That marked the beginning of the end for Don and Betty.Despite settling into what appears to be a happy second marriage with Megan Calvet (more on her later), Don steps back into his old habits soon enough. From their very first meeting, Don feels like he knows her. Mad Men was never the type of show to sugarcoat anything. Too bad he ruined it.A lifelong film buff, I have probably seen an overwhelming majority of TCM's catalog -- from the classics we still remember to those four Brass Bancroft B movies starring Ronald Reagan. It’s an epic bromance spanning decades, fights, betrayals, ruined lives, messy breakups, alcoholism, heart attacks and god only knows what else. For our purposes, to make the definitive list, there needed to be an on-screen depiction of a liaison, not just heavy implication that one had occurred. I read that in a Hallmark card once, I think. They meet when he’s a single man and she is his equal, an accomplished and intelligent professional woman who sees him clearly. But Don took care of her, and he seemed to actually love her too, in that purely platonic, fiercely loyal sort of way. © 2020 TIME USA, LLC. Still, it’s hard to say a relationship really has any future when one of the participants won’t even tell you her last name. He had to face the past, and even relive parts of it, in order to really commit to changing. A one-stop shop for all things video games. Neither spouse discovers what happens between the two, but his daughter, Sally, walks in on them. In season two, Don’s affair with his client’s wife Bobbie Barrett reveals that for him, sex is very much about power. The most common thing Don seeks in his mistresses is an escape.Midge, the first mistress we meet in season one, lives the antithesis of Don’s and Betty’s married life. It can be hard to figure out what that type is, given the endless parade of all kinds of women passing through his life.But on closer inspection, his kryptonite is a melancholy brunette, whether she's deeply dissatisfied , grieving, or alienated. Their often secret or illicit nature reflects how Don’s true self is something he can’t bring out into the open.The first is Rachel Menken, and you could say she’s the prototype when it comes to Don’s preference for sad brunettes. It is because of these similarities that I believe the writers of Mad Men intended to have some basic axioms of Objectivism be prevalent in Don Draper’s life. I suspect Don probably just got off on the revenge factor since her husband was a douchebag, but Bobbie did have a smoldering sort of sex appeal and she knew what she wanted, and hey, sometimes that’s all a dude wants. He fears--correctly--that she would never be able to accept him as Dick Whitman. If you have “avoidant personality disorder,” you hide and pull back in relationships of all kinds, including at work. She does not respect him as much as she did before and hates him for having to hide his indiscretion.Calling Allison, Don’s secretary, a major love interest is a stretch, but she is important in explaining Don’s destructive side. It’s sad because she was pretty, smart and she and Don actually got along, which is always a welcome change of pace for our favorite ad-man/alcoholic/sex-addict/father-of-the-year. This eliminates most of the women on Don’s answering service in the second half of season seven; Audrey, his date at the diner when Don meets Diana; the woman at the bar in the last moments of season five; and Andrea, the woman he meets in the elevator with Megan who comes to him in a fever dream and sleeps with him. While we could buy into the romance of Don’s relationship with Rachel, his affair with Sylvia is one of the lowest things he does. So this woman is really a cautionary tale for him.
Weiner has said that Don hugging Leonard in the finale represents “love for yourself.” By showing compassion to this stranger, Don is really extending a hand to his inner Dick Whitman. In counting his partners, you’ll note a few women are missing. Here are Don’s Major Love Interests, Ranked. The deal calls to mind the finale of Mad Men, in which Don Draper supposedly achieves enlightenment. She also genuinely cares about him, to the point where she asks how he is doing when he calls off their affair. She wants something out of the marriage beyond mutual love and respect, namely a career in front of the screen, and he is unable to care for his wife in the way a husband should.The moment she starts her career is the moment he starts sleeping around.
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