Me, personally, I find **AutoGroup Editor** used with **ConCloth** (from Tools Collection) two great conforming clothing tools. It's like 1,2,3 and BAM...you have your clothes. Both work in seconds and get you what you want. Just another tool(s) to think about.

Did my shorts with them.

Maybe you can add some screenshots. Breaking in clothes sounds like a welding issue. And other things might be JP related. JP=Joint Parameters.