Here I was once again sequestered in my room, not allowed the association of humanity and of all times, on a beautiful late nineteen fifties New England summer evening.
All agony was because that brat of a sister of mine set me up again, who had just turned sixteen and that I was eighteen. But unfortunately for me she was mom and dad's little sweetie whereas I tended to be a little rough around the edges. So obviously whenever a dispute arose her cute and sweet would always won out over my not so cute. That's why, even at my age, it seemed I always was the one to be relegated to their room.
I realize today it is hard to fathom that someone of that age would have to suffer such childish punishments. But back in that day and age, when you were under mom and dad's roof, regardless of age, you were also under their thumb until you left home.
We lived in west suburban Boston; an area that was jam-packed with double deck two family homes and so did my family, we lived in quite an average two family ourselves. Each if the two apartments normally had six rooms but ours also included a finished attic that my dad had converted into two additional bedrooms. Mine was the one that faced the back yard and the front one was my older brother's that was mostly vacant at that specific place in time because he had been drafted into the Army.
On that particular Friday evening that I was grounded, my parents had company to keep them occupied so I decided to make the great escape. Out of the bedroom window I went onto the back porch roof and using the emergency fire escape rope ladder I climbed down to the first floor porch jumped onto the railing and off into the night with my pals.
Knowing I was grounded for a week and not wanting to be dumb enough to get caught I decided to be home before eleven because that was the usual time my aunt and uncle normally left. That way I wouldn't be leaving myself vulnerable to any bed check the warden, mom may decide to conduct. So I hustled back at about ten-thirty, got onto the first floor porch and began to quietly make my climb to my attic room.
I got to about the fourth or fifth rung of the rope ladder and just happened to glance toward the lighted window of the first floor apartments back bedroom. At the top three quarters of the window were drapes of some sort that were always tied back at the sides and the bottom two thirds were covered by accordion type shutters, those were almost always closed and you'd have to be seven feet tall to peek over them. But from my perch on the rope ladder I had a clear view over them and could see the entire bedroom. When I glanced in I dam near had heart failure, talk about perfect timing. I watched just as Mary dropped her uniform blouse to the floor and stepped out of shapeless uniform skirt.
Mary was late thirties and the daughter of an elderly couple that rented the first floor apartment from my dad. Both her mother and father were in poor health and Mary like many women of her day remained single to care for them.
Mary was a to most people's eyes a plain Jane, but to me I knew that beyond that uniform she wore was very attractive woman that dressed to hide her looks. Each day she wore the exact same outfit because she was the manager of a famous chocolate store chain. But I was observant enough even then to notice that an extremely shapely body was hidden beneath that false faΓ§ade. But when I said something like that to the guys I hung with the laughed and called her a wrinkled up spinster.
Tonight, before my adoring eyes was the living proof of my assumption, she was breathtaking Mary stood there in only her underwear. Her plain Jane candy store uniform now little more than a heap of cloth on her bed, as she stood there apparently looking at herself in her dresser mirror. All she had on her gorgeous body was her bra, white silky granny panties, as they call them today, and a white garter belt that held up those white nurse type stockings that were part of her uniform.
Sitting at her dressing table Mary let down her thick wavy hair that reached well beyond mid back, and began to give it what I hoped was going to be the proverbial hundred strokes thought to be good for your hair, but more importantly caused her breast to shudder with her motions.
I didn't want to miss the rest of the strip show that I hoped was yet to come but I had to be sure I could stay for the entire display. So I scampered up the rope ladder and into my bedroom. I took off my shirt and jeans, put on my robe and slippers and went down stairs as if I going to the kitchen to get a coke.
I smiled like an angel making very, very sure to greet my aunt and uncle warmly before heading to the refrigerator. Using my brain assured me that mom would be thinking I was a good boy and most likely wouldn't be checking on me now. So I flew up the stairs back into my jeans and pullover, then back down the ladder, this time with my Boy Scout binoculars. I took a position behind the corner post that held up the porches and behind some of her laundry she had hanging out, I was sure this way I remained unseen.
Once again I arrived in perfect timing, I watched her finish brushing her hair, swung the chair around facing in my direction as she crossed one leg over the other and began to roll down her stockings before standing to remove her garter belt. With my powerful boy scout binoculars as she crossed her legs and uncrossed her legs rolling down her stockings I had such a clear view that I could count the hairs that poked out of the sides of her panties. I could even see the outline of her pussy lips as the panties moved across them with her movements making me wish I could hold on and jerk off at the same time.
Once the stockings were laid across her bed, Mary stood removed her garter belt, reached behind her back to unhook her bra. My eyes hurt from their unblinking stare as she let her bra fall down her arms and onto the dress and stockings that were piled on her bed.
There before me were two of the most perfectly formed breasts I had ever seen, I was sure that they were carved by none other than Leonardo himself. They were beautiful, not overly large but firm and perfectly conical in shape. They had large tan areolas that were enhanced by the enormous puffy protrusions that were her nipples.
Honestly I had seen very few, but teen pervert that I was an expert on every porno magazine that I could get my dirty hands on, but none had ever displayed a pair this perfect. And with Mary's on a display my heart was beating a million miles an hour then she almost caused a brain hemorrhage as she sort of bent forward twisting her upper body this way and that, up and down, back and forth for a few minutes. It was obvious that she was trying to stretch out some kinks in her back but what a show. Then she donned her robe synched it tightly; slipped into her slippers and left the room turning out the light, show over.
I scaled the ladder folding it correctly putting it into its storage box just inside the window so no one would be the wiser, particularly dad who checked the thing for safety frequently.
I threw off my cloths, jumped between the sheets and took my current problem in hand and stroked to the pleasure of the recent visions. Once I relieved the pressure a second time, I put on my robe and headed for the bathroom. After I relieved myself I flushed and noticed that the water pressure was low. The only time that happened was when someone downstairs was showering. I realized now that in the future I should jerk off only once and then climb back down to the window for when she returned.
*
Chapter II
After that first night watching Mary I realized that her store closed at nine-thirty on Fridays that is why I caught the show at almost eleven pm. From then on I was there every Friday night alone with out fail, I at least had the sense to tell no one about my private show until decades later in this story.