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Johnny Depp

Johnny Depp

For unwavering fans of the silver screen, Johnny Depp is a Hollywood icon with his legendary portrayal of the eccentric Jack Sparrow in the Pirates of the Caribbean franchise. From his on-screen in Nightmare on Elm Street to his recent role in Fantastic Beasts: The Crimes of Grindelwald, the American actor has built an enviable career.

photo 1/20 © SC Pool

Johnny Depp

Johnny Depp

Like all Hollywood stars, Johnny Depp has also had his fair share of ups and downs in the love department. All eyes were especially on him during his defamation trial against ex-wife Amber Heard.

Let's take a look at Depp's dating history and whether he used to have the same troubles with his past romances.

photo 2/20 © Kent Nishimura

Sherilyn Fenn: First fellow romance

Sherilyn Fenn: First fellow romance

After finalizing the divorce with his first wife Lori Anne Allison in 1985, Johnny Depp fell in love with a fellow actress, Sherilyn. The pair met while filming for the student film Dummies, and went on to co-star in Twin Peaks. The premiere of the mystery drama TV series became a cult and catapulted Fenn to stardom, as she had only starred in B-rated movies before.

photo 3/20 © GARCIA

A broken engagement

A broken engagement

Depp was head over heels for Fenn and even went on to pop the question to his girlfriend. The fairytale romance sadly ended in 1988, after rumors they were engaged. Despite their breakup, Fenn still regarded the Pirates of The Caribbean star as a respectable senior.

photo 4/20 © Aaron Rapoport

Mutual respect after split

Mutual respect after split

Now, at the age of 57, Sherilyn Fenn is content with a simple life, away from the Hollywood limelight. The former actress still has great respect for her ex. In an interview in 2017, Fenn said:

'I had found real love. It was with someone who was walking the same path, but even if he wasn’t, the love and the connection were strong enough.'

photo 5/20 © Albert L.Ortega

Jennifer Grey: Whirlwind romance

Jennifer Grey: Whirlwind romance

Another A-list fellow romance in Depp's dating history. The Edward Scissorhands actor met the Dirty Dancing star through her agent in 1989 and made a hasty proposal just two weeks later. However, things went off the rails as their fling ended in just nine months, with no wedding ceremony ever held.

photo 6/20 © Sygma

A wedding that never came true

A wedding that never came true

The cause of their separation was Depp's increasing tendency to behave in a crazy, jealous and paranoid manner. Depp's ill-temper and his impulsive streak of violence led to the Red Dawn actress calling off their engagement just before her 29th birthday. Now, at aged 62, Grey's acting career nearly halted as a result of injuries.

photo 7/20 © Lou Rocco

Winona Ryder: Hollywood's power couple

Winona Ryder: Hollywood's power couple

Depp and Ryder first met each other at the actress' premiere of her film Great Balls of Fire in 1989. Their romance quickly blossomed, and they became one of the most famous power couples in Hollywood in the 1990s. The lovebirds even co-starred in the 1990 film Edward Scissorhands.

photo 8/20 © Darlene Hammond

A passionate love

A passionate love

It's a truth that Ryder and Depp were deep in love during their high-profile courtship. Depp even had a tattoo saying 'Winona Forever' on his bicep to show his love for Ryder. However, the iconic relationship ended in 1993, as a result of incessant media interference in their private life.

photo 9/20 © Galella

First heartbreak

First heartbreak

Ryder later described their split as her first real breakup, the first heartbreak. The actress, like Sherilyn Fenn, still puts in a good word for the Into the Woods actor and even testified on his behalf during his UK libel trial against The Sun.

photo 10/20 © Arturo Holmes

Kate Moss: another power couple

Kate Moss: another power couple

Moss and the Charlie and the Chocolate Factory star met through Vanity Fair celebrity writer George Wayne in 1994. At the time, Moss, who is 11 years his junior, was a rising model finding her place in the entertainment industry. The fashionable couple soon rose to become one of the most.

photo 11/20 © Ke.Mazur

An embarrassing blemish

An embarrassing blemish

Their high-profile romance was not without fault, though, given the couple's fiery and moody characteristics. In late 1994, Depp was arrested for causing $10,000 worth of damage to a hotel room in New York City, with Moss found by the police to be sitting amid the debris.

photo 12/20 © Corbis

Years of sorrow for Moss

Years of sorrow for Moss

The couple parted ways in 1998, which Moss later regarded as one of the toughest events in her life. It led to years of sorrow and crying for the model, who admitted Depp was one of the few people truly caring for her. According to TellTales, the British supermodel spent years recovering from the heartbreaking split with Depp.

photo 13/20 © Samir Hussein

Ellen Barkin: December-May relationship

Ellen Barkin: December-May relationship

Shortly after his breakup with Ryder, Depp found a new interest in Ellen Barkin, who is 9 years older than him. At the time, Barkin was separated from her then-husband, Irish actor, Gabriel Byrne. Despite their age gap, the couple was crazy in love and made several red carpet appearances together.

photo 14/20 © Vinnie Zuffante

They are no longer on good terms

They are no longer on good terms

The romance proved to be short-lived, lasting only five months. The Diner star accused Depp of displaying demanding and controlling behavior during their romance. Since then, Barkin has held a grudge against Depp and even testified again him in his notorious libel case against The Sun.

photo 15/20 © Taylor Hill

Vanessa Paradis: Longest love

Vanessa Paradis: Longest love

Following the brief romance with Barkin, Depp fell in love with the French model, actress, and singer Vanessa Paradis in 1998. The pair met while Depp was filming The Ninth Gate in Paris. Depp and Paradis was together for 14 years, until they called it quits in 2012.

photo 16/20 © Getty Images

They were too busy for each other

They were too busy for each other

Even though they never tied the knot, the non-marriage life seemed to work well for Depp. During their romance, Depp and the Yoga Hosers actress shared two children, Lily-Rose and Jack. The split, as Paradis explained, was due to their hectic filming schedule and consequent lack of quality time together.

photo 17/20 © Laurent Viteur

Amber Heard: A peaceful beginning

Amber Heard: A peaceful beginning

The Transcendence star first sparked dating rumors with Amber Heard in 2011 after the pair met in the 2009 film Rum Diaries. During their first four years together, the couple stayed under the radar and avoided the press. In 2015, news about Depp's marriage with the Aquaman actress on his private Caribbean island became viral.

photo 18/20 © Corbis

Nightmare romance

Nightmare romance

Their fairytale wedding seemed like a perfect start to a long-term relationship. Unfortunately, things began to chaotically spiral in 2016 when Heard filed for divorce after only 15 months of marriage. The actress repeatedly accused Depp of physically abusing her, which Depp denied.

photo 19/20 © Cliff Owen

Global scandals

Global scandals

Their toxic relationship led to a series of scandalous events that make headlines in almost every newspaper. After months of legal battle, Depp's fans can now rest assured as the jury's verdict ordered Heard to pay him $10 million in compensatory damages and $5 million in punitive damages for defaming him.

photo 20/20 © Rod Lamkey

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