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Rags-to-Riches Stories

Displaying stories 231 through 240 of 280

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231 Second Chance Empire by VelvetQuillX

Jake dies in a 2026 car crash and wakes up as his 18-year-old self in 2018 with perfect future knowledge. No regrets — he instantly claims his hot older sister Mia and smoking MILF mom Lisa in a raw family threesome, turning their house into a secret harem. Using Bitcoin, crypto, and every tech trend he remembers, he builds a billionaire empire while quietly collecting every beautiful woman who crosses his path.
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Sex Contents: Much Sex | Genre: Erotica
Tags: Ma/Fa, Mult, Consensual, Romantic, Heterosexual, Fiction, Rags To Riches, Restart, School, Science Fiction, DoOver, Time Travel, Incest, Mother, Son, Brother, Sister, BDSM, MaleDom, Light Bond, Spanking, Group Sex, Harem, Orgy, Anal Sex, Cream Pie, Double Penetration, Exhibitionism, Facial, Lactation, Massage, Oral Sex, Pregnancy, Squirting, Tit-Fucking, Voyeurism, Big Breasts, Foot Fetish, Public Sex, Size, Teacher/Student, Slow, AI Generated
Downloads: 7185 Votes: 100 | Score: 6.39
Size: 185KB | 33,054 words | Posted:

232 Football Match by Harry Bolo

Meet a girl at the football match and leave early to his unit for sex, sex, sex.
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Sex Contents: Much Sex | Genre: Romantic
Tags: Ma/Fa, Consensual, Heterosexual, Fiction, Rags To Riches, Cream Pie, Exhibitionism, Oral Sex
Downloads: 1080 Votes: 35 | Score: 6.39
Size: 20KB | 4,081 words | Posted:

233 Gold Eagle and Double Eagle Luck by oldgrump

I lost a spendthrift bitch and found a treasure.
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Sex Contents: No Sex | Genre: Drama
Tags: Ma/Fa, Fiction, Rags To Riches
Downloads: 15775 Votes: 872 | Score: 6.38
Size: 23KB | 4,597 words | Posted:

234 The Ultimate Billionaire Check-in System by BillMax

Rejected in public by the richest heiress on campus, Ethan Caldwell thought his life couldn’t get any more humiliating. Then the Ultimate Billionaire System activated. Every day, simple check-in tasks at ordinary locations reward him with unimaginable wealth — a $17 billion tech empire, private luxury resorts, hypercars that cost more than most people earn in a lifetime, and stakes in companies so powerful they can crush his enemies overnight. But Ethan doesn’t flaunt it. He stays low-key....
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Sex Contents: No Sex | Genre: Action/Adventure
Tags: Fiction, Rags To Riches, Slow
Downloads: 9761 Votes: 125 | Score: 6.36
Size: 93KB | 16,125 words | Posted: in progress Updated:

235 The Pirate Queen's Castle by CreepyUnclePete

Polyamorous trio struggles with challenges and enjoys life when they can. Little kids play pirates, teens enjoy some romantic 'pirate abduction' play, and there's a very adult orgy on a yacht. Trauma, fun, and adventure for all!
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Sex Contents: Some Sex | Genre: Coming of Age
Tags: Ma/Fa, mt/ft, Ma/ft, Fa/Fa, ft/ft, Fa/ft, Mult, Consensual, Romantic, BiSexual, Heterosexual, Fiction, Rags To Riches, Sharing, Incest, Mother, Father, Daughter, Niece, Aunt, BDSM, FemaleDom, Light Bond, Group Sex, Orgy, Polygamy/Polyamory, Swinging, Anal Sex, Exhibitionism, First, Oral Sex, Pregnancy, Safe Sex, Voyeurism, Public Sex, Smoking, Prostitution
Downloads: 3019 Votes: 18 | Score: 6.35
Size: 153KB | 29,946 words | Posted:

236 Swift by Harry Bolo

Shy guy gets picked by an old artifice to deal with sin and in the process becomes very lucky in both money and love.
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Sex Contents: Some Sex | Genre: Romantic
Tags: Ma/Fa, Consensual, Romantic, Heterosexual, Fiction, Rags To Riches, Magic, First, Oral Sex, Safe Sex
Downloads: 2300 Votes: 116 | Score: 6.35
Size: 58KB | 11,641 words | Posted:

237 The Rise of David by RichXpower

David Chance is just an ordinary guy from a simple family, living a normal life. But one night changes everything. While walking his girlfriend home, David gets into a fight with Jordan Xiao, a spoiled rich kid who tries to harm his girlfriend. David fights back to protect her—but it costs him dearly. David is sent to prison for three years. His family suffers greatly while he’s gone, losing money, work, and even their health.
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Sex Contents: No Sex | Genre: Drama
Tags: Fiction, Humor, Rags To Riches, Humiliation
Downloads: 82336 Votes: 341 | Score: 6.33
Size: 1057KB | 196,455 words | Posted: in progress Updated:

238 Escape by Harry Bolo

After escaping interstate from controlling born again parents Pete A young quiet man strikes it lucky in money and love. little sex.
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Sex Contents: Minimal Sex | Genre: Romantic
Tags: Ma/Fa, Consensual, Heterosexual, Fiction, Rags To Riches, Facial, Oral Sex
Downloads: 2785 Votes: 168 | Score: 6.32
Size: 61KB | 12,045 words | Posted:

239 American Cocktail by Zipper

Lewis is sat watching the lively picnic while his wife Shelly is socialising among relatives. The drinks come round and what he's offered seems to have a magical effect on the rest of his day! ... Lewis joins his mother for dinner at her hotel and then stays the night! ... ... By the time dawn arrives his future has changed! He finds himself running a diamond mine, in South Africa! ... ... A long slow pot boiler ... enjoy!
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Sex Contents: Minimal Sex | Genre: Action/Adventure
Tags: Rape, Romantic, Horror, Rags To Riches, Cheating, Incest, Snuff, Black Couple, White Couple, Slow
Downloads: 19348 Votes: 260 | Score: 6.30
Size: 41KB | 7,637 words | Posted: Concluded:

240 California Pearl by Mushroom

The story of Lucy, a young woman who moves from Texas to Hollywood in the 1940s in the hopes of becoming a star. However, she soon finds herself in a completely different career. Moving from bit player in movies to high priced call girl.
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Sex Contents: Some Sex | Genre: Historical
Tags: Ma/Fa, Fa/Fa, Consensual, Lesbian, BiSexual, Fiction, Historical, Rags To Riches, War, Workplace, Group Sex, White Male, White Female, Hispanic Male, Hispanic Female, Cream Pie, Oral Sex, Safe Sex, Public Sex, Prostitution
Downloads: 3174 Votes: 120 | Score: 6.30
Size: 26KB | 5,458 words | Posted:
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