Ratty said:
People tend to prefer the systems they start with.
I have never found that to be the case. I don't know why it's such a popular theory.
I started with 2nd Ed. I liked it well enough, but found certain aspects of modification frustrating.
I moved up to 3.0. Loved it. I initially scorned the 3.5 update as a money grab, but really liked the adjustments it made and moved on up. Played that until 4th, which I didn't like the feel of (although I did like certain mechanics from it) and I made the jump over to the Pathfinder Alpha playtest - then onto the Beta, and the full release. I've been with Pathfinder ever since and have no inclination to look back (or to 5th Ed).
Most of my gamer friends either started in 2nd Ed and moved up to 3rd/3.5/Pathfinder, or they started in 3.0/3.5, moved up to 4th Ed, and ALSO play Pathfinder (and Dark Heresy and other systems as well).
Interestingly, one of my 3rd Ed friends who prefers 4th ed prefers it because he's a power gamer and 4th ed's restrictions prevent him from effectively power gaming (and thus make the game more challenging for him).
My preference for 3/3.5/Pathfinder has always been due to customization. I like being able to mess with classes and systems and so forth, and those versions keeps things open and easy to modify. 2nd Ed and particularly 4th Ed actively work to prevent modification (the 4th Ed monsters are actually made the same way 3rd Ed ones are, but there is no guide to creating monsters - I only figured this out while attempting to back-convert some of the creatures). As someone who likes to create strange and unique characters and adapt my gaming experience to all sorts of different things, that makes 4th Ed (and 2nd Ed where I started) very off-putting.
So yeah, starting with a system rarely (in my experience) has anything to do with preference. Play style does, which I suppose could be influenced by system, but otherwise I don't see any connection between the two.