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.
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!