These are all made in 3ds max and imported into Poser as props.   I then ran cloth simulations on them.

http://www.youtube.com/watch?v=BjRkv9BbDlE

http://www.youtube.com/watch?v=eADL52rS3sw

http://www.youtube.com/watch?v=qPUU5pfoyJo

I followed the garment maker tutorials for 3ds max 2009 from the autodesk website.  It's definitely way easier than box modelling.

Making conforming clothes is a whole different beast.  Once you model the clothes, you have to import it into Poser and properly rig it to get it conform to the figure you made the clothes for.