Crossdresser risk and reward

Ok, thought I'd add another story to this thread, something that happened to me about 10 years ago when I was just starting to venture into the city centre en femme.

There was a multistory car park I had scoped out with a bright lit entrance with a bank of lifts/elevators just off a side street, I had used it before for ventures.  It was about 11.30pm on a Saturday night and I parked my car around the corner, jumped out in my mini skirt, stockings and heels etc and quickly made my way to the car park entrance, popped in, stood there nervously while I called the lift in the brightly lit entrance then when it arrived rode it up to the top floor where I got out in another brightly lit lobby, quickly checked the coast was clear and relaxed a bit.

I walked out onto the roof and enjoyed being high up visible to anyone who might be in a tall building around me but not really caring.  I had brought my little French maids outfit with me in my largish hand bag so I popped back into the lobby quickly changed and strode out again onto the top floor of the car park and that's when it happened, I wasn't in control anymore….!

This French maid outfit was a little short on me so you could clearly see the tops of my stockings and my bright purple suspenders holding them up, I did look pretty sexy so then next thing I knew I was back in the lobby calling the lift as there was a big mirror in the lift so I thought I'd check myself out.  Lift opens, in I get admiring myself in the mirror, next thing I know I am pressing the button to ground floor (what was I thinking!?)

As I rode the lift down, disaster, I thought I would just get out and the place would be deserted and would quickly nip over to my car, jump in then drive off.

No!  As I rode the lift down, I heard voices in the ground floor, I reached for the lift stop button at first floor but I missed it, I was going to ground floor, dressed as a flipping French maid and no where to hide and nothing I could do!

Head up high, look confident, breath!

Doors opened, two women and two guys were about to enter the lift and stopped talking stepping back, I said excuse me, stepped past them and out into the night past there stunned silence!

OMG, when I got to the car I had to laugh, it was a rush being caught like that I can tell you but no harm came from it and I bet those two couples still tell that story to this day!

Would I do it again? Absolutely!

Mx

Oh gurls!

Really feeling it today, and I think you know what I mean!!!

Have to see what I might be able to do, going to be tough and plan to do some shopping at a few department stores in the gurls section!

🙂

I've never gone out near where I live, only when traveling.  I have most of the next few days home alone and decided I had to go out.  I got up 4:15 and took the dogs at a downtown park and got coffee from starbucks in black tights and a hoody.  A woman and I took turns watching each others dogs.  I was more worried that someone might recognize my dogs from my wife's running group but they usually aren't there mid week.  Now to see if I go shopping tonight in the next town.

I was underdressed wearing a bra and panties, when I ran into an always perky family friend. She excitedly said hi and gave me one of her usual, strong embraces. I'm quite sure her hand felt up my bra band, her bosom noticed my bra cups, her voice was jubiliant, but she's never said a word or hinted about her discovery.

A while ago, my mans regular massage therapist took on a Trans therapist, and asked if he'd like to try her.

As he is strongly hetero, without even a touch of homo - which I guess makes me a lesbian! - he refused point blank.

His therapist has a twisted sense of humour, and said "Go on - you know you'd like to try it!".

To which he replied "I'd rather turn up in a dress myself".

The therapist gasped, then laughed aloud in her brassy African way, and said "If you do that, I will give you a 10% discount."

Laura here could not believe her luck - an outing, at last!!!

It was the height of summer, so, one tiny yellow Atmosphere sundress later, I skipped to my man's car and drove all the way - what an amazing feeling! I did not care if people in their cars could see, or if they could, what they were thinking.

What was that to me? How was I hurting them? I felt amazing - I was out.

Then the short walk up the drive to the centre, the door opened, my heart fluttered, and my therapist looked, smiled more broadly than I'd ever seen her smile in the 7 years I've been going (for my back), and exclaimed in gasping tones how anazing I looked, before giving me a long hug.

Before she left me so that I could undress and get under the towels, she examined my dress and shoes, to find out what makes they were (Atmosphere and New Look), and to look at one of my forms - the impression they give is so realistic!

She has told me that I may go there any time I like, so each time, I have returned.

The last time, yesterday, I had to stop and get petrol - silly me...

Either get out as me, or pull up in a lay-by and change - and risk being late.

Well I wasn't going to do that, so I chose a pay at pump garage, and got out.

First time in a public place - so scary for a 6'4" girl.

No comments came, and I didn't even notice anyone looking at me in a funny way.

Mind you, my Alex floral dress is perfectly fashionable, and my black cardy hid my hairy arms. I think the nude ballet pumps would have sealed it for any casual glances.

But what a thrill for me to be really out.

Now I'd like to go shopping with my wife - . Although that's some way off, I now have mega-confidence, and real acceptance of myself.

I don't care if I "pass" or not. I look confident because I am confident in how I look.

It's me.

