As a young adult in his mid-twenties, Pete wasn't actively looking for massages, but he received a gift certificate for his birthday from his mother for an hour-long massage with her personal masseuse. Pete didn't think much of it and tossed the certificate onto the passenger seat of his car, where it sat for days.
He rediscovered it weeks later while cleaning out his car and decided he should schedule an appointment so the gift didn't go to waste. He called the number listed. A woman answered, her voice kind and caring. She had an opening that weekend and gave Pete the address to her house.
Pete hadn't realized she worked out of her home. He'd never met his mom's masseuse and had assumed his mom went to some spa or something. The fact that he was going to this woman's private place excited him. He found himself during the week looking forward to his message, and naturally, fantasy scenarios filled his head.
On the day of, Pete was surprised by how nervous he was. He knocked on the door at the appointed time. She answered immediately and invited him inside.
"Hi, Pete. Welcome in," she greeted, smiling warmly. "Follow me."
Pete smiled back, concealing his nervousness. She was his mother's age and in great shape. They were alone in the house, and just that dynamic alone created a certain sexual tension in the air.
As she led him through her house and down to her basement, she turned to Pete. "Your mom didn't tell me you were so handsome," she complimented, adding to that tension.
Pete felt his face heat up as she led him to a back bedroom. "This is my massage parlor," she said jokingly as they entered the small room with a massage table set up in the center. "I'll leave for a minute. Go ahead and undress and lay face down on the table," she said nonchalantly.
Pete was surprised at how normal it seemed for her to tell him to undress. For him, it was a completely new and exciting experience. As she was closing the door, Pete said, "Wait!"
She poked her head back in questioningly. "Like all my clothes?" he asked.
"You can. Most of my clients do. It's completely normal, but you can keep your underwear on if that's more comfortable for you."
She closed the door, leaving Pete standing there. She was so unfazed, talking about him being unclothed. He felt very excited to be so exposed to this lady he'd just met. He was just worried she'd see his arousal. He took off his clothes, including his underwear, after some contemplation, and laid down on the table, completely exposed to the cool air. He lay there, anticipation high, and jumped at a sudden knock on the door.
Pete's nerves were sky-high as she re-entered the room. He tried to regulate his breathing as he settled his face into the pillow. "Good choice," she said as she traced her fingers up his leg, over his bottom, and up his back. Pete felt his penis immediately spring into action against the table. He felt so exposed and vulnerable, lying naked on the table as she walked around him. He knew she would notice his arousal sooner or later.
She turned on some soft atmospheric music and dimmed the lights. She began by oiling up his body, starting on his shoulders and arms, then working down his back to his ass and down his legs. She was perfectly comfortable squeezing and massaging every part of him. Whenever her hands ventured anywhere near his waist area, his excitement spiked. The intimate touches kept him hard as a rock. As she worked through his muscles, he began to relax and let her strong fingers work his body. He resisted the temptation to grind his hard dick against the table.
Whenever her hands moved to his ass, he did all he could to stay still. As she massaged each thigh, she opened up his legs. He knew she could definitely see him now, but he didn't care at this point. Her fingers felt so good on his body. When she'd work up his legs, sometimes her fingers would get extremely close to his genitals. He felt as if she was almost teasing him with how near his most private parts she was. He didn't mind at all. He was completely relaxed under her touch. He wanted her to just grab his cock, but he restrained his urges and let her work.
Pete could've stayed there forever in his trance-like state as her hands expertly moved all up and down his body, but eventually, time ran out. "I'm all finished," she said softly. "How do you feel?"
"Amazing," he said, though horny would've been the more truthful answer.
"I'll be back in a few minutes. Take your time."
Pete lay there for a few more minutes, listening to the relaxing music. He caught himself almost falling asleep and figured he should probably get up. He got off the table and started putting his clothes back on.
He had most of his clothes on but could only find one of his socks. He looked around the room and didn't see it anywhere. He looked underneath a nearby dresser and came up empty. He knew it couldn't be in the dresser drawers, but opened the bottom drawer anyway. What he saw inside made him freeze.
Inside the drawer was a collection of punishment implements. Fascinated, Pete scanned the various paddles, brushes, whips, straps, and canes. He couldn't take his eyes off them. A sudden, loud knock interrupted him. The door opened as he quickly shut the drawer hard and jumped to his feet.
She looked at him in confusion as he stood at attention. "What were you just doing?" she asked with an edge in her voice he hadn't heard before.
