John Jones lives in a block of flats called Berkeley Court in the centre of Halftown. He is thirty-two years old and is a successful sales manager for a large company specialising in school supplies. His nearest neighbours are all professional ladies who he recognises, but he does not know their names. As he leaves his flat today, he bumps into the lady opposite.

“Good morning,” John says.

“Good morning,” the well-dressed lady replies.

They part ways going out of the door as John heads to his car. The lady walks to her car and John grins as he admires her beautiful bum as she walks away from him. John has one call this morning, a local school concerning a contract to supply canes, straps, exercise books, and other items. He checks into his office before proceeding to the school. On arrival, he is told to wait outside the Headteacher’s office on a chair. John sits down nervously as he remembers similar visits to his headteacher while at school. He can hear voices from within the office before a period of silence. The unmistakable swish of a cane breaks shortly after the silence, followed by a loud crack. John’s excitement caused his trousers to bulge. Five more strokes of the cane follow accompanied by loud cries from a female voice.

John is fully aroused by the time a sixth-form pupil opens the door. She is red-eyed, tears on her cheeks and walking awkwardly with her hands rubbing her bottom. Without realising it, John touches his bulging cock.

“Mr Jones, please come in and take a seat,” the stunning headteacher says.

Her voice startles John, and he looks up to see his neighbour staring at his groin.

“Thank you,” he mumbles as he follows her into the office.

“I didn’t realise that it was you I was seeing today. I am Susan James, headteacher and your neighbour,” she says.

“I didn’t know either. I am John Jones, sales manager for BS School Supplies,” John retorts as he hands her his card.

“I am sorry for delaying you, but I had an urgent matter to deal with,” Susan explains.

“I heard it and saw the young lady leaving. It brought back memories as I was waiting for you,” John admits.

“I can’t imagine that you got caned. You seem too well behaved,” she replies.

“Sadly, not that good. I got caned twice, six strokes both times, for disrupting lessons,” he confessed.

“Shall we move onto the contract? I have checked it and the bursar has confirmed it is correct. I have signed it and it just needs countersigning,” Susan says.

“You are efficient,” John responds as he signs the document.

“That was quick. Would you like a cup of tea or coffee if you have time?” she asks.

“Yes, please. Coffee, white, no sugar please,” he replies.

Susan presses her intercom and arranges the beverages, which arrive a few minutes later.

“Now that business is done, please call me Sue,” Susan says.

“Thank you, please call me John,” he replies.

“So, John, I made you nervous earlier. Surely I am not that frightening?” Sue probes.

“It was the memories that did it. You are not frightening, but I am glad I am not one of your pupils. That girl was really in pain,” John answered.

“She deserved it sadly. I warned her. It seemed to excite you. I noticed your bulging trousers and your hand,” Sue exclaims.

“Please forgive me,” John pleads, as he blushed bright red.

“I bet you were excited when you got caned as well. Did you rush to the toilets after to masturbate?” she asks.

John blushes because she is correct.

“I think that the only reply I can give is no comment,”

“So I am right, you did,” Sue continues as she walks round her desk and sits alongside John on the settee.

John smiles as he admires her beauty. Sue is forty years old, a fabulous figure enhanced by a tight black skirt and white blouse. Her black high heels make her slim, long legs look perfect.

“You are correct,” he admits.

“What serious offence did you commit that justified a caning?” Sue asks innocently.

“I was in the sixth form and I wolf-whistled a teacher. That got me the first six,” he confesses.

“And the second time?” she continues, realising that John is relaxing.

“I told the same teacher that she was stunning when she asked me what I was thinking during a lesson. The class roared with laughter, but she didn’t see the funny side. I was lucky not to get expelled,” John admits.

Sue smiles as she notices his trousers are bulging again.

“I see you enjoy talking about caning. Would you like another caning?” Sue enquires.

John’s flustered state met Sue’s expectations. He had often dreamt of being caned by a beautiful lady and now she was offering to do it.

“I don’t think that would be professional at your workplace,” he mumbled.

“Well, you could come to mine this evening. You wouldn’t have to masturbate afterwards,” Sue suggests.

“That sounds better. But it must be a proper caning,” he replies.

“Seven o’clock then. Don’t be late or you will get extra,” she states.

John stands up and picks up his briefcase. He is on a high as he leaves. Sue smiles at the thought of caning her handsome neighbour, followed by passionate lovemaking.

&&&&&&

At precisely seven o’clock, John rang the bell on Sue’s flat. His dress is smart but informal. John’s face lights up as Sue opens the door wearing a short black dress and matching black high-heeled boots.

“Good evening,” Sue says before kissing him on the cheek.

“Good evening, sexy,” he replies without thinking.

“Glass of wine?” she asks.

“Yes please,” he replies.

Sue ushers him into the lounge, and they sit on the settee.

“So, you came then,” Sue comments.

“Of course. I never break a commitment. Did you think I might?” he answers.

“I wasn’t sure. I was worried that I might have offended you,” she admits.

“No chance. I have been looking forward to this all day,” John confesses.

“Better get it over with then. Give us more time to make up after,” Sue says.

