They're whores, he's not getting with females because of his personality or charm. If you had the money to blow, you could do exactly what he's doing. He's fucking porn stars, not exactly the most selective of females. They'd fuck Carrot Top if he was giving them drugs + money like Charlie is.
Why is anyone impressed at this shit? Take his money & fame away and he'd literally be an ATOTer who couldn't get laid to save his life. My dad's coming up on 70 in a few years and looks younger than he does.
This.
Come on guys, these are porn whores. They have sex with random strangers on screen for money, so why would anyone find it remotely surprising that they'd seek out the highest paid TV star in Hollywood? Easy pickings, and they'd have to bang tons of random strangers to get even a fraction of the money they'd have access to by banging Sheen plus they get free booze, drugs, and in this case, housing. There is obviously a pattern with Charlie Sheen bagging porn "actresses," and as QueBert said, it has more to do with the size of his wallet than his magnificent charm and personality.
I especially loved when they asked the girls if they'd marry him and Bree Olson said something like "I'm marry him immediately!" You could almost see dollar signs in her eyes. What a worthless piece of trash.