Jack was in a supermarket, doing some shopping. He was feeling tired after a workweek and was looking forward to spending the Saturday relaxing in front of the TV, watching a football match and drinking a few beers. He was twenty-three years old and lived alone in a fairly quiet town. He didn't have many friends, but he liked to spend most of his time alone, so he didn't mind it too much. He had a steady job at a logistics warehouse and a lot of friendly coworkers with whom he got his daily dose of socializing during work.

Jack had reached the beer section and was trying to choose from the wide selection the one he liked. He was concentrating on shopping and vaguely overheard a phone call, “Yes, sis. I’m at the supermarket… Yeah, I'll come over tonight.”

The conversation went on and on, and Jack was lost in his thoughts until he heard, “Yeah, I know you spank Barry.” Although spoken in a normal voice, that line sounded in Jack's mind as if it had been shouted into a megaphone.

Suddenly he couldn't concentrate on anything but the phone conversation the woman in the store was having. For as long as he could remember, Jack had been fascinated by spanking. Although his parents never believed in spanking and he never heard stories about it from his friends, Jack was drawn to spanking like a magnet, as he was by the conversation he heard in the store. Being over someone's lap for a spanking was at the top of the list when it came to topics that turned him on. All his kinky thoughts while masturbating involved spanking. So it was no wonder he had become so interested in the conversation he heard in the store.

In order to hear better, he approached, but trying not to betray his presence, he stood on the other side of the shelf. The woman speaking on the phone went on saying, “You broke the hairbrush on his bottom? Wow. I never thought something like that could happen... What did he do this time?” Then, after a pause, she added, ”I guess you taught him a good lesson. Good for you, sis. So you want me to look for a hairbrush for you? Let me go to the right department.”

The woman went to the cosmetics and personal care section, and Jack followed her, walking in parallel with her on the next row. She noticed him immediately and realized he was following her. Getting in front of the hairbrush rack, she said, “They have plenty of hairbrushes here. What should I look for? Flat surface on the back and made of wood... Ok, there are still plenty of them, so you need to be more specific.”

Jack couldn't believe what he was witnessing. He had never heard anyone speak so openly about a subject he considered taboo. He'd never had the courage to open up to anyone about his fascination with spanking. Yet, in that shop, he listened with great interest to that discussion and had one hell of a hard-on. Curious to see the woman talking on the phone, Jack found an area on the shelf with fewer products and managed to see her body and, even for a second, her face. The woman in question was younger than he had anticipated, probably about his age, and she was a beauty. Finally associating the voice with a human being, and a very attractive one, Jack found the situation even more exciting.

He had no idea that the woman had noticed him long ago and was already following his every move. She continued her conversation, saying, “Ok. I get it; the thicker, the better, and the bristles should come straight out of the wood, without that rubber part to stick them into. Ok. I’ll compare some of them,” she said and picked several hairbrushes from the shelf and began to inspect them. “You’re right; the one with the rubber part has a thinner wood part on the back. So we will stick to the thicker ones. I understand, not bamboo because it cracks easily and splinters may cut the skin." She was already overspeaking, just to observe Jack's reactions. “I think I found you the perfect one. It’s nice and heavy, and it has a pretty long handle. It feels good in my hand, and I bet it hurts like hell when applied to a deserving bottom… Yes, I’ll bring it to you tonight… Ok, talk to you later. Bye, sis.”

The woman ended the call and disappeared. Jack was confused and looked around for her but didn't take more than two steps before he felt a warm breath on the back of his neck and heard a stern voice saying, "You, quick to the checkout and meet me outside. We have to talk."

Jack blushed and felt a cold shiver down his spine. He'd been caught red-handed and was so embarrassed. She seemed very angry with him, and her commanding tone made him feel uncomfortable.

Anna, the woman Jack spied on, noticed him right from the beginning of the phone conversation with her sister. As her sister went into more and more detail about spanking, Anna became increasingly envious that her sister had found a man to dominate and spank when necessary. She had never spanked anyone, but the idea was appealing, even arousing.

Seeing Jack spying and listening to her conversation didn't bother her too much; she was rather amused. She was intentionally repeating what her sister was telling her so that Jack would hear. By the time she finished the talk on the phone, she decided to go all in and see how Jack would react. She decided to hold him accountable for his behavior. At worst, she would have made it very clear to him that it's not okay to eavesdrop on what others are talking about, and maybe he would have learned something from it anyway. But part of her hoped that Jack would be intimidated by her and things between them would get more interesting.

