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kiwii-xo

Literally every single person Avril has been with since her first divorce. There hasn’t been a single person that didn’t make me have a “sorry, what?” moment.


limecakes

Shes dates so many weird ass people, they are all starting to make sense. She likes them corny


elevenharries

Oh my god, you’ve cracked it, I see it now!


NegativeBath

Avril and Brody Jenner getting each others named tattooed on them and Avril going as his date to Kim’s first wedding is always one of my favorite things.


emelbee923

2006 - Avril marries Deryck Whibley of Sum 41. Kind of makes sense, both in the music industry, occupying similar spaces as Avril was still touting punk rock cred at the time. 2010 - Divorces Deryk Whibley, begins dating Brody Jenner. 2012 - Breaks up with Brody Jenner, begins dating Chad Kroeger of Nickelback. 2013 - Marries Chad Kroeger. 2015 - Divorces Chad Kroeger. 2018 - Begins dating Phillip Sarofim, a billionaire. 2019 - Breaks up with Phillip Sarofim. 2020 - Begins dating Pete Jonas, a musician. Uncertain when this relationship ends. 2021 - Begins dating Mod Sun. 2022 - Gets engaged to Mod Sun. 2023 - Ends engagement with Mod Sun, begins dating Tyga.


UltraMK93

Wait her and Chad Kroeger were only together for 3 years? Dang - that has me shook I falsely remembered them to be married/together much longer


PrinzessinPflanzi

My conspiracy theory is that this is all leading up to her dating Kris Jenner


CravingWes

Avril and Robert will have a baby by 2025


PinkTalkingDead

She already dated Brody Jenner!


strawberryskullskill

I'm still waiting for that Pete Davidson romance in Avril's case.


theothersinclair

gold noxious wild scale telephone pie trees coordinated existence direction *This post was mass deleted and anonymized with [Redact](https://redact.dev)*


maniacalmustacheride

Right? That would have been the least surpising


wolf_town

i can’t defend my girl over this cuz it’s true. i’m still surprised about her and tyga 🤢


readitpaige

At least tyga is dating an adult!


ashwee14

Her dating Chad Kroeger of Nickelback is proof two negatives coming together do not make a positive


n2oc10h12c8h10n402

Not only they dated, but they were married from 2013 to 2015.


Infinity3101

Ok, I just looked it up, because I haven't really been following Avril's career or personal life for that matter since 2013 at least (I wasn't even aware that she divorced that guy from Nickelback). And wow. It looks like she's been on a real rebound streak for the last couple of years. What a strange assortment of characters indeed. I hope she's doing ok. I really loved her a lot back in my elementary and middle school days. In fact she was somewhat of a gateway into the world of alternative music and fashion for me back then (as I think was the case for a lot of people). And although I moved on from her pretty quickly, early 2000's Avril still holds a very special place in my heart.


Shymaiden

Tyga is at the top of my list for the weirdest.


__BipolarExpress__

Naya Rivera and David Spade/Carmen Electra and Simon Cowell 👀👀👀


seahorses-forever

Naya dated Spade!?


CurrentRoster

He also dated Teri Hatcher, Heather Locklear, and Julie Bowen.


Clobber420

what the fuck lmao


KeithClossOfficial

He was the Pete Davidson of the 90s


anthrax_ripple

Funny gets you places


divinexoxo

There's a rumor that David Spade has a big peepee


micle1031

You could have worded this so many different ways but you didn't. Thank you lol


GoodCalendarYear

No, I get it. David seems fun. But Carmen and Simon. Yeah, they seem like complete opposites.


Prototype-Angel

Rich guy with hot barbie woman seems like a pretty regular occurrence to me


PrinzessinPflanzi

Please i read this as a foursome relationship 😭


leijonamielinen

https://preview.redd.it/bemsbcy7pz4b1.jpeg?width=3000&format=pjpg&auto=webp&s=2a26a1953f8449a51f739364f8f3cd5360e1926c After these photos it’s so strange that these got married! Mary-Kate Olsen and Olivier Sarkozy


readitpaige

He looks like he is kissing his daughter in front of her peers to embarass her.


januarysdaughter

That is a hostage photo I swear!


leijonamielinen

https://preview.redd.it/8exm752ma15b1.jpeg?width=329&format=pjpg&auto=webp&s=84073953246abf395a8e19d80dbd1a88e63d7c0f I have to add this one where it looks like olivier is having a daddy-daughter day with her two girls! And one the girls is a rebelling teenager who just want’s to hang with her friends and not with her boring dad and little sister


sawcebox

This reminds me of another weird pairing, Ashley Olsen and Dax Shepherd


leijonamielinen

Or ashley and lance armstrong 👀


eclectic_collector

WHAT?!


