$250 is not a great price, but it's not highway robbery either. Very seldom will anyone find a full box of hard to find Fuentes at the actual msrp unless that person does a ton of business with the shop and is getting preferential treatment or is just plain lucky.
Now that I think about it, I'm not sure I understand your post. 5 for $75 equals $15 per cigar, there are 25 cigars in a box which equals $375, whereas you said you paid $250 so you didn't get "sucker-punched" at all. Or am I completely missing something here?
quick edit to add; When it comes down to it, it's a matter of what that cigar is worth to you. Of course we don't want to support gougers by any means, but if you really feel that it was worth $250 for a full box then you have every right to buy them and enjoy the hell out of 'em! And in my book, $250 is not gouging on these even though it's well above msrp. I'd personally have to think about a full box at that price, which works out to $10 per cigar which I feel is not bad.