Other Thoughts
You will require fewer windings on the thicker guitar strings than on the plain strings (you can get by on as few as two or three). The low E, A, and D strings in particular seem to kink onto the tuning peg pretty easily, and this kinking resists slippage. The plain strings (the high E, B, and - depending on your gauge - G strings) will probably need at least 4-6 windings to really lock in place.
You should try to keep as little string as possible on the tuning pegs; lots of excess string means extra string length that can slip and stretch, causing tuning problems.

To cut down on string slippage later, I always make string stretching a part of my string-change process. I always give them a sound tug, just to make sure they're stretched well (see above illustration).
Then, once each of the strings has been tugged at, and the guitar has been re-tuned, I perform a series of radical bends on each of the strings, both low and high on the neck. On your FIRST pass at bending, I'll bet you notice a change in the pitches. Tune up and do it again. After a couple of times, the strings will be pretty well settled, and should be relatively stable for the remainder of their use.
This may sound like a lot of trouble, but the whole process takes me no more than a minute or two longer than other string-changing approaches, and I find that the tuning stability it offers is well worth the extra minutes.
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