A GOOD PEN

You don’t need to use it all the time, but it looks good in your pocket. Have an expensive pen like a Mont Blanc to sign something that’s worth your effort. Parker or Reynolds may be good for homework, but not for a million dollar deal. The best type of pen should have been a gift, but just in case no one has given you one, Waterman is the originator of the fountain pen, S.T.Dupont specializes in beautiful lacquer designs, and Faber Castell has been making pens since 1761.

A BLACKBERRY

Most people don’t need a Blackberry, but some do. But irrespective of the category you belong to, you need to have one. It looks good, and portrays a professional image of yourself. Probably, once you get used to it, you may not really want any other phone.

A GOOD OVERCOAT

These look great over your suits. No, it doesn’t make you look like a gangster in an Italian movie. Gone are the days when an overcoat makes you look overdone. There are many hot models these days, but the best are the rakish chesterfield, which features a velvet collar and a fly front, in a charcoal herringbone rather than the classic British camel, but the less formal covert coat and raglan coats are also good choices.

CLASSIC SUNGLASSES

You’re a classy guy You probably own a pair of shades already, but that’s just not going to do, is it? You read the Wall street Journal, you gym at the best gym, and you sip your latte at the hippest 24 hours cafes, so indulge in a perfect pair of shades. Preferably, the ones that read Persol or Oliver Peoples on the side.

A WELL CUT CHARCOAL SUIT

You’ve got the money? Then get the best blazer in town. The best ones are usually tailored to fit you perfectly. So find yourself a rare designer tailor who can give you the dreamy fit you’ve always wanted, and seen in designer ads. Otherwise, try several suits. Especially the lightweight wool ones made by those fancy Italian designers. Pay more if you want a cloth that can withstand the test of time.

VERY, VERY GOOD SHOES

When the stock market crashes, you need a great pair of shoes to kick the wall. When you’re out dancing with that gorgeous woman in your arms, you need the best leather wrapping your feet. So pick up one of those Santoni or Edward Greens that would help you shed your frustrations, in style.

AN EXPENSIVE WATCH

If you’re in your twenties, it’s alright to use your cell phone to tell the time. But not when you’re in your thirties. Pick up an expensive watch to wrap your wrist. A classic I.W.C or a Patek Philippe can do just that.

EXCELLENT RUNNING SHOES

You’re a great guy. And you go out to a lot of dinner meetings and celebratory dinners. You really can’t shed all that pile in your waistline without a great pair of sneakers, can you?

A DINNER JACKET

When you’re a rich man in your thirties, you can’t really impress anyone at an award ceremony wearing your best crisp shirt. The best way to look good is with a tuxedo, even if you aren’t going to win anything. And if you get married, this is the dinner jacket you want to wear at the reception. Go for the best Italian cut.

A CLASSY BRIEFCASE

We’re guessing you aren’t a secret agent, so you could probably ditch those aluminium Halliburton briefcases. Get something with the strong whiff of good leather. Do not over stuff it. Your laptop and maybe a portfolio is all you really need. The Barrister and Counselor models are classics.