This holiday season, hip up your dad and class up your dude.

Sweater Set
Yeah, Le Tigre is the bastard son of Lacoste. But the sweaters are just so hot (literally). Give Pops a striped woolen and your boy an argyle. Then pretend not to notice when they switch (Grasshopper, 727 Walnut Street; 215-925-3959).

Keep It Under Wraps
Is there anything more sophisticated than drinking out of a flask? Well, yes. But the whiskey at the bar is a lot more expensive. Give your broke bloke a discreet way to drink on the sly and your old man a way to deal with flaky in-laws on the low with Reason’s Get Bent flask  (WTHN, 17 North Third Street; 215-922-6030) or the Conspiracy Showroom flask (910 North Second Street; 215-925-2153).

Made to Order
Okay, so he’s got narrow shoulders, a long torso, and an utter lack of neck. He’ll still look like a million in a custom dress shirt from Van Aken (215-496-0408 or vanakencustom.com). And if he likes, he can get French cuffs, a British Spread collar, and button-down pockets.

Channeling Steve McQueen
Keep them both from squinting in the glare. Persol is the definitive pair of shades for those who want the best (Modern Eye, 145 South 13th Street; 215-922-3300).

So even when all eyes are on him, he’ll be able to keep his cool.

Want more inspiration? We’ve done gift guides in all of our editions today. Start with Everywhere.