Educational Holidays for Young Discerning Gentlemen - Cover

Educational Holidays for Young Discerning Gentlemen

by Publandlady

Copyright© 2026 by Publandlady

Historical Sex Story: In 1931, as the Great Slump threatens their elegant Swanage guesthouse, Lakmé Crawford hatches a scandalous plan: offer private “educational holidays” to bashful young gentlemen of means. With her husband’s reluctant blessing, the confident 51-year-old becomes tutor in the arts of pleasure. Business flourishes — until a powerful client arrives with demands of his own. Witty, steamy, and deliciously improper.

Caution: This Historical Sex Story contains strong sexual content, including Ma/Fa   Consensual   Heterosexual   Fiction   Historical   Cuckold   Masturbation   Sex Toys   Prostitution   .

Like most couples, they didn’t agree on everything. What they were both equally certain about was the fact that they weren’t making any money. Hardly anyone was.

The country was in a state. The world was in a state.

1929 had seen a Great Crash on the US Stock market. And, when America sneezed, Europe caught a cold. Working-class people lost their jobs and middle-class people lost their savings.

It was the professional types that the couple had relied upon to keep their Swanage guest house thriving. The business had boasted superior rooms with luxury furnishings very close to the seafront. Roderick and Lakmé Crawford had tried reducing their prices to no avail, the customers just didn’t come. If anything the exclusive nature of the three-bedroomed establishment was now to its detriment.

They were fairly confident that it was Mrs Crawford who was first to suggest that it was young men from rich families who appeared to be the only ones who had money to fritter away. The couple were in agreement that that was the sort of clientele that they needed to attract.

Mr Crawford had laughed, he was of the opinion that rich young men were mainly attracted by sex but that was something that rich young men had no trouble finding.

It was several days before Lakmé Crawford had asked, “But what about bashful rich young men?” Her parents had been avid opera enthusiasts, hence her rather exotic Christian name. As well as lovers of music, her mother and father had been rather Bohemian in their outlook. As a result, their daughter had inherited an open mind and often thought about matters of a sexual nature.

“What about them?” replied Roderick.

“Well, a shy but immature gentleman with means at his disposal may not find it very easy to procure a solution for his emerging untutored lust.”

“That may well be true but I fail to see how a seaside holiday in a sleepy town like Swanage would be an answer to their prayers,” laughed her husband.

Mrs Crawford thought for a while before saying, “But suppose that a week on the Dorset coast included lessons?”

“Lessons?”

“Yes, lessons.”

“What do you mean...?”

“Yes, precisely just that.”

A brief silence ensued before he asked, “You think that we could tempt these sons of the wealthy here and then employ women to teach them about sex?”

“No, that would involve unnecessary expense, not to mention incalculable complexity. I would have to do it.”

Roderick Crawford nearly choked.

“You could do that?” he enquired, sheepishly.

“Certainly, we have been married for twenty-five years. In that time neither of us has ever been disappointed in bed so I know what skills are required.”

“I suppose that I should take that as a compliment but I’m not sure that I’m comfortable with the idea.”

“Well, all these years and you have never shown this jealous streak before.”

Roderick considered before replying, “I don’t think that I have one. There is no doubt that you are a desirable woman who has grown even more attractive over the years but there has never been one moment when I thought that you would be unfaithful.”

Lakmé laughed, “But that’s just it, I wouldn’t be being unfaithful, it would simply be business.”

“And you think that enough of these shy rich young men would be tempted by a mature lady like yourself?”

“Very tactfully put. Cast your mind back to when you were a callow youth, would you have been tempted by a mature lady of fifty-one like me?”

Lakmé Crawford’s husband conceded the point, “Yes, I see what you mean.

“I will need to think about this.”

“While you are thinking about it, perhaps you could come up with a better idea,” concluded Lakmé.


“As I explained, it’s quite simple. You are well placed to spot suitable young gentlemen. Just explain what’s on offer. Write your name and the name of the club on the back of one of these cards. Tell him to present it when he arrives and I will send you a postal order for ten shillings,” Roderick Crawford informed the porter at the Obtusi Club. He had done the same routine at several other London Gentlemen’s Clubs.

