Idea: (May sound pretentious/overdone, but I wouldn't post if I hadn't put some thought into it. This was originally going to just be a Yohji thread, but I decided to expand it.)
For many people leaving the community in which they've always lived to strike out on their own, it's a time to test themselves agains the world. I believe this is often reflected in the search for a perfect fit. People want their clothes to fit like a second skin, to be close, to show the body and the personality underneath. The clothes are a direct output of the person in them because they're displaying themselves in their position with the world.
When one wears oversized clothing, it is no longer directly against the skin. Your body doesn't inform the shape of the clothes. Instead, there is space for all sorts of wonderful things and contexts. For a lot of people this space is filled with familial affection, as they usually wore clothes too big for them when they were passed down from siblings or lent by parents. For some, as with the designs of Yohji Yamamoto, it can function as armor, an extra layer of space between observer and observed. Rather than pitting one's self against the world for better or worse, they are removed, functioning within their own sphere.
To make it much simpler: I like comfy stuff. It makes me smile. It feels nice against my skin and within my mind and heart. This is a thread for anything comfy or oversized. Clothes that you can wear from bed to couch to bed. Any articles of clothing that illicit that warm reaction of safety and contentment.