Don and Betty’s marriage falls apart in season three, and season 4 explores his life as a divorced man. Don questions what his future will look like. While not completely happy with Betty, he still enjoys having a peaceful home to return to after work. Don also wondered what the future of his children would be. This all culminated when he made a bold decision in the season four finale, “Tomorrowland.”
During the fourth season, Don had many lovers, but he was especially enamored with his secretary, Megan Calvet. Don travels to Disneyland with his children, because he wants to go to Florida to see the home of his late friend Anna (she is married to the real “Don Draper”, whom he, Dick Whitman, married. identity). Don decided to take Megan with him, possibly because he knew that she was great with children. Don and Megan become even closer throughout the episode, and in a shocking turn of events, Don suddenly proposes to her. It’s a truly surprising moment that speaks to Don’s state of mind – and impulsive nature.
It was clear that like all Don relationships, his marriage to Megan was bound to fail. There’s a heartbreaking scene at the end when Don confesses to his other lover, Faye Miller (Cara Buono), that he won’t be able to see her again. Savvy viewers will realize that the older Faye gets, the more she matures, the kind of woman Don demandeven if he himself doesn’t realize it.
https://www.slashfilm.com/949952/12-don-draper-scenes-in-mad-men-that-are-unforgettable/ 12 scenes Don Draper in Mad Men is unforgettable