Andrew sat at his desk and looked again at the email from HR. He had performed increasingly well over the previous six months and had won that month’s employee prize for employee of the month. He stood up and started to walk towards the stairs and saw the envious looks on the faces of some of his colleagues as he walked passed them. Andrew was fifty-eight-years-old and had worked for the Company for eleven years. He was well liked and respected. He wore his usual dark blue suit and light blue shirt with a blue patterned tie.

Andrew walked up the three flights of stairs to the flat at the top of the building. It was on the sixth floor of a terraced block of adjoining office buildings and was the sanctum of the owner of the company. Few staff ever got to go to the flat although all those who won the employee prize did so. They were sworn to secrecy about what happened when they were in the flat and the staff happily maintained that secrecy. Rumours spread around the firm but nothing concrete was ever spoken about the ‘prize’ the winning employee received.

This was the first time Andrew had won the employee prize so he walked up the stairs both with happy anticipation and a little dread. Why didn’t staff ever talk about what happened in the flat, he wondered? Still, he was excited to be seeing the flat for the first time.

When Andrew got to the top of the stairs he was faced with the door to the flat. There wasn’t a doorbell so he knocked on the door.

Mrs Jameson, Penny, opened the door. She was smiling as she waved Andrew inside. Her dark hair nestled on her shoulders and she was dressed as usual in her long-sleeved white blouse and dark blue skirt. It was summertime and she had bare legs. Andrew had always had a bit of a crush on her. She was thirty-five-years-old and he liked younger but strong-willed women. Penny was certainly in that category.

Penny said, still smiling, “Go through to the living room, Andrew,” as she pointed to the doorway across the hall.

Andrew smiled back and walked into the room. He stopped short and was wide-eyed as he saw Nikki, Penny’s eighteen-year-old trainee cum assistant. He was open-mouthed as Nikki was wearing a short-sleeved green and white gingham school dress with a white belt, black school shoes and short white socks. That was very different to the short-sleeved floral top and short skirt she was wearing when he saw her downstairs about half an hour earlier.

Nikki saw the look of surprise on Andrew’s face and broke out into a broad smile as she pointed to the dining table and said with a firmness he had registered before when she spoke, “Go and sit down, Andrew, and we will explain.”

Andrew sat down blushing as he watched Penny and Nikki sit down opposite him. Nikki, in particular, was putting on a stern looking face although even then she looked pretty.

Penny explained. “You have been the best-performing employee this month and as a thank you, we like to give you a prize we reckon you will like.”

Andrew gawked as he listened to Penny and looked at Nikki in her school uniform. He swallowed a couple of times as he realised he was getting rather turned on by her. She looked so cute in the school uniform and he even gasped when he saw she had a badge that said, ‘Head Girl’.

Penny continued, “As you know we don’t have any particular internet policy here. We trust you all although do have top of the range firewalls and anti-virus software. However, what we do do is check up on your history if you win the prize so we can focus the prize on what you like.

Andrew blushed an even deeper red. He regularly surfed the sites he liked which were invariably pictures and videos of young women disciplining men his age. He liked in particular Prefects’ detentions where the Prefects were empowered to discipline the boys. He never imagined that would be tracked though. However it was now clear why Nikki was dressed as a Head Girl.

Penny said, “So Nikki here likes to be in charge of her relationships and when we discovered your particular thing she immediately offered to role play being the Head Girl cum Prefect.” Penny looked at Andrew who was still looking towards a still almost austere looking Nikki and asked directing her question at Andrew, “So what do you think?”

Andrew stammered, “Erm, well, you do look rather good, Nikki.” He starred at Nikki. She looked so young. Well she was of course, as she was just eighteen-years-old. She even had her hair pulled back in to a ponytail which was a look he loved. Of course he had often looked at photographs of women with ponytails.

“That’s decided then,” Penny said firmly. She added, “Of course you have to agree that what goes on in the flat must never be discussed outside. I think you know that is a rule?”

