Respectfully, These 19 Celebrity Couples Feel Like Someone Put On A Blindfold And Put Them Together

    Some are unexpected but sweet, and others may send shivers down your spine.

    Maya Hood-Wilson
    by Maya Hood-Wilson

    BuzzFeed Contributor

    By now you've probably heard the very surprising rumor that "Milkshake" singer and chef Kelis is dating actor Bill Murray.

    Rich Fury / Getty Images, Amy Sussman / WireImage

    This is a pretty BIZARRE pairing, but the two are certainly not the first purported celeb couple who made us squint our eyes and say, "How?"

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    Like...how did they get together? How did they even meet? It almost seems as if someone rolled a set of dice with random celebrities and set them up.

    So here are a few other random celebrity couples who left me shocked:

    1. Kim Kardashian and Pete Davidson

    Kim and Pete walking together
    Mega / GC Images / Getty Images

    Obviously, these two were going to end up on this list. I have never experienced a celeb pairing that made so many people go, "Huh???" 

    Kim and Pete dated from October 2021 to August 2022.

    2. Jamie Foxx and Katie Holmes

    Jamie in a suit and tie and Katie in a sleeveless gown
    Kevin Mazur / Getty Images for the Met Museum/Vogue

    The two actually look really great together, but for some reason this moment in pop culture history feels like a blip in the matrix.

    The two were first spotted together in August 2013, and their split was confirmed in August 2019. A six-year run isn't too shabby. 

    3. Elon Musk and Grimes

    Elon in a white suit and Grimes in a white outfit and silver choker
    Theo Wargo / Getty Images for Huffington Post

    I'm honestly still confused by this one, and then it just got more insane with the birth of their first child, X Æ A-12. I feel like I'm living in The Sims. 

    The pair made their debut as a couple at the 2018 Met Gala, and Grimes revealed their split in March 2022.

    4. Mila Kunis and Macaulay Culkin

    Mila and Macaulay in shirts and jeans
    Dimitrios Kambouris / WireImage / Getty Images

    Even though they were considered a very unlikely couple, the two seemed so normal together, and I mean that in the best way possible — just cooking and playing video games together.

    Macaulay and Mila dated from 2002 to 2011.

    5. Brenda Song and Macaulay Culkin

    Brenda and Macaulay looking at animals in cages
    Sarah Morris / Getty Images

    Maybe it's just that I have a hard time with the fact that Kevin McCallister grew up to marry London Tipton. Regardless, they seem like a very happy couple (together since 2017), and they even have two children!

    6. Tyga and Avril Lavigne

    Avril and Tyga with paparazzi behind them
    Arnold Jerocki / Getty Images

    Avril and Tyga were first seen together earlier this year. Recently, sources were saying that they broke up back in June, but now there is speculation that they are back together. These two just seemed to exist in two entirely different universes to me.

    7. Gwen Stefani and Blake Shelton

    Gwen and Blake smiling
    Frazer Harrison / Getty Images

    I mean...I understand that they met on The Voice, but not only are they from two very different genres of music, but they also just seem like two very different genres of people. 

    Gwen and Blake began dating in 2015, but there are rumors that they're headed for divorce.

    8. Amber Tamblyn and David Cross

    Amber and David at a media event
    Mike Pont / WireImage / Getty Images

    I was 13 years old when they got married and I was SHOOK, because how did Tibby end up with Tobias Fünke???

    The two met in 2007 on a flight from Houston to Louisiana, to make things even more random.

    9. Sandra Bullock and Jesse James

    Sandra in a strapless outfit smiling up at Jesse, in a suit and tie
    E. Charbonneau / Getty Images

    Remember that time SANDRA FREAKING BULLOCK dated a famous automotive mechanic? The couple were married from 2005 to 2010.

    It was later discovered that James cheated. Truly the definition of "She's everything. He's just Ken."

