Novices and newbies discussion

I’m fairly new to the kinkier side of things. You might call me vanilla, but my past relationships were very static—same old fantasies and positions. My current partner has pulled me into a completely different world. Being sexually active yet mentally connected throws me for a loop sometimes, so I’d love some advice. He and I are roughly the same age, though he’s spent the last few years experimenting with male chastity and feminization. His most recent long-term relationship before mine seemed to lock him into that behavior in a way that demeaned him. He liked the humiliation aspect, but she wasn’t doing it for the right reasons, making him quite uncomfortable with his desires. In the end, while he enjoyed this part of himself, it made him feel embarrassed and knocked down any self-esteem he had. Fast forward to us: he was upfront about these desires early on. Not as detailedly as we are now, but enough to ensure none of them would scare me off. We’re still here, so clearly they haven’t. He wants small, soft breasts that are concealable yet playful. He’s interested in taking estrogen and remaining flaccid while caged (though the cages he’s tried have been slightly uncomfortable for him, so we’re still looking). I’ve done everything I can to make his coming forward with these fantasies feel safe, acceptable, and indulged. He wears my bras and panties; I bought us a new toy in addition to what he already has; I purchased him bras, panties, and two very sexy dresses. We dance together, play together, I pamper him, hold him when the discussion gets overwhelming, and calm his nerves. He says I’m doing great. I’ve offered help wherever possible and accepted that he personally doesn’t want to get erections anymore, but still wants to please me. When we are intimate, I get what I want absolutely clear, and I let him know so there’s no guessing game. Recently, though, he has connected with various random (non-local) women and asked them to humiliate him etc. Call me crazy, but I see this as a breach of trust and borderline cheating, especially since he shares pictures with them of himself caged and dressed in ways that apparently make him uncomfortable. I’m sure he feels there’s something I’m not doing right because I’m new to all this, but what? Insight? It makes me feel insignificant, like the side chick, because suddenly it’s an “inconvenience” for me to be involved, and obviously we aren’t having a standard sexual relationship given the estrogen etc.