Good on you for supporting your man. It sounds like you both have a lot on your plates. I agree a new job should be a priority, work should not be abusive. My man (he does not consider himself as a she), just enjoys being dressed & not having to be a hard ass. Dressing gives him permission to be softer & more sensitive. We both benefit from this. Keep communicating so he knows you are okay with her in the relationship. Maybe surpise with something pretty to illustrate you are okay with the dressing. Good luck to you both!