About half the time, yes. He usually just gets a little over-tired and he really hates to miss anything so it can be a rough go for him to fall asleep.
Yes, pretty much always. He doesn't "know" yet that he needs to take a nap. He would prefer to keep playing, even though he's yawning and rubbing his eyes.
Re: Does your LO still cry and fuss before a nap?
DD fusses 2 out of 3 times. I would assume it's normal.
This
DD -- 5YO
DS -- 3YO