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Andrea's Beginnings

by Candy Heels

 

Andy Taylor was 13 and a freshman in high school. He was also new to this town, as he and his divorced mother had only recently moved to this area in order for her to begin a new career. He was a very petite boy at 5’1" and 110 pounds. He had striking blue eyes and rather long and unkempt blonde hair. Being tiny and new Andy had made few friends but he had always been a bit of a loner. The other teens left him alone and he preferred that anyway.

Generally, Andy did not care for school but the class he was about to attend was an exception. Ms. Robinson’s English literature class was something he looked forward to everyday – it was the only class that Andy made a point of sitting right in the front row. He hated weekends waiting with excitement to see her again on Monday. You see Ms. Robinson was a beauty. She was petite at 5’2", lovely long black hair and beautiful blue eyes. And she did make the classes interesting but that is not why Andy was obsessed with her. She was lovely but there were many beautiful women that Andy had seen. What made her special to Andy was her shoes – always high heeled shoes; it seemed like a different pair every day – she must have hundreds of pairs. But they were all terribly high, they all had ultra thin stiletto heels and they looked like they all must be at least 5" high. They all had narrow pointed toes and many she had worn to class were so low cut that Andy could often see some of her toes as she walked back and forth in front of the class constantly distracting him with the delicate click of her stilettos on the tiled floors. He wondered how she walked so easily, with such grace; he wondered why she never seemed to sit and hide her wonderful legs behind the large desk and he wondered why she always seemed so comfortable unlike his mother’s constant "my feet are killing me".

The obsession with high heels went back as far as Andy could remember. As a little child his mother had regularly scolded him when she found him playing in her shoes. Little did she know that he was still wearing them when she was not there to catch him. But mother’s shoes were still too large for him – she wore size 8B and they were all too loose. With the exception of one old pair she also had no high stiletto heels like Ms. Robinson’s. What his mother called high heeled shoes all had thicker heels typically about 2" high and while they helped him feel better, he wondered why she had kept and never repaired a beautiful pair of suede pumps with 4" stilettos and pointed toes. At some point she had snapped the heel from one and discarded the pair into her closet. At every opportunity Andy would wear them standing on tiptoe in the one with the broken heel. As he studied his legs and arches in the mirror, he fantasized constantly about how wonderful it would be to be able to walk gracefully in these delicate pumps. He even considered paying to have them repaired but there would be no explanation that his mother would accept. He had also tired of her berating him for wearing lady’s shoes when he was younger – she had been very cruel.

Friday was a particularly wet day with steady drizzle. Andy was walking to school after having done some errands in town. He could not believe his eyes because waiting at the corner for the light to change was Ms. Robinson also apparently walking to school. She wore a straight black skirt, a white silk blouse and a very nice grey jacket. Her nylons were sheer and she was wearing a pair of black patent pumps with 5" stiletto heels. On the pointed toes was a lovely black patent bow. He had never seen these before. The bows were patent but looked large and soft. He could not get over how feminine these high heeled pumps were.

Andy walked up to the light and smiled at her. She said,

"Good morning Andy" and he was so thrilled that she knew his name.

He said, "Good morning Ms. Robinson, I didn’t know you walked to school."

She replied, "Yes, it’s only a few blocks from my apartment. Would you care to walk with me?"

It was wonderful. She talked about classes, the weather, almost everything but Andy was in heaven – looking at this beautiful lady and listening to every clear click of her stiletto heels on the wet sidewalks. He was amazed with the ease she displayed walking so quickly but so gracefully in such high heels. It seemed her arches were vertical. Clearly her size was much smaller than that of his mother and he thought how he would love to learn to walk as she could.

Apparently with his dreaming and her beautiful smiling face talking with him, neither of them noticed that the wet area in the crosswalk was actually quite deep. It came right over the top of Andy’s running shoes and only the top of Ms. Robinson’s heels remained above the surface.

She said as they emerged from the deep area, "oh darn, my shoes are all wet. May I use your shoulder for balance?"

She placed one hand on Andy’s shoulder as she removed each of her high heels in turn and emptied the water from each pump.

Andy said as he stared at this lovely picture, "Ms. Robinson, I hope that water won’t hurt your beautiful shoes."

She looked at him intently as if she had seen something special and replied, "oh no, they will be fine when they are dry and fortunately I have another pair in my desk at school. Do you really think my shoes are beautiful Andy?"