The man understood completely but wanted him to believe that he didn’t. “So, you want me to give one of your cards to any spotty gent who looks like he can’t shake his own todger. I’m to explain that if he books a week’s stay at your guest house, a mature lady will make a man of the world out of him. Is that right?”

The porter turned over the card in his hand, printed upon on it was the vague phrase, ‘Educational Seaside Luxury Holidays for Discerning Young Gentlemen. Telephone Swanage 4278.”

“Precisely, but you must be discreet, neither of us wants the law on us, do we?” said Roderick in a hushed tone.

“How do I know that you will send me the postal order?”

“Well, if I don’t you won’t steer any more business my way and that wouldn’t do either of us any good, would it?”

“I suppose not.

“If we can agree on a pound then you have a deal,” concluded the man in the dark green uniform as he took a pile of cards from Roderick Crawford.


“How much of our savings do we have left?” enquired Lakmé Crawford.

“Not really sure,” replied her husband, “a couple of hundred, maybe. Why do you ask?”

“Well, we will need to invest a little more if this project is to be a success.”

“Getting the cards printed and me spending two days in London wasn’t cheap. What other outlay will there be?”

Lakmé took a deep breath before replying, “I will need to spend a little on some suitable under clothing plus a few other things.”

“You have obviously given a lot of thought to the technicalities, so whatever you think best. Please don’t be reckless, if things don’t go to plan we could be deeper in the mire,” said Roderick.


Swanage had progressed from a small quarrying port to become a seaside resort in the Edwardian era. A second growth spurt took place in the 1920s. As a consequence, it had guest houses and small hotels in abundance. When Roderick Crawford and his new bride had inherited ‘The Mount’ it was just one guest house amongst so many similar establishments. It was Lakmé who recognised that they needed to find a unique area in the tourist market and it was she who suggested that they should invest in the kind of luxurious decor that would appeal to more middle-class couples.

In the succeeding years The Mount flourished.

Their principal clientele were older couples with no children and honeymoon couples with no children. Both were enticed by the fact that The Mount had a strict rule of no children.

Both Lakmé and Roderick Crawford were of the same opinion that if the business was to succeed they should resolve to have no children.

Mrs Crawford, when she was still Miss Hartley, had purchased a copy of Marie Stopes’ book ‘Married Love’. As a result, from the very first occasion that the couple had indulged in sexual intercourse, every time that Roderick had ejaculated inside Lakmé he had been wearing a prophylactic sheath. These were made from vulcanised rubber by the London Rubber Company.

When I say every time, that is up until, at the age of forty-seven, when her doctor had suggested, for medical reasons, that as her child-bearing days were probably over she might allow her husband to ride her bare-back (although he may have phrased it slightly more delicately).

Now, it is safe to say that up to this point she had always enjoyed sex particularly as Roderick was rather talented at bringing her to a crescendo (be it by finger, tongue, or the more traditional method) but once her husband was permitted to blast his sperms into her, the pleasure she received had intensified enormously.

It is equally safe to say that Roderick had always enjoyed his wife’s body. Now that she was a beautiful mature woman who loved to be fucked without the thick rubber barrier between them, he enjoyed it even more.


“Seventy guineas sounds quite reasonable for the week,” said a nervous upper class voice at the end of the line.

He went on, “Do you have a vacancy for Saturday next?”

“As it happens we do Mr, err, Smith,” replied Roderick Crawford.

“Sorry for the haste, but I am to be married in three months’ time and my fiancé has made it very clear that I should be takin’ the lead in the bedroom department and, frankly, I don’t have a clue.

“Your educational course couldn’t have come at a more opportune moment.”

“As I explained, you would be free to explore the delights of the town during the day, Mrs Crawford will provide breakfast and evening meals and the usual niceties will be observed. Each evening will be taken up with more academic endeavours.

“My wife has devised a thorough programme that will cover everything that a young man of the world would ever need to know.

“Having said this, do not feel that you have to stay within these confines. If you have any proclivity or speciality that Sir wishes to explore, my wife is more than willing to oblige, all within the quoted price.”

“No no, the thorough course sounds just what I am lookin’ for,” enthused Mr Smith.

He hesitated before adding, “The only thing is, will there be a demonstration on the first evening?”

“A demonstration, Sir?” asked Roderick, seeking clarification.

