I had been saving up to buy myself a long pair of black kid leather gloves that I had seen at Saks 5th Avenue on one of my shopping forays.In order to make an event of it, I had taken the whole day off because I wanted to take my purchase home and get all made up and dressed up with my new gloves.
When I got to the counter, the saleslady was assisting a very attractive and well dressed mature woman . She was wearing a soft b lack lambskin leather skirt and a black cashmere sweater. The skirt was to her knees and almost met her black designer boots. The only jewelry was a string of pearls and plain pearl earrings, and she wore a 3/4 length leather coat that must have cost a fortune. Her glistening hair was neatly coiled and coiffed. It was all that I could do not to stare directly although I did manage to keep catching glimpses of her as she leaned over the counter.
The sales lady acknowledged me and told me she would be with me shortly. I did not mind of course because I was loving the show. She knew me because she had waited on me before while I tried on gloves. She brought out a pair of long formal white kid gloves all wrapped in tissue paper for the classy lady. I could smell the aroma of the new gloves from where I was standing. As the lady examined her white kid gloves, the sales clerk came over to me and asked if I wanted to see the gloves that I had tried on before or would I be interested in some unlined kid gloves they had just received. I said that the I would prefer the unlined gloves and asked if Icould try them on. Of course I was dressed as Richard at the time. I had made sure to wear a short sleeve shirt so I could try the gloves all the way up my arm. She brought out a pair of exquisite black kidgloves and I slipped my left hand very slowly working the smooth leather up my arm. I gently pushed every finger over the soft leather and tugged on them gently so they reached just over the elbow. At this point, the lady who was looking at the white kid gloves saw me admiring this ladies' glove that I was wearing. Of course I was used to the various reactions that I would get from women when they saw me wear women's gloves. She smiled at me and said," those are beautiful gloves and they fit you perfectly. You must have small hands" I thanked her and told her that yes I was fortunate to have small hands and that I always preferred women's gloves to the bulky kind that men wore. I don't know why I did it but I also blurted out that I could wear a lady's size 8 in a shoe or boot. By this time, she had put on the white kid glove and the sales lady was helping her to fasten the three buttons at the wrist. I smiled at her and said." Now those are beautiful gloves. I only wish that I could afford them" She smiled back and said," Well maybe someday you will"
I took the glove off that I had tried and the sales clerk put them in a box as I counted out the money that I had saved. When I left the glove counter, I stuck my head in the ladys' shoe department. They had the most gorgeous designer boots, all so beautiful and so expensive. I picked up a pair of knee high boots that were all leather lined and drank in the aroma of the leather. I walked through the display checking out shoes that I thought that I would like to have if I could afford it. I was surprised by a voice behind me. It was the white kid glove lady who had followed me into the shoe salon. "well it seems that we have similar tastes and a love of leather" I must have blushed a little because I thought she had seen right through me as a crossdresser, for then she said" there is nothing wrong with liking nice things". I babbled on how I had saved up to buy those gloves and how I had taken the whole day off. When she heard that, she said," Would you like to stop and have a cup of coffee so that we can discuss our fascination with leather gloves". As she said that she pulled a pair of 8 button kid gloves out of purse and carefully put them on, watching my reaction as she did so. My throat went dry and was barely able to say that I would love that. Heck, I would have spent all day staring at her.
She asked if I would mind if she took her car, a silver Mercedes coupe. I was thrilled at being with this wonderful lady. We found a small coffee shop and slid into a booth towards the back. She took the white kid gloves out of the box and showed them to me." Can you believe they want $200.00 for these" i told her they were the most beautiful things I had ever seen. I felt that she was seeing right through me in that I had dreamed about wearing gloves like that all my life. She told me that she was a dressmaker and had an exclusive clientele which supported her very well. Judging by the way she dressed and the Mercedes she must have charged a fortune. I then told her that my mother had been a dressmaker and that when I was 12 or 13 she would use me as a model to hem evening gowns and even wedding dresses. She chuckled and said that they were times when she could have used a model..
She never took her kid gloves off as she drank her coffee. Then she came right out with it as she put her gloved hand over mine and said,"You are a crossdresser aren't you. Judging by the slim build and the girly features, I bet you make a beautiful girl" Come to think of it I do have a couple of dresses that you could help me with if you have the time". I almost choked on my coffee. Was this a dream or was this really happening. I told her that I would be glad to help her.
Her dressmaking shop was just a short distance from the coffee shop and she held my hand in her gloved hand all th e way. When we got there she walked me into a large closet which was lined with formal evening gowns in every shade and fabric. She said" Go ahead and pick one out.I think that the majority would fit you', as she took off her coat but kept her gloves on. "You don't mind if we have a little fun do you. I really don't need any help to hem the gowns." Let's see if we can make you into a debutante." I picked out a rich emerald green satin gown with a fitted bodice and a full skirt and a scoop neckline with little puff sleeves. She pointed me to a vanity where there was an array of make up of all kinds. She must have spent at least a half hour on my makeup and when she finished I felt like a movie star going to the Academy Awards. She went into her closet and came out with short brown hair wig which fit my face pefectly. Then she had me put on a corset and laced it up tight and came out with a strapless bra complete with falsies. Next, she had me put on a brand new pair of lacy thigh high stockings. I thought my legs looked so glamorous as I looked at myself in her full length dressing mirror. I never felt more special when I slipped that gown over my head. She helped me zip up and found me a pair of green satin shoes.Then she took the long white kid gloves out of the box and had me put them on . They reached all the way up to the tiny puff sleeves and i felt like I was in heaven.
In the meantime she took off her pearl necklace and took off her cashmere sweater. She stood in front of me and asked me to unsnap her bra and massage her "puppies" ,as she called them, She wore a leather corset which made her waist look tiny and it felt so good to the touch. Her perfume enthralled me as she stood rubbing her back on my satin dress while I rubbed her tits. She started moaning and turned to me and cupped her well shaped breasts for me to suck on while she put her gloved hands on my satin butt. I panicked because I was so hard and did not want to get any pre cum on her beautiful dress or gloves.. Then she asked me to kneel before her and to pull her satin panties off and smell them, which I did. Then she asked me to kiss her boots starting with the toes and going all the way up to her thighs. Her leather boots smelled like nothing that I had ever smelled before. I gently slid her leather skirt up so I could massage and kiss her smooth white thighs. Then she pulled my head right into her pussy and I started licking and sucking like I never did before. Her moans and her pushes into my face exhorted me to greater effort. I felt that I could go on forever when she took me into her bedroom and had me lie down. She carefully lifted my dress over my head and took hold of my hard cock and mounted me in a serious fashion.She was perpetual motion as I alternated between kissing and massaging her tits and her ass. She finally arrived at a trembling orgasm and fell down on me and kissed me with a full open mouth.
We must have both fallen asleep from the exhaustion for it was dark when I woke up still wearing the dress although the wig and the makeup were a little worse for wear. She came back with two glasses of wine and put her arms around me and started kissing me all over again.