It is not out of the realm of possibilities for a crossdresser to wear a condom in order to "avoid the mess". I'm not saying that is what's going on here. I understand that this doesn't really explain the lube, though. It could be as diabolical as everyone suspects. You have to get him to talk somehow. If the hints and sweetness hasn't accomplished this, thus far, maybe it's time to get extremely confrontational with him. If he truly loves you, he's not going to want to lose you because of this. Tell him in no uncertain terms that you are OK with his crossdressing, but anything else that maybe going on you are not OK with, assuming you are not OK with whatever else might be going on. You need to get to the bottom of it for your piece of mind.