He blushed wishing he had been more careful but admitted, " Oh yes, you always wear the most beautiful high heels and you seem to be so comfortable wearing them."

She stared at him intently for what seemed to be an eternity and then replied, "Why thank you; what a sweet thing for you to say to me."

The rest of the way they talked about school and when they entered the class, she went to her desk and Andy sat at his. She went to he bottom drawer and took out a lovely pair of totally plain pumps in black leather. As every other pair he had ever seen, they had very high stiletto heels and pointed toes. She set them on the floor and slipped each foot out of her wet shoes and stepped into the new pair. My God he was shocked at the grace and balance she displayed. All through English class the black patent pumps sat standing next to her desk only a matter of a few feet from his eyes. He wondered why she left them there in torture at the wonderful steep insoles he could clearly see.

At 10:00am when it was time to rotate to history class, she smiled at him as he left – a heavenly smile from her lovely face and gorgeous red lips.

After PhysEd on Friday the school vacates rather quickly with everyone planning their weekend. It was 5:15pm by the time that Andy finished with his shower. He dressed and was leaving the empty school as he walked past Ms. Robinson’s classroom. The lights were off and the room was empty save for the desks and a black patent pair of stiletto heeled pumps still sitting where she had left them. Andy was overcome. He had to hold them.

He entered the room and closed the door behind him. He walked to where they sat and was almost frozen. He bent down and picked them up. They were so delicate. On the insole was some gold printing possibly Italian or Spanish. The size seemed to say 36, which was a very very odd number to him. Andy sat and studied them from every angle.

As he stared at them he unconsciously kicked of his running shoes. He had to try them on but they seemed so tiny and he thought his toes might never fit in the tiny pointed toes. He stood the pumps on the desk and removed his sweat socks glad that his feet were clean from the shower. Holding each pump below its delicate heel he slid his toes into the pointed toes and to his shock the pump seemed to work onto each foot with some ease. While the fit was firm and snug, it was neither tight nor uncomfortable – it was as if her size and his was precisely the same. He sat and looked at his feet – they looked like hers – so steeply arched – so pretty. He had to stand.

Andy stood and was so careful not to put his weight on the thin delicate heels. There was no way they could support his weight he thought. It was so difficult but so wondrous being so high on tiptoe. A few steps and Andy could almost not cope with the feelings deep in his being. And then he saw the face in the small window at the door. It was Ms. Robinson watching him. Andy froze in terror and shame.

She entered the room so gracefully walking to him in her black pumps. She said,

"I see you like my high heeled shoes more than you told me. They seem to fit you perfectly"

Andy hung his head wishing he could disappear and said,

"I am so sorry. What are you going to do to me?"

She smiled and said,

"Why are you sorry? Do you not like wearing my high heeled shoes?"

Andy with his head down could see her legs and shoes and felt it was time to be totally honest,

"I really love wearing your high heels. I have feelings I cannot explain but they are wonderful. It must be heaven being a woman and being able to look like you do – to be able to wear high heels anywhere you want"

She thought for a moment and studied him

"I believe I might be able to help you but first we must teach you to walk a little more easily. You can place some of your weight on your heels. They will not break." He truly enjoyed her calling these pumps his heels. "Take smaller steps than usual with one foot in front of the other and feel like you are walking on the inner edge of the heel – yes that’s it, you are improving so fast." She said with an encouraging smile.

And Andy was learning quickly. It wasn’t easy – he could not take his thoughts from his high heeled shoes but he did feel that he was becoming more graceful. She trained him for about one hour with firm but positive re-inforcement and he became better and better. He was concerned though because the balls of his feet and his arches were getting very sore. He feared saying anything but then she said to him,

"Alright it is time for you to take off those high heels; I am sure your feet are terribly sore"

Andy resisted,

"Oh no Ms. Robinson, my feet are fine"

She smiled and said,

"Soon they will be fine after hours in high heels but I know they are not now and it is also much harder without stockings. So take off your high heeled shoes. Tomorrow is Saturday and I want you to come to my home at 10:00am. Tell your parents that you are completing an assignment for me and that you will not be home until after supper. Now go home and I will see you tomorrow."

Andy handed her that patent pumps and she clicked out of the class and he could still hear her heels as she left the empty building. He was terribly excited but also felt a strange loss.

 

To be continued

 

 

 

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