As men, we have endured a lot of gifts that have been classic "man gifts" that we accept gracefully and are grateful for, yet rarely use. The bottles of wine or liquor, the random tools and clever devices are very nice, but some men want something different.
I try to ask a few basic questions when shopping for men. Will they use the item, will they like the item, is the item "them"? Getting a nice bottle of liquor can be a great gift unless the man does not drink, or cigars are great, that is, if the man actually smokes cigars.
Children hate getting clothing as a gift, but men will like clothing as a gift when it is something special. There are a few way to approach buying clothing for a man, the quickest is to get a gift card for brands you know he likes, but that is boring. A better way is to look at the brands he likes and find an item that stands out in that brand. If possible, look in his closet and getting a feel for his style and then go shopping.
There are many niche men's fashions out there that will ensure you are gifting something he has not seen before and it is unlikely that anyone he knows already owns. My favorites for high quality classic and unique designs are Marcello Sport, Justin Harvey, Fredrick Martin, Baroni, Brandolini, Visconti, Sebastian James, Stone Rose and Robert Graham.