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i learnt 270 ons before switch ups but i suppose its just how it feels best for you. and as for unnatural , i didnt really try and learn it, i just learnt 270 ons and it came easy
personally, I can go on unnatty fine, but can't 270. My little brother can hardly go on straight unatty, but he can 270 and switch up like nothing else, and he almost always does the two together. It is pretty much whaterver you're comfortable with.
i dont find sliding rails unnatural that hard at all. I learnt 270 out natural and I felt that unnatural was the next step so I just tried it. Go for it, chances are you will do it fine.
I learned switch ups, then 2sevs on, and I still can barely slide a rail/box unnatural. Like once I do a switch up or a 2 on, I can balance just fine, but just hopping onto a rail unnatural feels really awkward.