7

Take cues from Blair and wear a slip underneath a see-through blouse (when you're not a fan of the visible bra, like me) and add a pretty brooch.

Milly top.
Catherine Malandrino skirt.

8

I think the Upper East Siders didn't take the 1920s theme too literal, it's kind of with-a-twist. Jenny's jumpsuit and Blair's black accessories and latex gloves are not very authentic but the overall effect is really good.