The source with explanations[http://www.gilt.com/giltmanual/category/essentials/?page=1]
Also, no self-respecting guy ever uses "ass" as a modifier
- A Seven-fold Tie
- A Go-to Karaoke Song
- At Least One Jacket with a Gratuitously Colorful Lining
- Luxurious Underclothes
- A Go-to Whiskey
- A 10'' Chef's Knife
- A Tailor Who Knows You By Name
- Working Knowledge of Knots
- A Serious Pair of Wingtips
- A Cast Iron Skillet
- A Wallet That's Worth More Than The Money In It
- Socks That Show You Are Not Afraid
- An Espresso Machine
- The cell number of at least one Malte D (Mickey Bakst)
- A Jacket with Elbow Patches
- One Good Quote in a Dead Language
- Proper Hangers
- Alternative Evening-wear
- A Pair of Heirloom Cufflinks
- Nice, Nice Sheets
- A Watch to Pass on to Your Son
- Broken-in Denim You Bought Raw
- A Classic Cardigan
- Knowledge of How to Pilot a High-performance Car Around a Track
- A Three-piece Suit
- Harry Smith's Anthology of American Folk Music
- A Denim Working Shirt
- A Dirty Little Secret
- A Good Old Fashioned (and Totally Modern) Felt Fedora
- A Velvet Blazer
- A Proper Writing Implement
- Wine Glasses That Cost as Much as a Bottle of Wine Each
- White Jeans
- A Week's Worth of White Dress Shirts
- A Go-to Joke
- A Rugged (Yet Versatile) Pair of Work Boots
- Chinos. That Actually Fit
- The Harrington Jacket
- A Fine Gauge Sweater
- Brown Suede Shoes
- "The Bag, Man"
- An Umbrella nice enough not to forget
- A Plaid Shirt
- A gratuitously nice notebook (Red Moleskine)
- The Perfect White Shirt
- The Penny Loafer
- Go-to-Hell Pants
- A classic Panama hat
- the pink shirt
- a classic pair of aviators
- a polished pair of dress boots
- a well-made pocket knife
- a navy blazer
- a weather-defying waxed jacket
- a piece of original art
- a proper pair of shoe trees
- a rugby shirt
- a barber you don't have to talk to
- a tweed sport coat
- a great pair of leather gloves
- a serious winter scarf
- a suitably slim dress belt
- a cable knit sweater
- a stable of seasonably appropriate ties
- a tuxedo
- the pea coat
- a hip flask