Nowadays 04.09.2014 converted into Roman numerals are IV.IX.MMXIV but the ancient Romans would have notated them quite differently
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1100
Under today's rules: September-XXVII-MCMLXXX September is the IX month.
I would convert them back into Hindu-Arabic numerals, do the addition and then convert the answer to Roman numerals.
The number 2011 converts to MMXI in Roman numerals.
Not really, since roman numerals don't have units smaller then one.