“Oh yes,” Andrew replied quickly. “I’ll definitely not tell anyone,” he added swallowing hard as he hoped and even presumed the same would apply to Nikki.

Penny stood up and looking at her watch said firmly, “Right, it’s a one hour detention. Nikki has lines for you to do, some wall-facing time, a spanking and six strokes of the cane. Understood?”

Andrew was open-mouthed. Those were exactly the things he liked to look at, amongst other things, but Penny was spot on so far. He remained open-mouthed as Penny walked out of the living room and closed the door behind her. Moments later he heard the front door open and close. His attention was immediately caught by Nikki who stood up and walked round the table to him and grabbed him by the ear. He cried out but once again found the experience one he had often looked at on screen.

Once Andrew had been forced to his feet Nikki ordered, “Jacket, tie and trousers off. You won’t be needing them during the detention.”

Andrew licked his lips as he savoured the ‘Do as I say’ tone of voice and he obediently undid his tie and slipped off his jacket putting them on a chair before unzipping his trousers and pushing them down his legs before stepping out of them. Again he realised that he enjoyed seeing the men being disciplined made to undress and wondered if his shirt and underpants were going to follow.

“Go and face the wall while I get things ready,” Nikki ordered as she tugged at his ear.

Andrew gasped as his ear was pulled as it hurt so much. Wonderfully though, he thought as he ceded control to Nikki.

Nikki took Andrew to the wall and releasing his ear pushed the back of his head and ordered, “Press your nose against the wall and put your hands on your head.”

Andrew quickly entered naughty schoolboy mode. He had often had to do this when he was at school, although normally for his school teacher who was particularly strict. He wondered sometimes how come he fantasised now about being disciplined by a woman much younger than himself rather than a teacher but supposed he loved the ‘Having to be obedient’ persona being forced on him by a much younger woman.

Nikki stood behind Andrew and smiled as he placed his hands firmly on top of his head and pressed his nose against the wall. She made a point of scolding him. “Not fast enough,” she said firmly, adding “I’ll take these down for you.”

Andrew held his breath as Nikki grabbed the elastic of his underpants and moments later felt them being yanked down to his knees. He gulped as Nikki placed her open palm on his bottom and heard her say sternly, “Do as I say immediately for the rest of the detention.” Andrew realised Nikki had pulled her hand back and next moment felt her hand spank his bare bottom cheek. He gasped in surprise but knew he already had an erection.

“Stay still,” Nikki ordered as she tapped Andrew on the back of his head, intending to remind him to keep his nose pressed against the wall.

Andrew could hear the noises behind him. There was what sounded like a pad being dropped on to the table and a pen or pencil. That will be for the lines he supposed. He then heard a chair being moved and reckoned that would be for his spanking. Finally he heard a cupboard door being opened and moments later closed. He wasn’t sure but wondered whether that might be the cane being collected.

Andrew could tell that Nikki had finished getting things ready and was standing behind him as he could feel her breath on the back of his neck. It made his penis even more erect as he pictured Nikki in her school dress standing with her hands on her hips and her lips pouting. He had no idea if she was doing any of those things but his imagination was running wild. His heart was beating madly as well as he waited for events to unfold. He had not been this excited for a long time, he told himself.

Nikki put her hand once again on Andrew’s bottom and leaning in close whispered in to his ear, “Naughty boys get punished and you have been very, very naughty. Looking through the window of the girls changing rooms was very naughty indeed.”

Andrew gasped. It was only this morning he was looking at a picture story when exactly that had happened. He gasped as Nikki’s hand spanked his bare bottom again and a moment later spanked his other bottom cheek.

“Turn around and face me,” Nikki ordered.

Andrew turned and faced Nikki. She looked so dominant as she glared back at him.

“Take your underpants off and then go and sit at the table,” Nikki ordered.

