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Chapter 24
by
manofthehours
Should you give her a break?
Let her entertain you
"Alright Imogen," you say, and a bit of life seems to come back to her. "Sir?" She rasps out, seeming confused about why she is not still being punished. "Your flogging is over. And before your caning begins, I want some entertainment." She nods. "Yes Sir...do you have any particular preference for how?" She asks, wiggling slightly, trying to endure the agony of her flogged body and the burning of the fig in her ass. You shake your head and begin to untie her.
As soon as her hands are free they drop to your hips as she turns around. "We don't have music...but I don't need any to dance with a man like you." Her voice is no longer sultry, and pain is evident in the stiffness of her movements. But she is still gorgeous, and her suffering only makes you enjoy her more as you drink in the sight of her tear-stained face, the make-up she wore earlier running down her face, leaving black trails and dark circles.
With a grin, you pull her closer to you, swaying back and forth with her like you really are dancing. You smile at her, and you can practically see the relief in her face. Then you reach down with one hand, shove the fig deeper into her butt, and make her let out a gasp as the pain suddenly grows much sharper. "Try harder, or I will put you over my knees before your caning." You hiss, and she nods, fear returning to her face as she practically shoves herself against you, grinding her crotch against yours, her tongue darting out to lick at your neck and jaw, before she leans in for a long, lascivious kiss, her tongue locking with yours, her teeth nibbling lightly on your lower lip. She is quite the seductress, your little Imogen. She probably had plenty of practice, and plenty of motivation, you muse in the part of your brain not enjoying her attentions. Being spanked, giving a tip, and then being punished for a bad tip is not most girl's idea of fun.
Finally she breaks off, leaving you panting slightly and eager. Your hand rises to her head, pushing her down to her knees, and her hands rise up to take off your belt and slide out your cock. " I hope you are finding me entertaining, Sir." She says with just a trace of coolness, and then she plunges down on your cock, taking you all the way, her tongue swirling around the head of your cock, one hand rising up to gently rub your balls. You don't last a minute, squirting your cum into her throat, and then you pull out, wiping your cock on her hair. "Shall I return to the whipping post Sir, or would you like to cane me somewhere else?"
Where do you cane her?
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The Rulebook
You find a Rulebook that lets you rewrite the rules any organization has to follow
A lucky protagonist stumbles across a magic book that lets them rewrite the rules.
Updated on Jun 8, 2026
by ErnestDuke
Created on Jul 27, 2017
by ashes2ashes
You can customize this story. Simply enter the following details about the main characters.
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