Standard Convention in an acid / base titration is to put the acid into the burette, and the base into the conical flask. The reason is historical - bases can damage glass, and could weld together the burette and its tap when they were both glass (as opposed to the plastic taps of today). The only exception was if a strong base was being used and phenolphthalein was the indicator, as phenolphthalein decomposes at high pH, so with it as indicator you usually titrate the base into the acid.
Given current equipment, it doesn't much matter for an acid / base titration, and so the convention is often violated, but it is still (theoretically, at least) the convention. Note that this is NOT true for other types of (Uni) titrations - in which case there can be requirements that a particular solution go into the burette.
As for the calculations, I really don't see how the complexity is changed whichever way you are titrating.
NOTE: The above discussion of acid / base titrations hinges on the indicator choice being appropriate - if it isn't, then the rules would change...