Do you also make small sized boots? I have skinny calves and small feet :)
My concept is, a very stylized iconic calf icon wearing red boots. This will be a memorable distinction for your brand. It's not too illustrative dairy/farmy looking calf, rather it is fashionable and iconic, so no confusion with the food industry.
I also had an idea to do the stitching around the logo and the letters for the leathery look.
your entry #29 and #30 - You know how boots sometimes have a leather loops at the top, to help pull them on ? If the insignia of the boot is a flap of leather with the dancing cow imprinted on it, it could be cute. I dont know how you create a flap/loop of black/brown leather with dancing cow in boots on it...
Not sure what you want me to show? I am certain you can emboss a cow with boots onto leather, I've seen a similar look on one of my fave leather boots.