RoadKingLarry, the 70's is when there was the change to jeans and sneakers/gym shoes as fashion. Before that it was the grungy hippie look (army jackets and jeans), dressier hip look (bell bottoms, pattern shirts), prior to that it was greaser, surfer, preppie, Carnaby Street, and a few other looks.
The height disparity could be awkward, JJ, especially when it's in her favor.
I've been wearing cowboy boots for over twenty years, in part because I don't like motorcycle boots but still need the protection, and also because they sort of look like the boots I used to wear with the high heels.
I wore something like these for many years, right up until my late 30's. My wife always said I dressed like a Puerto Rican. I like the way Puerto Rican greasers dressed, though, so I wasn't insulted.
The PR greasers in Milwaukee had style. These boots had soles too thin for riding motorcycles, though. I wore out a pair in just a few weeks.
I don't know what it is about Cuban heels, but I've always though they looked cool. They were a staple for greasers in the 60's and later. There's references to them in songs, like Springsteen's "Sandy" ("...the greasers, those boys in their high heels...") and others (Traffic, "Low Spark of High Heeled Boys").