“Well I rather thought that if I could observe how things are done it would better prepare me for my part in the subsequent evenings. That is, if it’s not too much trouble.”

“I don’t see why not, Sir,” concluded Roderick Crawford.


“Mr Algernon Smith will be arriving on Saturday the fourth. He has had no experience and would like the comprehensive package. His only deviation is that he wants to watch us at it, but only on the first night.”

“My goodness, that should add a certain frisson to it, I’ve sometimes wondered what it would feel like to have an audience,” laughed Lakmé.

“Have you now? You never mentioned this before,” chuckled her husband.


The somewhat shy, nervous, and slightly built aristocrat proved to be just the type of young man that Lakmé had visualised as being in need of her instruction.

‘Mr Smith’ was polite and well mannered, although it was fairly obvious that he had never set foot in a guest house before, even one as well appointed as The Mount. The seventy guineas was paid without comment. Roderick took the recommendation card, noted the names, and placed it in his bureau with the determination to send off the postal order promptly. As requested, the gentleman observed the accepted social norms once he had been settled into his room.

“That was a most excellent dinner, Mrs Crawford,” he announced, “Cook and her staff could not have done better.”

“Thank you Mr Smith,” she replied, putting particular emphasis on his recently adopted pseudonym. Inside she was quite pleased with the compliment.

“If you would care to retire to the withdrawing room there are cigars and brandy available as well as a selection of reading material.

“We will commence the first lesson in your room at nine sharp. May I suggest pyjamas and a dressing gown would be appropriate as you won’t actually be taking part. That will give you free access, should you feel the need.”

“Right, yes. No time for a faint heart, what? One has to learn one’s lesson and the wedding day looms.”


With Algernon Smith lounging in a bedroom chair, Lakmé explained, “To keep things simple, Mr Crawford and I will copulate in a fairly straightforward manner. There will be no commentary and no comment from yourself.

“You and I will explore more exotic variations as the week progresses, if that suits you?”

“Perfect! A gradual run up is just what I need,” confirmed the student, colouring slightly.

Mrs Crawford said, as she turned her back on her husband “If you wouldn’t mind please, Mr Crawford?”

Roderick unfastened the three buttons at the neck of Lakmé’s sage green paisley-patterned cotton dress and slipped it from her shoulders. It dropped to the floor and his wife stepped out of it. Lakmé reached under her left arm and undid the buttons of the apricot Princess-line full length slip. She pushed the thin straps aside allowing this to drop also.

“Crikey!” exclaimed Algernon, as the older woman stood in just her apricot underwear, rayon stockings and court shoes.

“Mr Smith, if you please!” reprimanded Mrs Crawford, gently.

“S’sorry,” stammered her pupil.

She twisted slightly to permit her husband to unfasten the hooks and eyes at the rear of the newly fashionable brassiere. This was rather a new experience for Roderick too, in the past Lakmé had worn less structured bralettes. Her new acquisitions had far more constricting shaped cups. He rather liked it.

As Lakmé released her breasts and allowed the garment to fall revealing her well separated full breasts and expansive brown nipples, Algernon put his hand to his mouth stifling any sound. She was pleased, he appeared to be a quick learner.

Roderick Crawford stepped back a little as he began to remove his cardigan. His wife slipped her finger into the waistband of her silky French knickers. Their wide legs allowed gravity to come into play as she dropped them easily over her stockings and onto her shoes.

The sight of the great bush of luxurious dark pubic hair produced a deep intake of air from young Algernon. Lakmé raised her eyebrows slightly.

She placed one foot a little in front of the other and stood completely motionless, tableaux fashion, in just her elasticated girdle, stockings and shoes. This was partially to allow the young man time to take in, what was possibly, his first view of the female form in real life and also to provide Roderick with time to remove his clothing.

Now attired in nothing but his white Wolsey undershorts, Mr Crawford approached his wife. He took her in his arms and kissed her passionately. She responded.

He brought his right hand slowly upwards and over her back, finally gripping a handful of her dark curls and pulling it just sufficiently to raise her chin. Their lips met once more.

