The Bad Boys of my youth :D
I got nostalgic from this list by Dalton Ross (The Glutton on Entertainment Weekly)...
THE TOP FIVE MOST AWESOMELY PREPPY '80S MOVIE VILLAINS
1. James Spader in Pretty in Pink
The white suit.
The dangling cigarette.
Quite simply, the prep villain against which all others must be measured.
2. William Zabka in The Karate Kid
More of a lifetime achievement award for his jerk work in Karate, Back to School, and Just One of the Guys.
3. Ted McGinley in Revenge of the Nerds
The notorious ''show killer'' simply kills as Stan Gable.
The sweater-tied-around-the-neck look is classic McGinley.
4. Craig Sheffer in Some Kind of Wonderful (It's Hardy Jenns, with two Ns!)
He's ripping off my boy Spader a bit.
Which could be why Lea Thompson dumps him.
5. Aaron Dozier in Better Off Dead
The thinking man's preppy '80s villain, he even comes complete with the totally badass name of Roy Stalin.