Lying in his bed, Tommy stared at the pages in front of him. But for all his attempts at reading, the book might as well have been written in Greek. It wasn't that it was a difficult book to read, in fact he had read it a few times before. Tonight his mind just refused to focus; he was a bundle of impatience, nervousness, and guilt.
Brushing his medium length brown hair out of his eyes, he sat up and peeked out his window at the large double window of the neighboring house. It was still dark.
For a little over a month now he had been spying on his neighbor, Mrs. Victoria Madison. She had been their neighbor for years, and Tommy had always found her attractive. From her fit, supple legs to her enormous chest, to her platinum blonde hair; every part of her aroused him. She had been a prominent figure in his masturbatory fantasies for a couple of years now, so when he had noticed her blinds wide open one night as she changed for bed, he couldn't help but watch.
It had been amazing, watching her slowly drop her business clothes to the floor until she was in nothing but a matching set of panties and a bra. That night, and for several after, she had stopped at her underwear and then gone out of sight to finish changing. But for Tommy, it was enough to fuel his imagination as he lay in bed stroking his cock to thoughts of his voluptuous neighbor.
Then one night a week later, she didn't stop at her underwear. Standing beside the window, her work clothes pooled at her feet, Mrs. Madison reached back and unclasped her bra, dropping it to the floor. For the first time Tommy saw her impressive breasts, so large and round. And topping them both were large round nipples; hard, pink little nubs at their center. As he stroked himself, Mrs. Madison just stood by the window, turning this way and that, as if checking herself out in a mirror.
From then on, Mrs. Madison's displays seemed to escalate every few days. She began taking longer and longer to check herself out in the mirror. And her underwear seemed to get sexier, from plain bikini bottoms to thongs and lacy boy shorts. Some nights she even left her heels on while checking herself out. Those were Tommy's favorite nights, at least at first. Then she started touching her breasts, kneading them in her small hands, pulling on her nipples, teasing the little nubs with her fingertips - after that Tommy didn't really notice what she wore on her feet. All he knew was that watching this amazing, mature, sexy woman as he stroked his hard cock was the highlight of his days.
Then, on the previous Monday things had gone even further. She had been wearing nothing but a tiny black g-string as she looked herself over in the mirror. Her breasts heaved as she breathed deeply in response to the way her hands toyed with her tits. As she stood there, her left hand crept down her body to the tiny black triangle covering her sex. Tommy had never seen anything like it, but he still knew what he was watching as her fingers slipped beneath the fabric, pushing it out as her finger played with herself. Her hand began to move quickly, the wide-mouthed expression of pleasure on her face was unmistakable even from the distance between their houses.
As Tommy watched Mrs. Madison pleasure herself, he couldn't hold back the pressure building from his own self-love. Grabbing the towel he kept nearby, he erupted, spewing rope after rope of sticky cum into the towel as he groaned quietly. When his mind refocused on the scene across the small yard separating the two houses, his busty neighbor was still at it. Her mouth moving as if yelling something, her hand on her tits squeezing one of her large breasts tightly as the hand between her legs moved at a wild pace. Suddenly her body froze, her eyes shutting and expression strained. Weakly she dropped to her knees for a moment before standing and quickly lowering the blinds.
She had never lowered the blinds like that before, and suddenly all the pangs of guilt Tommy had been feeling over the weeks returned in a rush. What if she suspected? What if she saw him? What if she told his parents?
But now it was Friday and he hadn't seen her since that night, her blinds had remained closed. She didn't always forget to leave the blinds open, so at first he wasn't too concerned. But for most of a week? He was certain he had been caught, somehow, even though he always kept his own lights off. Still, she hadn't told his parents, so that was probably a good sign.
But was it over? Would ever get to see her again? What right did he have to be upset if he didn't? He was invading her privacy, it was a horrible thing he was doing. But it felt so good; while he was disgusted with his behavior, he was also hoping, praying, that her bedroom light would turn on so he could see her one more time.
With these thoughts flooding his brain, there was just no way to focus on the book in his hands. Giving up, he tossed it to the ground and tried to accept the fact that it was over, and he should be grateful for what he had gotten. He still had his memories, he thought as he slipped a hand beneath the elastic band of his boxers. As he ran his fingers over his swelling cock, reaching down further to run circles over his balls, the light across the yard came on, Mrs. Madison's room easily visible.
