I just remembered that this happened to me!
I think it happened around 8-9 months ago or so. I was basically just starting to go out to a very select few places once in awhile. I was only on hrt a short time and was only out to a couple of people. I was terrified about that happening before I was ready, so much so that I would walk out of my apartment in very little makeup, guy stuff on the outside, girl stuff underneath or in a garbage bag so that I would not be seen. I would stare out my window making sure nobody was around forever too before I would head out. When I thought it was all clear, I would hurry up to get to my car, and then I would take off the guy stuff when I was safely inside..
Anyways, my boss was one of the few I had already came out to (known her for years, relaxed work environment). One day out of the blue I got a text from her. It said that she overheard one of my co-workers (one I barely knew) asking other coworkers that I did know better, about me. She was asking if "male name" dressed in drag.......I was like, aww, ****!! Later that day I decided to confront the matter instead of ignoring it, cut it off at the head, ya know? Figured if I didn't, who knows, she may just keep going around asking, putting it out there to everyone and I really didn't want that.
I found her on facebook and sent her a private message, asking bout it. She admitted that she was asking bout it so I came out to her about it. Told her that I don't really considered it dressing in drag cuz I was in the process of transitioning m to f. Told her some more bout it cuz she was curious and that was it, she promised not to tell anyone about it.
I took it one step further, I asked a few of the others that I heard she was talking to it about and came out to them too. That was it really, didn't turn out to be a big deal; they were all cool about it (there are a few other trans people that we all know so they were somewhat familiar with it).
Oh, I did ask her how she found out too. If I remember correctly, I believe she said that her friend (I think an ex-coworker who I can't even remember..) was walking somewhere and saw me driving one day in drag...She asked her about it and then she asked around too.. I still dunno how her friend was able to tell tho...It was winter, I wasn't wearing that much makeup, tinted windows too. I really only had on a girls jacket, some lipstick, foundation and my normal hair, most likely down, but pretty plain, it was still pretty short for a girl too so, idk.
It worked out good in the end for me, they all know bout me now, treated the same, all that good stuff. But ya, just be really careful if you're not ready for others to find out cuz it can happen pretty easily.