Here is a thread about dealing with clothes and hair tangles:
http://www.yorkietalk.com/forums/yor...-any-tips.html
My boys have long coats and we use Buddy Belt harnesses. If I don't take care in putting the harness on and arranging the hair just right, or if the boys pull on their leashes, then they do get small mats on their chest or armpits. I check for those daily so that they don't get out of control.
The only clothes I put on the boys are winter coats. Sometimes I band their hair to minimize tangling. When I first take the coats off, they look like rats nests. I leave them alone for awhile and a lot of the hair goes back into place. Then I use the sharp end of a rat tail comb to undo any tangles that are leftover and brush with an ISINIS brush (avail on Amazon) misted with Vellus Anti-Stat.