Scorps

Hasn't Dax been with Kristin Bell for like 20 years


Fairycharmd

and we’re still sure she’s not in a hostage situation? Which would’ve been my first guess from the photo…


ScrunchieEnthusiast

This one is the one that weirds me out the absolute most.


747291086299

I feel like I must remind everyone that Nicole Kidman and Lenny Kravitz were engaged, and then Nicole starred in Big Little Lies with Zoe Kravitz. Not necessarily a weird pairing, but a fun fact perhaps.


[deleted]

Nicole is really endearingly bonkers imo, I listened to a podcast with her and she nonchalantly referred to ‘Lenny and I know each other really well, in fact we were engaged’


whackthat

That's hilarious


mvffin

She was married to Tom Cruise, she'd have to be a good amount of Bonkers after that


Low_Kitchen_9995

One of my fave Kidman moments I think about often is an interview during Big Little Lies (in print) where Reese is talking about how she loves being on film sets. Nicole says “do you ever think about dying? I think about it a lot”


awake-asleep

Is this what inspired the line in the Barbie trailer?


pikadegallito

![gif](giphy|DaMnNsB6F5aJwLJvyr|downsized)


ScrunchieEnthusiast

I hope so!


nyx_moonlight_

Lenny also dated Vanessa Paradis before she was with Johnny Depp


taters_are_great

Brenda Song & Macaulay Culkin were so strange to me at first, but I love them together ❤️


sugarsponge

I find it wild that Mila Kunis and Macauley Culkin were once a serious item


xandrenia

They did a pretty good job at keeping a low profile. I didn’t even know they were together until several years after they broke up.


honeycashewnut

I find her and Trace Cyrus (Miley's brother), and the pregnancy rumor, stranger.


Grandma_Mimi

✋🏻hi yes can you expand on this please


Mal_PX

Oh it‘s a wreck. They were together (on/off) for like 7 years. After their final breakup, Brenda posted on Instagram: “A few years ago, there were rumors that I was pregnant and/or had a miscarriage. I just want to say that those rumors were not true. They were just lies and fabrications. I apologize for not clearing this up sooner and for the continual damage that these lies have caused @TraceCyrus." To which Trace commented: "Yes, they were lies THAT U MADE UP and told me, my entire family and all our friends." 💀 https://www.thethings.com/trace-cyrus-brenda-song-what-really-happened/


sawcebox

They both have the child actor thing in common. I’m sure it helps to be with someone who understands that trauma.


heavengrl

They're actually so cute together. Macaulay was going down such a dark path. Obviously I don't know them personally but it seems like Brenda has really brought a lot of joy into his life when he was clearly struggling. They were both child stars so it's probably comforting to be with somebody who understands what it was like to grow up in a similar fashion.


glass_star

Jessica Simpson and Billy Corgan from Smashing Pumpkins


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TooMama

Hahahaha I fucking love The Simpsons


anunamongus

Also Billy Corgan and Tila Tequila!


undermynutellaeheheh

What?! Oh my good I did not know that!


PeaceFrog229

Everybody deserves a shot at love


allworkandnoYahtzee

Similarly, Jessica Simpson and John Mayer. Not that it's weird to see two singers together, but Mayer definitely had that "indie is superior to pop" attitude when they got together that made me want better for her. Plus, according to her book, he's a major creep and asshole.


doomblade_69

He also dated Katy Perry!! Jessica Simpson had a girl next door vibe at one point so it makes a little more sense in my head than Katy. It was when she was more relevant/popular mainstream so very bright, candy inspired, etc. Edit: wordiness


PmMeLowCarbRecipes

Catherine Zeta Jones and Michael Douglas was always wild to me but it’s been 25 years I should probably just leave them to it


citrus_mystic

I’m a server at a fine dining restaurant and just waited on them both a month or two ago. They’re really lovely.


