This is most likely a phase. And this does NOT mean that he is transgender, because most people that are transgender as a child don't usually end up transgender in the future. But it could be possible. One thing for sure, I've heard this a million times before in other support message boards based on child behavior. Personally, I don't think that you should let him wear girls' clothing out in public, I think that you should just let him wear unisex clothing out in public & at school. I think that it's fine for him to wear girls' clothes at home though. The clothing thing, I know, can really be a challenge. By the way, this has NOTHING to do with him not having a male role-model nor have you done anything wrong. I'm sure that he might grow out of it by the time he reaches puberty. When his hormones start flying around, attacking his brain, he may become more masculine in terms of personality. I was through this same situation when I was 7-11 yrs old. After I had my period when I was 11, I all of a sudden, out of the blue, just wanted to wear skinny jeans instead of baggy sweat pants. People change, they really do, and sometimes they don't too much. Let's see what happens. But for the time being, try your best for your son to be himself without getting into too much trouble. Don't discourage him from being who he wants to be. And don't get him into any hormones or anything that will interfere with his normal development, because it's best to wait until after puberty before you make a choice like that. I almost got into that stuff, but the doctors agreed that I was too young. And I'm glad that I didn't get the hormones, it would have been something I would regret for the rest of my life.
i would stop playing doctor and find another game you two can play. when he ask about girl clothes just tell him NO...it's ok to be his friend but your a parent first.. although his father is not in the picture as often as he should be,you still have to raise him as a male. if that means yall playing football, video games, or set up play dates with other children. my husband is in the military and he's gone five to six days a week, i play soccer, football, even wrestle with my boy. I hope he's just going through a phase.