10 Richest Hollywood Male Actors and Who they have been Dating

The aftermath of the recent recession seems to have little impact on Hollywood as the film industry continues to lavish mega bucks on its stars and production expenses. Here is a list of the richest actors in Tinseltown in no particular order as the ranking keeps changing with every hit and subsequent signing amount.

  1. Johnny Depp

    Currently the highest earning star in Hollywood, Johnny Depp reportedly carried away a cool $50 million in fees over the last year. The star of such universally acclaimed movies as Sleepy Hollow, Donnie Brascoe, Fear and Loathing in Las Vegas, Public Enemies and the hugely popular Pirates of the Caribbean series, Depp is known for assaying a wide range of roles. His most recent appearance was as the Mad Hatter in Alice in Wonderland while for the fourth Pirates of the Caribbean film, he is believed to have charged a whopping $38 million.

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    When just twenty, Johnny Depp married Lori Anne Allison, a makeup artist who eventually introduced Depp to actor Nicolas Cage. In 1985, Depp and Allison divorced following which he dated and even got engaged to Sherilyn Fenn. But very soon they split and ever since, the 47 year-old heart-throb has been in several high-profile relationships, one of which was with British supermodel Kate Moss.  This was followed by a longer relationship with Vanessa Paradis, a French actress and singer with whom Depp has two children.
     
  2. Ben Stiller

    Two big sequels lined up one after another, Night at the museum 2 and the Meet the Fockers have shot up Stiller’s earnings to $38 million in the past year. Best known for his comic roles in blockbusters like There's Something About Mary, Meet the Parents, Zoolander and Tropic Thunder, he has also done several cameos in music videos and television series.

    The 44 year-old comedy star is currently married to actress Christine Taylor. The couple resides in Hollywood Hills and have two children, a daughter and a son. Stiller however has been romantically linked to several women in the past among which were Jeanne Tripplehorn, Calista Flockhart, and Amanda Peet.

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  3. Tom Hanks

    Despite not having a major hit in recent times, actor Tom Hanks continues to command one of the highest fees in Hollywood. To a large extent, this is due to his famed versatility as an actor which enables him to portray roles ranging from an astute army officer in Saving Private Ryan to the lovable Alabama simpleton in Forrest Gump. In the past year he is believed to have made $30 million, thanks to his share in the production company and the earnings from his role as Robert Langdon in the religious-thriller film series adapted from Dan Brown novels.

    Tom Hanks has been married twice. His first wife was American actress Samantha Lewes with whom he has two children. At present Hanks is married to Rita Wilson, also an actress whom he met on the set of Hanks’ television show Bosom Buddies but later developed a romantic interest while working on the film Volunteers.
     
  4. Adam Sandler

    Another funnyman to figure on Hollywood’s rich boys’ list, Adam Sandler is estimated to have raked in around $26.6 million in the past year. While a considerable portion of this largesse came from his fees for Funny People and Grown Ups, he has also been raking in profit on his own production company Happy Madison which has produced the Deuce Bigalow series.

    Sandler is married to Jacqueline Samantha Titone, an actress who often does cameo roles in her husband’s movies. The couple have two daughters, Sadie Madison and Sunny Madeline. The Sandler  family lives in Los Angeles, though they have a home in New York too.
     
  5. Tom Cruise

    Even though Tom Cruise has not delivered a big hit in the last couple of years, he is surely one of the richest actors in Hollywood. This is because he has not only an asking price of $25 million per movie for several years now but is one of the few producers who can guarantee the success of billion-dollar franchises. Famous for such blockbusters as Top Gun, Days of Thunder, Jerry Maguire, Magnolia, The Last Samurai and Minority Report, Tom Cruise is especially popular for his portrayal of the super-spy in the Mission Impossible series. Cruise is believed to have added at least $14.6 million in the past year to his already considerable fortune.

    The 48 year-old star is currently married to actress Katie Holmes who gave birth to the couple’s first biological child, a daughter named Suri in April 2006. In November the same year, the two were married in a Scientology ceremony.

