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We are used to seeing celebrities dating other famous people, probably because they meet at various events or work on the same projects. There are less opportunities for celebrities to meet and connect with just regular people who have jobs that don’t make their names well-known around the world.

However, sometimes they too get a chance to hang out with famous people, go on a date or start a relationship with them. Folks shared such stories on Reddit when Dutskii asked, “‘Normal’ redditors that dated a celebrity, what was it like?” They weren’t afraid to name-drop as well, so let us know if a celebrity you look up to is in this list!

More info: Reddit

#1

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My mom dated Keanu Reeves back in high school. She broke up with him because he was too focused on his band with his friends at the time.

If only...

takedownhisshield , Governo do Estado de São Paulo Report

#2

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My friend's sister in law was out jogging when some other random dude came up and jogged with her and talked with her about random stuff like the movie being filmed nearby at the time for a bit. After a bit of that, he said, "Oh, by the way, I hope you like the movie." They were filming The Force Awakens and she only realized later that it was Harrison Ford.

s-exorcism , Gage Skidmore Report

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Wang Zhuang
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2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I wasn't a fan of the film, but it was good to see him in it as Han Solo one last time

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#3

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group I have a family friend who dated Daniel Radcliffe. I was seven at the time they dated, and a huge Harry Potter fan. I don't remember much aside from the fact that he was a really sweet guy. On my 8th birthday, my family friend told Daniel it was my birthday and he texted me a personal happy birthday message despite never having met me. Absolutely made it the best birthday ever.

You are all asking why I had a phone at 8 years old- to clarify, Daniel texted from my family friend's phone to my mom's phone, and sadly, I don't still have the message, as my mom's messages were deleted when she got a new phone. I know it sounds unbelievable but it's true I swear on Reddit

eveisannoying , Gage Skidmore Report

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#4

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group Damn I’m so late and I know this will get buried but when my mom’s aunt passed away they were going through her stuff and found a picture of her sitting on JFK’s lap. No one knew anything about it.

KingTobia_II , U.S. Embassy New Delhi Report

#5

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group A fairly close acquaintance of mine at the time went on a few dates with Natalie Portman when they were both at Harvard around 2002. He said she was exceptionally down to earth, genuine, and very engaging.

ICanhearyou4444 , Georges Biard Report

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Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Natalie Portman knew Jared Kushner in school. They are not friends anymore.

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#6

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group I had an English teacher that went on a date with Mark Hamill just after filming Star Wars in the 70's. She said he was a nice guy and was very humble, he said he was a small time actor and said he had just finished a new movie that he thought might be successful. They only went out once and she never heard from him again. Saw him in Star Wars a few months later and had her mind blown.

crispycrunch93 , markhamill Report

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#7

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My friend's aunt went on a blind date with Gerard Butler, circa *300*(the movie, not the year). There was a big miscommunication, because he was looking for a hookup and she's a kindly French-Canadian woman in her fifties, but they both had a laugh about it and enjoyed supper with each other. She said he was very kind, and very muscular.

hercarmstrong , Gordon Correll Report

#8

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group Not me, but my aunt dated Matthew Mcconaughey before he was famous. He ended up getting invited to her wedding to my “normal” uncle, and proceeded to pass out drunk in the back of my family’s car. He refused to leave, and now my dad refuses to watch his movies!

schining_knight , All-Pro Reels Report

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BadCat
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I don't understand what people see in him. He's not even likeable on screen.

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#9

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group A family friend's mom went clubbing with Lady Gaga. Afterwords, Gaga asked if she knew who she was. Friend's mom had no idea.

isaacs-cats , ladygaga Report

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#10

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group Not a romantic date in the least, but I had dinner once at a Japanese restaurant (in a group setting) with Leonardo DiCaprio while he was in Louisiana filming Django Unchained. He wanted to know what college was like and was asking us all about our lives. He also let me try his udon. It was my first ever Instagram post! He really is such a nice guy in the limelight and in real life- it felt like we were hanging out with our friend.

Swolecranon , Georges Biard Report

#11

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My Aunt went on a date with Jimmy Buffett. She said he picked her up, stopped at a gas station, bought a jar of pickles and then drove to the beach. They ate pickles and he took her home.

RFEngineer , U.S. NAVY Report

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BadCat
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

How economical. I know someone who would find that the perfect date. She LOVES pickles and the outdoors.

