Thread: [Non Fiction Stories - Voyeur] Upskirt stories
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Old 07-02-2020, 04:50 AM
Lucky_doug Lucky_doug is offline
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Smile [B]Shoe Store Experiences 2[/B]

As I mentioned previously, to get through college I worked part-time in a shoe store. This benefited me in many ways not the least financially getting me through the financial burden of paying for my courses. I also learnt practical lessons in business and the importance of providing good service.

But most apropos to this meme are the ample opportunities I was granted to see up lovely ladies skirts. Of course some of them weren’t so lovely, but hey, an upskirt is an upskirt, some are better than others in different ways but they all represent a victory over, and a vanquishing of, the forces that would prevent us seeing secret delights beyond the view of everyone else. The sexy panties, knickers, thongs or other intimate apparel that covers our pretty women’s nether regions.

We have a great mayor in our town, Mary Marsden, a pretty divorcée, thirty-something brunette with long hair and a cute butt-to-boot, oh and did I mention she’s got a great rack too?

Anyway, one day she surprised us with a visit to the store. We all thought she was just coming to see the local merchants and how we are doing, but as it happens she genuinely sought out a new pair of dress shoes for her social engagements.

It was my lucky day as it was I who got to serve her, and serve her I would.

My luck held even further as she was dressed in a fashionable knee-length skirt and a light blue blouse, semi see-through so her bra-encased breasts were fashionably presented.

I intended to use my charm and my ‘magic’ hands to get her into a suitable frame of mind to make my aims achievable. I was initially a little daunted by her status as mayor of the town but we soon ‘broke the ice’ and she became just another good-looking woman whom I planned to see up her skirt.

I asked her to select some examples of shoes that she liked and I suggested another two which I brought from the stock room at the back.

Soon I was into proceedings both verbally encouraging her to relax and let me do my job and the physical contact of skin-on-skin to induce a feeling of calm serenity that would allow me to ply my ‘trade.’

She responded as expected to my touch and caressing of her feet, which was, of course, aided by my smooth-talking spiel and was soon relaxed and enjoying my touch and soothing massage of her feet and lower legs.

She had a younger side-kick assistant accompanying her making sure she didn’t receive any undue attention from the public and also trying to keep her on schedule for her next appointment, but I soon gathered that it was Mary’s choice that finally decided how long she would remain here buying shoes. I also made a mental note to try and get her pretty assistant, Charmaine, to come in a get a new pair of shoes herself, by asking Mary to refer me to her afterwards.

I was working on Mary’s legs and we tried on several pairs of shoes, all looked great on her, especially the heels. She had great legs and excellent poise and really knew how to comport herself properly like a lady should. Unfortunately, one aspect of her lady-ness would today be lacking as I calmly assisted and promoted a feeling of well-being as she parted her knees and opening her legs for me to take pleasure in the view that was about to unfold.

I didn’t have time to develop the scenario setting I have used on other ‘fillies’, but my abilities to induce a feeling of relaxation and ‘all’s well with the world’ in my inductee allowed me to achieve similar goals.

Mary’s prone position was partially hidden from her assistant and so she didn’t suspect anything was amiss. I pressed on, Mary’s legs were now sufficiently apart to allow me to see her pink panties, delightful. I much prefer bikini or hi-cut panties to a thong, which in my opinion is crass and lacks class. Mary was wearing a pair of bikini briefs that perfectly covered her mound, she obviously maintained a well-kept ‘garden’ as I couldn’t discern any stray pubes. She was responding perfectly to my advances and light touches and I soon had her making little movements on her seat suggesting how turned-on she was. Her arousal became more obvious the longer I went on so I decided to cool things down and bring things to a close.

Bringing her down from her sexual high I completed the sale and she left very happy and in a good mood the proud owner of 3 pairs of patent high-heeled pumps. She didn’t leave before giving me her number, no not her private number but the one to her office and said that next time she would call to arrange a private fitting in her mayoral chambers. I really considered that a sign of how well I had performed. The other staff were not aware of this private arrangement but the fact that I had sold the mayor three pairs of shoes earned me no little recognition and appreciation.

Felicity Kroneker had inherited the store from her father who opened in back in the 60s. But because of her business acumen and her resolute will to succeed it had grown to a business that now had ten outlets across the state and was one of the leading shoe businesses in the region.

Felicity was one of the town’s leading lights and on the council’s Board of Trade and Small Business. She was in her thirties but still; single which people found strange given how attractive she was and how much she was worth. She liked to explain it that she had never found any one she liked enough to settle down with and in any case her time was shared with her business and looking after her mother and her two German Shepherds, Kraus and Bender. Felicity was 5’ 8”, slim with an athletic build, jet black hair and a figure to die for.

I had met her briefly when I was initially hired but now I got to meet her properly and enjoy an impromptu talk and discussion about how I was doing and my prospects moving forward. I was still enrolled in college and thoroughly enjoying the course and though I had no interest in dropping out Felicity was seriously offering me full-time work if I wanted it.

She was intrigued with how quickly I had picked up the finer points of salesmanship in the footwear industry. She invited me upstairs for a friendly chat and discussion.

