He creates a new adult male alter ego named Woodrow, inspired by a picture of former President Woodrow Wilson, and Mrs. Meanwhile, Ned Flanders asks Homer to cut down on his swearing, so Homer starts using a swear jar.The episode was written by Jon Vitti and directed by Carlos Baeza. Krabappel that examined what it was like to have Bart as a student.
While snooping in her desk to take back his yo-yo, he discovers her personal ad, and decides to get revenge on her pulling a prank and responding by mail.
He creates a new adult male alter ego named Woodrow, after former President Woodrow Wilson. Bart writes a response to Edna, using lines from a old love letter Homer had sent Marge.
Woodrow's voice was performed by Harry Shearer, who did an impression of Ricardo Montalbán.
The picture Bart sends Edna is of NHL and WHA star Gordie Howe.
Bart sees Edna waiting for Woodrow, and laughs as he goes to watch a movie.
When he comes back and sees Edna still at the restaurant on the verge of tears, Bart is upset and guilty to see her crying.It was the first episode of the show to feature her in a prominent role.The subplot where Homer tries to clean up his language was written partially in response to the complaints the show had been getting about the amount of cursing on the show. Sarah Wiggum: (frosty silence)Chief Wiggum: "C'mon Sarah, usually by now you'd be all over me! Homer's Brain: that's it im outa here.(pitter patter steps, slams door.)Mr. Brain: mmmm i want some peanuts Homer: That's better! Homer's brain: Don't say revenge Homer: ah, revenge. Homer: Will you turn off that infernal racket, i can't here myself think.Bart, as Woodrow, writes Edna other letters, using dialogue from old romance films to tell her what she wants to hear.