Let's say you have "One-Handed Edge", "Florentine", and "Two Weapons". Three skills, three weapons. The rulebook doesn't actually state that they need to be weapons you can use - in theory, you could get three polearms, I suppose. The general intention, though, is that you're starting with a set of weapons that fit your skillset, so probably a long weapon, a short weapon, and a small weapon. I imagine no one would really bat an eye if you wanted two short weapons and a long, or three shorts, though. (If, otoh, you end up picking up three polearms, giving them to your merchant friend who turns them in for coin, then uses the coin and has your third blacksmithing friend make you two shorts and a long, (and letting your group pocket the excess) you're probably going beyond that bounds of what is intended. It's not exactly a massive abuse of the system, but definitely not something to be encouraged, and I wouldn't be surprised if you got told "no".)
Anyways, if your new character has "One-Handed Edge" and "Stylemaster", then you are only going to receive two weapon tags (or one weapon and one shield), even though, in theory, you could fight four different ways (single weapon, small weapon + another weapon, shield + another weapon, short weapon + another weapon). Two skills, so only two tags.