Already Humiliating

It was already humiliating but the rubber glove just made it so much worse!!! She handled me like....I don't know....like having a small cock was contagious!!!

Turn Down That Noise

I heard the rhythmic thumping on the wall but I thought nothing of it, I'd heard a lot of thumping coming from her bedroom over the years!!!
Suddenly I heard my wife....clear as a bell...
"Kaaren!!!! Turn down that damn noise!!!! We're trying to fuck in here!!!"
"Sorry dear!!" I shouted as I frantically looked for my headphones!!!

Half An Inch

"Alright Sissy, just a half an inch forward and a scootch to the left!!!! That's perfect! Now sit down Sissy....nice and slow!!!!!"

What's That

"Why are you looking at me like that...what's that you have there?"
"It's a beautifully clear picture of you in those cute little panties,,,,pink really is your color!"
"I'm afraid you're mistaken....please leave my office!"
"Oh and this closeup of that big black in your mouth!!!! I'm sure the Board of Directors would love to see that....or maybe just your wife..."
"Oh my god!!!! What do you want!!!! How much is this going to cost me?"
"Oh I don't want money Sissy...I'm interested in that VP position!!!!"
"But I've already promised it to Somers!"
"Let me see...where is the Send button on this?"
"Alright....it's yours...Is that all...I have work to do...."
"Yes you do....be at my house at eight...bring all your girly clothes....you are going to model everything you have for me....and my husband!!!!"

Simply

He simply wasn't into it!!! There was no fluffing, no undressing, no watching and no cleanup!!! She smiled sadly at me as he took her up to our bedroom!!!
From the sound of things she wasn't sad for long!!!!
Later I heard the bedroom door and her soft steps on the stairs.....
"Sissy....I have something for you...." she whispered in a singsong voice!!!!
I couldn't be there....but she brought my treat to me!!!!
He may have been bull-headed, stubborn, homophobic and a dick.....but he tasted so nice!!!!!

You Sure Baby

"You sure about this Baby?"
"Yes....I've never been more sure....I've fucked him so many times....now I want to see a real man fuck him like the sissy slut he is!!!!"
"But Baby....he's your husband.....you sure this is what you want?"
"Yes he's my husband...my tiny dicked, sissy cuckold husband who needs to know what it feels like to have a real man inside him....is there a problem?"
"Baby I've never done that to a man....it just doesn't seem right!"
"Humor me this time and I promise you next time he'll be the prettiest sweetest Sissy you've ever seen!"
"That sounds good....alright...lube that sissy bitch up for me....I hope she's nice and tight!!!"

Sissy School - Sighs

The headmaster sighed as he pulled down Sissy Kaaren's panties again!!!! How many times had he spanked this cute little ass....had to be hundreds!!!! And still she wouldn't behave....he wondered if somehow Sissy Kaaren enjoyed this!!!!!
Sissy Kaaren sighed as she settled over his lap! How many times had he spanked her....not nearly enough as far as she was concerned! She enjoyed the feel of his tweed trousers against her thighs...the feel of his hand as it settled on her bottom between spanks...the tingles that lasted long after the spanking was over!!!!
"Well Kaaren," said the Headmaster, "Here we are again!"
"I' promise that I'll never do it again Sir!!!"
"I'm sure Kaaren....we'll skip the lecture and get right to it then!"
"You know what's best for me Sir!!!!"