Actually, I think of this one as *the* classic Levi's commercial (and I'm just a year older than Baby Gene):Wearin' My Levis
On the subject of Peggy and clothing, which is a heated topic over in the "Tea Leaves" thread, there is a lot of talk about how unprofessional she looks in those short-sleeved button down blouses and plaid skirts that she's worn in all of two episodes this season. People seem to think that she should either be copying the men and wearing suits, or, at the very least, taking a page from the secretaries' books and wearing nice dresses.
I'm from New York and worked in a 'glamour industry' job like Peggy, albeit 20 years later. 'Glamour industry' usually means media or media-related, low pay for the majority of the employees (non-execs), but either good perqs or some kind of benefit to working there (maybe famous people walk through the office all the time if it's a radio station, or you get loads of free books if it's a publisher, concert tickets, free booze, etc. etc.). So, as regards Peggy: one of the great benefits of a glamour industry job was that you didn't have to dress up unless you knew a client/celebrity/special executive was coming in, and that you would have to interact with them. I think that's part of the reason why she seems more casual some days at SCDP: because she can
be. But another point is that, as a career girl, someone definitely not in the secretarial pool anymore...she would want to definitively NOT dress like the secretaries. Secretaries sit outside the doors of executives, interact with visitors, and sometimes fill in for the receptionist. They have
to have a certain polished look. Peggy's (reportedly) sloppy look tells the world that she is emphatically not a secretary. She doesn't have to wear secretary clothes; she can be comfortable! When I worked in book publishing and music publishing, if you came in in a suit, everyone wondered if you were going on a job interview on your lunch break!
So, at SCDP, account execs wear suits because they routinely interact with clients. Don, in creative, wears a suit because he's from the generation of men who wear suits to work. But you're starting to see men in non-account-exec positions coming to work dressed like Stan, or Joey (when we saw him at Chaough's office), so it makes sense that we're also going to start seeing certain women doing the equivalent, or finding some sort of comfortable 'uniform' that they can work in. (I think Matt Weiner even referred to this new style as Peggy's new 'work uniform' in one of the pre-season videos.) Megan is kind of an odd duck because while she's in creative, she's also newly married to a pretty wealthy man and can buy whatever she wants, so she's dressing in really stylish and fairly dressy things for that office. When she comes in with Don in the mornings, to my eyes, she looks more like a secretary than creative staff.
But I don't think Peggy's current look has anything to do with "dowdying her up" so Megan looks better, or her regressing, or anything like that that I've been reading in the episode thread. I think it's just the natural evolution of her being in the workplace for a longer amount of time, knowing what kind of work she's doing, how much her clothing might get beaten up (for example if she ends up pulling an all-nighter like in "The Suitcase"), knowing that she won't be giving a presentation on a particular day, watching her budget, etc. etc. And underlying it all is Peggy's natural style, which has always been much plainer than Joan's, or even the other secretaries (when she was still one of them).