Charlie Harper, the philandering character from Two and a Half Men, had several girlfriends throughout the series, but not all of them were compatible with his playboy lifestyle. Courtney Leopold and Angie were two of the least compatible girlfriends, as they had ulterior motives and personal complications. Kandi, Lydia, Rose, Sherri, Linda, Lisa, Mia, and Chelsea were all more compatible with Charlie, bringing out different aspects of his character. Overall, Chelsea was seen as the girlfriend who had the best chance of changing Charlie for the better.