3. Charlie Sheen
Known partier Charlie Sheen professed he was “winning” not too long ago, when he was actually probably starting to lose it. Years of drinking, drugs and violence couldn’t match up to his eventual HIV diagnosis, which he hid from the public and the many men, women and transsexuals he slept with even after he knew. With close to 100 people already contacting lawyers regarding him keeping his diagnosis under wraps but still sleeping with them, it is estimated that there could be about 700 that he risked infecting! These include wives, girlfriends, prostitutes, adult stars and more. Sheen has boasted that he’s slept with over 5,000 women and that was before his HIV diagnosis.