Could it be that the roses do not appear again on the map and you can only buy the teddy bear once? If so, I'm stuck with Yoroichi, because you can never reach higher than lvl 5.
Yes, you can get only one rose from each place. Same with bear, but you can get Yoruichi to lvl6if you choose her during bikini battle at the start of the game and complete all of her events.