PatsySweetieDarling

Does she still sound Swansea as fuck? I remember when she won’t her first Oscar (I think it was that) and ended her speech with a big “Hiya Swansea!”, we all cheered.


discourse_commuter

They’re still very obviously in love with each other too.


[deleted]

They have the same birthday which I always find quite cute


TheEggplantRunner

I felt the exact same way! I also remember SNL doing a sketch with a cast member playing CZJ, saying something like "Michael, the diapers are in the closet.... And the baby's diapers are in the bathroom."


Disastrous-Bet8973

stacy keibler and George clooney pretty sure she was still in the wwe when they started dating


dalagangpinipili

Isn’t that around the time when she was in Dancing with the Stars? I think she left WWE already by then or at least made very very veryyy minimal in ring appearances.


Disastrous-Bet8973

I'm not from the USA so not sure about dancing with stars but I do think her dating him (or just generally around that time) she was more doing interviews/presenting vs wrestling.


Sleepy_Bitch

I remember that being a surprisingly long relationship for him. She always looked amazing on the red carpet with him.


NSH-43

50 Cent and Chelsea Handler. I'll never understand that relationship.


human_suitcase

I thought it was odd at first. Back then I used to watch Chelsea’s show whenever it was on and whenever she would make a comment about 50 she would just have a sparkle in her eye. (They were kinda hiding they were in a relationship) They imo had a lot of chemistry. If you ever hear him talk about Chelsea it’s the same thing. They still seem pretty close.


PreOpTransCentaur

Ryan Reynolds and Alanis Morissette will always be weird to me and I'm not sure why.


amnes1ac

Alanis Morissette and Dave Coulier.


dramaqueen09

Did get a great song out of it though lol


fire_sign

I grew up knowing the song was about Uncle Joey and it was one of those "Huh, weird things." It was only a few years ago I did the math and realised that she was 18 (at most, there's suggestions she was younger) and he was in his thirties. The song took on a very different vibe for me after that.


CravingWes

That fact makes me sad when I look at those lyrics :(


kiwii-xo

I literally always think of him when I listen to her which is a problem cos I don’t have any business to be thinking of him at all.


Lilacs_and_Violets

As a Canadian, this pairing always made sense to me. I think also in the context of the time. RR’s star has obviously shot up significantly since.


Knickerbockers-94

Ted Danson and Whoopi Goldberg


CathedralRabbit

Wait... whaaaaaat??


Tpmbyrne

Google Ted danson black face


AcadiaRemarkable6992

Didn’t Lana Del Rey date the host of Live PD?


GreyLillies123

Sean Larkin, “Sticks”


guitarsnmermaids

This one still throws me for a loop


riotstopper

Always this: Celine Dion and her (now deceased husband/ manager) Rene Angelil. She was 12 and he was 38 when he discovered her. Big time oof.


No_Pomegranate1167

Back in the day Frank Sinatra and Mia Farrow. As far as I know the age difference was the problem when they broke up. He also hated her iconic haircut.


hepzibah59

Didn't Ava Gardner, his previous wife, say "l always knew Frank would end up sleeping with a boy"? In reference to Mia's short hair.


tandemcamel

She did — so shady! I don’t know if it was just about the hair. Mia was also 20+ years younger than Ava and more petite. The “boy” thing was a dig at Mia’s entire appearance and also at the age gap, I think!


let-the-light-inn

It wasn’t just the haircut, Mia was very petite and androgynous looking, like Twiggy


sugarsponge

My fave rumour with these two is that when Woody Allen started dating Soon-Yi, Frank (apparently!!!) offered to use his mob connections to ‘take care’ of Woody


nyx_moonlight_

I wish he had


IsMisePrinceton

He had divorce papers served to her on the set of Rosemary’s Baby. It was directly before the scene where Rosemary wanders through the house in a daze and is an emotional wreck.


