When news came out this week that Colin Farrell engaged in a "romantic" relationship of sorts with Elizabeth Taylor before she died, many gasped. But the iconic actress and the Irish hunk are not the only Hollywood pairing that has us scratching our heads. Below, find 67 additional odd couples that you probably never knew about:

Loading Slideshow...
  • Colin Farrell, Elizabeth Taylor

    Farrell dropped quite the bomb on "The Ellen DeGeneres Show," telling the host and the audience that <a href="http://www.huffingtonpost.com/2013/12/17/colin-farrell-elizabeth-taylor_n_4458989.html" target="_blank">he and Taylor were in a relationship</a> for nearly two years before she died. "[It was] the last kind of romantic relationship I had," Farrell said, "which was never consummated ... I just adored her, she was a spectacular, spectacular woman. I wanted to be [husband] number eight, but we ran out of road."

  • Sharon Osbourne, Jay Leno

    Last September, Osbourne told her "The Talk" co-hosts that she had a "<a href="http://www.huffingtonpost.com/2013/09/10/sharon-osbourne-jay-leno_n_3899413.html" target="_blank">flingy wingy with Jay Leno</a>" when she was 25, explaining: "The fling was more fling for me, and not fling enough for him. Because, a couple of months into it, he brought around his real love of his life for me to meet. She was lovely."

  • Jessica Simpson, Jensen Ackles

    The two Texans dated briefly before breaking it off, allegedly because <a href="http://www.popeater.com/2010/08/08/jessica-simpson-men/" target="_blank">the "Supernatural" star cheated on the blonde singer with LeAnn Rimes.</a>

  • Julia Roberts, Daniel Day-Lewis

    Back in 1993, People magazine reported that Roberts engaged in "<a href="http://www.people.com/people/archive/article/0,,20109743,00.html" target="_blank">a long-distance -- and possibly nonexclusive -- romance with actor Daniel Day-Lewis</a>," adding that the relationship "has been kept under wraps. His manager denies reports that the two are involved, and [Roberts' publicist] would only say that she would neither confirm nor deny the stories. "

  • Penelope Cruz, Josh Hartnett

    Hartnett and Cruz were <a href="http://www.people.com/people/article/0,,20040321,00.html" target="_blank">spotted together "on a tour of New York hot spots</a>" in 2007 and ended the night by getting "cozy on the couch together."

  • Paris Hilton, Val Kilmer

    In 2006, Australian magazine NW claimed to have obtained photos of <a href="http://www.hollywood.com/news/celebrities/3480671/paris-hilton-val-kilmer-liason-exposed" target="_blank">the actor and the socialite, who is over 20 years his junior, getting hot and heavy</a>. The photos were allegedly snapped four years prior, in 2002, at Kilmer's West Hollywood mansion.

  • Winona Ryder, Charlie Sheen

    In 1986, while making <a href="http://entertainment.ca.msn.com/celebs/photos/ryders-romances-winonas-long-list-of-loves-lost?page=2" target="_blank">her first movie, "Lucas," Winona reportedly got together with her co-star Charlie</a>. Legend has it, MSN adds, that it was Charlie who convinced Winona to change her last name, Horowitz, to the more stage-friendly Ryder.

  • Jennifer Love Hewitt, Fred Savage

    When she was <a href="http://www.huffingtonpost.com/2010/04/12/jennifer-love-hewitts-fir_n_534262.html" target="_blank">14, Love-Hewitt went on a date with the then 16-year-old "Wonder Years" star</a>. "We went to a comedy club and we went to dinner and he dropped me off at home. He never called me again," she told Wendy Williams in 2010.

  • Cher, Tom Cruise

    Before Tom had to reportedly audition ladies for the part, Cher was his main squeeze. Back in the mid '80s and before he became a huge star, the two were going strong. "<a href="http://www.huffingtonpost.com/2008/04/30/cher-dishes-about-dating_n_99543.html">He was so wonderful. And I was so crazy about him</a>," said the iconic singer in 2008. "And he was so, like, different. He was a shy boy. He didn't have any money."

  • Helen Hunt, Matthew Broderick

    Helen Hunt and Matthew Broderick gave love a shot in 1987 and although happily every after wasn't in the cards for the pair, the couple did forge a lifelong friendship. Hunt and Broderick are even comfortable enough with their relationship that <a href="http://articles.nydailynews.com/2008-04-23/gossip/17895768_1_cinema-society-outfit-onstage">they filmed a sex scene together for 2008's "Then She Found Me."</a>

  • Pamela Anderson, Michael Jackson

    Back in 2008, Jackson was rumored to be dating "Baywatch" bombshell Pamela Anderson. "It was all arranged by their people in total secrecy, <a href="http://www.mirror.co.uk/3am/celebrity-news/michael-jacksons-secret-dates-with-pamela-333380">very cloak and dagger</a>," a source told the Mirror back in the day. "They are such a strange couple but they seemed to really hit it off."

