A few years passed since he was last spanked by his neighbor, and Pete had moved out of his parent’s house to an apartment not far away. He hadn’t forgotten her and longed to be punished by her again. She hadn’t forgotten him either and wished he still lived next door, so she could punish him for his misbehavior.
Pete was running errands and happened to see her at the grocery store. Familiar pangs of excitement and fear returned to his body. He figured he should say hi or something, but couldn’t muster the courage and walked in the opposite direction. He continued filling his cart, wondering what would happen if he talked to her. As he scoured the milk cartons for the latest expiration date, a voice behind him startled him.
“Are you avoiding me?”
Pete banged his head on the side of the door as he whipped around to see her standing comfortably and smiling sweetly. He stared, not able to find any words.
“Well?” she asked, knowing she held the power in their interaction.
“No, I just…”
“Just what?”
“I didn’t see you.”
“Are you lying to me, Pete?”
He just looked at her, dumbfounded, feeling his cock growing in his pants.
She continued, “I saw your head turn, and you walked away. Don’t you know what happens to naughty boys who lie to me?”
Pete swallowed hard.
She continued, “When you’re finished with your errands, I expect you to come over to my house. I think you need a reminder of what happens to naughty boys like you.”
Without hesitation, he mumbled, “Yes, ma’am.”
She smiled at him and walked away to finish her shopping. The words had just slipped out. He thought he’d outgrown this desire, but when she spoke, the memories all came flooding back, and he felt compelled to obey.
He knew he could just not show up, but something deep within him wanted this. He craved to be punished by her, and he couldn’t tell his body no. Shakily, he finished collecting groceries and went straight home.
Excitedly, she stopped at a sex shop on her way home, picking out a heavy leather strap and a long-handled riding crop. She hurried home to prepare herself for him, knowing he’d show.
Her intuition was proven right as usual when he pulled into her driveway a few hours later. She opened the door to greet him. “Come on in,” she said, ushering him into the living room. The circumstances seemed much different from what he was accustomed to when entering her house. The times before, he’d been told rather sternly to come in. This time, he was actively choosing to be here, and her welcoming demeanor put him at ease.
She offered him a drink and sat down across from him. “So Pete, what have you been up to? Any naughty behavior you feel like confessing today?”
Unable to think of anything on the spot, he shook his head no.
“Oh, Pete. You’ve already lied to me once today. I am warning you. Do not make this worse for yourself. Tell me what you’ve done in secret that nobody else knows about.”
The only thing that came to mind were his masturbatory fantasies about her. He desperately tried to think of something else. Seeing her fold her arms impatiently, he blurted out that he’d been fantasizing about her punishing him for years.
Unexpectedly, she smiled. She admired the innocence of the shy boy and prodded him. “Tell me more about these fantasies.”
At first, he was hesitant, but once he started confessing, it all came flooding out.
He expected her to be disgusted but was pleasantly surprised to see her look at him with attentiveness and understanding. Pete felt so free having held onto these fantasies to himself for so long.
Once he was finished, she put a hand on his knee and said mischievously, “Stay here.” She disappeared into her bedroom and, after a few minutes, appeared in the doorway calling out to him.
She was standing in the outfit he had just described to her that he’d locked into his fantasies. He took a deep breath and walked over to her. She grabbed his wrist and led him inside. On the bed, she’d laid out several implements. There was her trusty hairbrush and wooden paddle that still scared the shit out of him, along with a couple new items: a leather strap and a riding crop.
He looked back at her. She was staring at him with a sadistic look. “Pete, take your clothes off. You deserve a bare bottom spanking.”
The whole scene was so incredibly arousing. He stripped completely naked, enjoying that she was watching his body thirstily. His rock-hard cock pointed straight out as he looked up at her for directions. She sat down on her bed and summoned him over her lap. There was no place he’d rather be.
He bent over her lap, fitting his cock between her legs. She clamped them together around his manhood and began softly touching his body.
He couldn’t believe what was happening. She was mirroring exactly what he had just told her minutes ago. She even had a riding crop. How could she have known? This scared him even more, because he mentioned one hundred swats with the paddle. She knew he didn’t actually want that, right?
She began spanking his bare bottom with her hand. The sharp spanks only added to his arousal. Her thighs may have been keeping him in place, but they certainly weren’t keeping him from sliding his dick back and forth between them. The pressure she held against it from all sides only added to his pleasure.
