Disclaimer: a work of fiction, with no use of real names, organisations or places. My first work on Literotica, so helpful comments will be appreciated.
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Ian Hughes enjoyed his job as a senior Education Manager with a range of responsibilities at the local Council in Redhurst district. Most especially the responsibility for Student Behaviour policy, practice and monitoring across the area's schools and sixth form colleges. This gave him unusual opportunities to indulge his lust for MILFs and spanking.
Today Sharon Wade (41), a single mum since her divorce, is visiting Ian to make a 'School placing request' for her teenage daughter Gemma who recently left the local high school with weak grades, a poor behaviour record and gaps in her attendance. Stuck at home, bored, with no work or training prospects, Gemma has realised she needs to get back into Education. But Sharon's increasingly frantic phone calls to local schools have failed to find a place that will accept Gemma.
Sharon heard about Ian privately from a good friend, Liz Mackintosh, who had problems with her daughter Felicity last year. Ian brokered a deal which kept Felicity in formal education until her exams were passed, a secret deal which involved spankings for mother and daughter, and sex for the mum..
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"So Mrs Wade. Thank you for coming in today, and for your submission explaining why Gemma deserves another chance at school. I must tell you I have doubts, her previous school did confirm that she's bright enough to achieve good exam results; but the Headteacher was unsure about her ability to control her behaviour and really dedicate time to learning".
"Mr Baron, she's a changed girl, she hates having no focus in her life and wants to get back to studying and exam preparation. We both hope that she'll go on to University, if only she can get the grades she needs".
"You do realise Mrs Wade, that we have no obligation to do anything. Gemma is 18 now, and that ends the Council's legal responsibility to provide education. Its a tricky situation" Ian stressed, making sure that Sharon knew he was doing them a special favour, a service that might require favours in return.
"Please Mr Baron. We're desperate to get her in to St.Mark's College to do her exams, and Gemma is willing to accept any conditions you impose". Sharon hated being so subservient, but had to do it for Gemma's sake.
Ian sat back in his office chair and thought to himself.. 'desperate. I like that word'.
"OK then. May I call you Sharon? "
She nodded, so Ian went on. "You know the situation. Gemma is over 18, so she is legally of age to leave the education system. But you assure me that Gemma is ready to change her behaviour and take steps to improve her academic performance. So in the best interests of this young woman, and to enable her to realise her potential, I am prepared to contact St.Mark's and try to persuade them. I used to be a Headteacher myself, and have excellent contacts among the schools and colleges. I'm very hopeful that I can get her a place".
Sharon leaned forward, emotional, hands together "Oh thank you so much Mr Baron, she won't let you down".
Ian asked "I understand that Mrs Mackintosh suggested that you talk to me?"
"Yes, Liz told me all about the 'special arrangements' you agreed for Felicity".
"Then, Mrs Wade, you do realise that there are further steps you must both take, before I contact the Head at the school and make the request. I need evidence of 'commitment' from you and from Gemma. Convince me of your personal commitment to being a strong parent, supporting Gemma in her studies and to helping her control her behaviour. You've spoken to Liz, you already know the form that this evidence and commitment has to take..."
Sharon blushed furiously, but nodded her head in agreement. She stood up, unbuttoned her jeans and pushed them down to her ankles. Then, putting on a brave face, she leaned forward to bend over his desk. Her fingers gripped the far edge.
Ian stood up to admire the sight. Sharon Wade was in her early forties, a brunette standing about 5 foot 4 inches, with a true MILF figure of big boobs, wide hips and backside. Her arse carried a little extra weight, and he could see a bit of cellulite, but to Ian's eyes the big bum cheeks were delightful and would make an excellent target.
Ian adjusted an erection growing in his trousers, and walked over to the corner by the window and opened a tall cupboard. Reaching in, he withdrew a traditional wooden cane with the curved handle. (When the national government banned Corporal Punishment in schools and colleges seven years ago, the Council told institutions to return their instruments of punishment to HQ. Ian had kept back a small collection, and suspected a few Headteachers did the same for private use).
Walking around behind Sharon, he admired the view of this mature woman bending half-naked over his desk. Prime material for his lusts. There were few things in life he liked more than turning a pale arse red, and fucking MILF mothers.
Bending down, he took a grip on the waist of her black panties, and pulled them down to her knees. The pure white arse in front of him was a delight, meaty in the right places, and he would enjoy making it burn and shake.
"Have you been caned before Sharon?" he enquired.
"No, never".
"Then you're in for a shock. A shock to convince you to be a better parent".
"Yes, just do it" Sharon begged.
Ian flexed the cane, and took a couple of practice strokes, making it swish through the air. "Legs a little further apart please. Good. Stay down, and take it without a fuss, or I may need to repeat strokes. You can expect six".
He stood back to one side, and rubbed the cane against her shivering bum a couple of times. "Just getting the distance right" he told her. Then he raised the cane, and whipped it down fast to cut into the meat in the middle of her bare arse.
"AArgh" screeched Sharon, "Christ that hurt", her bum jiggling as she moved from foot to foot. But she held on tight to the desk.
"Naturally" grinned Ian, walking slowly around the office and admiring the red line appearing rapidly across Sharon's bum, and the arse flesh moving from side to side. "It wouldn't be much of a test of commitment if it was as light as a feather. You'll be sore later and you'll find the marks last about a week. Get ready, here comes the next one"...
He aimed, pulled back his arm, and then let fly with the downward stroke. It hit low in her arse, in the overhang above her thighs. Sharon screeched again. Another red line burst into life across her cheeks. More movement as she shifted from side to side to try to ease the pain.
"A bit quieter please Sharon" Ian instructed. "You wouldn't want someone coming to see what the noise was, and seeing you like this". In fact he knew it was very unlikely they'd be interrupted, in this corner of the building late in a work day.
Sharon managed to stay down as the cane rose and fell again, leaving another bright red line across her bum. And kept as quiet as she could for three more strokes, just squealing and groaning and shaking her ass cheeks. Ian placed his strokes carefully, to cover as much of her butt as possible. He took it slow, at least one minute between strokes, to give time for the pain to swell. As the punishment progressed Ian enjoyed the sight of her naked arse writhing and reddening, but stopped after six strokes as promised. Sharon jumped up immediately, holding her scarlet marked cheeks in both hands. "Dear God that hurts" she moaned.
"This is a good start" said Ian. "You can pull your clothes up now. Next I need to meet Gemma herself. Bring her in tomorrow about five o'clock". He locked the cane back in the cupboard, careful to make sure no colleague or visitor saw it lying around.