"I was just looking for my sock," he replied nervously.
"In my drawer?" she asked, furrowing her brow.
"Well, um, yeah, I didn't see it anywhere. I was just looking."
"Mhm. Did you see what was in that drawer?"
Pete nodded.
"You weren't supposed to see that, young man," she said rather sternly.
"I know," Pete said, looking to the floor in embarrassment.
"That's very private. You should not be looking into my drawers. There's no way your sock could've gotten in there. You were just being nosy."
Pete didn't bother arguing otherwise.
"Your sock is right there," she said, pointing to his shoe where the sock was stuffed inside. "I ought to bend you over this table right now and teach you a lesson to not look through other people's stuff.
A flutter of excitement coursed through Pete's body at her threat. He knew he should probably leave the topic alone, but he couldn't help himself. He wanted to know more. "What is that stuff for?" he asked curiously.
Her expression remained stern. "It's precisely for people like you who don't know how to keep their noses out of other people's business."
Her words were strict, but Pete could detect the play in her voice. He wanted this badly.
"Are you going to let me get away with this?" Pete asked, surprising himself with his forwardness. His face must've betrayed his intentions, because she caught on immediately.
"No, young man. I am not," she said harshly, her voice unwavering. "Remove your clothes," she ordered.
This time, she didn't leave the room. She stood and waited for Pete to obey. Shaking with excitement and trepidation, Pete took his clothes back off and stood submissively in front of her, completely naked.
"Get back in the table," she ordered. Pete compliantly positioned himself face down on the table as he was before. She walked to the dresser and opened the bottom drawer. With his face smothered in the pillow, Pete listened carefully as she rummaged through the drawer, selecting multiple items.
She introduced her tools by gently tracing each one along his exposed skin. Pete shuddered as he felt the tip of a leather riding crop brush down his back, pause on his bottom, and continue down his leg. She set the crop down and did the same thing with what felt like a wooden paddle. He shivered at the light tease of what was to come. Lastly, she traced the tip of a cane across his skin and gave him a taste of it with a sharp smack to his ass. He jumped at the sudden pain.
She pushed the cane between his legs, pressing the point lightly on the edge of his anus and prodding his balls. Pete held his breath, feeling completely at her mercy. She set the cane down and rubbed her hands up and down his body again, mixing in sharp slaps to his ass. Pete moaned and moved with her, every touch feeling amazing. She increased the frequency and intensity of her spanks while she continued rubbing the rest of his body gently.
She knew exactly how much pressure to apply and how much pain to give. Her expert hands worked to bring his body in and out of tension and relaxation. She had total control, making him react at the slightest touch.
Pete was enveloped in pleasure, moving in rhythm with her hands. He moaned at her delicious smacks to his ass. She moved her hand to his anus and fingered the edge of his hole. Pete moaned with want as he arched his ass up in the air. She responded with short, quick smacks to his anus. Pete's body tightened as he kept his ass arched high for her.
She grabbed the riding crop. "Get up on your knees, face on the table," she commanded while holding the crop to his warm skin.
Pete obediently got on his knees and put his face down to the table, his legs spread and ass high in the air. She pressed the leather crop to his testicles, which were hanging between his legs. Pete's body shuddered. He felt incredibly vulnerable and helpless. His body was hers to do whatever she pleased, and they both knew it.
She slowly slid the tip of the riding crop to his anus as Pete held his breath. She lifted it and brought it down sharply between his cheeks. His body flinched as he breathed out a muffled moan. She gave him another just like the first. The smacks weren't hard, but they were enough to sting and redden his tender skin. She continued with a firm pitter-patter of smacks in his most sensitive region.
Pete held his ass high through the stinging strikes. While maintaining a steady rhythm between his cheeks, every few seconds, she'd randomly pull the crop back and smack his ass hard. When his body would recoil, she'd bring his body back into position with the steady taps to his hole while encouraging him with a soft-spoken word.
She left Pete's ass alone briefly to switch out the crop for her wooden paddle. She rubbed it against his ass, listening to him exhale shakily. She could smell his fear as she teased his vulnerable skin with the hard wood. Pete maintained his position bravely, pushing his ass out in full submission and vulnerability.
She gave his ass a firm swat, making him groan loudly. Still, he pushed his ass out as far as he could. "Good boy," she said, complimenting his resolve. She gave him another swat, harder this time. He groaned again, his body tightening. She rubbed his back with her other hand, settling him down, and gave another powerful swat.