Releasing his grip on Lakmé’s hair, Roderick returned his hand to her waist. There it hovered momentarily before being raised to cup her left breast. He squeezed gently thrice, she sighed softly. Skillfully, he passed his thumb back and forth across the erect nipple. Each time the firm mound sprang back to attention.

Roderick grasped the pronounced dimpled cone between his thumb and forefinger and rolled it backwards and forwards. Algernon Smith slipped his hand under his dressing gown and into the opening of his pyjamas.

Sweeping Lakmé up into his arms, Roderick carried her to the bed and laid her upon it. She interlocked her fingers and positioned them behind her head on the pillow. Slowly, she raised her knees and spread her legs, straining the fibres of her girdle. The wide suspender straps pulled tightly on their metal fastenings. Her husband needed no second invitation, he crawled up the Eiderdown and plunged his face into the warm fragrant area that was her vulva.

Lakmé groaned. Smith groaned. Roderick lapped furiously, adding his saliva to his wife’s juices.

Arching her back and quaking violently, Mrs Crawford screamed, “Fuck, fuck, fucking fuck!”

Mr Crawford lifted his head and asked, “Ready?”

“Ready,” came the breathless reply.

He raised himself sufficiently to push his shorts below his testicles. Shuffling upwards and bracing his weight with his arms, Roderick eased himself into Lakmé. He lowered himself and stretched his neck enough to kiss her on the lips.

He braced again and started to thrust.

“Oh my!” uttered Algernon Smith. Nobody chastised him.

Quickly, Roderick got into a steady rhythm. Lakmé pulled her stockinged knees upwards. This created a wet squelch every time their bodies collided.

Although Roderick was a considerate lover, he knew his limitations. Before things could reach the point of no return, he stopped and instructed his wife, “Change!”

With well-practiced precision Roderick backed off far enough to allow Lakmé to flip over onto her hands and knees. Now kneeling upright, he pushed forward as his penis re-entered her. Years of marriage had instilled something like a homing instinct in it.

“Oh God!” mumbled the watching student, “Oh God, no!”

Digging his fingers into the firm material covering the side of Lakmé’s hips, Roderick recommenced his thrusting. Six, possibly seven slaps against the yielding buttocks and he too cried out, “Oh my God, no!”

Roderick tried manfully to keep going but was forced to give up when his wet and sticky penis dropped out of Lakmé with a plop. Backside still in the air, she lowered her shoulders and pressed her face into the pillow. Her husband pressed himself firmly against her buttocks.

“Had enough, old girl?” enquired the caring husband.

Lakmé replied, “I believe I could take a tad more.”

Roderick eased off a little, pulled up his shorts and rolled over onto his back. He wriggled about until his head was positioned between his wife’s rayon covered calves. Satisfied with the alignment, he placed both hands on her elastic covered hips. She took this as her cue to lower her rear-end. Mr Smith wondered quite how Mr Crawford was going to manage to breathe.

Faint mewing sounds came from Mrs Crawford, shortly followed by another burst of, “Fuck, fuck, fucking fuck.”

Then a stillness enveloped them both.

The couple stayed like this for several moments before Mrs Crawford recalled that they hadn’t been performing solely for their own pleasure.

She turned her head towards Algernon and asked, “Did you find that instructive Mr Smith?”

“Immensely, thank you,” he replied, “but I’m afraid that I have made rather a mess in my pyjamas.”

“Don’t let that trouble you, at your age there is plenty more where that came from. It is my intention to relieve you of much more of it before the week is up. That should ensure that you have a lovely fresh stock by your honeymoon.

“If you’d like to run yourself a bath now, Mr Smith, while we slip away.

“Obviously, the normal civilities will be restored at breakfast. You and I will commence the first lesson proper at nine o’clock tomorrow evening. If that is to your liking?”


After breakfast, young Mr Smith took himself off to the Sunday morning service at the local Anglican Church. What he prayed for I couldn’t say.

Afterwards, he engaged in a boat trip to Bournemouth from Swanage Pier. There he enjoyed a light luncheon. In the evening Mrs Crawford presented another excellent meal.


“This situation could feel a trifle awkward, so I propose that we make the first lesson entirely practical. Any tension should dissolve once we have our first coupling out of the way,” said Lakmé.

Algernon Smith inhaled, before saying, “Right, yes, graspin’ the nettle is best. No time like the...”

