Mad Men: All 19 of Don Draper’s Mistresses Explained

Don Draper (played by Jon Hamm) had 19 mistresses throughout mad MenSeven seasons, not counting his three wives. Created by Matthew Weiner, mad Men is one of AMC’s well-known drama series, which tells the life and career of Madison Avenue advertising executives in the 1960s. Other advertising men of Sterling Cooper (later Sterling Cooper Draper Price) also had extramarital affairs, but Donald F. Draper had by far the most. Draper is actually Richard “Dick” Whitman, who stole the identity of Lieutenant Don Draper (Troy Luptash), who was killed in the Korean War. Don impersonates the injured Lieutenant Draper to escape the war, but the “new” ruse is discovered by Lieutenant Draper’s widow Anna (Melina Page Hamilton). However, Anna and Don became friends and they stayed in their “marriage” until he met Betty Hofstadter (January Jones). From that point on, Don Draper/Dick Whitman continued to have an unparalleled streak of infidelity.

Don divorces Anna and marries Betty with her blessing. Although Don and Betty had two children together, Don cheated on her multiple times as his advertising career took off.exist mad Men In season three, Betty, who has long suspected Don of being unfaithful, learns that he is actually Dick Whitman. Betty divorced Don, who married his secretary Megan Calvert (Jessica Pare) between seasons four and five. But it turns out he can’t stay loyal to Meghan either. Despite attempts to keep his personal and work lives separate, Don’s affairs were well known within Sterling Cooper, and it was clear that there was much more to Don than what fans saw on the series . mad Men.But whatever his actual total was, there were 19 female players in 7 seasons mad Men (besides his wife) is the number of extramarital affairs the advertising executive has had on screen. Here are the backstories of all 19 of Don Draper’s mistresses.

Mitch Daniels

DeWitt stars as Mitch Daniels in 'Mad Men'

Mickey (Rosemary DeWitt) is the first mistress that fans of Don Draper meet. mad Menpilot. Mickey is a bohemian artist in contrast to the slick Madison Avenue ad man. Mickey is also a transformation, as viewers initially believe Mickey is Don’s significant other, before it’s revealed at the end of the first episode that Don has a wife, Betty, and two young children in the suburbs.Don’s affair with Mickey ended in season 1, but she reappeared in season 2 mad Men Season 4. Unfortunately, Mickey becomes addicted to heroin, and Draper, played by Jon Hamm, gives her a check before disappearing from her life.

Rachel Menken

Maggie Siff as Rachel Menken on Mad Men

Rachel Menken (Maggie Siff) is a client of Sterling Cooper who owns a department store. Don did not pursue his mutual attraction to Rachel until after his romance with Mickey ended, but his affair with Rachel did not last long. However, Don did confess to Rachel the details of his life as Dick Whitman.exist mad Men In season two, Don met Rachel, now married, and in season three, Don was saddened to learn that Rachel had died of leukemia.

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joy

Don Draper lies in bed watching Joy in Mad Men

Joy (Laura Ramsey) is a wealthy nomad Don meets while traveling in Los Angeles. mad Men The second season episode “The Jets”. Don abandons Pete Campbell (Vincent Kartheiser) to stay with Joey and her strange aristocratic friends for a few days before setting off to visit Anna Draper before returning to New York. Free-spirited Joey was probably Don’s youngest fling. mad Men.

Bobby Barrett

Bobby Barrett (Melinda McGraw) is the wife and manager of comedian Jimmy Barrett (Patrick Fisherer). Don met Bobby after Jimmy pissed off the owner of his sponsor Uzi Chips, and their romance also included a car accident that required Peggy (Elisabeth Moss) to help and keep Bobby by her side.don ends their mad Men His relationship changes in season two when he learns that Bobby has been chatting about his prowess in the bedroom.

Shirley

shirley mad men

Shirley (Sonny Mabrey) is a flight attendant with whom Don has a one-night stand while traveling to Baltimore with Sal Romano (Brian Blatt). mad Men third episode. Shirley invites Don and Sal to dinner with her flight attendant friend, but she leaves after a fire alarm causes the hotel to be evacuated. But the real fallout from Don’s trip to Baltimore was his discovery that Sal was a closeted homosexual, which would later lead to Romano being fired from Sterling Cooper.

Suzanne Farrell

Suzanne

Susanna Farrell (Abigail Spencer) was Sally’s teacher and Don’s last mistress before Betty ended her marriage. Despite her hesitation, Susan begins a romance with Don, but just as they plan to go on vacation together at the end of the year, the romance ends abruptly. mad Men third episode. Betty discovers Don’s hidden records that he is indeed Dick Whitman and confronts him, which immediately ends Draper’s tryst with Miss Farrell.

Candace

candace mad men

exist mad Men In Season 4, Don and Betty move out of their house, while Jon Hamm’s troubled ad man rents an apartment in Manhattan. Candace (Erin Cummings) is Don’s regular prostitute, and late in season 4 Draper introduces Ryan Press (Jared Harris) to Candace and her friends to cheer him on when his marriage is in jeopardy.

Allison

mad men allison

After Peggy becomes a copywriter, Allison (Alex Alemany) becomes Don’s secretary when he leaves and co-founds Sterling Cooper Alison brought Draper Price with her. Unfortunately, Alison succumbs to her attraction to Don and sleeps with him after the office Christmas party. She was heartbroken when Draper pretended it never happened and gave her cash as a Christmas bonus. Allison quits the SCDP, and Joan Harris (Christina Hendricks) replaces her with the older Ada Blankenship (Randy Heller).

