“Come on, I know you can do a better job of hitting than that! Let’s get a good one before you have to go in and finish up that homework. It’s getting dark.” The youngster squared himself up for the coming pitch, concentration intense on his face. As the softball slowly traveled toward him, the bat came around and connected with a loud ‘SMACK’. The ball sailed upward in a high arc, coming down onto the front roof of the neighboring house.
“Alright! Good one.. You better get in and after that homework, your mother should have been back from the store by now and I promised I wouldn’t keep you out here late, so we better get you in before she gets home. I’ll go and shag your ball. Good thing the neighbor lady isn’t home, probably wouldn’t appreciate you lobbing bombs onto her roof! And put your bat away, please.”
As the boy went into the house, he began the search for the ball. This had to be the easiest job he had ever had while he was in college. Just being around in the evening to keep an eye on the kid in exchange for room and board. And the room even had a private entrance and bath, so it was more like an apartment than a room in a private home. Not that he needed all THAT much privacy. The girls at school hadn’t been all that forthcoming and he was pretty much restricted to hoping for more and the casual grope at the movies before that sterile kiss good night.
Thinking he probably should have quit before it was quite so dark, he realized it was going to be tough to find the ball. It probably came off the roof between the house and the tall hedge that masked that end of the house from the street and the streetlight. But, with a sigh, he went into the small corridor and began looking for the lost ball.
“Good thing she isn’t home, that is all I need, to have the neighbor thinking that I am some sort of peeping Tom or something.” To tell the truth, she wasn’t exactly what he would consider peeping material, an older woman, on the heavy side. Not like those women in the magazines, slim with lots of muscle definition, she was more pudgy than anything else, sort of frumpy. Quiet, she waved at all the neighbors when she passed but didn’t seem to be real outgoing. He had never really noticed any single guys coming over to visit, an occasional group of folks over or couples. Generally quiet, pretty much kept to herself.
“Damn, I know the stupid ball has to be here somewhere!”
Concentrating on the search, it was all he could do to not jump when the light from the window suddenly appeared. That extra bit of light did it for him and he spotted the missing ball.
“Oh god, I didn’t even hear the car and now she is home and I am out here sneaking around in her bushes!” Looking up, he realized that he could see directly into what appeared to be a bedroom and his view was essentially limited to a large mirrored vanity. He realized, by looking at the mirror, he could see the rest of the room easily. Because it was dark out, anyone inside probably couldn’t see him. The hedge blocked the view of the house from the street so there didn’t seem to be any reason for her to close the drapes. And, he also realized that she was getting undressed and found himself frozen in place, much like a deer in headlights.
As she began unbutton her blouse, she was dressed in a fairly conservative skirt and blouse, he discovered he was wondering what she really looked like since she usually dressed in loose clothes that made it really hard to determine. She slid off the blouse and he realized what he had always assumed was heaviness was just from the size of her breasts. They were large and heavy. He even thought he could see dark nipples, for the lace of her bra was surprisingly thin given what it was holding up.
She began to unbutton her skirt. He realized he was enjoying this, the added danger of being caught was making the erotic pleasure of watching a semi-stranger undress greater and he was getting hard. She slid out of her skirt and moved to hang up her clothing. He watched how she moved, the cheeks of her ass sliding under the silk of her slip, how her breasts fell away from her body when she leaned forward. She hooked her fingers into the slip and slid it off. Folding that, she turned to walk to the bureau and he caught himself almost groaning, for not only did she have stockings on, but her panties were only the smallest thong! Her generous ass was rounded and the small ribbons that held up her stockings pressed into the cheeks.
