I tend to look at things as price per use.
If you purchase a pair of Toshi doubles at 100$, the cost goes down with every use. If you ride your bike every once-in-a-while, they may not seem worth it. If you are riding your bike hundreds of times, the Toshi doubles cost goes down to a fraction of a cent. Seeing as they last so long, they pay for themselves.
This is how I justify wearing 200$ jeans.