’s mom dumped a musician guy for someone else. That heartbroken musician then wrote “More Than a Feeling.” And yes, that's the Boston song. Quite the breakup story!

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    #3

    People Spill the Beans on Dating Celebrities (And It's Wild)

    discipula_vitae , taylorswift Report

    So, my buddy claims he had a 2-week fling with Taylor Swift back in middle school. He jokes that he’s the inspiration behind all her break-up songs. We kind of believe him.

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    Remember that rom-com where a regular guy falls for a mega star? Yeah, it's basically its own genre now. Real life? Not always as neat as the movies make it look.

    #4

    People Spill the Beans on Dating Celebrities (And It's Wild)

    lilies2sons , Petty Officer 3rd Class Dion Dawson Report

    I was engaged to Rickey Medlocke from Lynyrd Skynyrd. Best five years of my life! I got to hit the Grammys, walk the red carpet, and hang with the coolest folks like Billy Bob Thornton and Keith Urban. Loved being part of the music family, but the constant touring made me lonely. We broke up, but hey, I felt loved. Now he’s with the backup singer for Kid Rock - pretty epic pair!

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    #5

    Sunnyboy451 Report

    Not dating exactly, but my dad wrestled Axl Rose in high school. There was definitely some friendly hugging involved. Rock and roll, I guess!

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    #6

    People Spill the Beans on Dating Celebrities (And It's Wild)

    PM_ME_YOUR_DAD_DK , officialterihatcher Report

    While delivering legal papers at Universal Studios, Teri Hatcher totally did the double take and said hi. I was flattered but kinda weirded out (because hello, I’m gay). Years later, I found out she dated Ryan Seacrest. Maybe she likes gay guys?

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    Usually, the normie is starstruck first, then paparazzi or crazed fans try to mess things up. Real life romance with celebs? Sometimes tricky and rarely as perfect as Hollywood shows it.

    #7

    People Spill the Beans on Dating Celebrities (And It's Wild)

    optimusreim34 , Getty Images (not the actual photo) Report

    I dated an NHL player in my early 20s. Fun times, but he was super insecure and acted cocky to cover it up. Oh, and he wanted me to call him ‘daddy’ in the bedroom. I did, because… well, sure why not?

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    #8

    People Spill the Beans on Dating Celebrities (And It's Wild)

    wayhe Report

    Not exactly dating, but I hooked up with Steve-O back in the early Jackass days. He was full of himself and kind of crazy. Things ended when he threw a chair out my kitchen window. At least he cleaned up his act later!

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    #9

    People Spill the Beans on Dating Celebrities (And It's Wild)

    KlerBeeTX , iammireilleenos Report

    Mireille Enos was my high school girlfriend. She was sweet and super determined to be an actress. We still keep in touch every now and then. Last time we had dinner with her hubby Alan Ruck - pretty cool, right?

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    Some real stories keep us glued. Like this mini-series about JFK Jr. and Carolyn Bessette that was a total hit - talks about how being famous can get messy even for the beautiful people.

    #10

    People Spill the Beans on Dating Celebrities (And It's Wild)

    LightningMaiden , twhiddleston Report

    So yeah, I once side-hugged Tom Hiddleston. The dude smells exactly like vanilla. Point made.

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    #11

    People Spill the Beans on Dating Celebrities (And It's Wild)

    Drunk_Wizard , billnye Report

    My girlfriend’s aunt had a thing with Bill Nye for a while. Yep, the Science Guy himself. Kind of sci-fi when you think about it.

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    #12

    People Spill the Beans on Dating Celebrities (And It's Wild)

    anon , Mariana Vusiatytska (not the actual photo) Report

    Back in high school, I dated a girl who’s now a kinda popular guitarist. Problem? She was hardcore Christian and broke up with me when I came out as atheist. She even admitted to faking orgasms to ‘obey God.’ Yeah, weird.

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    This story dives into how Carolyn struggled with her identity beyond being "just" JFK Jr.'s wife. Choosing a person vs. choosing the wild life that comes with fame? Big question there.

    #13

    People Spill the Beans on Dating Celebrities (And It's Wild)

    redheaddreadhead , montelljordan Report

    My aunt dated Montell Jordan for ages until he cheated and dumped her. She went a bit crazy after, but hey, she got a kid out of it - who kinda looks like Montell, so… mystery! She’s doing great now, though, single and happy.

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    #14

    People Spill the Beans on Dating Celebrities (And It's Wild)

    nalwb , kristenanniebell Report

    Kristen Bell and I dated for about a month. She was as cute as you’d expect. We kissed, hung out a couple times, but she called it quits. Still, she’s awesome.

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    #15

    People Spill the Beans on Dating Celebrities (And It's Wild)

    poopycocacola , Genevieve719 Report

    I met Adam Baldwin once. First handshake was weak ’cause he grabbed weird. I apologized, and he looked me in the eye and said ‘try again.’ So I powered up and gave him a killer shake. Definitely relationship material, right?

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    All this makes us wonder: what if things had turned out differently? Ordinary folks dating stars? That’s a peek behind the velvet ropes, and it’s pretty fascinating.

