When I came home from work last night my wife told me about a conversation she had with my 7yr old son. It seems like he's a little conflicted. He wants to play with dolls and wear nightgowns. This isn't new, he's brought it up before. We've always told him it's ok to play with dolls and we even told him we'd get him a nightgown before (we just kind of forgot to get it). But last night he brought it up again and it sounds like he's afraid of what people will think and doesn't know if it's right. It sounds like there are some deeper issues of him trying to figure out who he is. He broke down and cried. I think my wife handled it very well. She sat down with him and our 4yr old daughter and had a very loving conversation about how we'd accept him no matter what and we'd never make fun of him (one of his concerns). She also took it as an opportunity to talk to our 4yr old about accepting everybody no matter their differences. Our daughter was so sweet. She tried to help comfort him and offered to let him snuggle her rainbow colored blanket and Sophia doll (which he did for a while). Anyway, I'm going to ask him today if he wants to go get a nightgown. But he hasn't talked to me about any of this, only his mom. Some of my concerns are, I obviously want to supposrt him, but how do I know at this age if it's a phase, if he just wants to crossdress, if he really thinks he's a girl inside, etc. He's very concerned about people making fun of him which my wife assured him that no one in this family would ever do that but some people will always find something to make fun of you for. I've only come out to a few people myself (including my wife) about my crossdressing. I don't know if or when I should bring it up to him. I don't want to sound like a hypocrite telling him not to worry about what other people say while I hide in the closet. Or, do I tell him it's ok to dress only at home if that's something he wants to do and keep it a secret until he's ready to tell other people? Sorry this is sort of jumbled. I hope it makes sense. We love our little dude. He's very sensitive and we want to make sure he'e happy, well adjusted and prepared to handle this stuff in the real world now and when he's older if it's something he chooses to continue doing.