Jack rushed to pay for his purchases. His movements were quite hesitant, and it was clear that he was very distracted. He looked around the store trying to find Anna, but to no avail. He didn't even make it out the door when he was ambushed by an angry and demanding Anna. “Hey, mister, what right do you have to listen to what people are discussing over the phone? You should be ashamed of yourself. I’m so sick of people like you."

Jack felt overwhelmed by all the scolding, and his face was so red, he felt like it was on fire. His mind was spinning with thoughts. He took a quick look at Anna. She was a very pretty girl, dark-haired and bright-eyed. He couldn't tell exactly if they were blue or green because he was too embarrassed to look into her eyes. She had very feminine and harmonious features, but at the same time a piercing look and an attitude that intimidated Jack terribly. Her body was gorgeous, with very well-defined and appealing shapes. She was wearing a rather low-cut blouse and a pair of short jeans. On her right arm, she had a large tattoo that seemed to make her look even more stern and mysterious.

All Jack managed to say was, "I'm so sorry..."

“I’m so sorry, what?” Anna asked him in a determined tone.

“I’m sorry, Miss,” Jack managed to say, and he dropped his eyes to the ground, blushing. Only then did Jack realize how gorgeous Anna's feet were. He was always attracted to feet, and he had seen thousands of pairs of feet on the street or on the internet, so he had pretty good expertise on the subject. Anna's were flawless. She wore a pair of flat sandals that left most of her feet exposed. She had a carefully done black pedicure and a very feminine ankle bracelet.

“That’s better. Show me some respect! Why did you listen to my conversation on the phone? Am I not entitled to a little privacy?”

“I’m sorry, Miss. I don't know what came over me.”

“Are you interested in spanking?”

Jack didn’t manage to respond but blushed a deep shade of red, and for Anna it was a very obvious answer.

“Assuming you’re not a pervert, why are you so fascinated by the subject that you eavesdrop on what other people are saying?”

Jack started stammering, trying to say something in his defense, “I…I’m not.”

Anna cut him off and said, “Have you ever been spanked? Did your mother used to spank you?”

“No, Miss,” Jack said, blushing.

“Of course she didn't. Otherwise you wouldn't be eavesdropping. You'd probably learn to respect the privacy of others. Anyway, this conversation isn't over, but I don't want to make a fuss here because people are already looking at us, so here's what we're going to do: I expect you to get in the car and follow me closely to my place.”

Without waiting for an answer, Anna turned and walked to her car. Jack watched her for a while, stunned by how good she looked and how authoritative she was. Then he came to his senses and hurried to his car. All the way, he was careful not to stray from her. He was very confused and didn't understand exactly what he was doing. He could have always turned around or gone in another direction. He had no idea what was going to happen after they arrived, but he was drawn like a magnet to Anna and would follow her to the other end of the earth.

Anna kept looking in the rearview mirror and was surprised to see Jack always behind her. When she decided to try that move, she didn't expect Jack to respond so well and go so far. She was still determined to try and impose her authority further. She wondered how long it would be before Jack would put a stop to that game.

Finally, Anna's car pulled up in front of a house. Jack also parked his car and walked towards her. He was nervous but very excited and curious about what might happen next. Anna's assertive and powerful manner of speaking captivated him. He was so drawn to her charms that all he could do was obey her every command. He couldn't imagine doing otherwise.

Approaching the door, Anna waited for him and said in the same authoritative tone as she opened the door, "Be my guest!" Then she signaled him to go inside. Once inside, she locked the door and, without any delay, said, “Since we now have some privacy, let's move on to the second part of our conversation. Go over to that corner and stand quietly facing the wall. Don't you dare turn your head or move.”

Jack obeyed without a word. Only his face turned very red. Sitting in the corner was a new experience for him. He was familiar with the concept and knew that it was generally a punishment that preceded a spanking or followed after a spanking. Was he going to be spanked too? Most likely yes. Did he have a choice? Yes, definitely. At least in theory. He could refuse to obey Anna at any time, but in reality, all he wanted at that moment was to submit to her. And why wouldn't he? Because she was probably going to spank him? So what? It was his big fantasy, after all, and he had a chance to turn it into reality. Besides, he knew he'd been bad, and he deserved it. It was probably going to hurt like hell, but he knew he would survive, and Anna was perfect to make him live out his fantasy. He feared the pain that was likely to follow, but at the same time, he was very aroused and determined to obey Anna to the end.