    #16

    People Spill the Beans on Dating Celebrities (And It's Wild)

    Lillixsim Report

    Back in ’98, my sister was dating Robert Downey Jr. while he was in a rehab program. Wild times!

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    #17

    People Spill the Beans on Dating Celebrities (And It's Wild)

    melorun , Nestor Cruz (U.S. Air Force) Report

    My great aunt was Alex Trebek’s girlfriend back when they were teens. Grandpa thought Alex was probably never gonna make it big. Guess who was right?

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    #18

    People Spill the Beans on Dating Celebrities (And It's Wild)

    Made_at0323 , Jimmy Kimmel Live Report

    Mom dated Louis C.K. back in high school. She said he was awkward but sweet. Took her to comedy clubs and even baked her a pie once to try and win her back. Didn’t work.

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    #19

    Throwitaway011001100 Report

    I spent an evening with Nic Cage right after his split from Lisa Marie Presley. We kissed, talked, and he asked me out the next day. People give me grief about it, but hey, he’s fascinating and hot!

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    #20

    sugarminttwist Report

    My Girl Scout troop leader dated Johnny Depp in high school. She said he was a bit strange. We thought it was seriously cool. She even skipped a troop meeting to go to his wedding!

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    #21

    anon Report

    If Steve Jobs screwing me over with iTunes counts as dating, then yeah, I dated him.

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    #22

    People Spill the Beans on Dating Celebrities (And It's Wild)

    DoubleThink1990 , imgur Report

    My cousin dated Emma Stone before she was really famous. He even brought her to meet our grandma. Tons of pics to prove it. He also worked as a director’s assistant on The Help. Hollywood insider, anyone?

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    #23

    People Spill the Beans on Dating Celebrities (And It's Wild)

    thebageljew , stevienicks Report

    Not me, but my neighbor dated Stevie Nicks for a bit. Apparently, lots of c*****e was involved. Rock on!

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    #24

    People Spill the Beans on Dating Celebrities (And It's Wild)

    Sentient_handbag , Andreas Lawen, Fotandi Report

    I dated Brian Warner (Marilyn Manson) before he hit it big. He wrote terrible poetry and drove a flashy sports car. Strange times!

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    #25

    kigurumiadct Report

    Aunt dated Jimmy Fallon in the ’90s before leaving him for my uncle. I love my uncle, but I have to admit, I was a bit disappointed. Jimmy’s a comedy king!

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    #26

    Spider_Dude Report

    I worked as an extra on Gilmore Girls, and Alexis Bledel just walked past me and said 'Hey.' I said 'Hey' back. That’s as serious as it got!

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    #27

    anon Report

    She ditched me for a hotter guy who was a year older. Joke’s on her though - she won an Oscar and I’m doing alright. Life’s funny like that.

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    #28

    PM_ME_UR_TS_PLS Report

    I worked on set where Zooey Deschanel was. Made a running joke about me kissing her. On the second-to-last day, boom - I got the kiss. So, yeah, we’re serious... kinda.

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    #29

    People Spill the Beans on Dating Celebrities (And It's Wild)

    SalteeWaltee , kristincavallari Report

    When I was 14, I made out with 13-year-old Kristin Cavallari a bunch of times. Fun fact: she was a pirate. No, seriously.

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    #30

    People Spill the Beans on Dating Celebrities (And It's Wild)

    One_Sensual_Camel , Getty Images (not the actual photo) Report

    I had a fling with an NBA player who was surprisingly normal. We bonded over Fantasy Football and had a casual hangout. Now he’s a superstar, and we keep it cool. Oh, and his name sounds like dessert, which always made me hungry around him.

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    #31

    People Spill the Beans on Dating Celebrities (And It's Wild)

    anon , STERLING SPENCER Report

    In 2005, I dated Joel Zimmerman (Deadmau5) for about 10 months. He lived with his mom then and didn’t drive, so I was the chauffeur. Brilliant guy, even if a bit of an a*****e sometimes.

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    #32

    People Spill the Beans on Dating Celebrities (And It's Wild)

    anon Report

    A buddy dated Mel B’s daughter for a bit. He said chilling at her place was basically hanging out with a security guard watching you. They didn’t last long, but hey, that’s celebrity life!

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    #33

    People Spill the Beans on Dating Celebrities (And It's Wild)

    sweetalkersweetalker Report

    My stepdad’s cousin dated Woody Harrelson in college. He was super intense, calling daily with Bible quotes and leaving creepy notes. They finally dated, but both cheated and split by Christmas. Drama city.

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    #34

    People Spill the Beans on Dating Celebrities (And It's Wild)

    iMakeItSeemWeird , Getty Images (not the actual photo) Report

    In college, I hooked up on the regular with a now fairly famous Ohio newsperson. We never really dated, just had fun. Always a blast telling people I ‘hit that’ when I saw her on billboards.

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    #35

    Womp2 Report

    I grew up with Tracy Spiridakos (Charlie from Revolution). We kissed once at a party, so that counts as dating, right? She’s cool but a bit snobby.

