Subtly Crossdressing in Public or AKA Kind of Outing Myself

If you’ve read here a while, it is not news that I still have not gone fully public with my crossdressing. I know, I know, I’ve been doing it for so long that everybody and their mom and sister should be able to tell there is a feminine side to me with just a millisecond glance at me as a “man.” I’ve actually gone out dressed in public once (at night) and, more recently, accidentally outed myself in public. Needless to say, I’m kind of getting “out there” at a pace where I’ll be fully out in public as miss me when I’m dead. Maybe I’m being optimistic here.

It is kind of funny how it went from a sexual thing, which it still is, to kind of a hobby… how far can I take it to looking like a woman then judging it by how people around me react (or not). Then again, I’m pretty sick of being “macho” man and maybe an effeminate approach might be in store. Either way, I’ve been questioning why not just dress and go? It’s not like I’ll be running around in the streets in my trademark lingerie and pantyhose.

It should also be said, I think I’m over donning those girly garments underneath my normal clothes knowing others don’t know my little secret going on there. Keep in mind that I have been dressed around other guy ladies like myself several times but in more controlled situations where there are only us crossers and others who don’t mind our company. I do want out in the wide open though and do want that side of me to be expressed someway, somehow.

Ok, so I’ll have to draw the line at “full-on look at me I’m a (wannabe) woman” to the masses that await to pass by me. Yet that doesn’t mean I can’t take on a more subtle approach to exposing my girly side. Actually, it came more out of a need for a date I had a while back (another crossdresser) where I had no intention to arrive at her place as male me. I mean, where would the fun be in that? The problem, though, was that I had to travel to her place and I couldn’t just get all dolled up at her doorstep and ring the bell if you know what I mean.

Well, the plan was to dress up as much as I could. Then cover up as much as I could and, when I arrived, uncover up and slip into my high heels in less time than a Formula 1 pit stop. Also, I had a big city (Madrid) where I traveled to and where nobody knew me which would ease the anxiety a bit. But then what really happened? The whole half-crossdressed in public and last second change to femme mode was a bit overkill. There was nothing to be anxious about after all!

Now that I have a couple of new trench coats and blazers (woman’s cut of course) the upcoming plan on my next trip is just to have no plan. Wear whatever womanly thing I want (including wig and makeup sans lipstick), throw a coat over and mingle around in public. I’ll even expose the pantyhose by not wearing pants (a first). However, since I’m not at all confident strutting around in heels especially the really tall ones that I love wearing, I think I’ll stick with my Nike kicks in the meantime. They happen to be a woman’s style too.

The truth is deep down I really want to go out in public as little miss me, yet it is absolutely terrifying to me the thought that someone may recognize me or I may fall victim to a public shaming by some ignorant people that I happen to pass by. At the same time, I’m a bit over the whole hiding my pretty little garments I’m wearing under my more gender-specific clothes like I’m SuperCrossdresser ready at a moment’s notice to rip them off and toss them away.

So if you happen to see me in a large city, please be kind and omit the public shaming.

Or help me up if I happen to be wearing heels and I fall down.