The waiting increased his anticipation. He heard movement behind him; Anna seemed to be moving something around the room. Then there was silence. Anna was probably in the room, but he couldn't see or hear her.

Anna was indeed in the room, enjoying the moment. She sat and watched Jack in the corner and laughed, thinking about how the day had started and what an unexpected turn it had taken. It was a totally new experience for her, but she loved being dominant, and seeing Jack so submissive sent tingles down her pussy, and she felt butterflies in her stomach. So far, everything had been perfect, but she feared for what was to come. She really wanted to spank Jack, but she doubted he would agree to go that far.

Anxious for an answer to her dilemma, Anna resumed her authoritative attitude and said in a commanding tone, “Turn around and come in front of me!”

Jack felt a cold shiver down his spine. It was time for what he both dreaded and looked forward to. Turning, he took a look around the room and immediately saw a chair placed in the middle with the hairbrush on it. He was really going to be spanked. He felt his legs go limp at that moment, while at the same time, something else stiffened even more.

Anna was sitting on the sofa looking very sexy and powerful. She had a lot of anxiety about her next move, but she didn't let it show. Letting Jack stand in front of her, she said, “Now that we've given you some time to think in the corner, it's time to properly address the issue of eavesdropping on what others are talking about. You'll get the spanking. You obviously deserve it, and apart from the lesson itself, you may have the opportunity to answer some questions about your fascination with spanking. And since we basically bought a hairbrush together, I'll use it to make the lesson more meaningful. That's how we'll know if I chose the right brush for my sister,” she said with a wicked smile.

Jack listened carefully but failed to say anything. In fact, she didn't even ask him anything; it was all a statement. He blushed deeply with embarrassment and found it very hard to look her in the eye.

The fact that Jack didn't protest and did nothing but lay his head down and blush was the confirmation Anna needed. Without hesitating and giving Jack a chance to change his mind, Anna said firmly, “Let's get to work then,” and got up from the couch and walked over to the chair. Jack followed her like a puppy.

She sat down and placed the brush next to the chair within reach, then, looking Jack straight in the eye, began to undo the belt on his pants, then pulled them down to his knees. With equally sure and determined movements, she reached into the elastic of his underpants and pulled them down as well, then exclaimed, "Oh, your soldier seems to want to tell me that you enjoy this."

Jack never felt more embarrassed in his life. His face was bright red, and he tried to avoid Anna's gaze at all costs, but she stared intently into his eyes, increasing his discomfort.

Anna added, “Step out of them, please. And since you are already naked below the waist, I don’t see a point in you keeping your T-shirt on. Take it off as well.”

Jack didn't dare protest, and frankly, he didn't want to. He was very humiliated and afraid at the time, but seeing Anna so strict turned him on. It seemed normal to him to be treated that way, and it felt right to be dominated by such a powerful and beautiful woman.

Jack stood completely naked, staring thoughtfully at Anna's lap, knowing that he would soon lie across it. She was still wearing those very short jeans she had at the store, so he was going to lie over her bare skin. Even his erection would rub against her skin. He had always dreamed of such a moment, but in none of his dreams had the woman looked so sexy and dominant.

His thoughts were interrupted by Anna's voice, seemingly warmer than before, “I don't even know your name. I'm Anna, nice to meet you.”

“I'm Jack...” was all he managed to say, but he thought it was strange and, at the same time, funny to make the introduction with someone in such a position.

“Perfect. If we've done the introductions, get over my lap.”

Jack lay across her lap, and after a little adjustment, he was in the position she wanted. She began to gently caress his bottom and said, “Just so you know, you have a really spankable bottom.”

“Thank you, Miss,” Jack managed to say. He was trying to get used to the position. He could feel his penis pressing against Anna's thigh, which felt very erotic. He began to look around and saw the hairbrush looking so heavy and scary, then, turning his head in the other direction, he saw Anna's gorgeous feet, much closer than he had ever dreamed of seeing them. The upside-down picture of her legs also looked fantastic.