    Cruise has been married twice earlier. His first wife was Mimi Rogers and the second was actress Nicole Kidman with whom he even adopted two children. However the marriage ended in heartbreak with three month-pregnant Kidman suffering  a miscarriage. After that Cruise became romantically involved with Spanish beauty Penelope Cruz but three years later announced that their relationship was over. 
     
  6. Brad Pitt

    With his heartbreaking looks and increasingly wide repertoire of roles, Brad Pitt is one of the top grossers in Hollywood. With Inglorious Bastards a hit, Pitt is bound to jack up his fees from which last year he reportedly earned $13.3 million. Among the most memorable films in which he has starred are Legends of the Fall, Seven, Troy, Mr. and Mrs. Smith, the Curious Case of Benjamin Button, The Departed and the Ocean’s Eleven series.

    Among his first high-profile relationships was to actress Gwyneth Paltrow who co-starred with him in Seven. After dating her for three years, they split and Pitt married Jennifer Aniston in a private wedding ceremony in Malibu in 2000. However five years later, the two formally separated and Aniston filed for divorce. Around this time Pitt was increasingly revealed to be with Angelina Jolie and the two together came to be dubbed by the press as ‘Brangelina’. Pitt and Jolie have three biological children together while they are parents of another three adopted children.
     
  7. Leonardo DiCaprio

    DiCaprio was the male lead in record-breaking 1997 film Titanic .Since then he has continued to star in successful films like Catch Me If You Can, Gangs of New York, The Aviator, Blood Diamond and The Departed while Shutter Island and Inception rank among his recent hits. Little wonder then that today he is one of the richest actors in Hollywood who has earned around $18.6 million in just the past year.

    The 35 year old DiCaprio has been romantically linked with several attractive women in the course of his acting career, like British model and socialite Emma Miller and then Brazilian model Gisele B√ľndchen with whom he had an on-and-off relationship until each went their own ways in 2005.  Soon after DiCaprio began a relationship with Israeli model Bar Refael.
     
  8. Harrison Ford

    Even though Harrison Ford has had no releases this year, it is estimated that he continues to be one of the richest actors in Hollywood on the basis of the Indiana Jones films franchise. The latest film in the series Indiana Jones and the Kingdom of the Crystal Skull which released in 2008 is reported to have brought him a neat $65 million.

    The veteran actor continues to be a charmer even at the age of 68. Currently he is married to actress Calista Flockhart and together they are parents to her adopted son, Liam.  Ford has been married twice before. His first wife was Mary Marquardt with whom he has two sons, Benjamin and Willard. Next he married screenwriter Melissa Mathison with whom he again has two children, Malcolm and Georgia.
     
  9. Robert Downey Jr.

    Despite news of his drug habit and aggressive behavior resurfacing time to time in the media, Robert Downey Jr. remains one of the most successful male actors in Hollywood. Evidence of this comes from his latest blockbuster Guy Ritchie’s adaption of Sherlock Holmes as well as the hugely popular series Iron Man whose sequel released this year. Little wonder then last year Robert Downey Jr. added another $14.6 million to his kitty.

    After dating actress Sarah Jessica Parker for some time, Robert Downey Jr. married actress and singer Deborah Falconer in 1992, after a whirlwind courtship. The couple also had a son, Indio Falconer Downey but the marriage broke apart under strain of his repeated drug abuse. In 2003, Downey met producer Susan Levin and despite her initial misgiving the two became romantically involved. The couple were married in 2005 and later in an interview to Esquire magazine, he credited his wife with helping him kick his drug and alcohol habits.
     
  10. George Clooney

    George Clooney, judged one of the handsomest men on the planet and the star of such varied films as Batman & Robin, Out of Sight, the Ocean’s Eleven trilogy and Syriana reportedly commands a fee of $15 million per movie. However it is believed that he takes far less from friends like Steven Soderbergh and for directing a film.

    George Clooney has never shied away from leveraging his popularity into supporting humanitarian causes and highlighting political issues. However he is notoriously secretive about his personal life. He was once married to American actress Talia Balsam for four years but since then he has never remarried. After being in relationships with a series of attractive women including British model Lisa Snowdon and actress Sarah Larson, Clooney is now dating Italian beauty Elisabetta Canalis.