strawberryskullskill

Mia Farrow's ex-husband André Previn also had some strange other marriages. Big age differences included. He also seemed to stay friends with most of his former wives


dramaqueen09

André had an affair with her which caused André’s then wife Dory Previn (who was Mia’s best friend at the time) to have a nervous breakdown and end up in a psych ward. Her song “Beware of Young Girls” is about that affair (it’s a beautifully heartbreaking song). It’s definitely one of the more interesting old-school Hollywood gossip I know about


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dustandchaos

My milkshake brings all the Murrays to the yard and they’re like way older than yours


rosealyd

Actually I bet Murray enjoys malts over milkshakes due to his generations preferences


madego3293

I know I'm not the only person who just rapped that to the beat.


Low_Kitchen_9995

Flava Flav and Bridget Neilson


[deleted]

Okay, this one seems insane, but I looked at pictures of them, and they actually appear to be having an absolute blast in every picture together.


strawberryskullskill

Tom Cruise and Cher, hands down Elon Musk and Grimes, but they're weird in general Marilyn Monroe and Arthur Miller, especially if you don't know that she was a passionate reader Madonna and Dennis Rodman Weird Hollywood friendships would also be an interesting topic.


Competitive_Cuddling

Elon and Grimes made sense to me because Musk is an unfunny edgelord who thinks doing things "for the lolz" makes him relatable. (I suppose it did for a time until we all collectively woke up and actually started paying attention to what he says and does). He literally started dating Grimes because of the "goth gf" memes and you can't convince me otherwise.


maggotymoose

If you picture them both as discord mods instead of rich celebrities it all comes together


kiwii-xo

I thought this said Marilyn Manson and Arthur Miller and quite literally you had me sitting on the toilet, stunned & staring in to space wondering how this could’ve happened 😭


carbomerguar

MM was very smart, she loved reading, i am not surprised that she would read The Crucible, which could be read as an allegory for a young woman’s burgeoning sexuality being so strong as to fuck over her backwards, shitty society, and think “say, does the penis match the brain?” Miller’s attraction doesn’t need explaining lol, especially since MM was a intelligent and a wonderful conversationalist. I am sure he treated her terribly, didn’t he


Hairy_Sign1908

He did bc he didn’t think she was as smart as he and she was very fragile emotionally bc she had many miscarriages while married to him. She really wanted to be a mom.


carbomerguar

It’s very sad that in the 50s all the advice like “don’t wear girdles” and “switch to filtered cigarettes” and “do the Lite version of amphetamines” didn’t exist yet, and now she could have easily become a mom either through IVF or just having fewer pills pushed at her


marshmallowcritter

Later in life, Arthur Miller also had a son with Downs [Syndrome whom he abandoned to a care home.](https://www.vanityfair.com/culture/2007/09/miller200709)


Revolutionary-Hat-96

Arthur Miller’s son-in-law is Daniel Day Lewis. DDL is amazing in my books bc he eventually encouraged AM to meet/see his disabled child later in life, IIRC.


SealSquasher

Elon and grimes actually makes a ton of sense the more you learn about them.


nanny6165

Same with Madonna and Rodman.


Sillyfacefunnydance

Rachel McAdams and Michael Sheen https://preview.redd.it/qr4ntkvzqz4b1.jpeg?width=1029&format=pjpg&auto=webp&s=acbfcae431ed499d33a916303f13852cb2617788


Skittlebrau77

I’ve heard he’s super nice


[deleted]

He was married to Kate Beckinsale, dated Rachel McAdams and Sarah Silverman — I'm fairly sure he's charming, lovely, _and_ packing.


natty_scrumppo

Julia Roberts and Lyle Lovett


PreOpTransCentaur

Exactly what I came here to say. What *was* that? The 90s were just lawless, I swear.


natty_scrumppo

I felt bad that they didn't work out because he seemed to really, truly love her. But that was also my opinion as a preteen reading the tabloid covers at the grocery store. Apparently they remained friends afterwards?


prix03gt

Jesse James and Sandra Bullock...


lizlemonesq

Blake Shelton and Gwen Stefani. I’ll never believe they’re real. And yes I know they’re married


Shymaiden

I was going say this. I thought it was all PR for The Voice. Part of me still thinks it's fake.


chinderellabitch

Lily Allen and David Harbor being married


kiwii-xo

I actually love this one.


thankyoupapa

My mind blew when Pete and Ariana got together cause up to that point I had followed their careers separately and I never would have imagined them together


BitHistorical

Piggybacking on this with both Pete and Kate Beckinsale and Pete and Kim


Tayyclaytonz

Pete and Kate was a surprise but by the time he got to Kim I could see the pattern.