Pete reacted, lowering his hips to the table. "Shh, I know it hurts, but get your ass back up for me," she instructed softly.
Pete obeyed, pushing past the pain. She gave him three hard swats in a row, sending him back down to the table. She enjoyed watching him fight to stay in position. "You're a good boy for taking your punishment so well," she encouraged. She reached around him and stroked his semi-hard penis, bringing it back to life while simultaneously stoking his fear with threatening taps from the paddle.
She gripped his cock with her hand and delivered five hard swats. When she felt his body recoil downward, she'd push upward with her hand, counteracting his movement. Pushing upwards against him put pressure on his balls, keeping his ass high for each strike, demonstrating once again that his body was completely controlled by her.
She paddled him hard for another twenty swats, one after another, spanking his ass raw. Pete groaned loudly, but his cock remained hard in her hand, each movement of his hips sliding his length through her tight grip. He felt immense pleasure between each painful impact, moaning and groaning into the table.
"Now for my favorite part," she announced, setting the paddle down and picking up the cane. Her hand remained, stroking his penis as she examined her cane lovingly in her hand. She felt the tension return to Pete's body. "Oh, you should be afraid," she threatened. "I love the delicious crack of the cane on a naughty boy's bottom." Pete could sense the excitement in her words, her sadistic need making its presence known. "And you, young man, are a very naughty boy."
She released his penis and stepped back, pressing the long cane to his upturned ass. Pete trembled but kept his ass in position, proving his need for pain and submission. "You deserve this, don't you?" she said, checking to see if he wanted to continue.
"Every bit," he answered.
"Good answer. Now, count them out for me," she said, giving him a few taps as he held his breath. She swung the cane back and brought it down hard on his backside with a loud crack.
"Ohhhhh my god," Pete exclaimed breathily as his body immediately curled up in pain.
"How many was that, Pete? I didn't hear you count," she said sternly.
"One, ma'am."
"Hm," she huffed, touching the cane to his ass again. She raised it and quickly brought it down with another harsh crack.
"Ahh!" he cried out. "Two!"
"That's better," she said as she gave him another whack.
"Threeee!" he cried out. His hips staying down to the table.
"Pete, you know the proper position. Do not make me wait," she scolded.
"Yes, ma'am," he responded, raising his hips back up timidly.
"Whack!!"
"Four!"
"Whack!"
"FIVE!!" Pete cried out the numbers, his pitch getting higher and higher. His hips once again hovered over the table as he struggled to hold his ass up for another.
"Peeete?" she said in a warning tone.
As soon as he returned to being fully bent, she punished him with an extra hard stroke, followed by another.
He groaned loudly. "Six. Seven."
"Three more," she said. "Stay in position."
With the end in sight, Pete fully committed, submitting his body to her justice. She didn't hold back and delivered three ferocious strikes in a row.
Amidst his cries, he obediently counted out the remaining strikes and collapsed to the table.
"Did I say you could lay down?" she asked sternly.
Pete returned to his bent position fearfully. She set the cane down and examined his punished bottom. She gently ran her fingers over his wounds, settling him down. She brought his tense body back down to full relaxation with her touches and soft words. She left briefly and returned with a washcloth soaked in warm water and draped it over his hot bottom.
"We're all done, honey. You did very well," she complimented.
Her praise made it all worth it. He felt proud for taking her punishment. She continued to graze his body gently. When she removed the washcloth, she saw that his penis had returned to life under her gentle aftercare. She continued massaging him with her hands, slowly working towards his growing cock.
Pete closed his eyes, his body enveloped in pleasure. She placed one hand softly on his sore bottom, reaching her middle finger to his anus. As she fingered his hole, she grabbed his cock with her other hand and began stroking him slowly. Pete moaned softly, fully relaxed and controlled by her expert hands.
Reading his body, she stroked and fingered him simultaneously, increasing the speed faster and faster. His body bucked on the table as he grew near. She held onto him tightly, bringing him all the way. Cum shot out of his cock onto the table as his body tightened and released in her grip.
"That's a good boy," she said softly, holding him as he caught his breath. She continued rubbing his body back to equilibrium.
"That was incredible!" he exclaimed.
She smiled and helped him off the table. She watched him put his clothes on. "I'm glad you lost your sock," she commented.
"Me too," he said, laughing. "I'd very much like to see you again."
"I would too, Pete. Just book another massage with me when you're able. I'll make sure you leave with a very sore bottom every time."
"I will, ma'am," he promised. "I will."