Heidi Fleiss was a Hollywood madam who supplied the rich and famous with companionship for the night thanks to her ring of good-looking women.
Fleiss herself was said to have dated Charlie in 1988. When Fleiss was arrested for tax evasion and pandering in 1995, Sheen even testified against her and admitted to spending over ,000 on the women she supplied.
This was before Winona hit her big break in the film Heathers.
Once Winona hit it big, her and Charlie ended their relationship amicably.
It is slightly sad that we remember him for his escapades and not his career, but he did that to himself.
begin Hard to imagine but Sean Penn’s ex-wife, Robin Wright, also known to us as Buttercup, dated Charlie Sheen from 1981 to 1982.
The women on this list were all proven to be with Charlie, most of whom were linked to him around the same time!
His father, Martin Sheen, sure wouldn’t be proud to know his son was such a party boy.
Robin’s other famous roles were in the film Forrest Gump, Nine Lives, Everest, and Wonder Woman.
Some were easy to find, especially the famous ones, while others were practically impossible to find since they have gone underground after their Sheen relationship.
Charlie has been in the press in recent years for everything except his acting.
Ross sued Sheen for million and won as she accused him of being violent towards her, exposed her to the HIV he was hiding for years, and had made her get an abortion. It seems as though she has diverted all of her energy towards fighting Sheen and getting the most out of her relationship with him.
She went so far as to changing her name to Scottine Sheen prior to even marrying. George was Playmate of the Month in August of 1982. While her time with Sheen was short, they did attend Hollywood events together, as we can see in the following photo.