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    #36

    anon Report

    Dated Gabbie from the GabbieShow and SoFlo back in the day. She’s got a huge ego and crazy attitude. She dumped me for my buddy who paid more attention. No contact now, which is honestly a relief.

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    #37

    trebuchetfight Report

    Dated a band member whose group got on MTV. It was a short month, mostly because our personalities never quite clicked, and our schedules were all over the place.

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    #38

    FireEagleSix Report

    Had flings with a musician who tours now and a local radio DJ turned LA host. Both super nice and non-jerks. He broke up with me because of our age gap, but no hard feelings. Now happily married to a non-famous dude.

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    #39

    People Spill the Beans on Dating Celebrities (And It's Wild)

    Dat_Nia_Dbizzle , The Tonight Show Starring Jimmy Fallon Report

    I shared an apartment with Jennifer Lawrence for two months before she even realized I was there. Pretty sure that's the closest I got to dating her!

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    #40

    PM_ME_UR_TS_THNX Report

    Nothing much to tell, except I hooked up with Ke$ha once at a high school party. Just a one-time thing but memorable!

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    #41

    People Spill the Beans on Dating Celebrities (And It's Wild)

    pighalf , rachaelray Report

    We were at the airport and Rachael Ray let one rip right next to me. So yeah, I guess you could say we kind of dated?

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    #42

    People Spill the Beans on Dating Celebrities (And It's Wild)

    PM_ME_UR_PANTY_COLOR , Dankstick Report

    I met a girl who was dating Modest Mouse’s lead singer. We chatted online, got close, and she basically cheated on him with me. She even sent me tit pics. Not as fun as it sounds.

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    #43

    People Spill the Beans on Dating Celebrities (And It's Wild)

    anon , Takuya Hozumi (not the actual photo) Report

    I dated a smoking hot Korean law student. She hooked up with Cristiano Ronaldo and said he wasn’t that great looking and had greasy hair. Also, Jim Carrey tried hitting on her and she said he’s super creepy. Guess she’s got a thing for celebrities!

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    #44

    hamplanetstrip Report

    Went on a date with comedian Nick Swardson. He was pretty normal and funny. Had to catch a flight early, so he paid for my dinner while I ate solo. Nice guy.

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    #45

    anon Report

    Grandma dated Marshall Mathers Sr. back in the day. She says he was a really nice guy. Now that’s a family connection!

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    #46

    Bbrazil97 Report

    Olivia O’Brien, who wrote “I Hate U I Love U,” was my high school friend turned make-out partner. She was heartbroken when I dated someone else the next day and later blew up musically. She’s talented but also a bit crazy. Still, that first song was a classic.

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    #47

    myneighborsucks69 Report

    Met a guy in a band. On and off for a few years because I didn’t want to date a musician and he dropped out of college. Now he’s winning VMAs. Despite the chaos, we’re still great friends. Life’s weird.

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    #48

    JWillsNH Report

    Not me, but my dad dated Ricki Lake in high school. He accidentally broke her nose playing volleyball. Bet that was a memorable gym class.

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    #49

    Jaybirdmcd Report

    In the late ‘80s, I dated a Texas girl who wanted to be an actress. She got discovered by Playboy, moved to LA, did soaps and movies, then ditched me for a long-haired guitar player. We stayed friends for years, but now she’s in a s***ty apartment trying to get famous again.

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    #50

    easyR Report

    My grandmother went to prom with Supreme Court Justice Anthony Kennedy. She still emails him, and he responds. So yeah, that counts as dating.

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    #51

    lastx1xstanding Report

    My mom dated Slash in high school. Before she passed, she joked, ‘Why couldn’t he be the father?’ Loved that humor. She was also friends with Mikey from OCC.

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    #52

    frontbutthole Report

    I met Katy Perry when she was still solo and she said I was cute. We drank all night, but I chickened out on hooking up because I had a crappy girlfriend. Years of regret follow.

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    #53

    fannygas Report

    When I was 13, I kissed 17-year-old Mary Kate LeTourneau. That’s all I got. Wish I knew more.

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    #54

    belethors_sister Report

    I’ve been dating a drummer for a major band for two years. It’s mostly easy because we’re both homebodies, but planning anything is a nightmare with his crazy schedule. The perk? Awesome backstage access.

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    #55

    faded42out Report

    I hooked up with a rookie NFL player who’s now a starter. The s*x was nothing special, and I spent months dodging his calls. Lesson learned: even big football players can have tiny equipment.

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    #56

    thr0wit4llawayy Report

    Knew Ray Fisher forever and hooked up once. No complaints - he's a great dude.

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    #57

    mrsdwright5 Report

    My aunt was engaged to Steve Madden but ended it and married a billionaire instead. Talk about leveling up!

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    #58

    whiskey_river Report

    My boyfriend’s sister dated Justin Bieber’s dad. Turns out, he’s a huge jerk. No surprise there.

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    #59

    Mike101111101010 Report

    I dated Kylie Jenner. Can’t say much else, but she’s a very cool person!

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    #60

    stillnoxsleeper Report

    I used to cyber with a Reddit user before they hit 10k karma. Then they became a mod and totally went Hollywood on me. Sad times.

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