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Rags-to-Riches Stories

Displaying stories 241 through 250 of 270

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241 Undercover Chairman by CreepyUnclePete

CEO and Chairman of the Board goes undercover to see how the business is actually running. Along the way, he sleeps with a desperate single mom and her many daughters. - - - As a special warning for the special people who don't read story tags; this tale includes creampies, pregnant girls smoking, teen sex, lesbian incest, alcohol, prostitution, and other assorted naughtiness.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Ma/ft, ft/ft, Fa/ft, Mult, Consensual, Lesbian, Heterosexual, Fiction, Rags To Riches, Incest, Mother, Sister, Daughter, Group Sex, Anal Sex, Cream Pie, Oral Sex, Pregnancy, Safe Sex, Smoking, Prostitution
Downloads: 2970 Votes: 45 | Score: 6.22
Size: 40KB | 8,139 words | Posted: in progress

242 I Won the Lottery... but... by Rycliff

The story of one man's experience after winning a large lottery Jackpot
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Sex Contents: No Sex | Genre: Fiction
Tags: Fiction, True Story, Rags To Riches
Downloads: 3856 Votes: 184 | Score: 6.18
Size: 4KB | 780 words | Posted:

243 Benefactor Jeff by CreepyUnclePete - by Limnophile

Poor young lady deeply affects the spoiled rich playboy who rescues her. - - - Includes smoking, drinking, reckless unprotected sex, and other assorted naughtiness. This is only the first quarter of the story, which my friend Limnophile did not finish and probably won't. If you don't like incomplete works, just ignore this instead of complaining.
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Sex Contents: Minimal Sex | Genre: Drama
Tags: Ma/Fa, Mult, Consensual, Drunk/Drugged, Heterosexual, Fiction, Rags To Riches, Oral Sex, Petting, Smoking
Downloads: 395 Votes: * | Score: *
Size: 40KB | 8,025 words | Posted: in progress

244 Brindisi Boys by ChrisCross

Howard, Lord Hardwick, escapes the nuisance of the 1931 recession-driving collapse of the British Labour government by taking an extra constitutional retreat to his seaside villa on the coast north of Brindisi, Italy, to indulge in his fetish for fourteen-year-old boys.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/mt, Consensual, Gay, Fiction, Historical, Rags To Riches, Anal Sex, Analingus, Cream Pie, First, Masturbation, Oral Sex, Petting, Size, Prostitution, Royalty
Downloads: 1403 Votes: 33 | Score: 6.13
Size: 18KB | 3,445 words | Posted:

245 Money Over Love by RomanticDoaist

On the night his mother took her final breath, Lin Fan learned a cruel truth — he meant nothing to the woman he married. While he stood alone in the hospital, his wife chose glamour and celebration over family, attending another man’s birthday party without regret. That moment shattered whatever love remained. With a calm heart and cold resolve, Lin Fan handed her the divorce papers — and walked away without looking back.
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Sex Contents: No Sex | Genre: Fiction
Tags: Romantic, Fiction, Mystery, Rags To Riches, Restart, Revenge, Slow
Downloads: 23091 Votes: 231 | Score: 6.12
Size: 173KB | 32,069 words | Posted: in progress Updated:

246 Leaf Rake Boy by ChrisCross

14-year-old Jamie works on a leaf-removal crew to try to support himself and his sick mother. He doesn't make enough and it's Christmas time. His boss has already seduced him and now tells him he has a rent-boy add-on service for the business and Jamie could cover his financial needs. Will Jamie sign up? A customer contracts for a sample to help Jamie decide.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/mt, Consensual, Gay, Fiction, Rags To Riches, Workplace, DomSub, Interracial, White Male, Hispanic Male, Anal Sex, Analingus, Cream Pie, Oral Sex, Size, Prostitution
Downloads: 2062 Votes: 41 | Score: 6.07
Size: 37KB | 7,369 words | Posted:

247 Indian Wife's Gangbang on a Rainy Day by Beggars by ericpinto84

How did a rainy day change the lifestyle of a simple Indian housewife? All she wanted was to help some beggars
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Sex Contents: Much Sex | Genre: Fantasy
Tags: Mult, Drunk/Drugged, NonConsensual, Fiction, True Story, Crime, Futanari, High Fantasy, Rags To Riches, Vignettes, Cheating, Cuckold, Sharing, Slut Wife, Wife Watching, Mother, Daughter, BDSM, MaleDom, Humiliation, Light Bond, Rough, Snuff, Gang Bang, Group Sex, Harem, Swinging, Indian Male, Indian Female, Cream Pie, Exhibitionism, Facial, Masturbation, Oral Sex, Pegging, Voyeurism, Big Breasts, Public Sex, Indian Erotica
Downloads: 3574 Votes: 54 | Score: 6.07
Size: 6KB | 1,262 words | Posted:

248 Shoot the Moon by ChrisCross

To keep his mother, Tala, and himself going, fourteen-year-old Filipino-American boy Angelo takes up with American sailors near the 1973 Subic Bay, Philippines, naval complex when his B-girl mother is too ill to turn tricks. They have had a hardscrabble existence in the Olongapo City slums since Angelo's sailor father shipped out thirteen years earlier. Angelo is ready to service sailors, but being handed around proves to be a rough, loveless life.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/mt, Consensual, Romantic, Gay, BiSexual, Fiction, Historical, Military, Rags To Riches, Tear Jerker, MaleDom, Light Bond, Rough, Gang Bang, Interracial, Black Male, White Male, Oriental Male, Anal Sex, Cream Pie, First, Voyeurism, Size, Prostitution
Downloads: 1404 Votes: 22 | Score: 6.06
Size: 35KB | 7,318 words | Posted:

249 Best Job Ever: Private Dick - illustrated by CreepyUnclePete - by Limnophile

Wealthy blonde woman hires a homeless Black veteran. Instead of looking at a job application or resume, she checks what's in his pants. - - - Chapter 1 has mild non-sexual violence, and an arousing first meeting. Graphic sex starts in chapter 2.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Consensual, Heterosexual, Fiction, Crime, Rags To Riches, Interracial, Black Male, White Female, Anal Sex, Oral Sex, Safe Sex, Voyeurism, Size, Prostitution, Violence, Illustrated
Downloads: 2934 Votes: 55 | Score: 6.04
Size: 18KB | 3,354 words | Posted: in progress Updated:

250 The Brain by Harry Bolo

How a 3rd unwanted child became the envy of all favourite children.
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Sex Contents: No Sex | Genre: Fiction
Tags: Fiction, Rags To Riches, Geeks, Revenge
Downloads: 2341 Votes: 138 | Score: 6.03
Size: 12KB | 2,385 words | Posted:
* Not enough votes to show score yet
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