Vanessa Paradis - 1998
Johnny's longest relationship to date, save for Tim Burton of course, the actor met the lovely Paradis on set of the film "The Ninth Gate" and obviously fell fast for her Parisian fashion sense and immense talent.After taking their place atop the list of longest non-married Hollywood relationships, the couple, who have two children Lily Rose, 16 and John Jack Christopher, 13, announced their split in 2012.Paradis opened up about her relationship with the big screen's more eccentric pirate in the September issue of Harper's Bazaar saying, "When you meet the love of your life, it's just obvious and natural and easier.""You keep learning all the time. Sometimes you could be in an unhappy relationship; you are very much in love with someone, but it's making you unhappy and you think things can change and you can work it out," she added.Obviously things did not work out between the two, as Depp moved on at the speed of a ship with Amber Heard and Paradis was tossed to the sharks.
Could Depp Have Cruised The Seven Seas With Penelope Cruz?
Entertainment Pictures/Keystone Press
So yes, when Penelope Cruz co-starred with Depp in the hundredth installment of "The Pirates of the Caribbean", she was already married to the actor who's had the worst luck with big screen hair treatment, Javier Bardem. So married in fact, that she was actually pregnant with their second child while filming.Aside from those facts, and the Amber Heard factor, we think that between Depp's quirky nature and Cruz's fiery Spanish background and the fact that they both look good in buckled boots, Johnny and Penelope could have made a good match.Alas, the two parted ways never to fulfil our dreams of a pirate-themed wedding at Little Hall's Pond Clay, Johnny's 45-acre tropical island.
What Could Have Been With 'Chocolat' Co-Star Juliette Binoche...
If you're familiar with the bickering that goes on in the ET Canada offices, you'll know that some of us believe "Chocolat" to be one of Johnny Depp's greatest roles. Which is why we think the pirate-turned gypsy guitarist would have made a brilliant love match with French actress Juliette Binoche.
Christina Ricci: From Friend To More?
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Reportedly friends since Christina was just nine-years-old, the pair have starred together in three films: "Fear And Loathing In Las Vegas","Sleepy Hollow" and "The Man Who Cried", the latter of which was a historical drama where the friends played lovers.Christina, who we think would make a pretty kick a** pirate, opened up about having to shoot a sex scene with the actor (who's 17 years her senior) to UK talk show host Jonathan Ross."He knew me as this little kid and then all of a sudden we were doing sex scenes and we were both like, 'ew'," she said clarifying, "not 'ew' because of him but 'ew' because it was somebody you knew as a child."Way to burst our romance bubble Christina.
Kate Moss 1994 - 1998
© PA Wire/PA Photos/KEYSTONE Press
Before Johnny took to the high seas with Vanessa, he and supermodel Kate Moss pillaged and plundered our eyeballs with their gorgeousness.Moss recently spoke out about the brief albeit Spanish Armada-like furious relationship in the November 2012 Vanity Fair, explaining how Depp became her go-to for advice before her heart sank to the depths of Davie Jones' locker."Like if I said 'What do I do?' he'd tell me. And that's what I missed when I left," she said. "I really lost that gauge of somebody I could trust. Nightmare. Years and years of crying. Oh, the tears!"The only force that could bring these two ships together again? Paul McCartney. The couple reunited to star in his video for "Queenie Eye" in 2013.
Ellen Barkin 1994
Long before she was seducing Matt Damon in "Ocean's Thirteen", Ellen Barkin used her siren call on Johnny Depp.The actors are rumoured to have had a brief relationship 1994 while Barkin was separated from her then-husband Gabriel Byrne.
What's Eating Juliette Lewis? Not A Failed Romance With Johnny Depp
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Before falling in love with a supermodel, Johnny is said to have romanced his "What's Eating Gilbert Grape" co-star Juliette Lewis in 1993.We love this pairing so much we insisted it had to be included in this list as the eccentricity level would have been off the charts. So off the charts you could only find it with a magic map on the backs of sea turtles.
Winona Ryder 1989 - 1993
You know what pirates do? They tattoo their ladies names on their bodies so that every scallywag that sails the seven seas knows that she is his.After a chance meeting in 1989, followed by a firm stamp of approval by Johnny's soulmate, Tim Burton - the director cast the couple as star-crossed lovers in "Edward Scissorhands" ...wait a minute maybe Burton was foreshadowing - Johnny popped the question to Winona Ryder in 1990.The couple were engaged for three years, before tragedy struck.Unfortunately in the case of Johnny Depp and Winona Ryder, all we were all left with was a bout of sea sickness and a lasting legacy to Johnny being a "wino forever."
Tim Burton 1990 - 2015
Let's be real. If there's someone that Johnny Depp can't live without, it's Tim Burton.The director and the actor have teamed up for eight films, nine if you include the Alice In Wonderland sequel that's been greenlit and there's nothing to suggest that the two will slow down now.The only person in the world who would have been able to separate these two is Burton's now ex-wife Helena Bonham Carter, who, in case you're wondering has already settled her pirate's booty with Burton for their mutual friend.Playboy posed the question to the Oscar-nominated actress in 2013, to which she responded, "Oh , Tim can have him! They get the same poo jokes. Nothing will separate them."Take heed Amber.
Jennifer Grey 1989
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It's no secret that Johnny Depp has already walked down the aisle once and that the only other title the 51-year-old actor can proudly hold aside from quirky pirate is "serial fiancé."Married at 20 to Lori Anne Allison on December 20, 1983 in Miami, the pair divorced only two years later, but that didn't stop Johnny from popping the question again, and again, and now again. Depp was engaged to "21 Jump Street" co-star Sherilyn Fenn whom he dated for two years from 1986 to 1988 and the most puzzling of the bunch, "Dirty Dancing" star Jennifer Grey.Reportedly asking for her hand in marriage during their brief fling in 1989, Depp and Grey soon split, we expect for smoother sailing in another sea.