Disclaimer: this is a story involving adult themes and topics, written by an adult for the enjoyment of adults only. If you are not a legal adult in your state of residence, do not read this story.
My Lovely Neighbor (Crossdressing)
The early morning when, depending upon Daylight Savings Time, it's either still dark or the sun is just coming up, is the only time I dare crossdress to any extent. It's my default job to walk the dog before my wife and I go to work. I quietly slip out of bed and slip into ladies attire appropriate both for the weather and what might draw too much attention to myself. So, for example, in the summer I might wear conservative ladies khaki shorts and top in soft colors or in colder weather ladies jeans and pantyhose with tunic sweater or jacket depending upon how cold it really is. I'd never had ladies shoes until I discovered a plus size shop nearby which carried large sizes in ladies shoes. I was delighted! I remember how my heart beat when I purchased my first pair: ladies sneakers. Since then I've added sandals, clogs, and even casual ankle boots which I wear "out" in public.
There are two ladies in their early 60's who walk together in the mornings in my neighborhood, one married and one a widow. They are both friendly and I've known them casually for years. I will often see them individually as the walk to meet each other, but have never talked more than about the weather for any length of time until recently.
For a couple of days in a row, I happened to meet the widow, Alice, and we walked together chatting for a few minutes until our paths divided. On about the third meeting I happened to be wearing dark pantyhose under jeans and some feminine sandals. The jeans were ankle length, leaving an obviously gap of bare leg showing. Alice asked me where I'd purchased my "cute sandals". I was both surprised and embarrassed, since it's been my experience that most people really don't pay much attention to the details of clothes other people are wearing.
"Well, I don't really remember," I stammered.
"Oh, that's OK," Alice replied. "I was just wondering."
That was a real turning point as it works out. Had I finally been found out? Had I wanted to be caught all along? I didn't see Alice or her friend for over a week. I didn't change my morning crossdressing habits and didn't try to see them either.
My wife often travels for business and I was taking her to the airport early one morning when Alice and her friend walked by the house. My wife and I chatted with the two ladies briefly, and they wished her a good trip. I always missed my wife when she was gone for more than a few days, but I also secretly looked forward to the extra time to crossdress while she was away.
That evening after I came home from work, I had already shed my business suit and was preparing my dinner, wearing spandex tights and a long shirt. I also put on my clogs that I loved to wear around the house. That evening I had taken the private opportunity to put on a light coat of makeup and some subtle lipstick. And all in all was feeling very warm, fuzzy, and feminine! The doorbell rang. Alarmed I peeked out to see Alice waiting under the porch light, holding a casserole dish.
I carefully opened the door and stuck my head out. "Hi Alice," I ventured.
Cheerily she said, "I thought I'd bring over something for your dinner since I know your wife's away." She opened the door uninvited and brushed past me, saying "Hot, hot, hot!" and put the dish on my kitchen stove. Turing and taking off the oven gloves she was wearing, she looked closely at what I was wearing.
I was definitely uncomfortable. "Uh Alice..." I started to say.
"Don't mind me, honey. I know we all have to relax after a hard day. We all like to let our hair down!" She smiled broadly, and came over and gave me a hug. "What are your making?"
"Just some salad, I'm afraid." I looked away and found that by talking I eased some of my embarrassment. Biting my lower lip, I took the plunge. "Would you like to stay for dinner, Alice?"
She looked at me and smiled. "I'd love to, my dear. Here, let me set the table."
May be continued. What do you think?