Here are some basics to get you started. It is worth spending a little extra money on good quality classic garments that will last. Once you have a good foundation of classics and basic pieces, you can add trendy more colorful pieces. I like to add color and interest to my wardrobe with shoes and interesting accessories like watches and messengerbags, etc.

• Suit in a neutral color like charcoal gray or navy. I prefer 3 button suits with flat front pants like this Prague II Men’s Charcoal 3-button Suit
  from Overstock. Remember you do not button the bottom button when you wear a 3 button suit.
  
  

• 2 pairs Jeans. Try the Gap for a pair of
  Gap Straight fit (dark indigo)
  or try Smart Bargains for a pair like these Michael by Michael Kors Vintage “Bleeker” Jeans
  
  
  

• Khaki pants. These
  Gap Stressfree relaxed fit flat front khakis
  can be dressed up or down. Try them with a button up shirt or a T.
  
  

• Black pants. Flat front pants easier to dress up or down. Smart Bargains has black Geoffrey Beene Flat Front Suit Pants
  

• Short sleeve tee shirts in black, white and your favorite color. Try this one
  Gap Fitted stretch T
  in black or another color under your cashmere sweaters.
  
  

  

• Long sleeve tee shirts in black, white and your favorite color. Try this one in grey with jeans.
  Gap Fitted long-sleeved T
  
  
  

• Polo shirt. Pick one in your favorite color or try one in white like this one
  Gap Short-sleeved classic pique polo
  
  
  

• White button up shirt. I like this
  Black Label Solid White Shirt
  
  
  

• Blue button up shirt.
  Black Label Solid Blue Shirt
  
  

• Striped button up shirt in your favorite color. Charles Tyrwhitt has a nice Ash Grey Stripe Slim Fit Shirt
  

• Cashmere crewneck sweater in your favorite neutral color like this one in black from Overstock Prague Men’s Pure Cashmere Crewneck Pullover
  
  
  

• Cashmere v-neck sweater in your favorite neutral color. Overstock has this one in grey Prague Men’s Pure Cashmere V-Neck Pullover
  
  
  

• Casual wool or leather jacket. You can try the
  Gap Wool motorcycle jacket
  
  
  

• Boots. Try paring these black
  Sandro Moscol. - Men’s Vaughn
  boots from Shoes.com with your favorite jeans and a cashmere sweater.
  
  

• Oxfords. Try these
  MEZLAN - Men’s Canova
  in black. They will work with almost everything from a suit to jeans.
  
  

• Athletic inspired shoes. For days when you want to dress down try a pair of Puma Men’s Metro
  
• Socks in solid colors to coordinate with your clothing. For a treat for your feet, you could try some of these from Overstock Prague Men’s Set of 2 Pairs Cashmere/Silk Socks
  
  
  

• A few ties. A tie like this one from Overstock in the black and blue would work with the shirts above Bruno Piattelli Men’s Woven Paisley Fancy Tie
  
  

• Black belt. Smart Bargains has a versatile black Michael Kors Leather Belt
  

• A neutral color wool “car coat”. This is a classic that you can wear for years. Cole Haan Men’s Wool & Cashmere Blend Walking Coat from SmartBargains.