17 Celebrity Couples That Make Absolutely No Sense Whatsoever: She Dated WHO?!

Some couples, in Hollywood or the “real” world, are meant to be together. On the flip side, other pairings simply make no darn sense whatsoever. As celebrity gossip publications love to say, stars are JUST like us, and that means at times being attracted to the wrong people, or at least unlikely ones. Here are 17 cases where that was undeniably true … 17 Celebrity Couples That Make No Sense 1. Macaulay Culkin and Mila Kunis Before becoming Ashton Kutcher’s Baby Mama, Mila Kunis dated Macaulay Culkin…for EIGHT YEARS. Speaking of Ashton… 2. Ashton Kutcher and Demi Moore View Photo Ashton Kutcher and Demi Moore shocked the world when they went public with their relationship. They shocked us even further by discussing their very interesting and involved family dynamics with her ex Bruce Willis. 3. Tom Cruise and Katie Holmes View Photo Everything about Tom Cruise and Katie Holmes’ marriage screamed publicity stunt until she divorced him, but hey, at least she got to wear heels. 4. Courtney Stodden and Doug Hutchison View Photo In a very May-December romance, Courtney Stodden married Doug Hutchison, then 51, when she was only 16 years old. Advertisement A message from our sponsor. 5. Katy Perry and Russell Brand View Photo We’re not quite sure what Katy Perry saw in Russell Brand that moved her to marry him, but their union lasted less than a year. 6. Chelsea Handler and 50 Cent View Photo Seems like Chelsea Handler knows her way around a lollipop. She dated 50 Cent for nearly a year. 7. Woody Allen and Soon Yi Previn View Photo Woody Allen and Soon Yi Previn have been together for over 20 years, but she was sort of his daughter so it’s super weird. 8. Jessica Simpson and John Mayer View Photo Jessica Simpson and John Mayer actually look great together, but she’s way not cerebral enough for him. He once said she was addictive, like “crack cocaine.” Advertisement A message from our sponsor. 9. Michael Jackson and Lisa Marie Presley Words cannot adequately describe how bizarre Michael Jackson and Lisa Marie Presley’s marriage felt to the world. 10. Kieran Culkin and Emma Stone Before Emma Stone moved on to Spider-man, she dated Kieran Culkin. Those Culkin boys know how to get the hotties! 11. Juliette Lewis and Brad Pitt Perhaps the strangest of Brad Pitt’s high-profile relationships was his 4-year run with Juliette Lewis. 12. Lady Gaga and Taylor Kinney View Photo The ultimate in WTF, Lady Gaga and Taylor Kinney seem like complete opposites, but if opposites really DO attract then maybe that explains this totally weird coupling. Advertisement A message from our sponsor. 13. Brody Jenner and Avril Lavigne View Photo A wannabe reality star and a wannabe rocker. Brody Jenner and Avril Lavigne were a match made in wannabe Heaven. 14. Olivier Sarkozy and Mary-Kate Olsen View Photo Now THIS is a weird May-December romance that kind of grosses us out. (At least Courtney Stodden has that whole “attention whore” thing going for her…) Mary-Kate Olsen is engaged to Olivier Sarkozy which just SCREAMS “Daddy Issues.” 15. Trace Cyrus and Brenda Song View Photo Feather-tattoo faced Trace Cyrus was romantically linked to Disney channel sweetheart Brenda Song. And speaking of the Cyrus family… 16. Miley Cyrus and Liam Hemsworth View Photo We’re so glad Liam Hemsworth realized he could do way better (and way less crazy) than Miley Cyrus. Advertisement A message from our sponsor. 17. Alanis Morrisette and Ryan Reynolds The only thing Alanis Morrisette and Ryan Reynolds seem to have in common is that they’re both Canadian. The End. Up Next: ” 17 Celebrity Couples That Make No Sense .” We’ll be redirecting you shortly… It’s just human nature sometimes. We can totally relate. Who’s to say what attracts people to each other? Primal instinct? Money? Fame? Whatever it is, when you’re fixated on someone, no one can stop it. Inexplicable romantic urges are as old as time, and not unique to celebrity culture, but you do wonder if any of these duos would connect as non-celebs. Rihanna and Leonardo DiCaprio make for perhaps the most obvious, recent example. No way those two are actually dating, we thought. We were wrong. Of course, some seemingly unorthodox pairings go on to prove us wrong. Whatever you think of Kim Kardashian and Kanye West, they make it work. When those two got together, we were as skeptical as anyone, despite their mutual adoration for themselves, their looks, and doing anything to get attention. Now, they’re married with a little girl. They clearly love each other as much as they love to tweet photos of Kim Kardashian nude . Who are we to judge?! Others aren’t so lucky or long-lasting. Some of the relationships we’ve seen come and go are pretty bizarre, and not just because of things like age differences. Scratch your heads along with us in the gallery above.

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17 Celebrity Couples That Make Absolutely No Sense Whatsoever: She Dated WHO?!

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