As far as I am concerned, the second type you mentioned are not tomboys at all.
and the sad part is that Majority of them THESE DAYS... are from that group simply because of what's going on in the world with activists and political shit with females/males... so as I said, they are NOT tomboys naturally... but because it's hard to know UNLESS you actually get to know the person first, LOL... I simply pass on that step, and avoid headache
And would only consider it if I knew the person spontaneously from a gathering/work/event and got to know the person naturally to know how they are like, before considering it.... but making a move on a tomboy from APPEARANCE ONLY without knowing them FULLY WELL, is a bad move