Sue walks to the kitchen and soon returns with a senior cane. She teases him by flexing and stroking it.

“Strip off and bend over,” she commands.

John hesitates before removing his clothes. Sue beams as she spots his erect cock.

John bends over a chair and Sue stands alongside him. Her cane touches his buttocks, and she eases it back and forth, causing John to tense up. She taps the cane twice before drawing it back. Sue brings it down with a loud hiss before it cracks onto his bum, burrowing deep into the fat on his buttocks.

“Fucking hell!” John blurts out as the pain burns across his rear.

“That would get extra strokes if you were a pupil,” Sue comments.

The second stroke whistles down even harder, making John gasp loudly. Three more strokes follow, each getting the same response. She aims the last stroke low and hard. It hits his buttocks, biting deep into the flesh, and John yelps loudly.

To his relief, Sue stands back before gently stroking his burning cane marks.

John slowly stands up and looks towards a grinning Sue.

“Thank you,” he whispers.

“Are you ready for your reward?” she replies.

“Certainly,” John mumbles as Sue unzips her dress to reveal her naked body. She takes his hand and leads him into the bedroom.

She expertly removes her boots before pulling him onto her. John kisses her nipples as his hand gently strokes her pussy. Sue’s hands are teasing his cock, so John eases his fingers inside her slit. Their hands are in unison as they become more aroused. Sue slips his prick into her slit and John pushes it deep inside her. She gasps with delight as he thrusts harder before pounding up and down. Sue pushes up hard as John thrusts, pushing the full length deep inside her. As John speeds up, Sue moans loudly before screaming to a climax. John continues pounding away as Sue shudders to a second orgasm before John shoots his juice inside her. They both relax before rolling over to cuddle each other.

“That is better than wanking, isn’t it?” Sue gasps.

“Absolutely,” John replies.

John sneaked out just before seven in the morning.

Just after eight, John left his flat and bumped into Sue.

“Good morning,” he says.

“Good morning. I hope last night wasn’t too painful,” she replies.

“Certainly not. I hope you enjoyed it?” John enquires.

“How can I not when it combines two of my favourite pleasures, caning and sex,” Sue responds.

“Do you fancy a repeat?” John asks hopefully.

“It will have to wait a week because I am on a course until the end of next week. I will let you know when I am back,” she replied as she went to her car.

John’s disappointment is obvious. He gets into his car and checks his calendar for appointments.

“Fuck! How could I forget that?” John exclaimed.

He picks up his phone and rings his office.

“Good morning. BS School Supplies, Helen speaking. How can I help you?” a voice answers.

“Helen, it’s John. I have noticed a clash in my appointments this afternoon. It shows that I have my medical at two and a visit to Heathcote School at two thirty. Can you rearrange my medical, please?” John explains.

“No need. I have already rearranged your visit to Heathcote School on Thursday. You have only got your medical at two now,” Helen clarifies.

“Thank you,” he replies.

John clears the call and flops back in the seat. Why didn’t he check his appointments before she caned him? How can he explain the marks to the doctor and nurse?

&&&&&&

At two o’clock precisely, John rings the bell on the reception desk. A young nurse comes out and John recognises her from his block of flats.

“Good afternoon. John Jones for my medical,” he says.

“Good afternoon. I am Nurse Peters and I am assisting Doctor Jacobs today,” she replies.

The nurse opens a swipe card door, and John follows. They go up one floor and into a treatment room.

“Strip off, please, while I prepare for your tests,” she says.

“Is there a gown?” John enquires.

“Surely you’re not shy. We’ve seen it all before,” Nurse Peters replies.

John blushes as he undresses. Nurse Peters returns just as he bends over to fold his clothes.

“Someone’s been very naughty,” she says with a smile.

“I went to the School Dinners Restaurant last night with some friends and I got whacked,” John mutters back.

“They did a good job, six nice strokes,” she responds.

John smiles back at her, hoping that she believes him. Nurse Peters is in her twenties, hair in a ponytail, tall and slim but with great tits. Her uniform is tight fitting and short, showing her stunning legs. To his horror, John is getting aroused and his cock bounces upwards.

“Do you mind if I call you John? Please call me Ann,” she says.

“That is fine,” John replies as he tries to cover his genitals with his hands.

“Don’t be shy. You should be proud of that,” she jokes.

John relaxes and the tests begin with height, weight, and fat tests.

Ann then gets a trolley and asks John to sit in a chair and hold out his arm for the blood tests. She finds a vein and lines up the syringe and needle.

“Small prick coming,” she announces.

“That’s usually my line,” John quips back.

Ann laughs as she looks at his bulging cock.

“I don’t think you can call that one small,” she replies.

John grins as he appreciates her manner.

The blood tests finish and Ann starts on blood pressure, ECG etc. before progressing onto the treadmill ECG test. After about thirty minutes, she finished her tests and called Doctor Jacobs in.

Doctor Jacobs is a stunning woman in her thirties, wearing a tight top, skirt, and high heels. His cock promptly responds, which is immediately noticed by both ladies. Dr Jacobs shows a professional manner and starts her full body examination, which takes about thirty minutes before she reaches the embarrassing parts.