“No need to be nervous, no-one will be judging your performance. Take your time, you saw what Mr Crawford did, take your inspiration from that,” advised Lakmé.

She added, “What do you think that you need to do first?”

He was a little flummoxed initially but suddenly a light went on.

“Undress you?” Algernon suggested, hesitantly.

“Definitely. But you could try kissing me before that. It is by far the best way of stimulating a woman.”

As young Mr Smith rose from his bedroom chair, Lakmé held up her arms to welcome his embrace. She turned her face up to him as their bodies met. Tilting her head to one side she puckered her lips. Algernon did the same and their mouths brushed against each other. Lakmé wasn’t expecting much but the lad was quite adept. He kissed her deeply. She felt a thrill in her nipples and clitoris As they parted she turned her back towards him. He fumbled at first but soon had her buttons undone. “I believe that you have kissed a girl before,” she said as she let her powder blue dress drop to the floor.

“My cousin Celia, last Summer.”

Stepping free, Lakmé asked, “Did it go any further?”

“Well, she did allow me to squeeze her breasts and finger her...”

“Good, I mean, it’s good that you know what is where,” she explained Lakmé reached the buttons on the side of her ivory Princess-line slip, lowered the shoulder straps and allowed the silky garment to fall, before asking, “Is Celia now your fiancé?”

“Good grief no! Celia has been married to my cousin Raph for twelve years now.”

“And you fingered her?” she responded, dropping her ivory French knickers.

“Well certainly, I don’t think that I have many male relatives who haven’t.”

“Does Raph know about this?”

“Err, well yes actually. Usually, he doesn’t discourage it but he has made it very clear to Celia that if anything more than that happens he will divorce her. So she’s rather strict about it. Celia is quite faithful like that.”

Thinking that they were getting off track, Lakmé turned slightly and said, “My brassiere please Mr Smith.”

Smith struggled a bit but he obliged.

Mrs Crawford faced him again before divesting herself of the garment. Algernon’s jaw dropped.

“It may be nice if you play with my breasts for a while. Ladies appreciate that. As with every aspect of love making, take your time. That is the most important thing that I will teach you this week. Take your time.

“I will leave you to continue as you think best at your own pace from now on.

Are there any questions before we get started?”

Algernon thought for a second before asking, “Well actually, I was wonderin’ about something.”

“Yes, ask away.”

“Well it’s just that last evening Mr Crawford left some of your underthings in place, as well as your shoes, and now you have done the same. I rather got the impression that people took all their clothes off to do this sort of thing.”

Lakmé smiled, “Yes, I see what you mean. It’s a little preference of Mr Crawford’s. I’ve been doing it like this for so long that I rather felt that all men prefer a woman to keep her underwear on. I can get completely naked if you’d rather.”

“No, please don’t do that. I think that I am in agreement with Mr Crawford on this matter. I just thought that I’d ask.”

Removing his dressing gown and advancing, the young gentleman took both tits in his hands and squeezed as if they were horns on a motorcar. Lakmé smiled. He then squashed each nipple between his finger and thumb, simultaneously.

Despite her resolve to let him do things his own way, she said softly, “You may squeeze, pull or twist them very very gently at this stage but remember, take your time.”

Algernon did just that. For the next ten minutes or so he alternated between the three options. Every so often he would intersperse this with kissing his tutor passionately on the lips.

Suddenly, as if struck by a bolt of inspiration, the student dropped to his knees. While continuing his work on one nipple, he enclosed the other with his lips and began to suck.

“Good Boy!” whispered Mrs Crawford, instantly rebuking herself.

Nevertheless, encouraged, Algernon rose. In one motion he swept her off her feet and carried Lakmé towards the bed. She had to adjust her position slightly before placing her hands behind her head. She lifted and spread her knees by way of encouragement.

Obviously recalling Roderick’s performance from the previous evening, Algernon dived from the foot of the bed and pressed his face into Lakmé’s waiting vulva. He lapped like a lost traveller at a desert oasis. Mrs Crawford was content to let enthusiasm take precedence over effectiveness for a while before grasping the lad by the ears and pulling his aim upwards. Once she had him licking in the optimum spot, it only took a few minutes before she arched her back, quivered and cried out, “Fuck, fuck, fucking fuck, fucking fuck, fuck.”

