What's the most you've ever paid for a pair of blue jeans? For me, it was fifty bucks. I don't like these types of bottoms enough to spend more than that amount. Yet, I know there's a lot of folks who are hooked on blue jeans and don't mind paying $100 or more. In the past, it used to give the wearer bragging rights. These days, I am not so sure. Most expensive pair of jeans - Secret Circus, worth $1.3 mil.