Andrew bent down and as he lowered his underpants could not help but look at Nikki’s bare legs and think about the much closer view he will have of them when across her lap. As he stood up straight again he looked in to Nikki’s now fiery eyes and swallowed again. He loved her just then.

“Sit at the table, open the book and do twenty five lines,” Nikki ordered.

Andrew went straight over to the table and sat down. He was conscious of being naked below his waist but focussed on the notepad which he opened. He saw written at the top of the page was the line, ‘I deserve to be spanked and caned.’ He gasped although as he felt his erect penis brush the side of the table he knew this was exactly what he had fantasised about and craved for so long.

“Any mistakes gets extra spanks. Five mistakes gets an extra cane stroke. So be very careful,” Nikki said sternly.

Andrew took heed as he lifted up the pen and started to write the lines. He remained conscious of the close attention that Nikki was paying as she hovered over him. In fact every now and again he glanced at the floor and again saw her bare legs and short white socks and told himself how sexy she looked. He reminded himself that she was just eighteen-years-old but he loved the way she was being so strict. She was clearly relishing the role play.

Andrew counted out the twenty-five lines and glanced over them to see any obvious mistakes. He reckoned they were okay and handed them to Nikki.

“Get back to the wall while I check them,” Nikki ordered.

As Andrew pressed his nose against the wall and placed his hands back on top of his head he pictured all those films he had watched of grown men dressed like schoolboys doing just this before going across the teacher’s lap for a spanking. He was still so turned on.

“You have made five mistakes,” Nikki said sternly. “So it will be extra spanks and an extra stroke of the cane. Now come over here,” Nikki ordered.

Andrew turned and saw Nikki already sitting on the chair leaning slightly forward with her hands on her hips looking so confident and strict. As he got closer he focussed on Nikki’s lap. Her dress had ridden up and most of her thighs were bare. He was now sorry he still had his shirt on as he would so love to have his bare skin lying across her bare thighs.

Nikki looked at Andrew as he stared at her lap and knew what they both wanted. She said in her sternest voice, “Get your shirt off. You don’t want it to get all crumpled do you?”

Andrew quickly undid his buttons and slid the sleeves down his arms. As he put the shirt with his other clothes his heart beat faster than for a long time in anticipation of going across Nikki’s lap.

Nikki glanced at Andrew’s erect penis and wondered if he would cum once across her lap. She wasn’t going to mind. She loved giving men hand and blow jobs so some cum on her bare thighs wasn’t even close to an issue. She pointed at her bare thighs and ordered, “Get across my lap.”

Andrew stepped forward and placing a hand on the far side of the seat but making sure his arm rubbed against Nikki’s bare thigh he eased himself down across her lap. Although he had been in detention often enough he had never been spanked or caned which may well be why he had fantasised about it for so long. He loved being with women who had strong voices and opinions and knew he wanted to obey strong women and even though Nikki was just a teenager he felt the same way about her. In fact, he realised a woman’s age was not the issue. She had to be a dominant character and Nikki certainly was that.

So as Andrew lowered his full weight across Nikki’s thighs, he looked at the backs of her legs and was ecstatic at the sight just as he sighed when he looked at the underside of Nikki’s thighs as they protruded from the seat. He told himself how much he would enjoy the feeling of submission and that this was every bit as good as he had imagined it would be. Better still was when Nikki started to rub his bare bottom cheeks with her hand.

“Five errors so fifty extra spanks,” Nikki said sternly.

Next moment Andrew felt the sting of the first spank he had ever been given. It didn’t hurt so much although as Nikki landed spanks on alternate bottom cheeks he could feel the stinging intensify. However as well as the stinging Andrew was enthralled to see how Nikki’s calf muscles tensed as her hand was coming downwards for each spank. He had imagined how a woman’s legs would look at this close range as he lay upside down and had seen photos on his computer. The reality was far better though. Sexy even.

Andrew started to gasp as the spanks continued at a very steady pace. He quickly forgot he was across the lap of an eighteen-year-old and just lost himself in being the naughty schoolboy being disciplined by his strict teacher. The reality was different to the fantasy but was better. The feeling of submission and loss of control allowed him to wallow in the effect of the increasing pain.

