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Holiday season is here, and so are those dusty penny loafers you’ve been donning to just about every holiday party since you were 15 years old. Sorry to break it to you, but they barely make the cut, and neither will that untailored blazer. 

PHOTOS: HO HO HO! Holiday Season Is Here & So Is GlobalGrind’s Guide To Holiday Gifting

Holidays are the time for manly glam and a little bit of glitz, but you can’t indulge in all the things that come with it without a suitable wardrobe to fit the part. 

PHOTOS: Target x Neiman Marcus Holiday Collection Launch Event

From office parties to spending special days with your lady’s family, check out the items you need to keep it fresh from Christmas to the ball drop and beyond. 

Celebrating a pre-holiday shindig with your boys? This Tommy Hilfiger shirt is the perfect fit.

Spiff it up for holiday dinners and New Year’s Eve with this Hugo Boss Dinner Jacket.

Seeking dressy with an edge? Try these Rugby chino pants. 


Gifts aren’t the only things that need to be wrapped up, you do too with these holiday ties by David Hart.

What says holiday more than knit sweaters? Nothing, that is what. These sweaters by Ralph Lauren are always the perfect fit. 

And if you absolutely must forgo the shoes, there are the LeBron James X “Christmas Edition.”

But we would much rather you opt for these slippers by Stubbs and Whooton.