Everyone has to start somewhere. I could see it initially being out of 'okay but why would I take this to someone else to pay them to fix it when I could learn to do this myself?' and then over time as she gets better, finds that she actually enjoys it more.

Sakura eventually maybe getting used to being dragged to model or fit whatever Madison had made this time. While the rest of her classmates are all '....??? what? Did Madison just randomly pull Sakura into that other classroom?' Look this is probably just because Madison knows her measurements from her first having ended up offering to model something for her? We love Tomoyo really.