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Celebrities: Ashley Olsen, Bradley Cooper, Demi Lovato, Dianna Agron, Eva Mendes, Jason Sudeikis, Jennifer Lopez, Justin Timberlake, Kanye West, Mary-Kate Olsen, Michael Sheen, Olivia Wilde, Penn Badgley, Rachel McAdams, Ryan Gosling, Scarlett Johansson, Sean Penn, Taylor Lautner, Wilmer Valderama, Zooey KravitzCategories: Hot Topics, Movies, Music, TVTags: best of 2011, Celebrity Break-Ups, Celebrity Hookups

Most Random Hookups of 2011: Ashley Olsen & Justin Timberlake, Scarlett Johansson & Sean Penn

2011 is about to come to a close in just a few short weeks, so why not take a look back at some of the oddest and most random hookups that went down in Hollywood! From Ashley Olsen & Justin Timberlake to ScarJo & Sean Penn (still super weird), it seemed that nobody wanted to be lonely throughout the year.

Some hookups within past 12 months made sense, while others left us scratching our heads and wondering what they were thinking! So sit back, relax, and let Hollywire bring you the most random hookups in 2011!

Random Hookups: Demi and Wilmer

The Couple: Wilmer Valderama & Demi Lovato

The Back Story: These two were pretty hot and heavy before splitting prior to Demi dating Joe Jonas. But, the two reunited in early November this year after being caught locking lips in public!

Why it’s Random: Demi dating Joe, yes it makes sense. But Wilmer? Well, for one thing, there’s the age difference (he’s 31, she’s 19). Also, when you found out these two were hooking up, did you not go, “What?!” Yeah, that’s what we thought.

Related Article: Celebrity Breakups of 2011: All the Big Splits From Kim & Kris to Demi & Ashton!

Random Hookup: Penn & Zooey

The Couple: Penn Badgley & Zooey Kravitz

The Back Story: After splitting from co-star Blake Lively, it seemed like Lonely Boy Penn was going to be lonely for a while. Um, not quite! The two were spotted all around NYC showing off some serious PDA.

Why it’s Random: Blake and Zooey are two completely different gals. Penn went from blonde, long-legged bombshell to edgy Zooey. But we have to admit, this seems like more his type.

Random hookup: Ryan & Eva

The Couple: Ryan Gosling & Eva Mendes

The Back Story: These two got the rumor mills spinning when they were spotted at Disneyland over Labor Day weekend this year. They were later seen taking a stroll in Paris in November while Eva was filming her latest flick Holly Motors.

Why it’s Random: These two are some of the hottest stars in Hollywood, but never would we actually expect them to get together!

Related Article: The Best Web Celebs of 2011: Selena Gomez, Karmin & Sophia Grace!

Random Hookups: ScarJo and Sean

The Couple: Scarlett Johansson & Sean Penn

The Back Story: ScarJo split from hubby Ryan Reynolds and didn’t wait too long until she was in the arms of Sean Penn in early March. After many months of vacations, dates, and a public appearance here and there, the two split in June.

Why it’s Random: Okay, random hookups are supposed to happen in Hollywood, but this one I still can’t believe happened. Where did this even come from?! How did this even happen?! I have no words.

Random hookup: Kanye & Mary-Kate

The Couple: Kanye West & Mary-Kate Olsen

The Back Story: This whole story began when MK was spotted smooching with West in NYC while celebrating his 34th birthday.

Why it’s Random: What happened to little Michelle Tanner?! Never did we expect to hear our little, blonde, bohemian fashionasta would be snuggling up to scene-stealer Kanye!

Random hookups: Justin & Ashley

The Couple: Ashley Olsen & Justin Timberlake

The Back Story: Ashley split from long-time bf Justin Bartha and was spotted strolling around NYC with then-single JT. There was never a confirmation or denial on this hot couple.

Why it’s Random: These two both got their start during the 90’s, but who would have thought they would be reunited in 2011?! And hooking up?!

Random hookups: Rachel & Michael

The Couple: Rachel McAdams & Michael Sheen

The Back Story: These two met and started their relationship back in 2010. Though they tried to keep it on the DL, they were spotted holding back and kissing in public.

Why it’s Random: While these two do seem genuinely happy, we will never forget the good ole days of Ryan and Rachel. #TheNotebook4Ever

Related Article: Hollywire's Biggest Crushes of 2011!

Random hookup: Jennifer & Bradley

The Couple: Jennifer Lopez & Bradley Cooper

The Back Story: She split from Marc Anthony and he broke it off with girlfriend Renee Zellweger. The two were then spotted out and about having long dinners in NYC and the rumors began!

Why it’s Random: It seems like J-Lo is going back to her Ben Affleck days and dating the sexiest man in Hollywood! But after being with Marc Anthony for years, it’s hard to adjust to this new change!

Random hookups: Taylor & Dianna

The Couple: Taylor Lautner & Dianna Agron

The Back Story: These two were spotted having dinner together in Venice, California back in October. We haven’t heard much about them since but this definitely makes the cut for random hookup!

Why it’s Random: We don’t know if these two were set up on a date or they were just friends hanging out, but this is twosome you wouldn’t expect!

Random hookup: Olivia & Jason

The Couple: Olivia Wilde & Jason Sudeikis

The Back Story: The newest reported hookup all began when they were spotted holding hands after a Saturday Night Live wrap- up party earlier this month.

Why it’s Random: She’s one of the hottest women in Hollywood and he’s one of the funniest. But never would we pair them together!

After seeing all the random hookups that went down throughout 2011, who do you think was the MOST random?!

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  • Anonymous  said:
    18 weeks ago (January 6, 2012 - 2:28pm) 0 Votes

    Haylee 12yrs

  • Anonymous  said:
    18 weeks ago (January 6, 2012 - 2:29pm) 0 Votes

    Haylee 12yrs

  • Anonymous  said:
    18 weeks ago (January 6, 2012 - 2:29pm) 0 Votes

    Haylee 12yrs

  • Anonymous  said:
    18 weeks ago (January 6, 2012 - 2:29pm) 0 Votes

    Haylee 12yrs

  • Anonymous  said:
    18 weeks ago (January 6, 2012 - 2:32pm) 0 Votes

    I think Alex will win!! Gooooooo Alex but u never know they might find a way to keep there powers!! Anyway can't wait to see!!!

  • Anonymous  said:
    18 weeks ago (January 6, 2012 - 2:32pm) 0 Votes

    I think Alex will win!! Gooooooo Alex but u never know they might find a way to keep there powers!! Anyway can't wait to see!!!

  • Anonymous  said:
    18 weeks ago (January 6, 2012 - 5:06pm) 0 Votes

    Fabiola: I think alex is so going to win go team alex!¡!¡:)

  • Anonymous  said:
    16 weeks ago (January 19, 2012 - 4:23am) 0 Votes

    Wacko a nd daisy been hook up for 16 years looking still hot

  • Anonymous  said:
    16 weeks ago (January 19, 2012 - 4:23am) 0 Votes

    Wacko a nd daisy been hook up for 16 years looking still hot

  • Anonymous  said:
    12 weeks ago (February 16, 2012 - 7:23pm) 0 Votes

    Whoa I didn't know Demi started dating Wilmer. And who the h3ll cares about age?!

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