Nikki kept on spanking Andrew as she said sternly, “Those are the extras for your mistakes. Now for the spanking proper.”

Andrew gasped as his bottom was already stinging so to be told the spanks so far were the penalty for the mistakes he made was a surprise. However he knew he was in no position to object and that Nikki was very much in charge.

Nikki looked down at the increasingly reddening bottom cheeks but knew to keep going. In fact she was enjoying herself as she had daydreamed about doing just this ever since when she was sixteen-years-old when she watched a friend being spanked by their class teacher. She had been aroused as she watched and had masturbated that night in bed. She had masturbated many times since then picturing herself being the one giving the spanking. So when Penny asked her yesterday to take on this role today she was thrilled to agree. She even had her school dress in her cupboard at home so brought that in to wear. She was glad she did, given the erection Andrew got when he saw her.

Andrew was beginning to struggle with the continuing spanks. He had registered that instead of spanking on alternate bottom cheeks several spanks were landing time and again on the same bottom cheek. It intensified the stinging sensation and he knew he was grunting as each spank landed.

Nikki smirked as she listened to Andrew reacting to each spank. She liked Andrew and was enjoying spanking him. She always took her work seriously though and remembering watching the spanking her friend was given she knew she still had to spank the backs of his legs. As she did she listened to the quite natural reaction from Andrew as he squirmed around on her lap and kicked his legs as his cries got louder. Well he wanted to be spanked, she told herself, and she was very happy to spank him, and harder was definitely the more fulfilling experience for both of them.

Andrew struggled as the spanks landed on the backs of his legs and he was no longer looking at the backs of Nikki’s legs. He was trying not to cry and reckoned if the spanking went on much longer he would fail miserably. Fortuitously, the spanks did stop.

Nikki decided Andrew’s bottom and the tops of his legs were red enough and albeit reluctantly ordered, “You can get up. I have to give you seven strokes with the cane still.”

Andrew sniffed back tears as he eased himself up from Nikki’s lap. He stood up and turned to look at her and without even thinking his hands rushed to his bottom and he rubbed frantically. His eyes were tear-filled but he could make out the form of Nikki’s body as she sat on the chair with her arms and legs crossed looking very adult but still in her school dress. Even though his bottom was stinging Andrew knew his erection had returned.

Nikki smiled as she looked at her thighs and saw the still wet cum. Still smiling she watched Andrew’s penis stiffen again as he rubbed his bottom and it confirmed to her that he was as turned on as she was. She savoured the sight of Andrew rubbing his bottom for a few moments more before getting up and going towards the table. She could feel Andrew’s eyes following her as she went and picked up the cane.

Andrew swallowed hard as he saw Nikki pick up the cane and bit his lip as he watched her swish it a couple of times. His bottom was already stinging but he knew from what he had read that it was better to be caned on an already spanked bottom than to be given a cold caning. At least it was likely to hurt less.

Nikki demanded, “Bend over and grab the seat of the chair and spread your legs apart.”

Andrew remembered how the men he had watched on the various videos had spread their legs apart as they bent over and dropped their tummies so their bottoms stuck right out. It made for a better target for the lady giving the caning. He wanted to do just that to show his respect and moments later his bottom was sticking right out as he looked at the floor behind him and saw Nikki’s bare legs in their short socks. He so respected the eighteen-year-old HR assistant cum very strict Head Girl cum Prefect for the way she was disciplining him.

Nikki positioned herself and tapped the cane twice on Andrew’s bottom to get him ready for the caning. She focussed on the midway area of his bottom and, pulling the cane back, licked her lips before bringing the cane down on to his reddened bottom. She waited just a split moment before hearing the anticipated cry and seeing the red weal appear. Both were a delight for her.

