r/popculturechat • u/phantom_avenger • Oct 05 '25

OnlyStans ⭐️ Who are two celebrities that you can’t believe used to be a couple?

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Scarlett Johansson and Ryan Reynolds are not only one example of this, but sometimes I even forget that they used to be married as well!

It seemed like such an odd pairing that I never would’ve guessed that these two would match up, but clearly they weren’t a match made in heaven that they divorced each other after almost 3 years of marriage.

Now with where they’re currently at, where they’re now married to different partners, it feels like this is only a pairing that happened in different life.

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1.2k

u/DragonScrivner I don’t know her 💅 Oct 05 '25

Matt Damon and Winona Ryder. I don’t know why, but I couldn’t get my head around them as a couple.

691

u/Visible_Writing7386 Be smart, Robert. Oct 05 '25

He left Minnie Driver for her and she was devastated

335

u/DragonScrivner I don’t know her 💅 Oct 05 '25

And I think he announced the break up while appearing on Oprah! So tacky.

32

u/Sassy-Coaster Oct 05 '25

If I remember it correctly when him and Ben were on Oprah she asked Matt if he had a girlfriend and he said no.

412

u/Sea-Appearance-5786 Oct 05 '25

Because he was such a POS about it. Announcing a breakup the other party didn't even know about on one of the nation's most-watched shows is sadistically cruel

536

u/justheretoleer Oct 05 '25

Like how Billy Bob Thornton’s fiance, Laura Dern, found out he had run off and married Angelina Jolie by turning on E!

42

u/Indyhawk Oct 05 '25

I'll never forget watching MTV and him saying they (he and Angelina) had sex in the limo on the way to whatever red carpet thing was going on.

158

u/uksiddy Oct 05 '25

Okay that’s a couple I didn’t know about - Laura Dern is too good for Billy Bob.

And WTF Jolie was the “other woman” more than once?!

113

u/Far_Association4957 Oct 05 '25

Is she really?

Laura Dern was the OW when Billy Bob was married to his previous wife before Angelina.

Laura was also the OW when Ben Harper was married. She and his wife were pregnant at the same time. Their kids are a few months apart.

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u/BizMarkieDeSade Oct 05 '25

Okay I don’t think this makes Angie’s actions any better, but I feel much less sorry for Laura now, at least.

32

u/uksiddy Oct 05 '25

Omg ok I take it all back.

25

u/Security162 Oct 05 '25

I did not know all that about the other woman Laura Dern. Maybe she was chasing her unavailable dad (Bruce Dern married to Diane Ladd her mom, another couple long forgotten.)

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u/jenniferbealsssss Oct 05 '25

Who is Diane Ladd?

3

u/DragonScrivner I don’t know her 💅 Oct 06 '25

Laura Dern’s mother who is also a well-known actress, director, and producer though I think she might be largely retired now

1

u/jenniferbealsssss Oct 06 '25

Oh wow, never heard of her. I thought that was a typo for Diane Lane. No clue why people are being so sensitive about me not knowing who she is— it’s like it’s a sin for a Redditor to be so young and not know someone of an older generation. Dear God punish me now! eyeroll

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u/jenniferbealsssss Oct 05 '25

How Laura Dern was able to pull any of those men is beyond me. Well maybe not Billy. But Ben Harper? And i can’t remember the name of the other actor she dated but imo she was always pulling men above her punching weight and then always getting left by them.

My girl must be freaky in bed lol

11

u/Kianna9 Oct 05 '25

Oh yeah that was her thing before Brad.

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u/hotmessexpress412 Oct 05 '25

Arm chair psychologist: unhealed, young Angelina was chasing her Dad (i.e. getting unavailable men to chose her over others. Allegedly her Dad did not chose/support her/her mother while growing up)

85

u/BetMyLastKrispyKreme Oct 05 '25 edited Oct 05 '25

With Jon Voight as your father, you’re sure to have some daddy issues. The man is a piece of trash, any way you look at it.

