1 You can masturbate like a cut guy, but why change what you do, if you want to try and do that, it’s a good experience and will give you a feel as to how it feels. I hold the skin back and do that. If your, head is dry enough you don’t need lube as the head is harder.
2 No the skin will not get tight, it will become loser, some who have tried this have had issues with pulling there skins back, and when they do have trouble getting it back over, but that is rare. The skin will get lose, I am afraid will not get shorter, where is the skin to go, it doesn’t disappear. Also you keep mentioning circ’ed, some people say that after years of being pulled back, you might consider it, but its your choice
3 The head will dry out, not sure I have seen flaky. The colour changes, from a deepish red, some to purple some to a faded red, but this is different for each person.
4 I am 50/50 on this, at one stage I though not, but recently with some serious prolonged pulled back, the shape and size has changed, it a subtle change, but picture I have show the difference. What you want is the head to flare which aids with the retraction.
5 Like most I don’t think it really is, I think, that if you do it for long you do lose some sensitivity. I feel that an Inch of skin behind my corona has changed and looks dry, and if I do get my skin to go forward, I have noticed that the head is still dry and the skin over it is dry. That is just my experience
6 The question I would ask you, is why do you want to start, it does not hurt but takes effort. Choose a method that suits you, you may have to experiment with a few. You will have to work at it as It will take time, but then one day you will forget you are back and feel better. Again, as you mention circumcision, if you feel a few years don the road that you like keeping it back and you have done so for years, then consider it, but remember you don’t get the skin back