Its just something that you need to start early with. As young as you can to get them use to it. I have one gal that does not wear clothes but will tolerate them when she does. I have another Ruby who wears clothes and loves them. My guess is because I started putting her in them at a young age, around 6 months old.
There are lots of YT members who make custom clothes, including myself. Also there is another YT member named Cindy (username Wallee) who does and she lives in Canada. She makes the most adorable sweaters. here is her FB page.
https://www.facebook.com/5TailsBoutique If you are looking to purchase online try PetEdge . . they have tons of nice warm clothes for dogs and have a clearance for winter stock where you can buy cheap !