    10. Travis Barker and Kourtney Kardashian

    Close-up of Travis and Kourtney looking at a phone
    Alberto E. Rodriguez / Getty Images for the Commons at Calabasas

    Kourtney going from Scott Disick to Travis is both shocking and iconic. They also knew just how shocking seeing them together was for all of us, which is why they took every chance to display full PDA in front of every camera in sight. Thanks for that. 

    Despite knowing each other and being neighbors for years, the two started dating in 2021 and are now married and expecting a child.

    11. Whoopi Goldberg and Ted Danson

    Whoopi smiling next to Ted, in a suit and tie
    Mitchell Gerber / Corbis/VCG via Getty Images

    This one just seems random, and then it turns to fucking horrific when you look back and see that Ted put on blackface to mock Whoopi while they were together, and she was cool with it?!

    The actors met in 1988 and split up in 1993.

    12. Brigitte Nielsen and Flava Flav

    Brigitte and Flava kissing
    Jeff Kravitz / FilmMagic / Getty Images

    I mean, honestly, any coupling that involves Flavor Flav is gonna seem strange to me, but this one was just truly interesting to see play out on TV, even though it is no longer a thing.

    The two seemingly only lasted from 2004 to 2005.

    13. Lily Allen and David Harbour

    David kissing the side of Lily's head
    Karwai Tang / WireImage / Getty Images

    This one isn't as random as some of the other couples, but I didn't expect Lily and David to be running in the same circles. However, after watching their house tour with Architectural Digest, I can say they seem like a perfect match.

    The two met in 2019 and tied the knot in Vegas in 2020.

    14. Demi Lovato and Wilmer Valderamma

    Demi and Wilmer sitting together
    Lester Cohen / WireImage / Getty Images

    The two met in 2010 and split in 2016. Demi claims that she was the one to go after Wilmer and that he was pretty resistant at first. I remember at the time (I was a teenager) that I loved seeing them together, but now it's definitely an "Oh noooo" moment.

    I really don't care how resistant he was at first — a 17-year-old dating a 29-year-old is fucking weird!

    15. Kendall Jenner and Bad Bunny

    Kendall and Bunny sitting together at a sports event
    Kevork Djansezian / Getty Images

    This just seemed very off-brand for Kendall. Her dating history mostly consists of athletes, so a musician like Bad Bunny felt odd. The supermodel and rapper-singer were rumored to have started dating in February of this year, and they are reported to be getting "more serious."

    16. Bill Hader and Rachel Bilson

    Bill at the Golden Globes in a tuxe with his arm around Rachel, who's in a lacy, tiered dress
    Daniele Venturelli / WireImage / Getty Images

    Rachel was one of my childhood crushes because of The OC. When I found out she was with Bill, my jaw DROPPED. Also, for some reason it feels as if they have a large age difference, but he's actually only four years older.

    They were first spotted together on a date in 2019 and ended their relationship in July 2020. I love them and I miss them. RIP.

    17. Angelina Jolie and Billy Bob Thornton

    Angie and Billy Bob kissing
    Steve.granitz / WireImage / Getty Images

    This was also a bit of a Kourtney-Travis situation because I feel like these two definitely knew they were a shocking pair, and they LOVED to rub it in everyone's face. They were only married for two years, from 2000 to 2002. Also, Billy Bob was rumored to have an amulet filled with Angie's blood...

    18. Halsey and Jared Leto

    Halsey in a bra top and jeans, and Jared in a sparkly suit jacket with his arm around her
    Swan Gallet / WWD via Getty Images

    I never fully processed this one. It makes sense in a lot of ways and doesn't in a bunch of other ways. 

    The two were rumored to have dated between 2016 and 2018.

    19. Lastly, Megan Fox and Machine Gun Kelly

    Megan in a sheer outfit and MGK in a sparkly suit at an MTV event
    Axelle / FilmMagic / Getty Images

    The actor and the musician started seeing each other in 2020 and are still going strong. I think when MGK started dating everyone's 2000s dream girl, we were ALL extremely confused...and honestly, we still are.

    Am I missing anyone? Let me know in the comments!