Johnny Depp, 57, And Amber Heard, 34—23 year difference

Unfortunately, this was one of the worst relationships to come out in Hollywood in recent years. The two first met in 2009 and soon they fell in love. Six years later, they held a private wedding in Los Angeles. Amber Heard also built a good relationship with Depp’s daughter. However, their marriage only lasted for around one year. They not only separated, but they separated so violently, and with their lawyers filing case after case against the other.

Indeed, these two probably wish they never met each other. Relationships like these, however, are a dime-a-dozen in Hollywood. It was hardly their 23-year difference that did them in, but rather it was the lies, domestic abuse, and other such that make them one of the least inspiring couples to have come out of the glitz and glamour of Hollywood.