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#12

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My mom had a dinner date with George Clooney in the 90’s. She didn’t really say much apart from the fact that he’s an interesting and charismatic guy but she honestly didn’t think he was going to blow up.

NardClump , Paul Bird Report

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LongCoolWomanInABlackDress
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

my friend's mother would like to know more about that.. she's 78 but still has high hopes of scoring Mr Clooney :)

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#13

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group I have a friend who's great great grandma was in a relationship with Joseph Stalin

Edit: She ran off to America with another man

Bugbran , pxfuel Report

#14

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group Not a date, per se, but I had a nice quiet dinner with Samantha Fox in her hotel room in Toronto in the 80's. She was in town for a show and I was attached to her security detail. She asked me to eat with her because she didn't want to go out but hated eating alone. Sweet girl, kinda sad too. Lonely.

I don't remember a lot of details, what we ate etc. but I do remember we talked about her growing up in the UK and being still amazed at her success. I do remember she said she looked forward to seeing the world on tour, but apparently the world all looked like the same hotel room. She never got to just explore and play tourist.

Morbido , Rob DiCaterino Report

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Pat Bond
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Sam Fox, very random in this list. One of the iconic Page 3 girls from the 80's, one hit wonder pop star, reality TV, notorious for being a bad drunk and then came out as a lesbian whom dated her manager for years. That would have been serious headline news at her peak fame.

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#15

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My wife’s aunt f****d David Hasselhoff 30 odd years ago. (She worked in the television industry).

She is now a lesbian lol

pleasedontteabagme , sebaso_bln Report

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Jef Bateman
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

If you think there are more lesbians than there used to be, it might be due to this guy.

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#16

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group Back when they were still a small bar band, my mother had drinks with The Cult. The lead singer had told her he was in a band, but she didn't believe him. So when they played "Wild flower" that night, he dedicated the song to her.

Syrinx_Temple_Priest , officialcult Report

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Mrs. Jan Glass
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I'm waiting for the Gen Z retro-goth kids to discover The Cult. They're in for a treat!

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#17

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group Not me but my aunt dated Weird Al Yankovic when she was in her mid 20s. I wasnt alive back then but my family tells me he was a genuinely funny person in a way you wouldnt very much expect. I cant personally give any examples but my dad and aunt have plenty of stories. One of my much older cousins actually has a signed guitar that Al played with in a live show. My aunt and Al met from my dad being a radio DJ as a teenager, and he met a lot of celebrities through that. Mostly 90 and early 2000s pop and country stars, but anyways, the station my dad worked at threw weird Al a birthday party, and my aunt just happened to be there, and they ended up together for a decent amount of time. Every once in a while Al will come into town to say hi to her. Even tho they arent together they are still friends. And no Al isnt cheating on his wife with my aunt, my aunts a strong married christian, and im more than 100% sure she wouldnt do that. One of these days i might end up meeting him, which i think would be pretty cool.

Mtgknucklehead , Chris Favero Report

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Jef Bateman
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

My dad worked for a short time with a guy who was his roommate at Cal Poly. I didn't get any stories, except that his public persona and private personality are exactly the same.

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#18

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My uncle is a ski instructor in Northern California and had a coffee date with P!nk

anon , Andemaya Report

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BadCat
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

She seems like a really down to earth, kind person but someone who doesn't take anyone's s**t if confronted. Sometimes she does lives on Facebook.

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#19

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My old english teacher is good friends with Serj Tankian (lead singer of System of a Down) and she always talked about having coffee with him and I'm still jealous to this day.

nloumachi , Safi-iren Report

#20

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My husband's great great grandma has a song written after her by johnny cash called ballad of a teenage queen. He loved her when he was young and she apparently didnt love him back. She ended up being badly treated by her husband.

kaitlin2313 , Dillan Stradlin Report

#21

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group Friend of mine dated Brad Pitt in college. 2 or 3 dates if I remember correctly. I went to a different school, but remember meeting him when I went to visit my friend.

anon , Toglenn Report

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TTorrest Author
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I wrote an entire trilogy based on the single idea of "What must it be like to have dated a guy like Brad Pitt before he was famous?"

