Before i knew a little more about how to get the most for my money, I bought a couple Hugo Boss shirts for close to full price. Both were "Made in China" examples. One I wore fairly regularly and it didn't last too long. The other I've worn infrequently, and it looks fine.
More recently I bought a "Made in Italy" offering at a significant discount, in large part to see how it differed from the Chinese ones. To my un-tutored eye, there is little difference between the shirts.
I suppose I'd buy a Hugo Boss shirt if it fit well off the rack, could be had for $50 or less, and wasn't something I thought I'd be wearing in very regular rotation.
I won't waste my money on the suits anymore, at any price. It is just too easy to get something much better for a similar price that will last a lot longer with regular wear. Paranthetically, I've noticed several shops in my area that used to carry Hugo Boss suits as their entry level line have started pushing Tombolini instead. Too many people unwilling to spend the asking price on the HB suits anymore?
My wife bought me a ridiculously thin Hugo Hugo Boss tie (Red Label) recently at some sort of sale. I presume this is a more fashion forward line. This fabric is quite lovely, but it is unwearable (for me) due to the excessive skinniness. I'd say that it has a thicker profile than a front, but you'd know I was exaggerating.... slightly.