Everybody has mentioned such good ones already!

My favorites that people have already thought of:
- When we had to repair underwear and it would only go to 75%.
- When we had the yellow or red gear damage icon on the screen almost all the time and couldn't figure out what item need repairs.
- Having to add every ingredient to the list, every single time when crafting. ><

Plus:
- Did you ever sell shards to an NPC for 8 gil a piece because you didn't know what they were for and were totally broke? (but maybe that was just me)
- When crystals and shards were not made from fish?
- When Iron Baghnakhs, many a pugilist's dream weapon, cost an arm and a leg? I broke the piggy bank and paid 1 million gil for Iron Baghnakhs shortly after the recipe was first discovered. ^^;

And a couple of small, more recent ones:
- When standing up from a sitting position would cause your character to do this weird bounce thing?
- When you could buff someone who was crafting, get them to look at you, and kid them to "Please concentrate on your crafting!"