Being over Anna's knee was humiliating and made him feel very vulnerable and powerless, but it also felt so right. He was submissive by nature and had long dreamed of that moment, and the reality was even better.

His thoughts were interrupted by the sound of a slap, followed by a sting on his left buttock. Then the same loud sound and a sting on his right buttock. His first ever spanking had just begun. The initial strokes didn't seem too painful; in fact, he enjoyed the sensation. But after a while, the pain started to build up, and each stroke stung more and more. Without realizing it, Jack began to squirm over Anna’s lap.

The swats flowed relentlessly, alternating on each cheek. Sometimes Anna would focus on just one buttock and spank the same spot several times, making Jack sob and whimper. The spanks on the top of his legs were by far the most stingy, and Jack felt his eyes grow blurry.

Even with the hand, the spanking was way more painful than Jack had imagined, and he was conscious that the hairbrush was going to be even worse. He could no longer feel his penis pressing against Anna's leg and thought that he was no longer erect because of the pain. Yet he loved the feeling of submission and loss of control.

Although on the outside he struggled more and more to cope with the pain, deep inside he felt good and grateful that he could live through such a moment. He felt so alive, and the emotions he was experiencing were so intense, in direct proportion to the pain.

At one point the spanking stopped, and Anna picked up the hairbrush. Jack was scared of what was coming, but he was determined to try to hold on as best he could and be as submissive as possible.

From the first strokes with the hairbrush, Jack had tears in his eyes and sobbed loudly. He couldn't believe how much it hurt and was trying very hard to stay in position and not to cover his bottom with his hand. Anna helped him and held him more firmly in position, placing a hand on his hip.

Jack was already completely out of control and was crying freely. He had given up resisting and trying to avoid the spanks and was lying exhausted over Anna’s lap. His mind started to detach from the body and to enter a new dimension.

The pain no longer seemed so intense, and a feeling of peace and fulfillment filled him. He felt totally under Anna's control, and this gave him a sense of joy. It felt right and amazing, even though he couldn't stop crying and howling.

Finally, the spanking came to an end, and Anna gave him a moment to recover, then helped him to his feet and said in a determined tone, "Go back to the corner, and don't you dare rub your bottom. Hands behind your head.”

Jack obeyed and went to the corner. He stayed that way for what seemed like an eternity. He wanted to rub his bottom and was so curious to see how hot and red it was.

Meanwhile, Anna poured herself a glass of wine and sat on the couch, looking at Jack's red bottom, proud of her work. For her, it was an incredibly rewarding experience. Ever since her sister told her that she used spanking in her relationship, Anna had envied her. She had always wished she could have such control and power over a man, and she finally had the opportunity. And the experience was even more thrilling than she had anticipated. She felt her wet panties between her legs and knew that after Jack left, she would put her dildo to work.

Anna dialed her sister's number and called her. Jack again had the opportunity to witness a conversation between the two sisters, although he was in a totally different position than the first time, standing in the corner, totally naked and with a very red and sore bottom.

“Hey, sis… No, nothing happened. I'll stay on schedule and come over tonight. I just wanted to let you know that the brush I bought is very efficient, and I don't think you'll break it anytime soon,” Anna said, then, after a short break, added, “I decided to keep it, in case I need to use it again in the future. I'll stop by the store and buy you another one on my way over... Yeah, let's just say I'm no longer a stranger to spanking. I'll tell you about it when I see you… Ok, sis, see you later.”

Jack turned out to be more obedient than she imagined, and she congratulated herself for deciding to try to get him to accept a spanking. She would have loved to spank him another time, but seeing him sniffing in the corner made her think she wouldn't get another chance like that. But she was determined to use all her skills.

So, taking an assertive posture, she said, “Turn around and come closer. Don’t rub your bottom.”

Jack faced her, and she immediately noticed that his penis was almost as hard as before the spanking. On the other hand, Jack noticed how sexy and in control she looked. She was sitting on the sofa with a nice glass of wine in her hand. Her legs were stretched out on a footstool, and her bare soles gave Jack a wonderful view. Jack had a chance to admire her feet and toes and enjoyed the opportunity to see her soles in all their glory. They looked gorgeous and extremely soft, and her arches were so sexy.

She took it as a good sign and went on saying, “Did you learn your lesson?”

“Yes, Miss. Sorry, Miss,” Jack answered, blushing.

“I hope you know you deserved it.”

