Neighbor 03

Pete's neighbor kept an eye out for more chances to punish Pete, and he did not disappoint. She knew he was purposely providing her these opportunities, but that didn't matter to her. She enjoyed playing the role of the disappointed strict neighbor and knew he loved playing the naughty deviant.

These weren't the only opportunities. Pete would sometimes just ask for a spanking without providing a reason. These were her favorite punishments to dish out. There was no yelling, no scolding, just hard spankings. She'd happily bring him to tears and comfort him for a long time afterwards. She knew she was providing him something he deeply needed.

A few years passed since his last spanking, and Pete had moved out of his parent's house to an apartment not far away. He didn't forget his childhood neighbor and really missed her discipline. She missed him too. She missed catching him stealing a peek at her. She missed his bratty attitude that used to annoy her to no end. She missed giving him the comfort and love that only she could provide.

Pete was running errands and happened to see her at the grocery store. Familiar pangs of excitement and fear returned to his body—feelings he thought he'd outgrown. He figured he should say hello or something but couldn't muster the courage. It had been a really long time since he'd seen her. There'd always been a sexual tension between them, and he wasn't sure he wanted to open that door again.

He walked in the opposite direction, continuing to fill his cart, wondering what would happen if he talked to her. He opened the access door to the milk, scouring the cartons for the latest expiration date when 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 his childhood neighbor standing comfortably and smiling sweetly. He stared, unable 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."

She smirked. "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."

Pete's eyes dropped downward.

"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 a reminder to tell the truth is in order."

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 need, but when she spoke, the submissive headspace immediately returned, and the memories came flooding back. He felt compelled to obey.

He knew he could just not show up. It's not like she had any real power over him, at least not any he didn't willingly give to her, but something deep inside of him wanted this, a need he couldn't refuse. He craved her punishment. Shakily, he finished collecting his groceries and went straight home.

On her way home, Pete's neighbor stopped at a sex shop. She'd always used household items to discipline him before, but she wanted to make this occasion a little more special. She picked out a heavy leather strap and a long-handled riding crop. She hurried home excitedly 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. Her voice was sweet and inviting, but the underlying circumstances had the butterflies in Pete's stomach flying around. He hadn't felt this thrill in a really long time. She offered him a drink and sat down across from him.

"So, Pete. We both know why you're here. Lying is unacceptable."

Pete nodded solemnly, his heartbeat increasing.

"Any other misbehavior you feel like confessing today?"

Pete's mind immediately went to something, and she noticed. He dismissed the thought and 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 thing that kept coming to his mind were the fantasies about her that he had continued to entertain. He desperately tried to think of something else. Seeing her fold her arms impatiently, he sighed and blurted out that he'd been fantasizing about her punishing him for years.

Unexpectedly, she smiled in response. She still 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 tumbling 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 him.

She was standing in a revealing floral sundress, the outfit he had just finished describing to her that had been locked away in his fantasies. He took a deep breath, stood up, and walked over to her. She grabbed his wrist and led him inside her room. On her bed, she had laid out several implements. Pete surveyed the items. There was her trusty hairbrush and wooden paddle that still scared the shit out of him. There were a couple new items he hadn't seen before, a leather strap and a riding crop. He looked up at her face, which carried a sadistic smile.

"Pete, take your clothes off. It's time for your 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. His eyes stared lovingly at her thighs, traveling up to the top of them where her dress ended. There was no place he'd rather be.

He bent over her lap, fitting his cock between her soft, warm thighs. She closed her legs together around his manhood and began softly touching his naked body with her hands. Pete 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? Then, he thought about the other things he mentioned in his confessions, and his face turned pale with fear. He had mentioned one hundred swats with the paddle. She knew he didn't actually want that, right? She understood that what he fantasized about might be a little more than he could handle in real life, right?"

She began spanking his naked bottom with her hand, the sharp spanks only adding to his arousal. Her thighs may have been keeping him in place, but they certainly weren't keeping him from sliding his cock back and forth between them. The pressure she held against it from all sides added to his pleasure. She smirked as he moaned, knowing his enjoyment wasn't going to last long.

She spanked his ass to a nice warm glow and picked up the hairbrush. She started immediately, spanking him good and hard. He'd forgotten how much that 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, trying to swallow the lump in his throat. He bent over in front of her, reaching his hands to the floor and keeping 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 respectfully. He climbed onto the bed and arched his bottom 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 across his naked 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.

She was fully enjoying herself and letting loose with the strap, loving the sharp sound it made against his skin. 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. Pete was groaning out loud but maintaining his position proudly through the pain.

She set the strap down. Pete looked back, fearing what she had planned next. His stomach dropped further as she slowly picked up the paddle, teasing out his anticipation. By now, Pete was in full panic mode. He knew how badly the 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 rapidly reddening bottom. Pete's entire body was shuddering as he whimpered at her touch. She shushed him, calming him with reassuring rubs.

She pushed the paddle between his legs, rubbing it up and down the inside of his thighs and up against his balls, pressing into them. Pete felt powerless, bent over submissively as she played with his most tender parts with the heavy instrument. 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 stung like hell, he put his face down on the bed and held his position for her, wanting to make her proud of how much he could take.

She let him rest for a few seconds, then gave him another rapid ten swats, let him rest, and continued like this until she'd given him eighty swats. He'd kept his position for as long as he could, but eventually collapsed on the bed.

She let him lie on the bed, smiling as he struggled to catch his breath.

"Twenty more to go, Pete."

He groaned in response.

She rubbed his steaming bottom with her hand. "Wow! That's gonna leave some bruises!" she exclaimed excitedly. "I'm going to give you these last ones all in a row, so prepare yourself."

Pete didn't have any fight left to prepare anything. 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.

When she finished, she set the paddle down. "Now that was a spanking! Thank you so much for sharing your fantasy with me."

Pete could only muster another exhausted groan.

"Now, let's have some fun with you." She grabbed the riding crop and rapidly smacked his ass with it. "Come on. Get back up on your knees."

Pete barely felt the crop after the barrage of the paddle. He lifted his ass back into the air for her.

"There are some places that didn't get very much attention. The nice thing about the 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."

Anchoring his head onto 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 that 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 enter 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 purred proudly.

He collapsed back down on the bed, breathing hard.

She sat down next to him and rubbed his back, letting 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.

Pete blushed at her forwardness. His bottom would need some time to heal, but he promised to come back soon.