button down shirt and a soft, quality sweater . you don't need to wear all of them together every time, it is enough if you incorporate one or two of these items with other cheaper items (which could be those trendy items). For example if you'll pair a good pair of shoes with regular jeans (nothing too fancy, Levies has good fitting styles) with a simple T from American apparel and your expensive blazer or sweater, you will look sharp and stylist.
Also when invest in these staple items keep them cleaner and less detailed, this way you will be able to match them with more outfits and neither you or your friends will get sick of them...Think like a woman for a second, every woman needs a good looking classic black dress, why? Cause she knows she will wear it over and over and it is enough that she will pair with a different shoes, jacket or stockings to make it look different. Where if she buys a detailed dress that stands out after 1-2 times she'll feel like "everyone saw me with this dress already i can't wear it again..."So find your black dress.
Every season i decide on a couple of items to invest in as my staples and than I'll add other items thought the season that will color these items and add the flair a A Man of Style should have!