When it comes to dating someone who crossdresses, communication is key. It's important to make sure that both partners are comfortable with the activities and decisions made around crossdressing. The best way to ensure this is by having an open dialogue about each other’s thoughts, feelings, and beliefs surrounding the topic. If one partner does not feel comfortable with their partner’s activities or decisions regarding crossdressing, then it's essential to come up with a mutually beneficial solution that both parties can agree on.