How do you tell someone you like to cross dress?

It depends on how old you are, what/why you crossdress and what relationship this person has to you. Always remember that people fear the unknown and most people think all crossdressers are gay or dress to commit a crime (thank you Hollywood.) Most of the time, unless a person is really deep into your life, telling them is not a good idea. You have to be sure you are willing to lose this person permanently. If not, don't do it. If you are goung to do this, you must know the person very well and have complete trust in them. Wait until you have that trust and then broach the matter very carefully. If you feel there is an unsuitable reaction Back off till another time. I tried to tell my dearly loved wife for nearly fifty years and never managed it. I think she was aware but didn' t want to know. Added by John C.