Charlie Harper (Two and A Half Men) - Love Life

Love Life

Charlie's love life is a recurring theme in his character. He is an alcoholic womanizer who has engaged in decades of frequent one-night stands, prostitutes, casual sex, and "relationships" of short duration, in stark contrast to his brother Alan's inability to garner much female attention. Even though Charlie usually never calls any of his partners again after he had sex with them, there are a few relationships on the show that lasted longer than one night, notably his neighbor Rose, who continues to stalk him after they spent one night together, and Jake's ballet teacher Mia, whom Charlie was actually in love with, and almost married in Las Vegas. He usually dated much younger women, but starting in season 5, he pursued relationships that were a change of pace for him. He started a relationship with a respected judge played by Ming-Na and later with a substantially older single mother/author (Susan Blakely), but he later blew it with both women. In season 6, Charlie proposes to his girlfriend Chelsea (Jennifer Bini Taylor, who has also played three other roles in earlier seasons) just to get her to return his love for her. At the end of season 8 he goes off with Rose to a romantic getaway in Paris, which ultimately resulted in his death.