Chapters tagged sissy

How to train your sissy. by FlatCap90210

Chapter 3

Angus McCreary didn't _hate_ his cousin Janet. He just thought she had a sadist streak a mile wide and thus didn't enjoy spending time with her as Angus seemed to be her favorite target for teasing and tormenting. It wasn't surprising, then, that he bit back a groaned curse when...

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How to train your sissy II - Fast Route. by FlatCap90210

Chapter 4

The next morning, Angus woke up groggily, eyes foggy from sleep - and then he remembered what he had done yesterday evening and was wide awake. What had he been _thinking_? If his cousin found out, she'd never let him live it down. Hell, Janet wasn't letting him live it down that...

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Something entirely inappropriate. by FlatCap90210

Chapter 5

Angus tried to protest as his cousin pulled him through the house, but everything he said was brushed off. And for some reason, Janet had no trouble at all overpowering him. Once they had reached Janet's room, Angus felt himself pushed onto the bed, sitting awkwardly as Janet beg...

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Well, with the promise of an extra treat ... by FlatCap90210

Chapter 6

Angus hesitated, looking at the black and white dress in his hand, and then at the tent in his pants. During all of his inner turmoil, his cock had remained honest and hard as a rock - but it wasn't wearing the maid outfit that excited him. It was what it ultimately represented:...

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Another serving of piping hot cum - but not the way Angus expected. by FlatCap90210

Chapter 7

"Ah, I... y-ye--agh!" Angus could barely stammer out an affirmative answer before he felt himself thrown onto the bed, his dress sliding up and revealing his trembling shaft rising towards the ceiling. "Wh-what are...?" Janet pushed apart her cousin's legs, inching forwards to w...

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Weird - particularly because it's not without consequences. by FlatCap90210

Chapter 8

Angus face burned. From the combined humiliation of just having been fucked in the ass by his own cousin while wearing a maid outfit, Janet's cocks being so much bigger than his... and the fact that he'd more than just enjoyed it, he'd _loved_ every second of it, moaning like a t...

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He has no idea what he's doing, so... by FlatCap90210

Chapter 9

Angus' face didn't stop burning for even a second as he began cleaning the kitchen, wiping the counters first. Wearing this stupid dress didn't make things easier or less embarrassing, with how fluttery it was and the top rubbed against his newly acquired boobies. It wasn't much,...

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