Believe it or not, at one time the two were not mutually independent. Fashion and youth have ever been kissing cousins, especially since the period between the wars. But for a glimpse of some great costuming, drop “JFK – Reckless Youth” into your Netflix instant watch queue or head over to Hulu.com to watch it for free on your computer.
Sure, he wore tennis shoes with his khakis and sweatshirts, but that’s forgivable in my book. Patrick Dempsey also gets to cavort in evening clothes, double-breasted suits (like the one above that he wears in London), tweeds, Tattersall shirts and all the other kit of a preppy kid before WWII. It’s worth a bit of your time, if just for inspiration about being comfortable in your clothes.