There aren't any rules on this, so don't worry if you've already bought one/some of these. But if you are just building a rotation, your first eight or ten (or three or four) pipes, here are some possible guidelines. Then of course, throw caution to the wind and do what you want. 1) Hold off on extra big (and heavy) and extra small pipes, though these are excellent to own for their purposes. 2) A churchwarden is a fine pipe in a rotation of fifteen or twenty, but wait on this until you have mastered the basics. 3) I love my estate pipes, but the advantage of buying a new pipe is that you won't inherit someone else's smoking style and problems -- find out how it goes with a good brand in a new pipe, and learn about pipes before you venture into estate (used) pipes. 4) Pay attention first to good smoking characteristics and not drama or elaborate carving, etc., to see how a medium size, traditionally shaped, briar, cob or meerschaum smokes, then later branch out as you will. 5) Go high or low priced, but stay comfortably within your budget; buying a first pipe shouldn't intrude upon any of your monthly bills at all or require a savings program; you can buy a good pipe within your budget, high or low, so don't break the bank about it. Okay, that's my avuncular (uncle-like) advice. Follow or ignore this advice, and may it bring you happiness in the New Year either way. And what are your cues, suggestions, bits of wisdom for new pipe smokers on buying pipes? (And Happy New Year!)