In asking you to contact him if things are difficult, it sounds like your T realized that bringing something painful up to the surface can be a bit destabilizing. I'd guess that he genuinely meant it as a request -- to let him know if things are really tough. And it sounds like they are very tough for you right now.

You can always start off by saying "It's hard for me to say this because I'm really not wanting to bother you, but the truth is I'm really struggling." Hopefully he can reassure you that it's not a bother at all, and perhaps he can say something to make this week go by a little more easily.