He would have never imagined, looking at her dressed for work in drab gray and blue suits, that she was hiding a man’s erotic dream underneath. She was turning the bed down, but he didn’t think she was one of those folks that turned in early. The bed faced the mirror, so he watched her profile as she reached back and unhooked her bra, almost holding his breath. As the lace came away, he saw that he was right, the nipples were large with dark areolas. She lifted each leg onto the bed and began to unhook her stockings and take them off, finally taking off the belt. Clothed only in the tiniest of panties, she reached her hands far above her head and arching her back, stretched. He could see tendrils of hair escaping the tiny front patch of fabric, dark and curly. Walking around the bed again, she passed very close to the window and paused to slide it open a bit, for it was a warm summer night. He flattened himself against the house, thankful for the grass growing there which muffled any sound he would have made.
He could hear her humming to herself as she rummaged around in her nightstand. Curious, he tried to take his eyes off the roundness of her ass where they seem to have stuck and see what she was doing. His eyes grew large as he realized she had pulled an assortment of sex toys out of the drawer and was gazing at them critically. He was beginning to be painfully hard and realized that he was either going to have to pray for a sudden cold rain shower or do something drastic before he could come out from behind the hedge. He heard her murmur, ‘No, not tonight I think,’ as she loaded everything back into the drawer. Hooking her fingers around the tiny sides, she wiggled out of the last bit of covering and tossed it aside. Then she climbed onto the bed.
She took her ample breasts into her hands and began squeezing them, rubbing her legs together slowly. As she squeezed, she ran her thumb over the center and he could see the nipples begin to rise. Then she traced the dark area of her nipple with a fingernail. He imagined that he could see the skin begin to stiffen and pucker, wondering how they would feel under his hands. Were they firm or soft? He suspected they would be firm, for the breasts did not flatten much when she laid down. He saw that the nipples were quite large too, almost like pencil erasers and stood quite tall. She was beginning to make little noises as she pinched and squeezed her breasts and one hand began to wander down her belly.
As she lifted and spread her legs, he was amazed to see that she was bare from the top of the slit back. She obviously shaved and more obviously, at least right now, she was very, very wet. He could see the shine in the mirror as she began slowly tickling the labia. Dipping her finger into the slit, she smeared the wetness over herself as she began to moan in earnest. He realized that he had unconsciously surrendered to necessity, pulled the front of his shorts down and was now stroking his painfully hard cock as his eyes were glued to the mirror.
She was swelling now and he could see her clit beginning to peak out from its protective folds as she spread her legs even wider. Then, taking her other hand from her breasts where it had continued pinching her nipples, she spread her labia, exposing the inner lips and began running the tip of one finger very lightly around the very upper edge. She was visibly squirming now and her gasps and moans had changed in pitch and had become lower.
She began rubbing her clit with the one hand and he saw here slide one and them more fingers inside. Faster and faster she went with him matching the strokes on his cock to her cries until she cried out loudly and pressing her knees together tightly rolled over onto her side and shuddered violently. He also reached his peak and with a low grunt, thick, ropy cum flew through the air to stick to the side of the house. He leaned there for a few moments until the strength returned to his legs, straightened his clothing, picked up the ball and went round the hedge to his own yard. Had he stayed a moment longer, he would have seen her sit up, look at the window and smile.
Sitting down on the stairs to the deck, he tried to regain his composure before going into the house. He was trying to make sense of what had just happened, but there seemed to be a sense of unreality about it. He realized that he had just whacked off, peeking in the neighbors window. God! He hoped he wasn’t turning into some sort of a pervert of something. The next thing would be sneaking around in a trench coat, flashing young girls, or jerking off in porno movies. Shaking his head, he went in.
“Did you find the ball, finally?”
“Did you find the ball? Tommy told us he hit the ball onto Ms. Smith’s roof and it went behind the hedge. I figured you would have trouble finding it in the dark. Pat said she would turn on a light so you could see better.”
“Who would?” He was by this time totally confused as the sense of unreality continued.
“Ms. Smith, I ran into her at the grocery store and she was having some problems with her car, so I gave her a lift home and they towed hers to the shop. That is why I was so late, we were waiting for the tow truck. She figured you would be having a hard time seeing anything out there, so she said she would turn on a light so you could see better. Did it help? Oh, it must have, I see you have the ball.”
“Oh yea, the light helped me see a lot.”