With a look of sheer triumph on his glistening face, Algernon asked, “Ready?”

“Ready!” replied the married woman.

Struggling to pull his shorts over his erection, he advanced.

Lakmé slipped her hand between the two of them, located the head of his penis and guided it into her. She was pleased when he took the weight on his straightened arms. She was even more pleased when he started to thrust. The boy was gifted, very gifted.

As one would imagine, he didn’t last very long but Lakmé appreciated the effort that he put into it.

Breathing heavily, he backed down the bed. It was only then did she realise how much semen he had deposited in her. Normally, there was a little leakage but this amount was exceptional. With Roderick as her only point of reference, she couldn’t really say which of the two of them was unusual.

Pulling up his shorts the eager student enquired, “Had enough, old girl?”

“Yes, thank you I believe that I have. And Mrs Crawford will be preferable. Terms of endearment should be reserved for lovers rather than teacher and pupil, particularly if the terms are age related.

“As your school mistress may I say that you have done exceedingly well for your first attempt,” added Mrs Crawford, with a smile.

When she finally joined Roderick in their marital bed, she told him the same thing.

“Good, it was probably the quality of the tuition.

“Had enough, old girl?” he enquired.

His wife replied, “I believe I could take a tad more.”

As Roderick had her on all fours he thought, but he didn’t remark, that the lad had left rather a sloppy mess.


It is a pleasant stroll from The Mount to Swanage Seafront. On this fine Monday morning in June, Algernon Smith took that walk.

He felt good.

If you knew anything of the life of this young man you would say that he had every right to feel good all of the time. As you may have surmised, Smith was a name that he had borrowed for the purposes of this seaside holiday. Under normal circumstances he bore a much grander more aristocratic surname. For he was the fourth and youngest son of one of the foremost men in England.

Many young men would have derived a certain arrogance from this position in society but not Algernon. For he lacked confidence and as is well known, the confident shall inherit the earth. Even though a marriage had been arranged for him to a daughter of another eminent family, this had made him even less confident because his fiancé had made it clear that she would be calling the shots in every aspect of the marriage. Other than in the bedroom, that is. There she had made it very obvious that she had ‘expectations’. None of this had done anything to improve his self esteem.

Today was different. Because last night’s lesson had given him a newfound regard for his own self worth.

Today, young women, who would not normally have given him a second glance, smiled at him admiringly. Or at least that’s how he felt. Somehow, it was if they knew that last night he had fucked an older woman and admired him for it.

What a wonderful commodity is confidence.


“Tonight, Mr Smith, we will cover a little theory work. Don’t worry we will end the lesson with something practical.

“The first thing to be covered is bedroom language. You may have noticed that, over the past two nights, I have occasionally used language that I would shudder to use at any other time. At times of passion ladies may find this sort of more coarse language stimulating.

“So tonight I will employ some of the words and phrases that do this to me. There are one or two words that should never be used. I will explain these at a later date.

“As you progress in your marriage you may well develop the notion to try some unusual practices. Now, contrary to popular belief, most women like a taste of the exotic.

“What they don’t like is to be ambushed, Shanghaied or forced into something. But I believe that anything can be achieved if you approach it gradually. What is the golden rule?” said Mrs Crawford.

“Errr yes, take your time.”

“Good Boy!

“How much time you take and how you approach any particular practice will depend on the first response.

“It may not appeal to you but some men like a woman to take his penis in their mouth.

“Now it wouldn’t be a good idea to simply wave yours in front of your new bride and say, “Suck on this,” Mrs Crawford explained.

“Granted, you may get extremely lucky and the lady could simply oblige or it could result in you being branded a pervert among all of her female acquaintances forevermore.

“We will accelerate the process somewhat but I would suggest approaching it like this.

“Compliment, compliment, compliment. To start with, ‘I love your breasts’. The next time, ‘I adore your bubbies’ and then later ‘tits’. Any farmyard references should be kept for much later. The same complimentary approach can be used for other body parts.

“You can then introduce yours into things. ‘My penis loves you’, ‘my cock’, ‘my dick’. Giving the impression that it rather has an existence of its own.

 
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