She spanked his ass to a nice glow and picked up the hairbrush and started immediately spanking him good and hard. He’d forgotten how much the hairbrush hurt, and the heavier impact forced him to forget about his pleasure and focus on breathing through the pain. Although she spanked him quite a long time, he was able to hold off the tears with minimal squirming. “Look at you, Petey. You’ve grown into such a tough young man. We’ll see if you can hold up against my paddle… I have my doubts. One hundred you said, right?”
“Well, no, I…” he protested.
“Hush hush,” she interrupted. “Please stand up and bend over in front of me for inspection.”
Pete obeyed and bent over in front of her with his hands to the floor and his legs straight and spread for her. She ran her hands over his ass, spreading his cheeks, leaving nothing unseen. She gave him some additional slaps and ordered him onto the bed. “I want you on your elbows and knees. Keep that ass arched upward for me.”
“Yes, ma’am,” Pete said obediently. He climbed onto the bed and arched his bottom up as high as it would go. “Mmm good boy,” she purred, eyeing her target hungrily. She picked up the strap and held it to his cheeks, which were stretched to the max. She reared it back, and in a long arcing path, she swung the strap into his bare ass.
The resounding “SLAP” rang out loudly through the room. The incredible sting caught him off guard. The pain was distributed evenly across his cheeks. As he was trying to process it, another heavy “SLAP” landed.
His neighbor was fully enjoying herself and letting loose with the strap, loving the sharp sound it made against his cute little ass. She was putting her whole body into each swing, and Pete obediently kept his ass high for her. She kept this up for several minutes until she was out of breath herself.
She set the strap down and picked up the paddle. By now, Pete was in full panic mode. He knew how badly that paddle hurt, and he was already in so much pain and in such a vulnerable position. She let his pain settle in as she rubbed the paddle lightly over his bottom.
She pushed the paddle between his legs, rubbing up and down the inside of his thighs, and against his balls, pressing into them. With bated breath, Pete was bent over powerless to her hard paddle, rubbing against his most tender parts. Chuckling sadistically, she pulled the paddle out from between his legs and tapped his bottom.
She could feel Pete’s fear as she raised the paddle. Pete instinctively leaned forward in anticipation of the impact. “Nuh uh. Stick your bottom back out for me,” she ordered.
“Yes, ma’am,” he said, sticking his bottom out as far as he could and closing his eyes.
She gave him ten hard swats before he could even get a sound out. The tears started welling up in his eyes. Even though the pain was unbearable, he put his face down on the bed and held his position for her. Letting him rest for a few seconds, she gave him another rapid ten, let him rest, and continued like this till she’d given him eighty swats. He’d kept his position for as long as he could, but eventually collapsed to the bed.
She gave him the remaining twenty in succession as hard as she could, being able to swing down onto him with gravity as her friend.
“Wow! That’s gonna leave some bruises!” she exclaimed excitedly.
She grabbed the riding crop and rapidly slapped his ass with it. “Come on. Back up you get.” Pete barely felt the crop after the barrage of the paddle. He lifted his ass back into the air for her.
“There’s some places that didn’t get very much attention. The nice thing about this crop is that it can reach those hard-to-get areas really well,” she said, letting the crop roam between his legs. She held the crop up against his balls, balancing them delicately on the leather tip. “Petey, please spread your cheeks and hold them as far apart as you can for me.”
“Yes,ma’am.”
With his face in the bed, Pete reached back and spread his cheeks for her. She ran the riding crop up and down his open crack teasingly. She leaned over him and whispered in his ear, “Your punishment is over, dear. I hope you enjoy your reward for taking it so well.”
She teased and prodded him with the crop, giving him random smacks with it on his sore bottom. She made sure to add multiple carefully placed smacks right on his hole and at the base of his balls.
It took a minute for him to calm down from the paddling, but soon he was moaning in tune with her rubs and smacks. He loved the sharp little stings to his tender areas. She was delighted to see his erection had returned. Continuing her work with the crop, she reached around with her other hand and grabbed his cock.
Stroking him slowly, she focused the crop on his hole, slapping and pressing into it sensuously. His moans grew louder as he grew closer. She increased the speed of her strokes, and just as she felt him get to the point of no return, she began slapping his ass hard with the crop over and over until he came in a fit of convulsions.
“Good boy,” she said proudly. He collapsed back down onto the bed, breathing hard.
She sat down next to him and rubbed his back and let him breathe. “You were so good for me,” she said gently as she brought him back down to earth.
She helped him to his feet, and he got dressed. “I certainly hope you come around again. I can think of a few places that wouldn’t mind taking on that big cock of yours,” she said devilishly. She sent him on his way high as a kite.
