Herbert Powell

Herbert "Herb" Powell, voiced by Danny DeVito, is Homer's half-brother. He resembles Homer, though a lot slimmer and boasting a full head of hair.

First Appearance
His first appearance was in "Oh Brother, Where Art Thou?", in which Homer discovered he had a previously unknown half-brother (as his mother Mona insisted on concealing his existence). The product of a short-lived affair between Homer's father, Abraham Simpson, and a carnival prostitute, Herb was adopted by Edward Powell and Mililani Osler. He put himself through college by working odd jobs, then founded Powell Motors, a car company based in Detroit. Herb was overjoyed to learn that he had a birth family and bonded with his nieces and nephew, and - in his role as CEO - allowed Homer to design a car. However, the miserable failure of Homer's car bankrupted the company, and Herb became a street vagrant.

Second Appearance
He re-appeared in the episode "Brother, Can You Spare Two Dimes?", and briefly settled in the Simpson household, despite his intense continuing antipathy toward Homer. Homer loaned Herb $2000 (from the power plant, as compensation for making him sterile from radiation), which Herb used to build an invention that translated infantile speech into comprehensible English, based on observations he made of Maggie Simpson. He proceeded to mass-produce his new product and regained his fortune. He then proceeded to buy each member of the family gifts and paid Homer back with a vibrating chair.

Mention
Herb has not been seen since the end of Season 3, although he appeared in Homer's list of family members who need to lose weight in the episode "The Heartbroke Kid", Which was 14 years later.

Original Parents
Herb's original parents were Grandpa and a Carnaval Prostitute. Abe first met the prostitute at a carnaval and had sex with her and a year later Abe met the same prostitute again at the carnaval to find out she had a baby (Herb). The baby was then taken to the Shellbyville Orphanage and would be later adopted by the Powells. A year later Abe married Mona and Abe told Mona about the carnaval incident. When Homer was born Mona told Abe not to ever tell Homer about the carnaval incident.

Adoptive Family
Herb was adopted by Mr Edward Powell and Mrs Mililani Osler. The Names are revealed in The Simpsons Uncensored Family Album. Mililani gave birth to Coco Powell, Wanda Powell, Carla Powell. They couldn't get any boys so they adopted Herbert Powell, from the Shelbyville Orphanage.