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#22

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group I dated Flux Pavilion for seven years. It was great. So we got married in January. I enjoy my own company so the touring isn't really a problem.

edit: I posted that and then felt guilty about such a low-effort post. So... it’s nice to share my life with a person so creatively fulfilled. I love hearing whatever he’s worked on that day when he gets home. I get to tag along to cool places, and it’s sweet to see how much people care about his music. I generally don’t try to explain what he does when I meet new people because they either won’t get it and don’t care or they do get it, care too much, and then only want to talk to me about his music. Largely though, just a normal happy marriage; He judges me when I listen to radio 1. I judge him when his phone isn’t on silent. His job isn’t much of a factor in our daily life. I married Josh not Flux Pavilion, really. He’s an excellent husband for myriad reasons, and his musical talent is only one of those.

aTinofRicePudding , HP Cheung Report

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Thee8thsense
Community Member
2 years ago (edited) DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

No idea who he is but his wife wrote such a nice post, I upvoted it.

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#23

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My aunt kissed Gordon lightfoot in a bathroom at one of his concerts. I’m guessing there was probably more but she didn’t elaborate.

laurieb16 , Arnielee Report

#24

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group One of my dad's close friends is Jim Carry's first wife. Apparently he turned into kind of a d**k when he got famous (shock8ng, I know). I remember a decade or so again when their grown kid's band was trying to make a living with their music, she really want Jim to help them get bookings and stuff and he was all "they need to make it on their own". Then he got a new girlfriend who told him to help his kid out and he did. First wife is still salty about that.

ouishi , Jim Carrey Report

#25

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group I made out with timothee chalamet. I didn’t realise he was a celebrity as we met on tinder but he DID lie about his age - he was 19 but said he was 21 (I was 21 at the time) and he assumed I knew all about him when I guess his age, after finding out he wasn’t 21. It was right before he really blew up. His roommate had a dope cat. We never talked again.

unfrtntlyemily , tchalamet Report

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Ansi
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Well WHO CARES about him!!!! Tell us more about the cat!!! 😃😃😃 😉 (joking, but really, got any details?)

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#26

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My aunt was engaged to Van Morrison briefly. . No interesting stories that I could remember. They were in love but given ~~he was always gone so~~ the challenges that come with fame, his personality quirks documented in many places, and my aunts young age at the time (20) it didn't work out. I was told that he would play guitar for the fam on Christmas get togethers.

hiiamrob , Jarvin Report

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Lady Goldberry
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

I cooked for him once when I was a chef. Always loved his music, but def have to separate the artist from the art here...he was rude, demanding, arrogant, insisting on food not on the menu, that the restaurant was closed just for he and his entourage (who, according to the waiting staff, were lovely). And these days, he's a God bothering Trumper.

#27

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My wife briefly dated Louis CK back in 2012. She says it seems kind of awful to be famous. Any time they went out to eat or were in public they were just constantly interrupted or stared at. He came to her bday party at some little bowling alley in Brooklyn though and was pretty cool. The story that always sticks with me is that one day he went out and bought a $150,000 watch because he felt sad.

omtopus , David Shankbone Report

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Ansi
Community Member
2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Buying happiness is like drinking or eating for happiness. Your hands and tummy may be full, but your heart stays empty. (Be well BP-friends and seek help if you need it. Don't selfmedicate either)

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#28

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group My college roommates' cousin(I believe) went on a date (maybe multiple dates) with Armie Hammer before he blew up in "The Social Network" and apparently he forgot all about the date(s) they went on and when he tried to re-introduce himself to her at another encounter, she said something along the lines of "I know....we used to date." Pretty sure the guy is married now.

frombrianna2briemode , Gage Skidmore Report

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#29

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group Dated a Girl whos 2 older brothers were Danish handball stars. Worst thing ever. She would always act so entitled, and get mad if she didn’t get it her Way.

JackiDk , Hans Splinter Report

#30

30 Folks Who Dated Or Hung Out With Big Celebrities Exposed What It Was Like, As Shared In This Online Group I went out with a guy that was in a very famous movie about vampires. I started dating him before the movie came out, and then we separated and dating again very briefly after it came out. People stared when we went places. He started wearing weird clothes because people started telling him what to wear. And his schedule was insane! He was very sweet but i was an absolute mess and totally screwed it up.

[deleted] , Gábor Kovács Report

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Zero
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2 years ago DotsCreated by potrace 1.15, written by Peter Selinger 2001-2017

Assuming Stuart Townsend, as Brad Pitt, Tom Cruise, and Leslie Nielson don't seem right for the story.

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Note: this post originally had 33 images. It’s been shortened to the top 30 images based on user votes.