Steff McKee (played by James Spader in Pretty in Pink)
Feather-haired rich kid Steff is the epitome of blond cocky ’80s entitlement. Spader makes him sound drugged-up and miserable most of the time, even as he pretends to have best friend Blane’s interests at heart.
Blane (Andrew McCarthy) eventually sees the light and chooses his new romance with the plucky Andie (Molly Ringwald) over his toxic friendship with Steff. Pretty in Pink was just one of many films that showed Spader’s acuity at playing detached, snobbish characters whose parents gave them more money than hugs.
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