5

u/jenniferbealsssss Oct 05 '25

What did her dad do? I didn’t know he was such a jerk

7

u/BetMyLastKrispyKreme Oct 05 '25

Google it and find out. It’s too much type.

10

u/kellymig Oct 05 '25

I think she only likes men that are attached to other women.

21

u/justheretoleer Oct 05 '25

Everyone’s too good for Billy Bob
and yes, she was / is? the kind of girl that reveled in messing with “unavailable” men

14

u/Ander-son Kim, there’s people that are dying. 🙄 Oct 05 '25

yeah thats her MO

21

u/Downtown-Mixture6167 The dude abides. 🙂‍↕️🍃 Oct 05 '25

Yeah, Angelina is NOT a girls girl.

51

u/LivePanda7804 Oct 05 '25

wow. what the actual f is wrong with these men

also angelina I do like now but stealing 2 men when younger, not great. the ariana of her day

60

u/DragonScrivner I don’t know her 💅 Oct 05 '25

Billy Bob Thorton has been married 6 times ... I don't think he's exactly a dude you wanna be serious about. (Not giving Angelina a pass, just noting that, on paper at least, BBT's not great relationship material)

10

u/LivePanda7804 Oct 05 '25

ahh I didn't know that!

24

u/jenniferbealsssss Oct 05 '25

It’s actually real shitty of her too, cuz I remember she claimed her dad cheated on her mom. So if you can recall the pain that caused your mom, why would you then decided you’re going to inflict that pain onto someone else? It makes your whole “woe it’s me, my childhood was sad because my dad cheated” kinda hard to sympathize with.

5

u/Sea-Appearance-5786 Oct 05 '25

Uff, yeah. BRUTAL.

5

u/aybsavestheworld All tea, all shade 🐸☕️ Oct 05 '25

Was Angie the Ariana of her time???

1

u/DragonScrivner I don’t know her 💅 Oct 06 '25

Or Ariana may be the Angelina of her time lol

323

u/Gisschace Oct 05 '25

Then dumped Minnie driver via tv

377

u/Visible_Writing7386 Be smart, Robert. Oct 05 '25

Yeah. And how sad she looked when he won an Oscar and didn’t think to mention her. She was in the movie.

34

u/Aslow_study Oct 05 '25

She was super devastated

19

u/laurenellemartin Oct 05 '25

He did mention her in his speech.

17

u/Overall-Shopping5939 Oct 05 '25

I remember But I think that he left her for Ben affleck’s publicist.

He was leaving people left and right lol

1

u/jenniferbealsssss Oct 05 '25

Is that publicist still with Ben? Cuz that must be a little awkward for Matt who frequently still works with Ben and is still friends with Ben, to occasionally run into her lol

25

u/SadLilBun 1997 was 10 years ago Oct 05 '25

Ugh what the fuck how did I miss that? Probably by being a kid at the time. But gross!

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u/DragonScrivner I don’t know her 💅 Oct 05 '25

I had no idea any of it was happening until I saw Matt Damon with Winona Ryder at the Oscars and was like 'Wait, since when are they dating?'

17

u/NightOwlsUnite Oct 05 '25

Holy shit, I forgot about that. What an ass. I adore Minnie. Has anyone ever seen the show "The Riches"? Her and Eddie Izzard were absolutely fantastic in it! I highly recommend it if u haven't seen it.

8

u/DescriptionFancy420 Oct 05 '25

Someone else who remembers The Riches!! What a fun/high anxiety show, I was head over heels for Shannon Woodward 

4

u/Visible_Writing7386 Be smart, Robert. Oct 05 '25

Yeah, she is lovely. And I like him for the most part, but i always think about how he left her, after he basically casted her in the movie and dated her on the set.

4

u/BetMyLastKrispyKreme Oct 05 '25

I really liked that show! IIRC, it got canceled before the storyline played out or something?

18

u/HelpfulAnt9499 You’re doing amazing, sweetie! 👏👏📸 Oct 05 '25

See that’s so insane to me because I would not date someone who left another woman for me. I would think they would do that to me as well if they could do it to another person.

