"Lady Bouvier's Lover" is the twenty-first episode of season 5. It originally aired on May 12, 1994. The episode was written by Bill Oakley and Josh Weinstein and Wes Archer directed.
Grampa Simpson falls in love with Marge's mother, Jackie, but Mr. Burns woos her away from him. Grampa is broken hearted when learning Jackie is going to marry Burns.
Maggie has her first birthday, and coming to celebrate are Homer, Marge, Bart, Lisa, Grampa, Patty and Selma, and Gramma Bouvier. At the party, Grampa is feeling lonely, and when he is bored, Marge suggests she set up a date for him with her mother. They do well until when on a night on the town, Mrs. Bouvier goes dancing with Mr. Burns, whom she finds to be more dashing. Meanwhile, Bart hears about an Itchy & Scratchy animation cel which costs $350 when he is watching a TV shopping channel. He buys one with one of Homer's credit cards. He then endures a long and painful wait for its delivery on delivery day (both figuratively and literally, as Bart had to endure punches in the face from irate townspeople for things that Homer Simpson did while waiting for the delivery.) before acquiring it, which to his dismay was just Scratchy's severed arm. Mr. Burns declares that he is in love with Mrs. Bouvier, against both Smithers and Marge's interests. Bart gets $350 from Mr. Burns to pay Homer back.
It is the day of the wedding, and Mr. Burns and Marge's mother attempt to marry. Only minutes before Mrs. Bouvier becomes Mrs. Montgomery Burns, in a scene similar to one from The Graduate, Grampa crashes the ceremony by arguing that Mrs. Bouvier not be married to Mr. Burns. She declares that she does not want to marry either man, and they hop on a bus and look anxious about their future.