Bethany Van Nuys

bethany mad men

Bethany Van Ness (Anna Camp) is a friend of Roger Sterling’s young bride Jane (Peyton List), with whom Don is also dating. Although Don was young and attractive, she didn’t have much chemistry with Bethany and it ended after a few dates. However, Bethenny on Don’s arm does make a few key people in Don’s life jealous: Ted Joffe (Kevin Rahm) and his wife meet Don and Bethenny at a Benihana restaurant Later, when Betty found herself in the same restaurant, Betty flew into a rage. Don and Bethany.

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alice and doris

mad men doris

When Don Wins a Clio Award mad Men In the season four episode “A Waldorf Astoria Story,” he partyes for days on end. Don meets Alice (Amy Motta) in a bar while celebrating Cleo, with whom Don sleeps, but later falls in love with a woman named Doris (Becky Wahlstrom). The waitress wakes up next to him, but he doesn’t recognize her. To make matters worse, Doris calls him “Dick,” which means he drunkenly refers to himself by his secret birth name rather than the Don Draper identity he carefully maintained during his trysts with the waitress.

Dr. Faye Miller

mad men faye miller

Dr. Faye Miller (Cara Buono) is a consultant for a consumer research company, working with Sterling Cooper Draper Pryce, mad Men Season 4. Fay is initially skeptical of Don’s provocation, but when Draper is thrown into panic after his identity theft and escape are discovered by the U.S. government, he reveals the truth about his past as Dick Whitman.Don ended the relationship after proposing to Megan, and a heartbroken Faye told him she wanted his fiancée to know Don “Just like the beginning of things.”

Andrea Rhodes

andrea mad men

Newlyweds Don and Megan meet Andrea Rhodes twin peaks) in the elevator mad Men Season 5. Judging from Andrea’s relentless flirting with Don, it’s clear they were lovers in the past, although exactly when that happened isn’t revealed. When Don develops a fever, Andrea enters his apartment and attempts to sleep with him. Don strangled her to death and hid her body under the bed.Turns out it was just a dream, but Don “killed” Andrea was one of them mad MenThe strangest and disturbing moments.

Sylvia Rosen

Mad Men - Don Draper's Worst Romance

Surprisingly, Don did not have any known extramarital affairs during the early years of his marriage to Megan. mad Men Season 5, but by Season 6, Draper is back to his old tricks — and with his neighbors, too. Sylvia Rosen (Linda Cardinali, most recently seen in the Marvel Cinematic Universe as Hawkeye’s wife Laura Barton) is Don’s friend Dr. Arthur Rosen (Bryan Markinson) )’s wife. Don and Sylvia continue their romance right under Megan and Arthur’s noses, until Sally stumbles upon her father having sex with a neighbor, which immediately ends it all.

Lee Cabot

Lee Cabot Mad Men

Technically, Don didn’t have an affair with Lee Cabot (Neve Campbell), whom he met on a red-eye flight from Los Angeles to New York in 2017. mad MenSeason 7 premiere.Draper is apparently attracted to wealthy widow Lee and they take an intimate flight home together, but Don rejects her invitation “Shared taxi” With Lee when they arrived in New York.

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Amy

amy mad men

Amy (Jenny Wade, her pre-mad Men Filmography included as extras American Horror Story) was one of Meghan’s friends in California after she left New York and moved to the West Coast to pursue an acting career in Hollywood. After a party at Megan’s house, Don’s estranged wife invites him to have a threesome with her and Amy.

tricia

tricia mad men

Tricia (Kirstin Ford) is a flight attendant Don met when he flew to Los Angeles to visit Meghan over the weekend. mad Men Season seven. Tricia called Don’s answering service and left a message saying she was in town. When Don calls her to his apartment, Tricia spills red wine on his white carpet.

Diana Ball

diana mad men

While in town with some female companions, Don becomes smitten with a waitress at a diner who Draper believes he has met before. The waitress’s name is Diana Ball (Elizabeth Reaser) Hill House is Haunted) and she turned out to be a deeply sad woman who abandoned her son in the Midwest. When she disappeared, Don drove to Wisconsin to try to find her.as mad Men Diana was an odd thing to Don toward the end, but she provided some motivation for Draper to leave New York toward the series finale.

eve

mad men eve

Eve (Fiona Gubelman) is Don Draper’s last mistress. mad Men‘s series finale. When Don travels to California, he spends his time racing cars and Eve is a local woman he sleeps with. She tries to steal his wallet, but Don catches her and gives her the money.There is no doubt that Tang continued to have affairs after mad Men Over, especially if he returns to New York to continue his advertising career.

Which mistress should he not be with?

Don Draper mad Men When it comes to extramarital affairs, there is no shortage. So, out of these 19 women, who do people think Draper should end up with? First of all, it should be said at least that cheating is never the answer, and most of these women ended up better when Don didn’t re-enter their lives. Let’s be honest, no one deserves to be cheated on, especially not as often as Draper did with his three wives. Some believe that Suzanne (Sally’s teacher) was the right choice for the advertising executive because she was one of the more innocent ones of the group and seemed to have legitimate feelings for Don.Rachel Menken was another popular choice for Don’s final choice mad Men. Although their romance was short-lived, there was palpable chemistry between the two, and Don was honest with her about who he really was. Furthermore, she fell in love believing that Don was a single man, while other mistresses knew that he was married. Megan and Faye were also popular choices. Cheating is never wrong, no matter what, Don Draper mad Men Always accept the consequences of your actions.

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