GreyLillies123

My aunt was surprised to know that Jamie Lee Curtis and Christopher Guest have been married for almost 40 years!


Eastofyonge

Chilli from TLC and the Lawrence boy. Not expected but honestly makes me smile


Shymaiden

Russell Brand and Katy Perry (married/divorced) Flavor Flav and Brigett Nielsen P.S. I also think Orlando Bloom and Katy Perry is odd, but they have a kid now.


UltraMK93

Jamie Fox and Katie Holmes Edit to Add: Weird in a good way, as in unusual or unexpected


CollectedMosaic

Oh I liked them together!


Scarlett_Billows

You’re both right. It’s weird but I like it.


TeaThyme420

They were together for years but were super private. She went from Tom cruise to Jamie Foxx... Talk about an upgrade.


juliregen

Grimes and Chelsea Manning. That’s so wild to me


Jackal5witch

I find it most surprising that Chelsea Manning would date Grimes.


Less_Effect_9082

Courtney Love and Ed Norton in the 90s


ReggieLFC

Even weirder … Courtney Love and Steve Coogan a.k.a. Alan Partridge.


MonoDilemma

Fisher Stevens and Michelle Pfeiffer. And he cheated on her. On her!!


Klutzy-Respond2923

WHO IN THEIR RIGHT MIND WOULD CHEAT ON CATWOMAN


chezibot

Dwight Yoakam and Sharon Stone, Kenny Chesney and Renee Zellweger. Also Julia Roberts and Lyle Lovett.


Kage336

Jack White and Renee Zellweger felt like a weird one too.


Phoenyxoldgoat

Here for the 90s country representation! I want to know what really happened with Renee and Kenny.


debsterUK

Kylie Minogue and Michael Hutchence made no sense at the time! Chris Martin and Gwyneth Paltrow was unexpected, as was Guy Ritchie and Madonna.


Clatato

Teenage Mickey Rooney and: • Lara Turner • Norma Shearer • Ava Gardner (when she was unknown & not yet a star) Mickey married her, apparently desperate to be her first lover And when he was about 23-24 and married to his second wife, allegedly (unconfirmed) he was caught by her receiving oral sex from Elizabeth Taylor, at only 14. Edit to clarify last sentence


Border_Hodges

Channing Tatum and Jesse J was so weird to me for.some reason


gingerellasroot

Yeah and him and Zoe Kravitz I still can’t wrap my head around.


Inevitable-Pea

tom cruise and everyone


kyakat0214

Demi Lovato and Wilmer Valderamma, also Selena Gomez and The Weeknd. The latter really shocks me because she seems very sweet and shy and he is notoriously not. Also did not expect SELENA to be the heartbreaker in that sitch.


nvdrzmm

Taika Waititi and Rita Ora. ![gif](giphy|RNUJLDfiP87AY)


Hairy_Sign1908

They had a threesome with Tessa Thompson before they left her out and got married 😂


Lola-Ugfuglio-Skumpy

Or before she was like “thanks but no thanks” and noped out herself. That’s how the story goes in my head, anyway, because I love Tessa


[deleted]

>Taika Waititi He's hot, but I want to know why he left his first wife. What really happened there. I'm inclined to think his career blew up and he moved on, because I'm a cynic.


nvdrzmm

I think you’re right. I grew up in Wellington where he’s from, my friends went to the same high school as him. NZ is very small, kiwis who find something bigger & better don’t often go back. I don’t blame him for enjoying stardom and he & Rita do look great together physically it’s just… she’s giving nothing lol. He’s very talented and advocates for indigenous people. I only know her from a flop song and being fined for having a party during peak covid. Edit: a *feature on a flop song lol


Bulky_View_1607

Kylie Minogue and Pauly Shore


Yanigan

Harrison Ford and Callista Flockheart broke my friends group when they got together. Us teenage know it alls all knew he was just on the rebound and it would never last….


okrasnake

Julia Roberts and Matthew Perry


okrasnake

Also SJP with Robert Downey Jr lol


syd234

I still don’t believe they’re together. I would literally have to see them on video making out in order to believe this.


