Styled by Warren Alfie Baker, Penn strolled into his late-night interview looking dapper as ever in a maroon velvet Giorgio Armani suit and coordinating Canali turtleneck.

Start with a leather blazer (or in this case, faux!), add a cashmere turtleneck underneath for a little extra softness and warmth, then pair with a boot-cut pair of jeans for a retro-meets-modern ...

The Joseph Abboud turtleneck comes in a gorgeous deep green, as well as other fall colors like burgundy, brown, and camel. Need a break? Play the USA TODAY Daily Crossword Puzzle. 2.