Saturday, November 30, 2019


"So what do you think Mom?"
"He's pretty good....nowhere near as good as your father....but he'll learn...."
"So can I keep him?"
"Alright Dear....but you have to take care of him...."
"I will Mom...I promise!!!"
"Alright put him in with your father.....they should get acquainted....maybe your Daddy can give him some pointers....."
"Thank you Mom!!! You won't regret it!!!!"
"I spoil you Sweetie, but that's only because you remind me so much of me when I was your age!!!!"


"I could never marry a man who didn't like blowjobs...."
After we were married I learned to always ask for details.....because what she said isn't what you heard and what you heard isn't what she meant....
But I have learned to really like blowjobs.....

Friday, November 29, 2019


All I hear is "Kaaren.....come eat me...." and it's not my wife saying it this time!!!!
I know I shouldn't, but those Thanksgiving leftovers are calling my name!!!!


"Yes Ma'am.....I got dressed as soon as I got out of the my pink babydoll just like you wanted...."
"Pull it up Sissy....let me see your panties!!!!"
"Yes Ma'am...."
"This is not acceptable Sissy....where is your little pink cage?"
"It's where you left it...."
"You are very naughty Sissy......why didn't you lock your little clit away as I ordered?"
"I'm so sorry Sweetheart but I love it so much when you do always have the most beautiful smile when you click the lock I was hoping that if I didn't do it, you would!!!!"
"Alright know I enjoy it....but that's no time you'll be punished....for now....get the cage....I'll make you happy and lock that little thing away...."
"Thank you Ma'am!!!!"

Thursday, November 28, 2019

Happy Thanksgiving

"Are you being careful Sissy?  I don't want you to ruin your expensive new dress!!!"
"Yes Sweetheart....I'm being careful....I won't get any stains on my dress this year!!! At least not until after dinner!!!"


There's so much that I'm thankful for....but there is nothing in the world that I'm more thankful for than her....
After all these years she is still my goddess....just as she was when we first met!!!!

Wednesday, November 27, 2019


Ever since her niece learned about my chastity cage she enjoyed doing things like this when I least expected....she thought it was really funny...and I guess maybe it was as I instantly filled the small cage and my face showed my discomfort.....
Then she would kiss me on the cheek....
"Poor Uncle "Kaaren" is there something bothering you?"
"No Ma'am....I'm fine...."
And she would dissolve into giggles making my discomfort even worse!!!!

Hump Day

Now that it's Hump Day you realize how important teamwork is!!! You have to agree on the basics!!!

Tuesday, November 26, 2019

Nothing Left

"I mean it Baby....if you don't get here soon I'm going to have nothing left for you....your Sissy husband is going to drain me dry!!!!!"

"I could say no....sure but he's so damned good it's almost impossible....."

"No he can't come to the phone right now....his mouth is full!!!!"

"Yes I'll try to hold out......but it's not going to be easy.....please hurry...."


I was still gasping as he stepped had really been a quickie....
He was actually laughing about wife was laughing too.....
He leaned over and whispered in my ear that I had the tightest hole he had ever fucked...I was humiliated and proud at the same time.....
"Pull up your panties Sissy....or you'll be dripping on the carpet!!!!"

Monday, November 25, 2019

Hold It Up

"Hold it up Sissy.....I just want to get a picture....but no stroking...."
"Of course not Ma'am....."
"Okay that's it.....I've got a perfect shot of your sissy let's get you back in the cage...."
"I don't suppose that.....while I'm free like this....that you might consider....letting me cum?????"
"Oh my goodness.....of course not......what were you thinking even asking!!!! I'll be the one who decides when and where......or if you cum.....and today isn't the day!!!!!"

Monday ManCandy

Yes we all know it's so much better if you can hold it in your mouth for a while....the flavor just seems to grow as it swirls around your taste's a taste like no other and it's wonderful to savor it for as long as you can....but you always have to be careful not to spill any....
ManCandy!!! Waste not want not!!!!!

Sunday, November 24, 2019

Sissy School - A Weekend Visit Home

She took me to church with her and told me that I should enroll in one of the Bible Studies classes that were run in the Church's basement....
I trotted obediently down the stairs and saw several doors.....peeking into the first one I heard about how god was going to punish the sinful and I decided that group wasn't for me!!!
I peeked into the second door and heard about how a life of chastity would be rewarded in the afterlife with an eternity of chastity....definitely not the study group for me....
I peeked into the third door and found a bunch of unhappy looking men sitting silently and staring at the floor....
"What is this group about?"
"We're fighting sex addiction.....we can't seem to help ourselves....we just want sex all the time!!!!"
" too.....would you mind if I joined you!!!!"
"Not at all.....come in and get comfortable...."
They were so nice....they even gave me a padded kneeler to use....and we were all addressing our sex addiction issues till my wife found me and dragged me out.....she called the pink bus to come and it was waiting by the door when we reached our her house.....
I was a little sad until the bus door opened and I saw that the driver was one of the guys from my new church group!!!!

