Sissy Training - Professional Help

Sometimes with the more reluctant sissies it is advisable to bring in professional help to further his training! An experienced domme will work wonders on even the most stubborn sissy!!!!
You can leave most of the training to the pro, however, the first time Sissy sucks a cock it is important that you be there! Sissy has to know that you watched him sucking a cock so that when you want him to suck one for you he'll have no reason to refuse!!!!

The Tie

"But Mom....I don't want to wear a tie....I hate it!!!!"
"Well you have to wear it so just get used to it!!!!"
"But Mom....it's so uncomfortable...."
"Well maybe you'd like to wear your sister's dress again....with all those pretty petticoats?"
"No Mom.....please it's just the tie...."
"Oh you'd look so pretty.....you'd have to wear her ruffled panties and the bra with the ribbons and bows.....then the petticoats....at least three I think....and then that pretty green dress.....and maybe you'd fit into a pair of my high heels....oh my you could be the belle of the ball....is that what you'd like?"
"Oh yes Mommy!!!! That's exactly what I'd really like....can I....can I please!!!"
"Of course you can Sweetheart.....then maybe a nice long spanking over my knee!!!"
"Oh Mommy....."

Why

"Holy crap Tommy....what's going on....why are you dressed like a girl?"
"I just put on some of your sisters clothes.....you don't mind do you?"
"Jesus Tommy....what the hell?"
"Why don't you let me suck your cock.....it'll be just us....it'll be our secret....you'd like a nice wet sloppy blowjob, wouldn't you?"
"Yeah but...."
Several minutes later as he was zipping up he looked at his friend who was licking cum off of his fingers....
"It's s a secret right....."
"Sure it is....listen do me a favor.....when you go back outside would you ask Charlie to come in....there's something I'd like to talk to him about...."
"I'll bet it's a secret right?"
"Of course it is...."

A Little Under the Weather

I've been feeling a little under the weather since yesterday evening....been running a fever on and off....my wife's assistant Stacy has been here looking after me and I finally convinced her I'm well enough to update my silly little blogs....
Hopefully resume my regular posts by tomorrow morning
Love
Kaaren

Never Dreamed

Young Kevin never dreamed that just trying on his sister's school uniform could lead to such a wonderful adventure!!!!

Hump Day

You feel like the job has got you by the throat sometimes but no matter.....it's Hump Day and it's all easy going from here!!!!

School Days

The bell would ring in a few minutes so I had to hurry....
In a few minutes I'd have a nice long queue outside stall 3....and at ten dollars each I figured by the time I graduated I could be a millionaire!!!!
Teenage boys don't last long and I was already onto my fourth when I heard the door slam open and the Dean's voice booming, demanding to know what was going on in here....
I heard the boys scatter as the poor Freshman in my mouth withered....but he had paid his money and despite his terror of the Dean he finished in just a couple of minutes!!!!
He zipped up and literally ran past the Dean as he hoped to avoid punishment!!!!
The Dean stepped into the stall as I was wiping my lips and fixing my makeup...
"I see you're still in business!"
"Yes Sir....still doing a thriving business!"
"Still free for the faculty?"
"Of course Sir....you know I love the faculty!!!"
"I have ten minutes till my next meeting...."
"Ten minutes!!! Maybe you can go twice!!!"