"Two and a Half Men" was a popular sitcom known for its hilarious dynamics between the Harper men. This article highlights some memorable characters who made the show more enjoyable. Teddy Leopold was a con artist who planned to steal Evelyn's money. Courtney Leopold was his partner in crime. Eldridge Mackelroy brought mischief to the show alongside Jake. Kandi was a ditsy but kind woman who had an on-off relationship with Alan.

Dr. Linda Freeman was a sarcastic therapist who helped the Harper men. Chelsea was the most positive woman Charlie dated. Jenny Harper brought a new dynamic to the show as Charlie's daughter. Lyndsey Mackelroy had an on-off relationship with Alan. Dr. Herb Melnick became Judith's new husband. Walden Schmidt came after Charlie's death and became Alan's best friend.