I only had the samples of the crocketts, so they may be different now, but I believe the tan pair doesn't have the duracap rubber layer under the toe, while the other colorways do. That pair was easier to break in, but I do agree that they are all very stiff at first, and the samples I have are all very narrow.
The tan pair was the only one I really skated, and after about a two week trip in san fransisco, they did feel more comfortable. I would say the fit was still very snug though, very little wiggle room for my toes, something personally prefer. Again these are samples and may be different now. I also have somewhat wide feet.
What I will say, is that the wafflecup definitely keeps the shoe from blowing out like every other pair of vans, while keeping a comparable boardfeel.