Background
It was my last term of my senior year in high school. I finally had something called a free period. At 18 I had enough credits including my current term's courses to graduate. Thus I had one period out of the day that I didn't need a class to fulfill graduation requirements. My scheduling allowed me to have my free period as the last period of the day.
Down side, I still had remain on school premises.
So, I decided to see if they needed any help in one of the offices.
As luck would have it, I was able to be of assistance in one of the counselor offices. Ms. "A" was the counselor I was assisting. I mainly did filing chores or went to a classroom to summon a student for a consult with Ms. "A", and then escort the student back to class. Time generally passed by quickly. I looked forward to my free period, as Mrs. "A" was a wet dream for me.
She had frosted silvery hair. In her early forties. About 5 feet 2 inches. Petite in stature, with small, pert breasts. I guessed them to be a handful, which later on would define my standard for perfection.
But her greatest features were her legs. She wore short dresses that barely came to mid thigh, and showed off her figure. She also had light blue/gray eyes that seem to always sparkle. When she smiled, her eyes would twinkle. Her eyes suggested a lot of life behind them.
I think that she was not aware of how her dress affected me.
On many occasions I would catch my breath as I watched her bend over to retrieve a file, watching the dress ride higher and higher up. Revealing more and more of her shapely, supple legs. I often imagined that I might someday get luck and see a glimpse of a stocking top, and hint of bare skin. Her legs were truly a sight to behold and enjoy. And as I said I did believe that she was unaware of how her charms affected me. On these occasions, my cock would swell, causing me to shudder as it wrestled to find freedom from the tight confines of my jeans.
As summer was drawing upon us, her dresses grew lighter in weight, and on occasion more revealing. It was for these days that I lived.
One dress that I can still see in my mind and causes my cock to still flutter is a light green one. Scoop cut, low enough, that when she leaned forward, I could see her silky pale green bra encasing her wondrous orbs. Her breasts seemed to form two perfect mounds, with a small valley between. My cock would give me fits as my eyes enjoyed the vision before me. My imagination completed the image by seeing two hard eraser tips jutting out from the very tip of those heavenly hills. Two engorged nubs that would be so sweet to feel between my lips, and the beginning of a mouthful of her sumptuous treats. Ahhhhhh, I silently sighed as I felt pre-cum ooze out of the tip of my cock and a growing wet spot wet my cockhead.
I noticed that Ms. "A" was looking at me with a amusing expression on her face. I think she enjoyed my growing blush as I quickly looked askance, the blush my outward sign of being caught with my hand in the cookie jar. A cookie jar worth enjoying as I was to find out later.
After being caught, I noticed that Ms. "A" leaning forward on several occasions, always catching my glances, and always smiling as I blushed. I think she enjoyed knowing that she had a hold on me. On one occasion, she came around from behind her desk, and casually sat on top of it. I was seated at my work area, and when I looked up, I saw her sitting right across from me.
My heart caught in my throat.
Her legs crossed over at the ankles, but what had my riveted attention was the hemline of her dress. It was now just inches below her thighs. I was treated to a vista of her shapely legs as never seen before. I could see the green cast shadows of her stocking clad thighs beneath the dress. I could see where the seam where the leggings gave way to the crotch. And I could see a teasing hint of the pale green of her panties. And my cock was like a flagpole, desperately trying to find room to worm its way into.
Then her legs crossed.
And I almost swooned. As I caught the briefest of glimpses of more of her panties, before settling for a glimpse of her thigh almost to her shapely ass.
At long last, I looked up, and was greeted with a look of amusement and bedevilment. Ms. "A" was in control and she knew it. Our relationship was taking a turn.