I don't have any problems with your pricing. As a matter of fact, I think it's very fair especially with the SF discount. My specific example would be outerwear. I don't have a dire need for a new piece but I would be willing to pay the sale price. If it didn't work, I would easily know that I could buy something in the spring as I know I'll probably spend as much then. I would not order an item just for sizing purposes only knowing that I'm just using it as a trial and hoping for a future sale date. I don't think that's fair to you. It's just a suggestion, not really a critique of any sort.
I understand and I appreciate it. We have constraints in terms of warehousing space, (virtual) window space and capital invested in inventory, so there comes a time at the end of the season when we NEED to have that merchandise out of the store. It helps us, and it offers great deals to those who know their size or are willing to take the risk. We're also always here (both us and the great community here) to help people get the right size right away and eliminate most of the guessing.
As far as outerwear is concerned, now is the time: you get 30% off with WINTER30 for a few days, and it is not final sale.