"Lipstick Boy?"

Here I was, undoubtedly attending my last Christmas with my family as a man. As I have mentioned, I m out to my daughter and other friends but not to my brother and mother in law. 
My brother and I are the oldest remaining members of the family which is now down loaded with about ten grand kids.
Two of his grandsons are approximately the same age, around 5. The first arrived with his 3 siblings (all girls).
I missed the first part of the conversation but started listening intently when my brother said "you don't want to be a lipstick boy?" I thought "what if he does?" He is truly a pretty boy with blond hair and blue eyes.  What if he does?
I have to say I don't think my brother will have a problem with me...or the grandson if true. Believe me I'm not speculating. Brother has never shown any indication of being homo or transphobic.
My mother in law would be shocked I'm sure but she would then be very worried about the health ramifications of my transition. To clarify, she is the mother of my deceased wife.
I really considered coming out to both around the Christmas holidays but then decided the holiday should not be just about me.
I'm not a huge believer in New Year's resolutions but coming out to the remainder of my family tops the list.
As far as the grandson goes? His Mom is really beautiful and good with makeup...who knows?
More importantly, she is a very caring, loving mother and I'm sure he would be in good hands.
Undoubtedly in 2012 my brother will be meeting the true lipstick boy!