In the Independent on Sunday's annual Pink List - the Top 100 powerful and influential and openly gay - Rupert dropped to No. 53 in 2008, from No. 43 in 2007.
Rupert caused controversy in an interview in June 2008 with comments on soldiers of today being cowardly compared with Victorian times; as they are always complaining about the risks rather than itching to get into the fray.
In June 2008, Rupert appeared in a documentary following in the footsteps of Sir Richard Burton, the Victorian Sex Explorer.
Rupert received two Golden Globe Nominations: "Best Supporting Actor in a Motion Picture" for My Best Friend's Wedding in 1997 and "Best Leading Actor in a Motion Picture - Musical or Comedy" for An Ideal Husband.
Rupert has lived in Miami, Los Angeles, New York, Paris, and London.
In 1999, Rupert won the VH1 Vogue Fashion Award for most fashionable male celebrity.
Rupert wrote the screenplays for Martha and Arthur and P.S. I Love You.
Rupert's theatrical credits include Don Juan, The Vortex, Some Sunny Day, The Picture of Dorian Gray, Heartbreak House, Waste of Time, Mass Appeal, and The Milk Train Doesn't Stop Here Anymore.
Rupert did a TV holiday ad for Marks & Spencer with Helen Mirren.
Rupert was a model for Yves St. Laurent's Opium aftershave.
Rupert released a record "Generation of Loneliness" in the mid-1980s.
London Critics' Circle Theatre Awards
Most Promising New Actor for Another Country (1981) (Won).
Actor of the Year in a New Play for Another Country (1982) (Nomination)
Most Promising Newcomer of the Year in Theatre for Another Country (1982) (Nomination)
In 1999, Rupert bought a home in Los Angeles for the sake of his black Labrador, Moise. The dog was suffering from painful arthritis and they relocated to the city to help his pet heal.
Rupert speaks Italian, English, and French.
Rupert is six feet and four inches tall.
In 2006, Rupert released his autobiography, entitled Red Carpets And Other Banana Skins. He also wrote the novels Hello Darling, Are You Working? and The Hairdressers of St. Tropez.
Rupert: (on considering "dysfunctional" actors more interesting) You should be able to go off and have a breakdown or be a heroin addict, whatever it is, your particular problem of choice. That's what makes you an interesting actor, anyway. We're more interesting if we are dysfunctional.
Rupert: I was never allowed to go on to the next step. Because, I think in a trophy business, you can maybe be black but you can't, definitely not yet, be gay. Hollywood's a trophy business and you're better off being 'straight'. But what was I going to do if I was gay in secret, sitting in my flat?
Rupert: Unfortunately, I am single, yes, but I'm too exhausted for anything else and being gay is a young man's game.
Rupert: I don't have any sperm left. If I stop taking the pills, all my hair will fall out, but I would rather have hair than sperm.
Rupert: It is to their credit that these women are mad and tough and incredible. Sharon Stone is an extraordinary character, extremely intelligent, totally controlling, really fun but... unhinged. And that's kind of fabulous.
Rupert: (on his heterosexual affairs) I was basically adventurous, I think I wanted to try everything.
Rupert: I am mystified by my heterosexual affairs - but then I am mystified by most of my relationships.
Rupert: English actors are treated like immigrants - they're a gypsy race. They go where the work is and there's never been much work in England. They're treated very badly.
Rupert: I have nothing to complain about... except maybe people wondering if a queen like me can butch-it-up enough to play a convincing straight man.
Rupert: Hollywood is a place that pretends it's very liberal but it's not remotely. It's like Al-Qaeda.
Rupert: After a certain age you can be gay (in Hollywood). Before that it's not only not good. It's impossible.
Rupert: ("there" referring to Hollywood) The treatment of women there is quite extraordinary. If you compare being a 70 year old woman to a 70 year old man, the old woman will maybe get to play a grandmother. The old man will do a film with a 20 year old girl (opposite him).
Rupert: Most films nowadays are made by 20-30 executives who attack the writing and change everything. You can do much less in a film now than you could in the 1970s because the stakes are so high.
Rupert: One of the great things about getting older is that unemployment becomes more and more fun.
Rupert: I'm a sex machine to both genders. It's all very exhausting. I need a lot of sleep.