  • Evan Rachel Wood, Marilyn Manson

    Though by now Wood is married to British actor Jamie Bell and is <a href="http://www.huffingtonpost.com/2013/01/11/evan-rachel-wood-pregnant-jamie-bell_n_2456954.html">expecting their first child</a>, we cannot forget her wild streak: the actress was <a href="http://www.eonline.com/news/264209/evan-rachel-wood-talks-marilyn-manson-engagement-bisexuality-and-bieber">once engaged to shock rocker Marilyn Manson</a>.

  • Frank Sinatra, Mia Farrow

    Legend Frank Sinatra wed iconic actress Mia Farrow in 1966, despite a three decade age difference. But that age difference is also what tore them apart, <a href="http://popcultureaddict.com/movies-2/strangeromance-htm/">after 16 months as husband and wife</a>.

  • Jonny Lee Miller, Angelina Jolie

    Before Brad Pitt and even before Billy Bob Thornton came Jonny Lee Miller, Angie's first husband. The two actors married in 1996, separated in 1997, and <a href="http://omg.yahoo.com/blogs/now/looking-back-angelina-jolie-first-two-marriages-011045632.html">divorced in 1999</a>, but are to this day good friends. Some <a href="http://www.nationalenquirer.com/celebrity/brads-fury-angie-still-hot-first-hubby">pesky rumors</a> recently hinted maybe a little <em>too</em> good, even.

  • Kiefer Sutherland, Julia Roberts

    In 1991, <a href="http://www.people.com/people/archive/article/0,,20115436,00.html">Roberts broke off her engagement</a> to Sutherland after more than a year together. The wedding cake was ready to go and so were the bridesmaids dresses, but rumors of the actor's infidelity (with a go-go girl, no less) sent Roberts flying into another man's arms.

  • Ryan Gosling, Rachel McAdams

    They made us swoon in "The Notebook" and swoon even harder when they took their love off-screen. These two Hollywood hotties dated from 2004 to 2007, then <a href="http://www.aceshowbiz.com/news/view/00019631.html">rekindled their romance a bit in 2008</a>.

  • Lyle Lovett, Julia Roberts

    Lovett and Roberts were <a href="http://www.people.com/people/archive/article/0,,20105480,00.html">married for almost two years</a> back when she was America's sweetheart, nearly two decades ago. The 27-year-old actress fell hard for the 37-year-old country crooner and they were married just three weeks after they met.

  • Brooke Shields, Nicolas Cage

    Not much is known about their relationship, but somewhere in the late '80s, Shields and Cage dated for about a year.

  • Winona Ryder, Jimmy Fallon

    Winona Ryder and Jimmy Fallon were reportedly linked in 2002, though <a href="http://www.wmagazine.com/celebrities/archive/winona_ryder">she denied a relationship in W magazine</a> that same year: "I do date once in a while, and I've gone out with wonderful people in the past. Although not with Jimmy Fallon, who everyone thinks is my boyfriend. We're just great friends."

  • Lance Armstrong, Ashley Olsen

    In 2007, then 21-year-old Olsen was spotted<a href="http://www.huffingtonpost.com/2007/10/31/lance-armstrong-and-ashle_n_70525.html" target="_hplink"> making out with Armstrong</a>, 15 years her senior, at Rose Bar in New York. Yeah, we don't really get it either.

  • Roger Ebert, Oprah Winfrey

    Roger Ebert and Oprah went on two dates way back when the two were just starting out in Chicago -- and Ebert counts himself as her mentor. "Yes, it is true, I persuaded Oprah to become the most successful and famous woman in the world," <a href="http://rogerebert.suntimes.com/apps/pbcs.dll/article?AID=/20051116/COMMENTARY/511160301" target="_hplink">Ebert wrote in 2005</a>.

  • John Tesh, Oprah Winfrey

    What's even more bizarre than Oprah and Roger Ebert? Oprah and musician/television host John Tesh. Tesh allegedly left Oprah broken-hearted in the 1970s when <a href="http://www.nydailynews.com/entertainment/gossip/kitty-kelley-tell-all-book-reveals-john-tesh-bolted-lover-oprah-winfrey-middle-night-article-1.167057">he bolted in the middle of the night</a> from the apartment they shared in Nashville, Tenn.

  • Gary Oldman, Uma Thurman

    How did we miss this? <a href="http://www.zimbio.com/dating/3zGpPZJkBxZ/Gary+Oldman+married+Uma+Thurman/Gary+Oldman">Gary Oldman and Uma Thurman were married</a> from 1990 to 1992.