The winter is my favorite time of the year, I can underdress with almost a full outfit and no one will notice it, only thing missing are the girls and boots. So yesterday was a nice cold day (22F). Alexandra likes to drive any change she gets and yesterday was perfect to drive home from work. Underdress is stockings, bra and a nice, simple colored short sweater dress with a turtle neck what looks very unisex on top and I wear like a sweater all day. When it comes to driving home, pants off, boots on, girls in place and Alexandra can drive. Normally driving home is uneventful, but yesterday I took a different way home because I like to check out all the charismas decoration. This got me right into a roadblock for DUI, license and registration check. There was no way out, no time to change and no point to do something stupid. I did manage to get the girls out but I could not pull the dress over my knees to make the situation better. I approached the friendly cop with a brutal bright flashlight what he used to check the interior of my car. My heart beat was way up, I think my face matched the red stockings I had on and I could not do anything about it. The cop looked at me, looked at my legs and was asking if it isn't a little bit cold to wear something this short with the temperatures we have, all I could say was you get used to it and it's not this bad as long you don't spend too much time outside. He did ask me the standard questions what I answered, after this he looked at the line behind me and told me to have a save drive and stay warm, with a big grin on his face. While driving home I realized what just happend, Alexandra was never seen in public or by a cop and this event lifted a huge concern of mine, it was a situation I could not escape from or have control over to change the outcome. I was so happy when I got home I forgot to close the garage door before I got out of the car and sure the neighbors walked by with there dog and most likely seen me walking like a proud girl I am into the house and I didn't care a bit. Was a terrifying and unwanted event but I am happy it happend, sometimes life kicks you into the right direction. I do understand, this could have been a different outcome in other places, I am lucky to be living  in a very open minded area where being different is accepted and no problem.

My massage therapist took on a Thai ladybiy onto her staff  - she runs a slightly odd business where "extras" are available and on the menu, but strictly no sexual services. The borderline is clearly defined, and the staff are professionally qualified.

Igot hooked by the fact that they have no problems with customers who do not like wearing clothes during a massage (I have been a naturist since I can remember), will massage the buttocks (I have a back isdue which affects the sciatic nerves which run through this area), and the quality of some of the therapists and their strictly professional attitude beats every high street place I've tried.

I've been going there for nearly 10 years, and have a great rapport with the lady who runs the business - when I started going, it was only her, in a shed in her back garden!

Now she has 4 multi room centres and a wide range of staff who bring interesting therapies onto the menu.

So she teases me about "Barbie", the Transexual, because she knows that I feel uncomfortable with the idea of a male therapist. Just me :0)

The last time she teased me, I told her that I d rather wear a dress to my appointment than be massaged by a man wearing one!

She laughed and said that if I did that, she would give me a discount, and urged me to do it in no uncertain terms.

So, after my bath for my next session, I dressed, but applied no makeup, as I had to pick up the children afterwards, and breathlessly walked to my car.

The feeling of driving dressed was incredible, and has not diminished the several times I've done it since, for further sessions. As cars came towards me, I wondered if the drivers only saw a female image behind the wheel, or how much they could make out, whether the person driving might be a neighbour, and all that stuff - quite a rush.

The feeling of being dressed (or my feminine side) quickly overcame that, and I not only did not particularly care, but got down to simply enjoying it, and modifying my driving style to be a bit less male.

The therapist had already given me permission to use the staff parking spaces if I wanted to, as the walk to the door was shorter.

As I walked to the door, I wished I'd parked a mile away - it felt heavenly and right.

The on duty therapist greeted me with a huge smile and a big girly hug, and admired my attire at length. We sat and chatted over drinks briefly before the session started.

At the end, it hit me that I only had my female clothes to get dressed in. That in itself was another massive rush, and the drive home was smooth and a delight.

I've been there dressed a few times - my therapist was so delighted that I had done this that she said I could go there dressed any time I liked - and also complimented me on my appearance, as she had seen me on the CCTV.

On topic at last, the last time I went, I realised that I had forgotten to get money out. This meant a stop at a very busy petrol station.

I waited until there was no queue at the cash machine, then got out and got the money - and just hoped!

No-one said anything or looked at me oddly, and I tried to behave like hey, I'm just a person getting cash out.

As a first time fully in public, not in a costume but dressed my way, it was like being born again, and I have felt happier since, and look forward to my next public appearance.

That was to be today - but it's currently raining heavily.

My female wellingtons arrived yesterday, si I feel a walk in the woods coming on, then I might go for a coffee this afternoon if I feel brave enough!

Laura

I always considered the risk too great - too much to lose.

The only times I went out as a teenager, I fully dressed under my male clothes, went to a quiet and large woods I knew well, deposited my male clothes in a handy thicket, under some bushes, and walked for blissful hours.

Since then it has been party related... until just now!

I'm so excited about today's excursion that I'm going to do a full write up in the "First time out" thread, because that is what it counts as!