At the same time she was interested in my technique as I had rapidly ascended the ladder of sales in the company and she wanted to see me in action. I told her I would be happy to demonstrate my abilities but it would have to wait for another day as the store was busy and they were short staffed. I apologised to the boss, but in passing I told her to wear a skirt. At the time I didn’t realise that this could be easily taken the wrong way, but I saw she wasn’t upset by this request, more curious than anything.

I explained that I came from a traditional background with good old-fashioned values. Women in order to look their best should dress like women and that implied a skirt or dress. Furthermore, I respond better when I am in the right frame of mind and if the customer is dressed in a classy way it makes my abilities better. A little like ‘dressing for success’ it puts you in a positive mind set to go forward and win. She liked my explanation and agreed to comply with my wishes.

The following morning when things were a little slow in the store she came down and asked me to serve her.
“What are you looking for?” I enquired.

“A pair of boots, please”

Well this was interesting, It would also give me the opportunity to reach up her legs, always a great chance to avail oneself of a woman’s charms.

I should point out that she was wearing a knee-length beige wrap-around skirt which offered all sorts of possibilities.

I started as I always do by engaging her in light conversation while at the same time removing her existing shoes to measure her foot-size.

I carefully followed my tried and tested formula. Light caress as I measure her feet followed by gentle massage of the calf region of the leg. She commented on this, asking me where I had learnt this technique.

I responded that I ‘intuited’ it, just something I developed myself but when I saw how effective it was I continued to use it.

She seemed genuinely impressed with this and let me continue. She had chosen two different styles of boot to try on and I added a third. This would afford me more opportunity to feel her up and gain access to her, no doubt, delectable charms.

Now I know I was potentially stepping on ‘thin ice’, one false move and I could get myself fired, not to mention arrested if she so desired, but so confident was I in my abilities that I threw caution to the wind. Not only that but in her present state of relaxation I doubted she would press charges and so I carried on.

As I ran my hands up her legs and caressed just behind her knees, incidentally one of the erogenous zones a woman possesses, she commented on the lightness and delicateness of my touch. Something I already knew and tried hard to cultivate. She was intrigued but the acuteness of her mind was temporarily dulled in her present state of serenity and calmness.

I asked her to stand to see how the boots looked on her.

“Take a walk and wander over to the mirror and see for yourself how good they look on you.” I offered.
She was dutifully impressed by my method and treatment of a customer, and credited me with skills that it often took others years to acquire or develop.

When she returned I asked her to remain standing and I asked permission to reach up to her inner thigh to feel her muscle there. This was really taking a liberty as I would be reaching beneath her skirt but I had anatomical knowledge to rely on in this case and it wasn’t just some more of my BS. After all this was the owner of the store, and who if anyone would know more about the footwear industry than her.

But I had a different angle. I was interested in sport, in fact I was doing a sports physiology course so I knew about human anatomy and how things should be ideally. These boots had a heel which was about two inches, nothing extravagant but nevertheless significant. With incorrect posture over the long term this can cause serious malformation of bones, cartilage and connective tissue and irregular wear of joints. Things one shouldn’t take lightly. If shoes are fitted properly then one avoids all these pitfalls, but if not, ‘you takes your chances.’

She liked my approach and allowed me to feel up her legs. Oh bliss. She had lovely gams, I couldn’t get enough of stroking and caressing them, and it would seem nor could she as she seemed to encourage my efforts.

I had reached quite a way up her thighs, another inch or two and I would reach her panties. I didn’t want to attract undue attention as all this was taking place in the store and what I was doing was extremely unorthodox and the person I was doing it to could land me in deep sh*t.

I could definitely see she was enjoying my ministrations and would have let me progress higher but thinking that ‘discretion is the better part of valour’ I decided to leave it for another day.

I told her to sit and progressed to remove her boots and try on another pair. This allowed me to gain access to what I had planned all along to see her panties, white plain cotton ones, but the way they tightly covered her mound and the slight crevice in attendance told me what I wanted to know. She wore them with a class that belied their simplicity and leant her an air of sexuality that few women truly exhibited.

I enjoyed another ten minutes trying on the other pairs and got to see more of her crotch region with each pair we tried. But she had to get back upstairs, she was pretty steamed up by the way, and probably needed to take a detour to the ladies room to freshen up or cool off a little, allowing the opportunity to relieve some of that pent up arousal.

I mentioned quietly that the next time we should do this upstairs in the privacy of her office. She thoroughly agreed. And so ended a very fruitful meeting with my boss and owner of the store, a real lady if there ever was.

In time I met and serviced many important personages from the town and with my ‘magic hands’ was able to access the reaches of many women’s hidden treasures beneath their skirts.

This job turned into a golden opportunity to follow my secret obsession, but it was so much more, and I realised that I could get to meet and date many women I secretly admired and yearned to socialise with but felt I was not in their league. This allowed me to ‘level the playing field’ and meet and enjoy their company and more. I also realise that I possessed a rare skill with which to seduce women. Something that they would appreciate when I used it not like a secret power to deceive and take advantage of others with.
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