  • George Clooney, Talia Balsam

    George Clooney may be the ultimate bachelor, but he did get married, just once, to actress Talia Balsam. (Balsam is now married to John Slattery of "Mad Men"). <br><br>"I was married, so I gave it a shot,"<a href="http://www.cbsnews.com/8301-31749_162-20029324-10391698.html" target="_hplink"> Clooney told Piers Morgan</a> in 2011. "I've proven how good I was at it, and I just...I'm allowed one."

  • Alanis Morissette, Ryan Reynolds

    Before Blake, before Scarlett, there was Alanis: Reynolds dated fellow Canadian Morissette from 2002 until 2007, when they called off their engagement. Morissette later admitted that her album <a href="http://www.accesshollywood.com/alanis-morissette-talks-ryan-reynolds-breakup-covering-my-humps_article_10455?&__source=rss%257Clatest_news" target="_hplink">"Flavors of Entanglement" was about their breakup</a>.

  • Conan O'Brien, Lisa Kudrow

    These <a href="http://articles.nydailynews.com/2011-06-29/gossip/29737338_1_phoebe-buffay-improv-groundlings" target="_hplink">two funny people dated</a> when he was a writer for "Saturday Night Live" and she was working as a comedian in Los Angeles. "He was really smart, really funny and he thought I was funny, but found we were better as friends," <a href="http://xfinity.comcast.net/slideshow/entertainment-forgottencouples/6/" target="_hplink">Kudrow said of their brief romance</a>.

  • Johnny Depp, Ellen Barkin

    Before his two-year relationship with Kate Moss, <a href="http://voices.yahoo.com/johnny-depps-love-life-past-present-5708768.html">Johnny Depp briefly dated Ellen Barkin in 1994</a>.

  • Courteney Cox, Michael Keaton

    The "Friends" star and "Batman" actor dated <a href="http://www.people.com/people/archive/article/0,,20102215,00.html" target="_hplink">from 1989 to 1995</a>.

  • Ryan Gosling, Sandra Bullock

    The hunky heartthrob and funny girl were together from 2002 to 2003. "I had two of the greatest girlfriends of all time. I haven't met anybody who could top them,"<a href="http://www.usmagazine.com/celebrity-news/news/ryan-gosling-exes-sandra-bullock-rachel-were-the-best-girlfriends-ever-2011179#ixzz1wZWnD4oD" target="_hplink"> Gosling told Us Weekly</a>in 2011 (about Bullock and Rachel McAdams, whom he dated afterward). We wonder what current amour Eva Mendes might have to say about that?

  • Drew Barrymore, David Arquette

    These two Hollywood staples were briefly linked in 1991 -- eight years before they starred together in 1999's "Never Been Kissed."

  • Drew Barrymore, Tom Green

    In 2001, the Canadian comedian <a href="http://articles.cnn.com/2001-12-17/entertainment/green.divorce_1_divorce-irreconcilable-differences-ann-gurrola?_s=PM:SHOWBIZ">filed for divorce</a> less than six months after marrying the then 26-year-old Barrymore, saying: "Drew is a wonderful woman, I love her very much. I wish our marriage could have worked out, I wish her much happiness."

  • Sarah Jessica Parker, Robert Downey Jr.

    By his own admission, Robert Downey Jr. was less than a model boyfriend to Sarah Jessica Parker, whom he dated from 1984 to 1991. "I liked to drink, and I had a drug problem, and that didn't jibe with Sarah Jessica, because it is the furthest thing from what she is," <a href="http://www.huffingtonpost.com/2008/04/16/robert-downey-jr-on-datin_n_97012.html" target="_hplink">Downey Jr. said of their relationship</a>.

  • Moby, Natalie Portman

    According to Moby, his fling with Portman caused a lot of nerd wrath. "You don't date Luke Skywalker's mom and not have them hate your guts," <a href="http://www.nypost.com/p/pagesix/item_YRyKLctrCmIeaFysWHXogP#ixzz1wZUpAuA0" target="_hplink">he said about their romance</a>.

  • Ashton Kutcher, January Jones

    Long before Ashton Kutcher married and divorced Demi Moore and January Jones gave to her baby boy (whose father she refuses to reveal), <a href="http://www.huffingtonpost.com/2010/10/27/ashton-kutcher-january-jo_n_774749.html">these two gave it a go in the romance department</a>.

  • Billy Corgan, Tila Tequila

    The romance between the Smashing Pumpkins frontman and reality star came out of nowhere, and left just as quickly as it arrived.

  • Owen Wilson, Sheryl Crow

    The couple broke up in 2002, but there were no hard feelings. "I love Owen. He's so talented, and a great, great person," <a href="http://www.usatoday.com/life/music/2002/2002-04-15-crow.htm" target="_hplink">Crow said about the actor the same year.

