My boss tried to pull something like this one me, back before I grew a spine. We do a quarterly filing, and have to send a CD with data on it to certain recipients. I am in charge of coordinating the filing, including burning the CDs. I think there are 10 each time, so 40 a year. Plus, we sometimes have other random filings we need to burn CDs for. So to make it easier on me, I'd try and order enough at a time, for the year.
I can't tell you how many times he questioned me on the need for so many, when we only used 10 per filing. it never got through his head that it was actually cheaper to order in bulk, and more efficient, rather than ordering 10 at a time.
We also have other filings which need to be copied, and placed in binders. I'd send it down to our mailroom, and let them make the call whether they could do it, or send it out. We have money in our budget for such things, but he'd always give me grief about having the copy place put the stuff in the binders, rather than me doing it. And mind you, this was a once a year thing, and the cost was actually quite reasonable. But he acted, in both instances, like it was coming out of his pocket.
Now? I just do it, and don't tell him. I don't see any of the invoices, and neither does he, as its billed directly to our dept, and as I am the one who does our budget, its not an issue. I also, on the rare occasion he'll grumble about how much things cost, have started using the phrase "it's not an efficient use of my time" aka waste of my time, to do these things myself. And it shuts him right up!