New Carpet

"Kaaren the men are coming to install the new carpet today, Make sure they do a good job!"
"I promise I'll keep my eyes on them and make sure they're hard at work!"
"That's my special girl!"

Aftermath

He was scared! Kneeling in the large empty gymnasium! Dressed in silky pink panties and bra, his stockings held taut by the frilly lace garter belt  his knees already aching from kneeling for so long! He was afraid of what she might do to him! He was afraid of what she might say!
Then he heard it...the unmistakable sound of her heels clicking across the polished gym floor! Closer and closer till she was behind him...then silence! Suddenly she slapped his panty-clad bottom and as the fire lit up his ass he heard the sound echoing all around him!
Finally she spoke!
"Alright now explain to me Coach, why did you call for a pass play when you could have won the game by running the ball?"
What could he say? And as she began spanking him in earnest he sobbed and knew he deserved it!!!

So Worth It

I was admiring all the beautiful petticoats in all the lovely colors! They were all so pretty and I was imagining layering them when the saleslady asked if I needed help with anything...
Before I knew what I was doing I told her I wanted two of each!!!
I know my wife likes me to look pretty but I may have gone a little too far! The bill for these was far higher than I thought it would be!!!
But the spanking she gives me for overspending will be absolutely worth it....rolling around in these pretty petti's is like sissy heaven!!!

Just Beautiful

"There you go Kaaren, you're looking just beautiful"
"Thank you so much Leeanne! Now let me do you!""
"But Kaaren you already did my makeup!"
"I know...I wasn't talking about makeup!!!"

She Said

Ste said to entertain him until she got home! I got him a cocktail and I lit his stinky cigar and I took his beautiful cock in my mouth, trying to be careful not to get him too excited! But when he wanted to read his book I thought he might be taking a little advantage of me!

Progress - Sissy Training

You're making serious progress when you find that he simply can't get hard unless he's wearing panties!! One or two more orgasms and it'll be time to lock that cock and take complete control!!

Ladylike - Sissies Through History

"Honestly Trevor, for someone who dresses like a lady you sometimes behave in a most unladylike manner!"
"Are you complaining Nigel? Judging by what I'm feeling you certainly don't seem to mind!"
"No. certainly not complaining...let's find a secluded spot to discuss this behavior in far more intimate detail!"
"I thought you'd never ask!!!"