The Teardrop

The Teardrop

Making a hasty escape from the law and his band of creditors along with his semi aristocratic f****y , James Smith found passage on the Cutty Sark on its return voyage to India and Ceylon.
In truth the f****y were happy to see the back of him as he was worthless and without morals of any kind and a Libertine of the worst kind.
How many illegitimate c***dren he had left behind and how many ruined young maidens no one knew and that he had sold or taken with him almost half of the f****y fortune and most of the treasures of Hadley Hall with him .
His Father, Sir Henry and Mother Lady Mary were in fact glad to be rid of him.
He was a waster and whoremonger and had fucked all of the household staff and left several of the prettier and younger girls pregnant and destitute.

He had spent most of his time drinking strong drink and whoring in the finest whorehouses of London and was deeply in debt to everyone, not the least his tailors of Saville Row
James had one last fling in one of his favourite whorehouses before joining the Sark at Greenwich at dawn the next morning.
The fare negotiated with the Captain the previous day was an exorbitant fifty pounds sterling but James had a little under twenty thousands pounds in gold coinage and he really had no choice but to pay , or go to prison for life or perhaps be hanged for the blackguard he was.
James fucked two of the prettier young prostitutes that night and buggered them well before whipping their pretty young arses severely which was one of the more popular vices of the day. Paying customers could do as they wished so long as they paid for the privilege. When he was done with the pretty maids he sought to settle with Madame Christina who after some polite haggling accepted James’s generous offer of five sovereigns which was to fuck the still attractive Madame and beat her large arse with a nice whippy cane. It would be his last act of debauchery in dear old England and James wanted to make the most of it before the long voyage to the orient.
A single sovereign would be the normal fee for a night of unbridled fucking and five gold coins was James last act of generosity.

He bade Madame to lat nude on his bed as he spread her legs and fingered her surprisingly tight cunt before entering her deeply and satisfyingly .
His thick dick had the desired affect on Madame Christina but James didn’t allow himself to spurt his precious creamy spunk into her snatch.
Christina was close to a magnificent orgasm but this was not part of James’s plan.
Swiftly he upturned her so that her fine arse was in the air for a deep buggering he intended to give her.
“Oh Oh “ said Madame “Please Sir, be gentle with my tender arsehole”
She reached for the goose grease on her bedside cabinet and asked James to apply a goodly amount.
She had been buggered well in the past and she knew what to expect but James’s cock was larger than any she had ever accommodated before and she feared for her innards as James finger fucked her tight anal passage.
Her dripping wet cunt was on full display to James’s eager eyes as he bade her to spread even wider and raise her ample derriere even higher for his pleasure,
James hesitated a moment until the whore’s arsehole dilated .
The woman was but thirty five years old which was far to old to be a working whore but she was and excellent Madame and ran one of the finest brothels in London town.
James finally inserted his thick bell end into Christina’s rear passage.
“Oh Sir” said Christina, “Slowly if you please Sir”
James was inside her a full three inches and enjoying himself greatly.
Christina felt his huge dick stretching her to capacity and hoped he would be satisfied with fucking her no more deeply.
With each vigorous thrust however James entered Christina more deeply and now had five inches of thick cock inside the woman.
“Ahhhhh OHHHHHHH” cried Christina now certain that James intended to bugger her with his eight full inches of thick throbbing cock.
With every thrust James entered her another inch until at last he had the woman fully impaled on his rod.
As James withdrew for the next thrust Christina farted loudly, she just couldn’t help herself.
Now James sustained a steady rhythm as he fucked the poor woman’s arse for all he was worth.
Christina would indeed have a sore asshole for a week or more as James enjoyed the whore’s widely spread rectum.
For a good twenty minutes James fucked her and she farted each time he withdrew for the next thrust ,

Finally James grunted and let loose what seemed like a gallon of thick spunk deeply inside Madame Christina’s gaping asshole!
“Ahhhhhhhhh Ohhhhhhhhh , Sir “ she cried as James’s still thick cock plopped out of her tender ring.
She wondered if her client would expect the usual mouth service she expected of her girls to deliver but James had something else in mind.
For the five pounds he expected and demanded that he cane the woman’s already tender arse.
Christina shouldn’t have been surprised as it was the custom in her whorehouse for the gentlemen to use their whore in this way.
Caning and whipping pretty girls bottoms was the fashion these days and some brothels dedicated this as the preferred completion of a gentleman’s pleasure.
Each private fucking chamber had a selection of canes for this very purpose and Madame Christina had a fine selection of the finest rattan caning rods in her own chamber which she didn’t hesitate to use feely on her girl’s pretty arses.
Now it was her turn to feel the kiss of the rod once again.
Madame had been caned regularly as a younger whore and knew what it felt like to be caned most severely, but that was long ago.
James loved to see a girl or woman writhe under the cane because he was as it will become clear a libertine and had no morals whatsoever.
James selected a fine rattan senior cane from the rack and Madame Christina raised her fat arse once again for the stripes to come.
With her bottom on full display she asked “Is this to your liking Sir”
“Higher and spread those legs wider whore” he repied.
Christina was now in a perfect position to receive a good arse caning she wouldn’t forget in a goodly while.

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“Oh Sir, please Sir , it hurts so “ said Christina

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“Ahhhhhhhhhhhhhhhh fuckkkkkkkkkkkkkk Ahhhhhhhhhhhhhhhhhhh Please sir , enough kind sir”
“I will decide when enough dear Madame “ said James smiling

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“Ahhhhhhhhhhhhhhhhhhhhhhhhh , No Sir , Please sir. It hurts too much sir”

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Madame Christiana arse was as red as could be with a pattern across her arse that was a true work of art.

Christina could barely stand , but she did and thanked her client for his valuable patronage and kind treatment.
James placed the five sovereigns in the whores open hand and Madame Christina thanked James profusely .
Five sovereigns was so much money and well worth what she had to do to earn so much, She was genuinely grateful
More customers like Master James and she would surely be a very wealthy woman…..
James was tired and needed sl**p.
“Have me woken at six ‘o the clock” he said “ I have a ship to board at eight sharp”
“Yes Sir” said Madame Christina “Six sharp sir”
End of Part one
Part two in which the scoundrel James boards the Cutty Sark on the long voyage to Ceylon , otherwise know as “The teardrop of India”
100% (8/0)
 
Categories: BDSMFetish
Posted by clearly
4 years ago    Views: 320
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9 months ago
Why do they delete "family" and leave all the really rude words intact?
9 months ago
I forgot to finish this, I intended it to be an epic story and then I just lost interest. Sorry.
2 years ago
Ma\ny thanks kind Sir, for your entertaining story
3 years ago
very good more details
4 years ago
Why my dear Sir, I will have you know I have only partaken of the hardiest of rodents. The cream of the crop...and speaking of crops...mmmmm
4 years ago
I cannot bring myself dear lady alas, to read such filth.I am of a noble heritage in fact and sadly my family would rightfully have me evicted from Hadley Hall and being penniless or even penisless I would have to resort to eating rodents, as indeed you do dear Wayward
4 years ago
Sir
I was just a'wonderin' if you could make an audio of this story, too? I would be mightily pleased if you did
Your Humble Little Servant Girl,
wg