It seems to me that this is a subject that has surely been discussed here before, but not lately so I’m ging to go for it!
Everyone who’s done very much crossdressing, for whatever motivation, has surely faced this event, or at least experienced the panic of a near-miss. The fact or possibility of getting caught, either in the act or with unexplainable incriminating evidence is something that is probably the most common uniting factor for all of us.
In my own experience, I have to go back to my youth to find examples (due to spending most of my adult life in the “pray it away” camp). Early on I would sneak into the clothes of others, almost always relatives, and seldom felt as if I were on the verge of being caught. As puberty approached, the ability to stay undercover got more difficult. Probably the first sign I was “on the radar” was when my parents found it strange that their son was leaving so much hair in the bathtub. For a while I was shaving every hair in sight furiously although eventually I was overwhelmed with the extent of the job. Some time later a suitcase full of my mom’s clothes was a pretty tell-tale sign. Still, as far as I know I was never actually caught while dressed. On through my teen years, I found the most fertile field in what was, in a sense, the most dangerous.
My grandparents lived on a recreational lake in the 70’s and most of the houses in the area were second homes belonging to people who spent little time there. Over time I figured out which houses had, for instance, an unlocked window, or some other form of access. Which of those had clothing for the appropriate age and size female that I could and wanted to wear. And when the residents could be counted on to not surprise me with a visit. I made dozens and dozens of such “visits” without incident and they were a very valuable relief outlet in a period of my life where being trans was a very heavy burden. But looking back, I can appreciate how very badly things would have gone if one of those folks had surprised me by walking through the door while I’m decked out in his wife’s (or daughter’s) best summer wear. It’s easy for me to imagine hundreds or thousands of scenarios in which one might be “caught”indulging in crossdressing.
Perhaps you have a story you’d like to tell? Were you ever caught? Any near-miss? Any time at which you decided to just go ahead and come out once the secret was discovered? Inquiring minds want to know!
photo by: Greencolander