10 Dapper Picks From the Original Penguin Outlet Sale

You could do worse in life than to emulate the style of ultimate cool guys Frank Sinatra and Brad Pitt. One major brand they have in common: Original Penguin, the spiffy label with roots in the 50s that's taking an extra 60% off outlet styles until September 5. The discount applies in-cart. (Some exclusions apply.) Shipping adds $5, but orders of $75 or more qualify for free shipping.

It's tied as the best extra discount we've seen on outlet items at Original Penguin, so we've rounded up 10 picks any hip guy would be proud to wear.

10 Dapper Picks from Original Penguin

Gingham Style

Original Penguin Men's Gingham Polo Shirt for $20 in-cart ($49 off)

A neat little pattern on the cuffs and collar saves this shirt from being just another boring polo.

Rave on

Original Penguin Men's Rave Sneakers for $23.60 in-cart ($75 off)

A smart-looking pair of sneakers is an absolute must, because who wants to wear dress shoes every day?

Easy Elevation

Original Penguin Men's Dress Blazer in Dark Denim or Houndstooth for $62.80 in-cart ($162 off)

Blazers possess a somewhat magical quality, in that they can make even a T-shirt and jeans look polished.

Beyond Beige

Original Penguin Men's Basic Chino Shorts for $18.80 in-cart ($46 off)

Shorts in bright or unexpected colors (i.e., not khaki) are a simple but effective way to show you actually thought about what you're wearing.

Why so Serious?

Original Penguin Men's Colorblock Chambray Shirt for $21.20 in-cart ($68 off)

Button-ups are as conservative as it gets, but the colorblocking gives this shirt a little punch.

Not Optional

Original Penguin Men's Slim Fit Chino Pants in True Blue, Green, or Faded Denim for $24.80 in-cart ($64 off)

If you ever leave your house, wearing pants is just a fact of life, so you may as well choose stylish ones.

The Rainbow Connection

Original Penguin Men's Mini Rainbow Stripe Shirt for $21.20 in-cart ($58 off)

Why are there so many songs about rainbows? Probably because they contain every color and therefore coordinate with nearly anything.

Comfort Counts

Original Penguin Men's Chambray Shorts for $19.20 ($50 off)

Chambray is a marvelously soft, lightweight cotton. Nice clothes that are also comfortable are just the best, aren't they?

Au Courant

Original Penguin Men's Dip Dye Polo Shirt for $20 in-cart ($49 off)

Ombre coloration is an incredibly "now" look, so this shirt makes it clear that you make an effort to keep your wardrobe updated.

Snappy and Athletic

Original Penguin Men's Wool Blend Baseball Jacket for $62.80 in-cart ($162 off)

That elusive blend of sporty and sharp is contained in this single jacket, and it's a combo that looks good on any man.

Readers, what caught your eye in the Original Penguin outlet? Is there anything you're hoping will drop in price? Share your picks in the comments below!