One afternoon, I was prancing about the house in my wife’s panties and she came home unexpectedly!  She looked at me and said, “Don’t wear my panties – you’re stretching them out.” I took that as “permission” from her and bought my first thong panty. I felt so feminine. I had secretly borrowed attire from my sister when I was a kid and now I find myself in my 50s and have a desire to be femme.

After the thong bikini, I bought a pair of thigh high nylons and started wearing a thong and thigh highs under my business suit. I felt liberated giving a business pitch in the standard power suit, white shirt and tie but having my panty-nylon secret. Eventually I bought a bra and began wearing it under my business suit. A friend said something once, so I said it was a back brace due to a former injury, which seemed to pass as an excuse among my coworkers.

I commute an hour each day, so I would leave work, go to a nearby coffee shop and take off the suit and tie. I’d change from wing tips to stilettos and from suit to dress. I even added a wig. I ordered silicon breasts and had to get a new bra because I went from 38 A to a 38 C. I drove to work as Lee and drove home as Leah. It was liberating! People at the coffee shop started calling me Leah and were pretty cool about my daily transformation.

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One day, someone from work was ordering coffee when I came out of the bathroom. I was nervous but as usual sat down and ordered a latte. I became a bit self-conscious, worrying that he recognized me as Lee, but wearing female attire. Like a typical guy, he stared at my thigh-high nylons and my dress, which was now started feeling was a bit too short. He glanced occasionally at my face, make-up, wig, breasts, but mostly remained very focused on my all too short dress. It seemed like my dress kept sliding up my leg the longer he stared. Then I noticed my thigh-high nylons started sliding down too, so a bit of skin was showing between skirt and nylons.

I realized he was staring at my crotch – but I had “tucked” so there was no tell-tale bulge. Eventually he left, and I finished my drink and left as well.

The next day this co-worker chatted with me and he said “I saw a woman who looked a lot like you. She was cute, do you have a sister?” I said, “Yes I do!” (Whew!) He stated that he “would love to buy her a coffee next time they meet.”

So, I passed the first public test at trying to come across as a female. It was both terrifying and exciting!

 

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48 Comments
  1. Diana 1 year ago

    One day I was checking my cousins house she lives in NY and I take care of her house so I have a place to keep my girl cloths I just have to move them when she comes in the summer but this day my wife followed me there and to my surprise she walked in on me. I was wearing black pantyhose a denim mini skirt and a red blouse I was about to put on my heels when I heard you should wear nude pantyhose with denim. I just wanted to die I was speechless as she got closer to me she looks at me and said not bad I’m still afraid of what will happen next because when we first got married we went to a Halloween party and I went as a French maid after the party I passed a comment that I liked the feel of the pantyhose and she told me if I ever dressed as a women she would devorice me,but she surprised me and said I have been watching you and noticed how happy you are when dressed so if you want you can dress when you want but when I want my husband that means no dressing I agreed so now I get to dress most of the time

  2. Patricia Wagner 1 year ago

    Wonderful, sweet!

  3. Elle 1 year ago

    Great story.

  4. Wendy Beach 1 year ago

    A couple of really close calls: Up until recently (explaining that later) I used to work as a field technician at closed landfills. Up in the mountains I am avoiding a steep concrete culvert by walking in 2 foot high dry weeds. Suddenly, very close by I hear a hissing sound. Rattlesnake! What else could it be? I never saw it but the sound was within 2 feet and that likely means striking distance. I stumbled downslope and off to the side away from the sound. The problem is that I had painted my toenails fiery red. If I had been bitten, with the way the protocol for snake treatment goes, there is no way I could have gotten by without notice as they would have taken pictures and marked on the skin the progress of the venom.
    In the second incident, last Jan 31, while painting over graffiti on a concrete spillway, I took a sprawl and stumbled/fell downward 15 feet towards some large rocks. I lay sprawled there in pain. I did a self assessment and no bones appeared to be broken as I could still move everything. My lower back and hip area hurt and I knew I would have to go to the ER. I lay there in shock (also in a area where snakes could be) while I caught my breath. One of my first thoughts is that my toes are again painted red and I need to find something to remove it. In pain, I struggled slowly to the truck and drove a few miles to a country store that had recently been transformed primarily into a liquor store. I hadn’t dared to call work yet. Unfortunately the store had no acetone. I bought some alcohol but it didn’t work. I needed a drug store. I drove 30 minutes further back into the city. I got into a CVS by hugging a shopping cart. I was able to purchase nail polish removal. I must have looked like hell because I had a scalp scrape that I had not yet discovered. I drove back into the maintenance yard and was able (painfully) to remove MOST of the red polish. Now I called my boss who along with a co-worker came to take me to the ER. My nosy co-worker noticed some red stuff on my feet. I said it must be paint. He didn’t say anything else and my boss didn’t notice. The diagnosis was two incomplete hairline fractures in vertebrae but on the other side of the spinal cord. I was off work for six weeks. Upon coming back I learned that the higher ups had determined that because of my age (68) that I was too risky in the field. Now I am stuck in the office. So with a painful injury my first concern had been to hide the evidence of crossdressing. My big fear remains that a medical emergency will occur when I am en femme and that my daughter who would not understand would learn of it.