Andrew cried out as the cane bit into his bottom cheeks. He knew it would hurt but had assumed the men in the films were putting on their facial expressions. As the second stroke landed he knew they weren’t. It hurt much more than he had expected.

Nikki focussed on Andrew’s bottom just half an inch below the second red weal. A split second after she had landed the cane just there she saw Andrew throw his head back and heard him breathing through tightly clenched teeth whilst at the same time the third red weal appeared.

Andrew cried out more loudly as the fourth stroke landed. He could not stop himself bending his knees and shaking his stinging bottom from side to side as he fought to cope. When the fifth stroke landed he bent his knees and raised one leg up from the floor although he kept a firm grasp of the seat of the chair, continuing wanting to be submissive and obedient. The sixth stroke had him crying out as the pain intensified more but even so he kept a hold of the chair. He calmed down a bit as the pain spread right across his bottom and he told himself the punishment was over. He could focus on the memories and was looking forward to being alone to deal with his erection.

“Now for the extra stroke,” Nikki said sternly tapping the cane on Andrew’s red-wealed bottom. She was delighted with the loud gasp and groan Andrew made. She suspected he would have forgotten about the extra stroke. She pulled the cane back and with the words, “Of course the last stroke is always the hardest,” she whipped the cane downwards.

Andrew heard Nikki’s proclamation and was wide-eyed albeit his vision was blurred. He opened his mouth in surprise but before he could say anything the cane once again bit into his bottom. He cried out and lifted one leg and threw his head back and hissed in and out through clenched teeth but knew Nikki was right to give him the extra stroke. It was his forgetfulness and Nikki had to do what she said she would do. Sympathy or leniency was never to be considered. So as he again calmed down this time he knew the punishment was really over and he savoured the stinging pain. His erection returned and whilst he could just about make out Nikki’s bare legs behind him through his blurred tear-filled vision he certainly respected her.

Nikki said gently, “Get up when you are ready, Andrew.”

Andrew was breathing more calmly as he eased himself up. He turned around and immediately rubbed his bottom as he jumped from foot to foot. He could make out that Nikki was smiling and knew his punishment really was over. He stammered, “Thank you, Nikki. That was great.”

Nikki kept smiling as she replied, “Hey, Andrew, no problem. I enjoyed it as well even though I wasn’t employee of the month.”

Andrew remembered how come he was with Nikki and that his secret desire was now known. By HR anyway.

Nikki saw the growing concern on Andrew’s face. “Don’t worry, Andrew. No one will know what has gone on here unless you tell them. It’s an HR rule.”

Andrew was relieved. He looked at Nikki and again was so pleased she had given him exactly the thing he had dreamed of. Of course, he would have to remember that his computer was being watched closely.

“Better get dressed, Andrew. There’s still the afternoon to work.”

Andrew laughed. “Good point, Nikki.” He wanted to ask if she would discipline him again but thought better of it.

Five minutes later he was dressed and making his way back downstairs. As he left the flat he was sure he heard groans coming from the living room and went back and peeped through the door. He smiled as he watched Nikki on the sofa with her fingers inside her knickers and no doubt deep inside her vagina as she squirmed around erotically and was on her way to an orgasm. He delighted in the fact that Nikki was as turned on as he was by what they had done.

Andrew savoured the sight for a few moments before making his way out of the flat and back downstairs. He saw the enquiring smiles from the other staff as he walked towards his desk. He smiled as he walked although as he sat down he gasped at the pain in his bottom.

“You okay?” someone asked.

Andrew blushed as he replied, “No problem. I just missed my step.” It seemed to satisfy everyone but Andrew reminded himself that that was what happened to so many of the men on the videos he watched.

A colleague went up to his desk and said, “Have you checked the points this month. You are close to being top again matey.”

Andrew had never bothered to check the points before but was suddenly interested. He looked and saw there was every chance he would be top again. He pictured Nikki in her school dress and ponytail and started to think what he should look at over the next week or so to ensure he got an even better punishment next time. If he was employee of the month that is.