He was a pretty handsome chap when he was young.
Then he did a lot, a lot of drugs. Drank a lot of liquor. Had sex with thousands of women… and men[1] Got infected with HIV. Fought his co-stars, insulted his producers and fought with his directors. Oh and he made a point to call one hated producer by his original Jewish name — this got Sheen labeled an antisemite, which isn’t very helpful in Hollywood.
Sheen was never really on that Brad Pitt or Tom Cruise level of attractiveness. He wasn’t known for it, wasn’t famous for it. A child of nepotism, his father Martin Sheen is by far the better actor in the family. His brother, Emilio Estevez, isn’t too shabby either. Sheen’s main appeal was his bad boy image. The man who would say or do whatever he wanted. Who didn’t give a damn. Who went on set stoned and high out of his mind, ranting about how he had “tiger blood” and how he was “winning”… only to lose it all, because no human body can sustain that much “winning”.
That said? I don’t think Charlie Sheen has been “considered atractive” for twenty years or so. He’s used up, done for, a disease-ridden shadow of his former self. He’s Hollywood’s Caligula or Nero… only without the type of power that would make people want to overthrow and stab him, lucky for him.
Footnotes
[1] Charlie Sheen Says Sexual Encounters With Men Started Amid Crack Use: ‘So What? Some of It Was Weird. A Lot of It Was F—ing Fun’
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