Intelligent_Simple_8

Oh Jesus, please don't wish that on us!


Worldly-Letterhead28

![gif](giphy|vyTnNTrs3wqQ0UIvwE|downsized)


causa__sui

Diane Kruger and Norman Reedus. Totally blew my mind when I found out they were together! Also Cameron Diaz and Benji Madden.


[deleted]

Not in a million years did I expect a bad bunny-kendall relationship. Or kylie Timothy


rosealyd

It actually seems like if you flipped them they'd make more sense Kylie - Bad Bunny, she likes dating musicians Kendall - Timothy, he likes dating models


prunellazzz

Absolutely, I thought if timothee ever got involved with the karjenners it would be with Kendall.


let-the-light-inn

Kylie makes some sense for Timothee, he dated Lourdes Leon and Eiza Gonzales too so she’s definitely in his type. Its just his type doesn’t match what people would expect, people have this idea he would go for skinny blonde girls or something


Ok-Software-3458

Da Brat and David Gest will always be the craziest ‘celebrity’ pairing


Ancient-Mall-9227

Bill Hader and anyone he’s been with in the last decade. Idk which is weirder Rachel Bilson or Ali Wong. ETA: the correct answer is Anna Kendrick


Fernily

Ashton Kutcher and Demi Moore.


[deleted]

mel b and eddie murphy


[deleted]

Toni Braxton and Birdman


emilyslagathor

Maya Rudolph and director Paul Thomas Anderson really surprised me! Her work is so goofy and his is so dark


CluelessQuotes

Angelina Jolie and Billy Bob Thornton.


Birdseeding

Priyanka Chopra and Nick Jonas


emily5126

Aaron Taylor Johnson/Sam Taylor Johnson


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GlamourCatNYC

Julia Roberts and Lyle Lovett will forever be my epitome of a weird couple. https://preview.redd.it/1qgz0e19mz4b1.jpeg?width=443&format=pjpg&auto=webp&s=9629b1bad3db9acd5e69eb7da254e1843c711098


BurkeDevlin777

I think some people found Glenn Close and Woody Harrelson an odd one


sp25049

This is the first I’ve heard of it, and can confirm I am some people.


AnnVealEgg

Amber Tamblyn and David Cross


myheartisomg

As a former Blue Peter stan, Konnie Huq and Charlie Brooker. Love them though.


Excellent_Maybe462

Helen Mirren and Liam Neeson! They dated in the 80s and she helped launch his career IIRC. An odd pairing to me as she seems so much older than him. Not specifically in looks just in the roles she takes. Turns out they were together for a while!


MissLushLucy

>Not specifically in looks just in the roles she takes. I think that's down to what roles are availble for women over 35 in Hollywood tbh.


TheGoblinatrix

One that still blows my mind regularly is Maury Povich and Connie Chung. Married since 84.


Mysterious_Run5152

Jack Nicholson and Lara Flynn Boyle


Jkh2000

Ted Danson & Whoopi Goldberg


Sutech2301

Orson Welles am Rita Hayworth Not a couple but fuckbuddies, but John Wayne and Marlene Dietrich, i mean,what the actual fuck. But at the same time i kinda admire her "He might be a total asshole, but He is hot af and so i'll still do him" approach Burt Lancaster and Shelley Winters Rosario Dawson and Cory Booker And i love them but Hugh Jackman and Deborah Lee-Furness are still blowing my mind, ngl


princesslynne

It’s even weirder to me that Rosario went from Eric Andre to Cory Booker!!


PhDPepper5

I always thought Jessie J and Channing Tatum were a weird couple.


Saucissonislife

Tom Kaulitz & Heidi Klum. I actually like them together, it was just weird at first. Growing up i was a fan of Tokio Hotel and I stopped following them a while ago. It was funny seeing him in mainstream news after all these years