  5. bigkitty2454 11 months ago

    Would have been nice to see your face since you are out to the public.

  6. Deborah Jennings 11 months ago

    I passed but at a cost.

    I have for the first time got cross dressed and walked out in broad day light this morning and posted a letter about 5 minutes walk away from my flat and I felt so good with my tight top hugging my d.d silicone breasts , strutting along in my kinky little p v c knee high boots and totally dressed.
    I was passed by cars several times but acted confidently and I think managed to pass myself of, but one woman really did look at me from the opposite pavement across the road, then she smiled and said good morning with a knowing smirk of satisfaction, she knew what I was.
    But I know she knew that as a male I had submitted to and given into the ever growing female awareness in myself and that being the case she didn’t mind that at all because I was now outwardly showing I was lost to and accepting being feminized. May be that explains the knowing smirk and my feeling of enslavement the male surrendered and, the female she was and the one inside me had won. That’s what she was pleased about knowing. I was finished as a male, my male self being finished off with every feminine action and thought that happens or occurs.
    I bet she’s still got that self satisfied smirk still on her face now, and then she’ll tell her friends and ………
    Deborah x

    • Author
      Leah Princess 8 months ago

      The smirks are interesting! Some come from the strangest people. I recall one 50-something couple that looked at me – she looked jealous and he looked lustfully.

  7. JENNIFER Schmidt 8 months ago

    2 weeks ago I got dressed in my Red dress and nude heels I put on my makeup and got in the car and went to Krogers. When I walked in a woman who was shopping stopped me and said how much she loved my heels I said to her thank you and walked on .I got a few feminine things and checked out . This was the first time I was out in a while and I loved it

  8. Julie Carson 7 months ago

    When i was 12 i would watch as my Mom would do her makeup and felt a need to try it for myself. I was babysitting one nite and tried putting some lipstick on. Oh how nice it felt, so creamy and smooth and i luvd the color to!!!! Well, back then in the early 60’s smoking was accepted and so i lit a cigarette and smoked in a very feminine manner. I began getting feminine rushes like a woman was taking over my body. I smoked 3 ciiggys and tehn cleaned my face and went to bed. The next morning Mom asked me when i had started smoking. How did she know? She slid the ashtray with my butts in it. Oooopppps. Lipstick all over them. And that was all she said.

    A few weeks later she asked me to babysit again. As soon as she left i took out all her things i wanted to try on from underrgarmenst to dress heels purse. I used socks to fill her bra and then proceeded to do. My makeup completely. I looked like a girl. My hair was to my shoulders so i put it in a pony tail, put my purse over my shoulder and realized i needed to tinkle and so i went to the ladies room.

    It was then i realized that it takes a woman so long to put herself back together and tinkling. And then i decided to freshen up my lipstick because i so loved the feel and look. I even lit a ciggy and again smoked like girls do. I opened bathroom door and Mom was standing there. Ooopps oooopps again. She said she thought so and told me she woudl meet me in the living room. Have u ever tried walking down wooden stairs in high heels and try not to make noise? I stopped in the kitchen to put out the ciggy and she told me i neednt do so but to bring an ashtray.

    So i sat on the couch in the living room smoking like a girl with my legs close together and glancing in the mirror over the fireplace seeing how feminine i looked. So when Mom first came in the first thing she asked was about my smoking. I confessed that i was a half a pack a day girl. She saw i inhaled so she told me i was hooked which i already knew.

    Then she asked why i was dressing in womans things. I didnt know what to say but i blurted out i liked looking pretty. And wished i was a girl. In the end she just told me to put her things back when i borrowed them and left me there. I felt confident to let my feminine side show more and more and a few months later when we were chatting she told me she thought i was gay and that it was ok, she still loved me. I had not thought of that but once the thought was in my head i decided i needed to try it out. She was so smart……

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