“Yes, Miss. I know.”

“And shouldn't you be thanking me for this valuable lesson?”

“Thank you, Miss, for disciplining me,” Jack said.

“I believe in deeds rather than words, so you will have to try harder.”

“What do you mean, Miss?”

“Since I caught you staring at my feet anyway, I want you to get down on your knees and worship them. And you'd better put some passion into it, at least as much as I did when I spanked you.”

Jack was speechless, unable to move or say anything. His mind was racing, and he couldn't believe what he was hearing. It felt like he was dreaming, because it was impossible for so many dreams to come true in one day.

Anna woke him from his stupor, saying in a stern tone, "It's good that you opened your mouth; now start using it properly."

Jack knelt down and moved closer to her feet. He began to kiss them carefully, afraid of doing something wrong. They felt so good and soft to the touch. Gradually, seeing that Anna didn't make any remarks, he plucked up courage and began to lick her soles, and then he also used his hands to massage her feet and lift them up to reach her heels more easily. He licked with great passion and desire and felt like he was on cloud nine. As much as he loved the soles, his favorites were the toes, so he started licking and sucking them with great diligence. He was careful not to leave a millimeter untouched. Anna ordered him to lick between her toes, and he did so with great pleasure.

He would have worshipped her feet forever, but she told him to stop. Jack was very happy but kept a serious posture, still intimidated by Anna. Never in his wildest fantasies had he imagined that he would have the chance to worship such flawless, mouthwatering feet.

Anna had a great time too. She loved having Jack at her feet, and his enthusiasm impressed her. He really seemed like a nice guy, and he was good-looking too. Plus, he was very submissive, and she particularly liked that. She thought she'd like to have a little more to do with him.

She told him that his punishment was over and ordered him to get his clothes and go to the bathroom and get dressed, then come back to her. Jack did as he was told, and once in the bathroom, the first thing he did was look at his bottom. He couldn't believe how red it was and immediately noticed a few bruises. It felt very hot and swollen to the touch. The pain, however, began to turn into a really pleasant tingling that seemed to spread throughout the body.

He was very aroused and would have liked to masturbate but didn't dare. He got dressed and went back to the living room, where Anna was waiting for him. She told him in a slightly friendlier tone, “You took it well, and I must admit I’m pretty impressed about what you did with my feet. You seem like a nice guy after all, but I think you need to be kept under control sometimes. You need some discipline in your life, and I think somewhere deep down you believe that too.”

Jack didn’t reply but blushed and looked down at the floor. Anna continued, "Your reaction confirms my suspicion. What I can tell you is that I am more than happy to help. Therefore, I expect you to be here again next Saturday. Let's say twelve o'clock sharp. Maybe if you're good and obedient, you'll get a chance to taste more than just my feet," Anna said, spreading her legs a little, then added, "Who knows, maybe in the future I'll agree to go out with you on a date. It's entirely up to you."

Jack couldn't believe his ears, and his face betrayed his surprise. Anna found his puzzlement amusing.

“Now go. If you're not here next week, you can forget I exist,” Anna said.

“Yes, Miss.”

Jack was driving home and could barely concentrate on the road. He still felt like he was dreaming and was incredibly excited. He had fulfilled his dream of being spanked and dominated by a woman. The spanking itself was more painful than he had imagined, but he felt more alive than ever and was very happy and satisfied. He had experienced the most intense feelings and was aroused just dreaming of being spanked by Anna again. He also had the opportunity to worship Anna's unbelievably gorgeous feet, and it made his mouth water just thinking about her toes. What's more, she had suggested that in the future he might taste something other than her feet, and the thought of kneeling between her legs almost made him lose control of the steering wheel. How he wished he could bury his head between her curvy buttocks and worship her ass, then move on to her wet pussy and lick and suck it until he made her scream with pleasure.

He knew without a doubt that as painful as spanking was, it was at the same time a very exciting experience, and the opportunity to see her again and be at her feet and maybe her pussy and ass compelled him to go back to her. He was to report back at the appointed time and submit to her again completely. Jack's life had just become more interesting than he had ever imagined. He couldn't wait to get into the privacy of his own home and masturbate.

Anna was already busy with the vibrator, and it didn't take long before she exploded in a wonderful orgasm. It had been a very good day for her, and she couldn't wait to have Jack obedient and ready to serve her again.