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Kaylee's Trust Fund: Guest Post by All These Roadworks

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This story contains themes of non-consent.

If you're familiar with my work, you've likely read some of the exceptionally creative stories by the master of fetish fiction, All These Roadworks. He's the author of the exceedingly dark and twisted novels TitCage and The Lesbian Debt, and one of my personal favorites.

This story is copyright of All These Roadworks. Posted with permission of the author.

These works are erotica, not politics, and the author urges everyone to base their sexual and romantic interactions on a foundation of respect, equity, safety and positive enthusiastic consent. Please click here for a comprehensive discussion of his content policy.

Kaylee Bainer was pretty and popular, and her parents were filthy rich. The combination had resulted in Kaylee growing up to be shallow, bratty, not very bright, and spoiled rotten. By age 18, she was cruel for the sake of casual laughs, whether that meant torturing the clique of bimbo followers she ruled over, or cockteasing her Uncle Nathan entirely for the pleasure of seeing him squirm.

Her Uncle Nathan never told her parents how Kaylee would try and kiss him or feel his cock when they were alone together – efforts he always rebuffed. He would simply say that Kaylee was spoiled, and a slut, and her parents needed to be stricter on her.

Her parents were concerned by Kaylee’s trashy outfits and heavy makeup – but it wasn’t really worse than other girls her age, and they were very bad at saying no to her, so they did nothing.

But all that changed when the police raided the Bainer house. Both Kaylee’s parents had been embezzling money from the clients of their accounting business. They were charged with fraud, convicted, and jailed for 10 years. Everything they owned was seized as proceeds of crime – except for Kaylee’s substantial trust fund, which was absolutely secure.

But although Kaylee was free, and her trust fund intact, she had not been aware of the terms that her parents had placed on the fund in the event that anything happened to them. When her Uncle Nathan invited her over to his house and explained them, she listened with growing horror.


In order to protect the virtue of our daughter Kaylee, and provide for her security and moral education, she will receive regular payments from this trust fund for so long as she abides by the following conditions. If she breaches any of the following conditions, payments from the fund will be terminated indefinitely.

(1) She will reside at the house of her uncle, Nathan;

(2) She will not leave the premises in any outfit, unless her uncle approves of:

– (a) her make-up;

– (b) her clothing;

– (c) her accessories; and

– (d) her shoes;

and she will not alter these aspects of her appearance while out without the permission in advance of her uncle.

(3) She will abide by any punishment her uncle sees fit to bestow for lewd, offensive or promiscuous behaviour, or for failure to apply herself to her work or education;

(4) She will treat her uncle with politeness and respect;

(5) She will make appropriate contribution to household chores;

(6) She will leave the house on at least three days a week for the purpose of employment or education. If she is unable or unwilling to find employment or enroll in education, she will accept any job or enrolment her uncle finds on her behalf.


Kaylee found the conditions outrageous – but without them, she would have no car, no clothes, no credit card, and nowhere to live – and her complete failure to apply any effort in school meant that her job prospects were limited.

Reluctantly, she moved in with her Uncle Nathan.

Unfortunately, her parents had misunderstood her uncle’s intentions. They had thought Nathan wanted to set their bratty daughter on the moral straight-and-narrow, and would use the provisions to get her to shape up and be respectable.

But after endless rounds of cruel cockteasing by the brainless little brat, all Nathan wanted to do was see her degraded and turned into a whore.

He started by censoring her outfits. He wouldn’t let her go out unless her skirt was scandalously short, her top tit-hugging or se