Dangerousangleofadream - Femdom

HENRY'S SWEET REVENGE

It was a rare sight, a rare sight indeed.  Henry's stepsister Annabelle was waiting to be taken around back, to their Pa's workshop, for a whipping. Henry could hardly believe his eyes.

Annabelle was naked and already crying - a potent combination of humiliation and fear. Her butt was moments away from being roasted. She knew this, as did Henry.  Henry knew from personal experience. In fact, it was those same awful memories of appointments with Pa's razor strop that were making Annabelle's predicament so sweet.  

There had been many, many times over the past few years when she had been the one to come across him standing naked in the den, waiting to be walked out to that dreadful shed. Slyly, she would be such a cunt to Henry on these occasions, teasing and laughing, threatening to tell his friends or even his girlfriend. His anger would overwhelm him in those instances and he would usually yell back at her, making it worse on himself with their Pa. But, Henry's penis would grow big and hard and stiff during those moments which would delight Annabelle even more. 

Shamefully, after those spankings, later in bed, with his ass still on fire and his pride mortally wounded, he would masturbate furiously. He usually managed more than once, sometimes as many as four or five times in the immediate aftermath, replaying his humiliation in front of his stepsister over and over again in his mind. He hated her and yet, there was this fascination and obsession.

But now the tables had turned.

It had been a long time since Henry had seen Annabelle naked. He was quite certain that she was still spanked by their parents, was even fairly certain that they had paid a visit to her dorm room during her freshman year with Ma's hairbrush ready for action, but somehow, she had managed to avoid an old-fashioned whipping in the workshop for what seemed like forever. For a moment, he wondered what she had done to finally earn this particular trip, but then realized he didn't care. It didn't matter. 

He stood at the top of the steps and let his eyes roam all over her body. She was almost through with college, an absolutely humiliating age to require a spanking, especially one that would require a nude trek through the backyard. There were no close neighbors, but again, drawing from his own experiences, Henry knew it was a walk-of-shame unlike any other.

He noticed that she was clean shaven now. Her nipples were rock hard in the early autumnal chill. Annabelle couldn't look up, couldn't make eye contact. All of those times embarrassing Henry, telling her friends about his boners and his red ass afterwards, were running through her head, much as they were through his. 

Pa came into the kitchen and took Annabelle roughly by the elbow.  "Your sister's going to get a lesson in responsibility," was all he said. Annabelle sobbed loudly as the two of them walked out the backdoor and began their journey to the workshop. Henry felt a familiar and urgent snugness in the crotch of his pants.

Just warming me up

Ghosted (2023) dir. Dexter Fletcher

“Oh, no! You’re on your own now Mr. Big Boy Panties. You can’t possibly need your babysitter to stop those mean girls teasing you! Just like you don’t need to wear your diapers to keep from wetting your pants, right?!”

*sigh*

It’s a tough lesson to learn, but it’s a fun lesson to teach.