The quest worked fine for me in a test - Apart from one thing.
Take 10 robes to the mage - Drag them all on, you get 10 rings. Give 10 rings to the ranger, you get 10 books. 10 books to the Vacar, you get 10 love letters. Which you can then split between the guard and nobleman to get a variety of items.
And it doesn't matter how many time you do it, you can complete the quest 100 times and come back for more.
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