Can these overalls be worn over your regular street clothes or just over an under layer like long johns?

If you have big legs the most you'll be able to comfortably fit is a base layer. If you have slim legs you could swing regular street clothes or sweats.

Is this waterproof? Ideal for an entire day playing with kids in snow?

I wouldn't say it's waterproof that you could walk through a puddle/creek and not get wet but it will do the job playing in the snow.

I'm 5'6 200lb. Waist 40 need belt what size should I get first time

XXL however it will be a little long you being 5 '6"

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