Wake Up Call

He told me he wanted a wake up call at 4am because he had a flight to catch at 10am....
I couldn't help but wonder why he wanted so much time....the airport is only about an hour from here....maybe less on an early Sunday morning when there's no traffic...
It seemed like a lot of time just to get ready....
Then when I woke him I discovered that he was already "ready" and now I understood....and was grateful....that he wanted so much extra time before he left!!!

Saturday, November 23, 2019

A Reason

I put my hair into pigtails for a reason dammit and if he's not going to pull on them then I will!!!!!


Before the cage I could count on one hand the number of times she went down on me....even though she honestly loved giving blowjobs....
But since the cage she does this all the time.....

Friday, November 22, 2019

Me Too

"Did you refer to your secretary as "Honey" yesterday?"
"Yes I did....I'm so sorry!!!!"
"Please report to HR at 9am tomorrow....."
"But I didn't mean anything bad by it!!!!"
"We'll let HR determine that...."

A Picture

"I told my friends you were in a chastity cage and some of them didn't believe I told them I'd send them a picture....but I didn't tell them that you were a I guess this pic will show them why I keep you in chastity.....and what a cute little sissy you are!!!!"

Thursday, November 21, 2019


"Don't think....just suck!!!!"

Before Long

Remember that time in your friend Bobby's house?
No one was home and he asked if you wanted to look around in his sister's room!!!
His sister was older and so beautiful.....all the boys dreamed of her....
And there you were.....the drawer was open and her panties were right there.....Marie's panties!!!!
And then before long you were both wearing her things.....and lying together in her bed....and you didn't know what to do.....
You held each other's hands and Bobby kissed you!!!!
A full on kiss....tongue and everything.....and you wanted him to take you like a wanted to melt in his arms.....but the phone rang and he ran to answer it.....then the shame hit you and you changed back to your own clothes.....when Bobby came back he looked so disappointed.....and you told him you had to go....
You kept your distance from Bobby after that....and now you look back over the years and wish that you'd stayed.....wish that you'd shared that fantasy with Bobby.....instead it was just another regretted lost opportunity.....
If you could do it different life might have been!!!!

Wednesday, November 20, 2019

Hump Day

Sometimes on Hump Day everything is still up in the air....

Can I?

"That was so nice.....thank you Sir!!!!"
"You're welcome's the least I could do for you after fucking your wife!!!!"
I'm glad yo enjoyed her.....may I blog about this....would you mind?"
"Sure Sissy....just make sure you tell them that I have the biggest dick you've ever seen..."
"Of course Sir...."

"So her lover fucked me last night and it was so nice.....I love it when they're not too big.....let me tell you how it was...."

Tuesday, November 19, 2019


"I never thought I'd get the chance to do this......until your wife told me that you're not allowed to get're not allowed to touch a woman without her permission!!!"
"Yes....that's true...."
"So I've always wanted a man to watch me when I make myself cum......the boys I've dated don't have the patience.....but really don't have any choice do you?"
"No Ma' choice at all...."
"So just kneel there and can smell my panties if you want....they're really wet....."
"Thank you Ma'am!!!!"
"You're welcome be quiet.....I need to concentrate...."

Baby Brother

"I've had him in panties since.....oh for almost as long as I can remember.....and I think he likes you Sissy....he'll be staying with us for a while.....why don't you suck on his little clitty for a bit.....I love seeing my husband and my brother get along so well!!!"
"But.....your brother?"
"Don't be so surprised Sissy....surely you didn't think that you were the first man I put into frillies!!!!"

Monday, November 18, 2019

Are You Sure

"Are you sure that this is really necessary Doctor?"
"I'm sorry Sissy, but I must stimulate the blood flow to your bottom before I do your prostate exam.....and the best way to do that is a good spanking...."
"But my other doctor never did it that way...."
"Ha.....obviously not a just relax.....I think fifty ought to stimulate you enough.....I know it will do it for me!!!!"
"For you?"
"Well if I'm not stimulated how on earth do you expect me to get my penis in there to check you out?"
"I'm sorry Doctor, this is all new to me....."
"Just relax Sissy.....I know what I'm doing!!!!"

