Originally Posted by TKJTG
It does defeat the purpose. If the jeans are too big dry, then they're gonna get even bigger once you stretch them out and you'll have to KEEP washing them over and over again to keep them the right size. And the entire point of raw denim is to keep it dry for a long time.
No, it doesn't. First of all, how much denim will stretch depends on the weave and manufacturer of the denim. Some brands, such as Samurai and Pure Blue Japan, do stretch back to raw size and beyond. Others, such as Momotaro and Studio D'Artisan, stretch very little and never return to even the raw size. The jeans in question here are Flat Heads, which from my experience, can eventually stretch back to raw size, but typically not beyond.
Also, it is not the "entire point" of raw denim to keep it dry for a long time. With unsanforized (shrink-to-fit) denim such as the OP's Flat Heads, you have to soak or wash it before wearing anyway. Once any denim has been soaked or washed once, it is no longer raw. If the jeans stretch out, he'll have to get them back into water to get them to shrink up again, but there is nothing wrong with that. If he doesn't want indigo loss to affect fades, he can soak again rather than wash.
Different people have different opinions on how to treat sanforized raw denim, and your statements are applicable to sanforized denim, in the opinion of some. They are, however, not applicable to unsanforized (shrink-to-fit) denim, which is what the OP's Flat Heads are.