“Please, can you open your legs so I can check your testicles and penis please, Mr Jones?” she asks.

John opens his legs and Doctor Jacobs gently checks his testicles, causing him to have an erection. John blushes once again as she moves onto his stiff cock.

“All seems fine there. Just the last part before the whole body scan,” she continues.

John looks worried as she puts some gel onto the finger of her right hand and turns towards him.

“Onto your left side and knees up, please. I will try to be gentle,” Doctor Jacobs says.

John assumes the position and Doctor Jacobs slips her finger into his back passage. She carefully checks his prostate, causing John’s cock to react again. Shortly after, she removes her finger and Ann wipes John clean.

“That’s me finished at present. Nurse Peters needs a semen sample for a fertility test and I will see you after the scan,” she says as she.

Nurse Peters holds out a small bottle and smiles.

“Do you want to do it or would you prefer me?” she enquires cheekily.

John blushes yet again before realising what she said. He stuns her with his response.

“You will be better than me. I will hold the bottle.”

Ann agrees immediately. She has admired his stiff cock all afternoon.

“Lie back and enjoy,” she says as she places one hand around the base of his cock and starts working with the other.

John is in heaven now as Ann’s hand works him to a fantastic climax, shooting his semen into the bottle. Ann grins and wipes him clean before taking the bottle.

“You will get the result when you see the doctor. You need your scan now, so please follow me,” Ann continues.

John followed Ann to the scanner, where an older radiologist completed the scan. Ann then took John back and told him to dress before leading him into Doctor Jacobs’s office.

“Please take a seat. I hope that wasn’t too embarrassing for you,” she says.

“Not too much,” John mumbles.

“The good news is that everything is perfect, no areas of concern. I will mail my report to you in seven days,” Doctor Jacobs says.

“Thank you. That is good news,” he replies.

“Is there anything else before Nurse Peters shows you out?” she enquires.

“Only your telephone number, please,” John cheekily asks.

“I am sorry, but I don’t date patients,” she responds.

John got up and Ann showed him out. Before opening the reception door, she saw her opportunity.

“I am happy to give you my phone number,” she says.

“I don’t need it. I recognise you from flat five. Do you fancy dropping in after work?” he replies.

“How about you come to mine in an hour? I have a surprise for you,” Ann replies.

“See you then,” John says as he bounces out of the door.

&&&&&&

One hour later, John rings the bell of flat five, and Ann opens it. Ann’s tight-fitting, low-cut mini dress shocks John, causing his trousers to bulge.

“Please come through. I have poured some wine for you,” Ann says.

“How did you know I prefer white wine?” he enquires.

“Your questionnaire, page two,” she replies.

John sits on the settee and Ann sits next to him.

“It's confession time. I was naughty today when I gave you a hand job. You are supposed to do it yourself in private. Now, confess to your untruth,” Ann says.

“I figured you weren’t supposed to do that, but it seemed too good a chance to pass up. I’m not sure what else you are referring to,” John counters.

“The bit about the School Dinner Restaurant. I know it was closed since the weekend as I have a part-time job there as a St Trinian’s girl,” she elaborates.

“Wow. Yes, I made that up. Although I might visit just to see you in action there. Someone I deal with offered me a caning, and I wanted a trip down memory lane, after my school canings,” he admits.

“Was that Sue in flat seven by any chance?” Ann asks.

“Yes, it was. What made you say that?” John enquires.

“She has a reputation for enjoying caning men. You are not the first,” she answers.

“Oh. Another joyful moment wrecked,” John sighs.

“I think I can cheer you up. I probably deserve a spanking for my hand job and you ought to deliver it,” she states as she stands up.

Ann pulls a chair into the middle of the room and undresses. John stands up and moves towards the chair.

“You’ll have to strip as well. I don’t want to make a mess of your trousers,” Ann orders.

John does not need a second invitation and soon strips before sitting on the chair. Ann carefully goes over his knees and John grabs her waist. Ann settles into position and John’s right hand smacks her right cheek hard, followed by the opposite cheek. As he continues rhythmically between buttocks, Ann wriggles, causing his cock to stiffen. He feels a damp patch on his legs and realizes Ann is enjoying it. Ann moans gently. As John smacks harder, Ann’s moans become louder, so he stops.

“Why have you stopped? I was enjoying it?” Ann demands.

“I thought you might fancy this,” John suggests as he holds his cock.

“Yes please,” Ann gasps and bends over the chair.

John stands behind her and eases his cock into her wet hole. Ann moans loudly as he thrusts it fully in. Her moans grow louder as John pounds away faster, pushing it fully in every time. Louder and louder, she moans until she shudders to a climax just as John spurts deep inside her.

“Thank you. I have wanted that all day since I first saw you naked,” Ann gasps as he stands away from her.

“I am pleased I didn’t disappoint. Sadly, I have to go soon. I have a long drive to an early appointment. Can I see you again?” John asks.

“I am on nights until Sunday. How about next Monday?” Ann suggests.

“Seven o’clock at mine,” he agrees.

They kiss each other before John departs.

To be continued……