Monday ManCandy

Some places around the world have certain rules about your diet....
But there isn't any rule that can keep you away from your favorite breakfast treat....that warm feeling as it fills your mouth and gently slides down to your could you give that up!!!!!
And as long as you maintain your modesty you'll be just as happy as can be!!!
ManCandy!!! Something for everyone!!!!

Sunday, November 17, 2019


Being displayed as a sissy to her lover is humiliating.....
Kneeling to suck his cock is humiliating.....
Asking him to fuck my sweet wife's pussy is humiliating....
Having him push in the plug....that's almost too much humiliation....
But I still shudder with excitement when I hear him laugh as it "snaps" into place!!!!

Sunday Brunch

I really did appreciate that her friend volunteered her sissy husband to help me serve the brunch this was wonderful having an extra pair of hands (and an extra tongue) to keep all the ladies happy....
It was after they had eaten that they decided they wanted a show.....
"Kiss, kiss, kiss...."
What else could we do?
After a while we stopped hearing their chants and we just went with our sissy instincts!!!
I don't know about them but it was my best Brunch ever!!!!

Saturday, November 16, 2019


I tried my best to concentrate only on the big latex cock going in and out of my sissy pussy.....I felt the sissygasm building as it hit that spot.....I moved a little so that it stayed right there....
I tried to concentrate on my own pleasure as the ladies all watched......they laughed at what a pathetic sissy I was.......they rubbed their wet panties as they called me names and suggested more and more humiliating acts for me to do.....they obviously didn't know that the dildo hitting my button and the verbal abuse fueling my subby nature that I was about to spew a load like they've never seen before!!!!!

As If I Couldn't Tell

She gave a little tug every time he made her come!!!!
As if I couldn't tell!!!!
But she required me to keep count sometimes....and if I got the count wrong.....well multiply the count by 10 and over her knee I go!!!!

Friday, November 15, 2019

Mystery Solved

"I'm going to powder my nose why don't you come with me...."
They said they'd be right back but they were gone for a good twenty minutes!!!!
What on earth could they be doing in there?

Wake Up

She peeked into the bedroom and found the two sissies sound asleep.....judging by the dosages she'd given them they'd be out for hours....
She got busy and in almost no time at all she was done!!!!!
When they woke they would find they were both in chastity cages....and they would stay that way for a long, long time!!!!!

Thursday, November 14, 2019

First Date

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His steady breathing told her that he was still deep asleep.....
She loved to look at him like this.....curled up like a kitten in her bed.....
She ran a finger down his back.....feeling the bra that he always wore to bed.....
She understood almost everything else.....but she would never understand sleeping in a bra!!!!
He was so darned cute that she wanted him right now......but it was late and she would have him in the morning....he would wake her with his soft, sweet tongue just as he always did.....

Wednesday, November 13, 2019

Thank You

Have you ever considered the postman's job? Every day.....good weather and bad.....he brings your mail right to your door!!!! He never asks for a thank you and most people only tip him over the holidays!!!!!
I think we should all show our appreciation like I do.....throw open the door....pull him inside and suck his cock until he explodes in your warm, wet mouth!!!!
It's good to show your appreciation for the tedious job they do!!!!

Hump Day

Some weeks are like that.....
By the time Hump Day rolls around you've gotten all the hard work done and you can just enjoy the rest of the week!!!!

Tuesday, November 12, 2019


"So you're still in chastity Kaaren?"
" wife says I haven't earned release yet...."
"But you don't mind if Dee and I....."
"If you both stick your cocks in my mouth and make me suck you until you spew your hot sweet cum into my that what you wanted to ask me?"
"Why of course know that you and Dee are always welcome....."

Panties Too

"So you like to wear dresses?"
"Yes Sir...."
"And panties too I see...."
"Yes Sir....."
"Does it make you feel like a girl when you dress like this?"
"Yes Sir....."
"I have something in my pants that will really make you feel like a girl....would you like me to put it inside you?"
"Oh yes.....oh yes Sir......please!!!!!"

Monday, November 11, 2019


Yes, sissies love satin....
Panties and slips....gloves and stockings....we love it all.....
But there's one satin thing we love more than anything....
The satin velvet head of a big cock inside our mouths.....that's the best satin of all!!!!

