The man sure does get around…
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Doris (Becky Wahlstrom)
First (and only) appearance: Season 4, Episode 6, "Waldorf Stories"
Don's relationship status at the time: Divorced from Betty.
What made her memorable: Literally nothing. She's a waitress whom Don meets after the CLIO Awards. Even Don doesn't remember meeting her, and he wakes up next to her!
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Allison (Alexa Alemanni)
First appearance: Season 1, Episode 3, "Marriage of Figaro"
Don's relationship status at the time: Divorced from Betty, and regularly getting his slap on with a prostitute.
What made her memorable: She was actually a really great secretary for Don. She was loyal, smart, and discreet. Until, ya know, Don got a little too eager with the sauce and boned her. Things could have been OK, if he didn't "smooth" it over by handing her a $100 bonus the day after along with an apology. Poor Allison, she deserved better.
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Joy (Laura Ramsey)
First (and only) appearance: Season 2, Episode 11, "The Jet Set"
Don's relationship status at the time: Married to Betty.
What made her memorable: You might remember Joy most as the California girl who took Don to Palm Springs, had sex with him, and then revealed that her parents knew about the whole thing. In fact, her father walked in on them post-coital, and as a viewer, you may have vommed in your mouth a bit.
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