None of the risks have gone away - I sinply accepted and took them, justifying successfully to my male self that it's my business what I wear, and no-one else's.

World, meet Laura!

I am delighted to be with you.

Thus is the reward - and the excursion itself was just the beginning. I feel so much freer I'm almost in tears.

And it's thanks to this wonderful site, and ensing conversations with my wife.

The knock-on effects on my life have been real, and amazing to the point that my wife is delighted with the changes she sees in me, and that I landed my dream job over the last few days.

Of course, it's not going to be an easy ride - I have to be good at it, and life can throw curve balls - but bask in the moment while it lasts, sisters!

If I seem to have gone bananas, it's just the massive shot of dopamine my brain has received, and the upgraded normal service will resume as soon as possible.

YOLO.

Love

Laura

This past summer we were invited to a bbq at my daughter who lives a 3 hr. drive away. On the day of, I was feeling the urge, so asked my gf if she minded Olivia driving, she asked if I was sure and I said ya. I put on a bra and thong, pretty flower print summer dress and my strappy sandals. I didn't forget to tell you about my makeup and hair, I wasn't doing that then and rarely do even now. Getting to the car is easy, its a large property with neighbors at a fair distance. Away we went, I felt great with the windows down and the breeze across my exposed skin, the knowledge that people could see me, and I had a pretty girls hand on my thigh. About half way there we did a bladder check and needed to stop before getting onto the major highway, we pulled into a coffee stop and as I started to get out my gf says "ummm hello, you can't go in!"" Oh yes I can, none of them know me and I'm sure they've seen worse" I was a bit nervous but just kept going. We got a few glances, I chose to use the mens room but used the stall and sat, we got our drinks and headed back to the car. I felt thrilled and we were both giddy. When we arrived in the town we pulled in for another drink, the only open spot to park had a down on their luck person sitting on the curb who jumped up, came right to my window apologizing profusely and was checking me out. I parked and got out, my gf went in to get all three of us something while he and I chatted. We ended up being there awhile, just casually having smokes and listening to his life story. People came and went, my confidence was still sky high from our earlier stop, we said our goodbyes and he commented on my dress lol. I then found a parking spot behind a strip mall where I could get out to change before arriving at my daughters house. My gf told me she was amazed at how brave and calm I was, I grinned throughout the rest of the day, Olivia was Livin! That certainly wasn't our last time driving or parking😉

I have to admit driving out in public fully en femme (even false nails and eyelashes) is one of my favorite things to do. That turned to terror only two weeks ago when I was pulled over for a random breath test by the police. A female officer walked up to my window and smiled and asked me for my license. For a second I thought do I try and talk in a feminine voice or my normal voice. Stuff it I'm busted just talk normally.

She asked me to count to 5 into her machine to check my breath. I hadn't been drinking and was fine.  I should set the scene that I was wearing a formal short black evening dress. (The one I am wearing in my profile picture) High heel black shoes with black stay up stockings and a red head bob wig. And full makeup of course.

Then she said "Now". At this point I was actually terrified. No one knows about this part of me and now everyone will know. After saying now she then asked if I had some nice frilly underwear on under that dress to which I answered yes. (What else could I say because I did.) She then said  as she handed me back my license "A word of advice. Just don't drive around in only the underwear because you could possibly get in trouble for that OK." I say OK and she then says  "Enjoy your day Miss" and walks off.

I drove back out on to the road and then it hit me. I started shaking so much I thought about pulling over. Risk versus reward. I suppose as long as I keep my dress on I'm fine but I am not so sure.

I knew I had to join this site after ready your amazing experiences. I have not had the chance to do the lingerie walk, maybe someday. I certainly have done the open toed high heel, and black mini dress walk before. It was a beautiful spring in a small area before the stores started opening. I got out of my car fully dressed, and started strutting my stuff. I was so turned on and excited just by the clicking of my heels alone. And I couldn't stop staring at myself in all the store windows. It was amazing, and I definitely have to repeat that experience. Thank you for bringing those amazing feelings back to my mind. XOXO

I also love playing in dressing rooms, and trying on womens shoes in the open when I'm wearing hose knowing someone will see me.

Stephanie,

I love your experience!

That brings back so many memories when I lived in Seattle-Burien area. The urge would come over me and I would dress in my lingerie pantyhose under my sweats and take my stilettos into a park late at night.  I would find a secluded area in the bushes lay our a tarp and strip my sweats off and put on my stilettos. I would walk the paths in the park in my lingerie. OMG that was so exciting.

When I would finish my little excursion around the park area and put my sweats and running shoes back on put my little bag in the car.

That stopped after a police car pulled up shining their light on me (when I was getting ready to leave) and asked what I was doing here so late. "Just trying to get my run in" They said, it's not safe, and it would be better to run along the street if I have to run.  I thanked them and they left.

Whew, good thing I applied light makeup and removed the lipstick!

Hugs

Jessica