Monday ManCandy

You don't really have to dress for breakfast but it does add a nice, civilized touch....
Of course there's always the possibility you might spill a drop or two and the obvious way to avoid that is to leave your top fact that might actually increase the serving of your warm creamy breakfast treat!!!!
ManCandy!!! It belongs in you....not on you....although that's nice too!!!!

Sunday, November 10, 2019

Sissy School - A Weekend Visit Home

"I honestly don't understand all these extra charges on my Sissy husband's tuition bill Headmaster....."

"Yes I understand the clothing allowance....but how can anyone need so many pairs of panties....

"What do you mean they get torn so easily.....who's tearing them...."

"And this......male you mean he's actually wearing out his dildos?"

"Uh-huh.....okay constantly bigger....OK.....I see.....oh excuse me Sissy just came in...what do you want Sissy....I'm on the phone...."

" naughty Sissy......oh yes.....right there.....just like that.....oh yes Sissy work that tongue......"

"What.....oh I'm sorry Headmaster.....I got a little oooooooooooohhh distracted.....yes I guess you'd better send the pink bus to get Sissy......but wait about an hour or two....."

"Yes, thank you Headmaster......I'll just send the check.....ohhhhh yes, ohhhh my god...."

The Headmaster hung up, he'd have to remember to thank Sissy Kaaren when she got worked every time he sent the tuition bill!!!!!

Sissy Training - Where Do We Go

"'s been a few days do you feel?"
"I guess I'm was really hard at first....but i've kind of gotten used to it...."
"That's good.....that's what I wanted to hear....but where do we go from here?"
"What do you mean....what else do you want...."
"Oh Baby.....I want so much.....why don't you go into the bedroom and you'll see a pretty pair of pink panties on the bed.....I want you to put them on and then come back here and get down on your knees and lick my pussy until I tell you to stop...."
"You want me to wear pink panties?"
"Yes I do.....and remember who has the key!!!"

Saturday, November 9, 2019

Do You

"I want you to understand why I like big black cocks...."
"I understand Sweetheart...."
"I don't think so.....but you will!!!!"

Coming Home

Back in her hometown.....almost everything she sees triggers a memory....
"Oh look Sissy.....that's Teddy Edwards......he has a huge cock.....pull over...."
"But what about....."
"Here take these.....they'll only be in the way.....Wow....good old Teddy.....all the girls used to call him Teddy Eleven.....!!!!"
"What about dinner?"
"There's a McDonald's just down the road Sissy....go have yourself a Big Mac.....I'll call you to pick me up in a little while...."
"Yes Ma'am"
I'm hoping that the Big Mac isn't the only special sauce I get to eat tonight!!!!!

Friday, November 8, 2019

Her Teen Bedroom

In her bedroom....where she grew from a little girl to the promiscuous teen that I fell in love with.....
It almost seems like she's become that teen girl again....and she wants to fool around....but we must be quiet....her Mom is downstairs and we can't close the door....


He took her practice cock into his mouth one more time but he never took his eyes off the prize that was waiting for him.....

Thursday, November 7, 2019

Going Down to Pennsylvania

We always stop at that same rest stop.....and he's always there.....and he gets hard, stuffs it in my mouth and finishes in the time it takes her to pee and freshen up.....maybe he's too fast for his woman but he's just right for me!!!!
"What are you grinning about Sissy?"
"Oh nothing.....I'm just happy to be spending so much time together.....
"That's sweet Sissy......let's go.....look for any signs for a restaurant, I'm starving.....aren't you hungry?"
"Not really.....I had a snack while you were in the rest room......"

On The Road Again

We're leaving in a couple of hours to visit her mother in SW Pennsylvania.....we'll probably be driving for 6 or 7 hours depending on anyways....if you spot me and give me a toot on the for the pink bow in my hair.....unless you're driving a big rig it'll be hard to see my short skirt but the bow is right up there....
Who knows.....maybe you'll get a wave....maybe you'll get a smile.....maybe you'll get a blowjob you'll never forget!!!!!
Keep your eyes open!!!!

Wednesday, November 6, 2019

Hump Day

You just know.....deep inside....that you'd have never made it to Hump Day without the uplifting support from those around you....

Those Were The Days

Remember the time your sister caught you in her panties?
She said if you'd suck her boyfriends cock she'd let you see her naked....
You didn't tell her about the peephole you'd drilled two years didn't tell her that you'd seen her naked hundreds of didn't tell her that you'd watched her suck his cock dozens of times....
You just "reluctantly" agreed to suck his big cock.....while she stood there naked....watching...
Life was good!!!!!