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I did, however, find that Catwoman has some dialogue with him. I had his sidequest done early the first time so he was gone by the time I thought to have her visit some of the villains in the area...I didn't bother in NG+ so I saw she has a nice exchange.
Why? While the Calendar Man thing is neat, I hardly expect every gamer to do it the "normal" way. For one, most people have lives, do they really expect us to visit some NPC in a video game when during that time frame you could be having to revise for finals, or on holiday, or what if you just plain forget? Twelve times throughout the year, hell if you want the trophy normally you're the one who has to keep your schedule open, cancel your dates and holidays all for one virtual accomplishment.
System date change, get trophy, move on. It's just a video game.
The actual premise of Calendar Man is neat, I just don't like that it's tied into a trophy. It's not an "achievement", it's senseless.