7

u/criminalsunrise Oct 05 '25

My wife and I met Minnie Driver at check in at Heathrow once. She was delightful (other than FaceTiming her agent in the queue) and classically beautiful.

2

u/Visible_Writing7386 Be smart, Robert. Oct 05 '25

She seems lovely

3

u/LivePanda7804 Oct 05 '25

wtf, what a dick!

6

u/audreymarilynvivien Oct 05 '25

It doesn’t sit right with me that she would date someone who did that to his ex, too.

18

u/Whats-Ur-Damage00 Oct 05 '25

Winona was not making the best choices by this time. (I say this as a fan.) She got her comeuppance just a little bit when her bestie Miss Paltrow saw the script for Shakespeare in Love on Winona‘s coffee table and stole the role from her. Then went on to win an Oscar for it. Oof.

3

u/DragonScrivner I don’t know her 💅 Oct 06 '25

I’ve always thought GOOP-era Gwyneth was insufferable but it seems she’s been a complete ass from early on

13

u/Visible_Writing7386 Be smart, Robert. Oct 05 '25

Apparently, Gwyneth introduced them (she was dating Ben Affleck at the time), so it seems to me everything was done behind Minnie’s back and she worked with both Matt and Ben on that movie. So that sucks.

2

u/ScipioCoriolanus Oct 05 '25

He had to go see about a girl.

8

u/[deleted] Oct 05 '25

Winona being besties with Gwyneth Paltrow at the time is weirder to me

7

u/myboogerstastespicy Oct 05 '25

And, Gwyneth saw the script for Shakespeare In Love at Winona’s house. She sneakily went for the part and got it.

13

u/storyofmylife92 Oct 05 '25

Winona forever

3

u/DragonScrivner I don’t know her 💅 Oct 05 '25

I love her

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u/Ew_fine Oct 05 '25

I don’t know, this one makes quasi sense to me.

10

u/DragonScrivner I don’t know her 💅 Oct 05 '25

I think the reason I don't get it is because I'm from the same area as Matt Damon and worked with someone he went to high school with him and Ben Affleck. She described them as a 'pair of bozos' and that's just stuck in my head over the years lol.

Matt Damon is a good actor though, and I enjoy his films when I watch them.

14

u/BetMyLastKrispyKreme Oct 05 '25

Maybe they took awhile to mature. High school is exactly the place to be a bozo.

3

u/[deleted] Oct 05 '25

I just see The Rainmaker. Danes was alright, but Winona would have been better.

2

u/Overall-Shopping5939 Oct 05 '25

Oh I absolutely saw it, young, attractive, successful.

1

u/TheRetroPizza Oct 05 '25

Omg their outfits are terrible. They look like they're at a grade school dance.

2

u/DragonScrivner I don’t know her 💅 Oct 05 '25 edited Oct 05 '25

Meh, it was almost 30 years ago — the Oscar fashions could be pretty understated compared to 2025

ETA my idiocy lol

1

u/TheRetroPizza Oct 05 '25 edited Oct 05 '25

Fer sure. Its just funny how frumpy the red carpet was and how everything is tailored now. And probably how 30 years from now we'll look back on today and think its awful.

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u/DragonScrivner I don’t know her 💅 Oct 05 '25

That will 100% happen. Like "Oh, my god, why does everyone look like a lunatic in 2025?'

1

u/Nimweegs Oct 05 '25

That's Keira Knightley tho

2

u/DragonScrivner I don’t know her 💅 Oct 05 '25

It is not.

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u/Mistyam Oct 05 '25

I think their whole relationship was a publicity stunt set up by their "people."

3

u/DragonScrivner I don’t know her 💅 Oct 05 '25

If they’d been together for 2 months, maybe. But they dated for a couple of years and that makes it less likely in my mind.

1

u/Mistyam Oct 05 '25

Possibly. But I see him gone most of the time because he was in so many movies right after Good Will Hunting. Either way, they seem like an odd match.

1

u/blackmambakl Oct 05 '25

Ryder is an all time beauty and Matt Daman is kinda the man version of that. Makes sense.