1990 – Johnny Depp and Winona Ryder

Of all the women Johnny Depp has ever loved, Winona Ryder must be the most special one. In fact, many think that they are each other’s TOTGA (The One That Got Away). Until today, many are still hopeful that the two ex-lovers would reunite not just in films but also rekindle their real-life romance.

Depp and Ryder were among the top-grossing young actors with credible financial reports in the 1990s. Their popularity increased when they began their four-year romance. It all happened when he first laid eyes on Winona Ryder in 1989. It was described as if it was a scene in a movie. When they first caught each other’s eyes, imaginary zoom, slow-motion, and muted background happened; it was indeed love at first sight. He then eagerly pursued Ryder and began dating her before the 1990s. Their romance went up to the screen when they starred together in the film Edward Scissorhands in 1990. In the same year, he proposed to Ryder and began their three-year-long engagement. Even though the couple seemed so madly in love, their relationship met its end in 1993. Despite their decision, the two remained friends and showed support to each other.