  • Al Pacino, Diane Keaton

    Keaton dated her "Godfather" co-star Al Pacino in the '80s; the relationship dissolved after Keaton pushed a marriage ultimatum on Pacino. She told People: "He's charming, hilarious, a nonstop talker. There was an aspect of him that was like a lost orphan, like this kind of crazy idiot savant. And oh, gorgeous! I was mad for him. I worked hard on that one."

  • Josh Hutcherson, Vanessa Hudgens

    Ah, live television. The "Hunger Games" star and Hudgens shared an <a href="http://www.huffingtonpost.com/2012/01/18/josh-hutcherson-and-vanes_n_1212160.html">awkward moment on an Australian morning show</a> when an interviewer asked the pair how long they had been going out. "We're not," Hutcherson said. "We were at one point, but she broke my heart. No, I'm just kidding. That was a while ago. We're really good friends now."

  • Jack Nicholson, Lara Flynn Boyle

    The unlikely couple had an <a href="http://www.popsugar.com/Look-Whos-Back-Together-Again-12062" target="_hplink">on-again, off-again relationship</a> from 1999-2006.

  • Jennifer Love Hewitt, Joey Lawrence

    Jennifer Love Hewitt and Joey Lawrence were <a href="http://www.ivillage.com/jennifer-love-hewitt-cheating-famous-boyfriends-book/1-a-142303">a match made in teen icon heaven</a> from 1995 - 1996.

  • Scott Baio, Pamela Anderson

    Scott Baio and Pamela Anderson <a href="http://www.people.com/people/archive/article/0,,20061439,00.html">called each other sweetheart in the late '80s and early '90s</a>.

  • Emilio Estevez, Demi Moore

    Emilio Estevez and Demi Moore were romantically tangled from 1985 - 1987. After starring in 1985's "St. Elmo's Fire," <a href="http://www.zimbio.com/dating/aVh7uTRFCeI/Emilio+Estevez+engaged+Demi+Moore/Demi+Moore">the pair became engaged but never made it to the church</a>.

  • Andre Agassi, Brooke Shields

    Nowadays, it's hard to imagine that one of the most high-profile couples in the '90s was tennis star Andre Agassi and actress Brooke Shields. The couple dated for six years before marrying in 1999; they divorced just two years later.

  • Cameron Diaz, Matt Dillon

    The telegenic "There's Something About Mary" co-stars dated for three years before splitting in 1998 -- the same year the hit comedy hit the big screen.

  • Enrique Iglesias, Sofia Vergara

    It's strange to think of now, but Vergara was once more commonly referred to as <a href="http://www.people.com/people/archive/article/0,,20139975,00.html">Iglesias' ex</a> before hitting it big with the ABC sitcom "Modern Family."

  • Macaulay Culkin, Mila Kunis

    It seems like ages ago, but <a href="http://www.huffingtonpost.com/2011/01/03/its-over-mila-kunis-and-macauley-culkin-breakup_n_803457.html" target="_hplink">Kunis split from rumored fiance Culkin</a> only in September 2011. They began dating in 2002.

  • Shia LaBeouf, Hilary Duff

    LaBeouf and Duff, who just gave birth to her first child, went on an epically bad date -- according to LaBeouf himself. "Probably the worst date either of us have ever had," <a href="http://www.hollywoodlife.com/2011/06/28/shia-labeouf-megan-fox-transformers-dark-of-the-moon/" target="_hplink">the "Transformers" star told Details</a> of their failed connection.

  • Aaron Carter, Lindsay Lohan

    It's crazy to think about now, but Lohan and Carter were once a hot item, albeit not without some controversy. Carter had previously been dating that <em>other</em> teen star Hilary Duff, and <a href="http://newsroom.mtv.com/2011/08/15/love-triangle-hilary-duff-pregnant-aaron-carter-lindsay-lohan/">cheated on her with LiLo</a>.

  • Emma Stone, Kieran Culkin

    After meeting on the set of 2009's "Paper Man," Stone and Culkin were <a href="http://articles.nydailynews.com/2010-04-07/gossip/27061116_1_emma-stone-kieran-culkin-stars" target="_hplink">rumored to be dating </a>. Stone is now currently dating "Spiderman" co-star Andrew Garfield.

  • John Stamos, Marlee Matlin

    Johan Stamos and Marlee Matlin <a href="http://www.theinsider.com/gossip/40647_They_Dated_Surprising_Hookups/index.html?page=71">reportedly dated in 1989</a> -- but romantic or platonic, the pair remain good friends <a href="https://twitter.com/MarleeMatlin/status/144285645173555201">and at least carry on a Twitter relationship</a>.

  • Seal, Tyra Banks

    Seal sure has a thing for telegenic supermodels! Seal and Tyra confirmed their budding romance when they stepped out to the Essence Awards in 1996, but broke up shortly thereafter.