Good $250 shoes are more than serviceable and can last you a long time so you have no need to justify anything. I have a pair of Herring for $150, Bexley's $150, Cheaneys $200 and Borrellis for $280 and none of them have died on me yet. The only pair of shoes that really died on me were a pair of those Apostles I got from Myer for $60. With purchasing shoes, I say you can just go back online and buy shoes in the same lasts, just half size up or down depending on how you feel about your current shoes. Half sizes don't make so much difference that it can make them unwearable if your current shoes are slightly big or small.