Thanks to all for the advice.

I'm wondering if I should just wait sometime after New Year's, instead of telling him before Christmas and then it just be an awkward Christmas on top of a stressful one... I think I'd rather wait until after the holidays so the awkwardness can be saved for a much less stressful period. My counselor wanted it done over the holidays, but I REALLY REALLY don't think the holidays are the best time for it. The holidays should be a generally fun time enjoyed with family, something that will be killed with the awkwardness if I tell him before Christmas... I'm just gonna put it on the back burner for now so we can all enjoy the time together.