Most men when they start a relationship with a woman do not like to tell them that they like to dress in female clothing,this is the hardest thing you can do as you expect that they will not understand why you do it or you think that they will think you are gay.

the best time to tell them is when the relationship is just starting to get deep which is the hardest time to tell them you are afraid theat they will either laugh, run away or tell everone else what you like, but still it is the best time to do it.

to make it easyer to judge if they will like it or hate it just mention that you have seen a man out some where who was wearing a skirt,or had his nails painted ect then judge what they think of it.

if you discuver that they hate the idea of a man in a skirt ect then it is time to cut off the relationship now than wait untill you are both in love with each other then try to tell them as the hurt and deceit felt by them is much worce then early in the relationship.

when i met my ex wife i told her that i liked to wear girls clothes quite early in the relationship after around a month or two and she was not to bothered about it as long as i dident just go out to our friends and family dressed as a girl which i was ok with.

i was married for 24 years and i am still good friends with my ex.

after many years i was wearing girls clothes more and more in fact most of my clothes were girls pants insted of trousers blouses insted of shirts ect and still most people had no idea i liked to wear girls clothes

so if you like to wear girls clothes then you can get away with it and no one can tell except for your better half but make sure they are ok with it before the relationship develops.

i know many men who tell me there wife/ girlfriend left them due to there wearing girls clothes but if they had brought the subgect up at the start then many of them would have been ok about it they just dident like to be lied to or had as a fool as several girls have told me, "it wasent the girls clothes but the fact he lied to me".