Don't We All?

I don't keep it secret anymore....

Proper Posture

Sometimes it's difficult to maintain your proper posture while wearing extremely high heels.....but she's found a way to help me and....if nothing else....it does help me to stand straight and tall like she insists!!!!

Time

Yes....just like most of you we find ourselves with lots of time on our hands....
Today she felt like braiding my hair....and she got a little experimental.....I don't like it but she does.....and she's the boss so it stays this way till tomorrow when I wash it away...

The Farm

Down on the farm the new sissy crop was almost ripe for picking....

New Job

"Okay everything's in order....you can start in the morning....you'll be hauling a load to New York City...."
"That'll be great....and thanks so much....I really needed this job...."
"Oh I almost forgot....you'll need a uniform...."
"No that's alright....I've already got one."

Identify

He identifies as Roberta now and he's never been happier!!!

For Kids

"Hey.....want to play on my see-saw?"
"No....that's for kids..."
"Not the way I play it!!!!"

Instructions

He was so happy when his sissy was delivered and she came with clear, easy to follow, instructions....

Clearly

Sometimes you wonder why a particular sign is posted in a specific spot.....
In this case....clearly a bad decision was made here....

Intention

I don't really know what the point was.....I had absolutely no intention of taking it off!!!

Daylight

"Good.....now turn your head a little to the left.....now open your mouth as wide as you can.....oh my god Sissy.....I think I can see daylight!!!!"

High School

Just about every high school boy at some point believed that this was what was going on in the girls locker room!!!!!

And The Winner Is

"And the award for the best Sissy Comedy Blog goes to Sissy Kaaren!!!! Come up here Kaaren, and we'll see how much you like your new trophy!!!!"

Never Dream

Don't worry Sissy.....I'd never dream of sending you to the market without a mask....I know it's a little wet but don't let that bother you!!!!! That's just a bonus for you!!!!

Progress

Progress....or regress? Depends on your point of view....

Obvious

Whenever we went out she said I was always too obvious....she said it was like everyone knew what I was thinking about!!!!

Her favorite

"Nice dress...." the cashier said with a grin...
"It was my wife's.....we were married for forty years before I lost her....it was one of her favorites and when I wear it I feel like she's still with me...."
"Awww that's so sweet....."
"In a way I guess this dress was why I lost her....."
"Really....why!!!!"
"Well when she came home and caught me wearing it she left me and moved in with the mailman.....she told me I should keep it....she didn't want it anymore...."
"Okay.....next in line...."

Look Closely

I'm looking and I can almost hear the theme from 2001 A Space odyssey playing....

Guardian Angel

"Hey Barkeep.....bring me a double bourbon and leave the bottle...."
"Tough day at work?"
"You don't know the half of it....."
"So....what do you do...."
"I'm a guardian Angel...."
"That must be pretty tough...."
"I've seen things you wouldn't believe!!!!"
 "C'mon....it couldn't be that bad...."
"I'm Sissy Kaaren's Guardian Angel...."
"Oh Jeez.....look the first round is on me...."

Home School

Young Bobby decided that despite all the drawbacks to the quarantine, he was learning so much more during his home schooling!!!

Monday ManCandy

Due to Social Distancing requirements we have arranged to have your treat automatically fired into your mouth from over six feet away....
In fact to be safe you should probably be at least twenty feet away!!!!

Me and Teddy

Sometimes....late at night....as I lay in my bed with my teddy.....listening, through the thin walls, to my wife make love with her boyfriend.....sometimes Teddy just loses control!!!!

Latest Mask Fashion

The thong mask by Victoria's Secret.....the must have fashion accessory!!!!

Pizza

"I ordered a pizza for us Kaaren....they're delivering again and I figured you could use a break from cooking..."
"Thanks Sweetheart....did you ask for...."
"Yes Kaaren....I asked for the large meat pie!!!"
"That's my favorite!!!"
"I know Sissy....I know...."

How Long

"Oh my god.....Trevor!!!! How long has this been going on???"
"Honey please I can explain....."
"I can't believe you kept this from me.....I trusted you....how could you do a thing like this to me?"
"Well you see....I didn't mean to....it's just that...."
"No!!!! I don't want to hear anymore of your lies....I can't believe you had all this toilet paper and you didn't tell me....didn't share it with me!!!! Pull up your panties and come downstairs....and be prepared for a thorough spanking!!!!!"

Purring

She purred like a kitten as I reached between her legs to stroke her soft little pussy....her perfect little white pussy....so soft....so warm....

Sissy Porn

Sissy Porn?
You want Sissy Porn?
Well I can tell you as a Sissy myself.....that this is Sissy Porn!!!!!

So Here You Are

"So.....here you are!!!!! Did you think I was joking when I said that you couldn't go bowling with your buddies?"
"Honey....can we discuss this at home later...."
"What did I say I would do? Tell me what did I say I would do?"
"You said you'd spank me....in front of everyone...."
"Honestly Sissy....after all this time.....did you think I didn't mean it?"
"Not really....I guess...."

Art

Sure, it's art.....but I'm pretty sure she bought it as a reminder, for me, of my shortcomings!!!

Saturday Matinee

As soon as I finish setting up the reel I'll rush down to thank Dee for coming.....business has certainly fallen off since the virus came.....
On the plus side it allows me to offer a lot more personalized appreciation to my audience.....and regardless of the movie I'm sure Dee will walk out of here with a smile under her mask!!!!

Feeling Better

"I can tell you're feeling better Sissy....the rosy glow is back in your cheeks!!!"