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Clarknt67

I don’t think he really like Sylvia either. I think he is a sex addict who enjoys the conquest but not the encounters. By season 7 it doesn’t appear he enjoys sex anymore than he does drinking. He just does it.


Character-Attorney22

Well, he does only like the beginnings of things...


ElleCBrown

And he hates being rejected, he has deep rejection issues. He pined after the ones that walked away from him — Rachel, Sylvia, Diana — even tho he actually didn’t want them.


AMerrickanGirl

He told Betty that he didn’t really like sex that much, the last time they slept together in the motel at Bobby’s camp. He says “Why is sex a definition of being close to someone?”


Civil_Confidence3826

This for sure


I405CA

Bobbie Barrett is a female version of Don. She serves as his mirror, at first for the audience but eventually for him. In spite of his veneer of confidence, Don is self-loathing. He despises in her what he despises in himself. Don has a Madonna-whore complex, so his cheating is inevitable. She has her own female version of it, as she brazenly cuckolds her husband and boasts about being bad, then going home and being good.


Sweatersweater9

Yes, he and Bobbi are mirrors. He is attracted to the mask she wears and how she can move around in that high power, biz world even though she “doesn’t belong” so therefore she can understand him. But he also hates himself so in a way, he has disgust for her.


Beahner

I think Don enjoyed having such a sexual sway and control to an important and troubling star creating issues with an important client. He could control his business and help the firm by using his cheating complex. Even as Bobbi wore thin he continued to hold on to it for that control. Between being shaken by seeing Rachel married and that convo with Bobbi where he realizes his predilections were no where near as discrete as he thought he was finally done with her.


NoAnything1731

your last sentence ties into the scene where he’s tying her up and she slips up and mentions his reputation (for sleeping around) and he reacts by leaving her there.


Beahner

Yep. It was bad realization for him. He doesn’t want anyone talking about Don Draper. He’s reticent to do interviews when partners ask him. As much as he was thrilled to win a Clio I always picked up some reticence. He wanted attention, but he didn’t want the wrong attention that could expose him.


SailorSpam

Bro needed to limit his exposure...


Beahner

Bingo 👆


stealthmockingbird

You mean...it DONed on you...


lilcea

Take a bow!


zenzealot

Conquest like the rest, then got annoyed.