With 3 kids (3,3, and 5) we end up getting a lot of stuff through the mommy network and through freecycle.com. My wife has also gotten me a lot of polo shirts, dress shirts and pants the same way. I still need to buy most of my work clothes through a regular store but it sure is nice to save the money and be able to re-use the clothes.
Oh, and they are also broken in and soft/comfy 😉