A second later, she appeared by the window, sending Tommy's heart into overdrive. He was having trouble breathing as he watched her begin to unbutton the purple silk blouse she had worn to work that day. Her hands slowly moving from one button to another, gliding over the fabric concealing her round breasts.
Tommy was so surprised that he nearly forgot to turn off his own light. Turning around he double checked to make sure his door was locked; and then he turned off the lamp by his bed, throwing his room into darkness. As his light winked out, he thought he caught her glancing towards his window and he was filled with panic.
The anxiety of being caught quickly vanished as Mrs. Madison returned to unbuttoning her blouse. Taking deep, slow breaths, Tommy slipped out of his boxers, his cock growing firm just from the anticipation.
Please touch yourself again, Mrs. Madison. Maybe remove your panties this time? God, I just want to see her pussy.
With the purple blouse undone, she dropped it from her arms, displaying her large chest. The black, low cut, lace bra holding her breasts left a vast amount of tit flesh exposed to his gaze. And as she reached back to unclasp her bra, her breasts jutted out further, causing Tommy to tighten his grip on his hardening manhood. Tightly fisting his cock, he slowly worked his hand up and down, his foreskin rubbing back and forth over the ridge of his cockhead, until Mrs. Madison's bra finally fell free.
Her magnificent, full breasts now fully exposed, Tommy released a breath he hadn't realized he was holding, and he relaxed his grip on his cock. Moving his hand up and down more freely, he ran it over the throbbing, silken head, a bead of precum catching on his palm as a small wave of pleasure washed through him. However, unlike previous nights where Mrs. Madison had played with her tits, tonight she went straight to her black skirt, letting it drop to the ground.
Black lace boy shorts held her round ass, which Tommy imagined gripping in his hands as his mouth nibbled at her large nipples. His hand stroked faster when he saw her slip her thumbs in the band of them. Was tonight the night? Would he finally see her pussy?
In his excitement his breathing became shallow and quick, his cock growing harder. Turning away from the window, Mrs. Madison bent over at the waist, her legs together, ass in the air as she lowered the boy shorts to the floor.
Tommy couldn't be sure at this distance, but he could have sworn he saw her pussy lips peeking out from between her legs as she bent over. But real or imagined, he was sure that ass was real. He let out a quiet moan as he tried to calm himself. His cock and balls desperately wanted to cum, but he desperately wanted to see what more was in store for him that night.
His brain won out and for the moment he managed to relax slightly. But it was short lived, his pace quickening again as the busty blonde laid across her bed, legs spread and pointed towards the windows. There it was, what he had been waiting for. Stroking hard and fast, Tommy's gaze was locked on the slit between Mrs. Madison's legs. Just above it sat a neatly trimmed patch of dark hair. Hair that was soon hidden by her hand as she reached down, her small, feminine fingers slipping up and down her slit.
Tommy wanted to groan out loud, but held back from fear. The very real fear that his parents might hear him, but also the irrational fear that if he made any noise his neighbor would hear him and stop. It was crazy, but with his brain fried by lust and his hand stroking his large angry cock closer and closer to an orgasm, there was no room in his mind for being rational.
Mrs. Madison's hips bucked up off the bed as a pair of her fingers pushed deep inside her pussy. And as Tommy watched the carnal display of his mature neighbor fucking her own fingers, all he could think of was what it would feel like if it was his own cock thrusting into her slit. Imagining himself there on the bed with her, his hair hanging down as he looked into her blue eyes; her huge tits pressing up against him as he rocked against her; his thick, hard cock milked tightly by her wet pussy.
"Oh... shiiit..." he moaned, as he doubled over as if in pain; and it nearly did border on pain, that complete bliss as his cock began to spew a load of cum. Semen shot from the tip, some dripping onto his hand as it continued stroking through his powerful orgasm. But most of it sprayed across the carpet and wall beneath the window sill.
Blinking, Tommy's mind finally cleared enough for him to realize what had happened.
"Oh fuck!" he cursed.
Does cum leave stains on painted walls? It's painted white, so it should be ok, right?
