Alright Now

"Alright now Sissy.....now that we've "talked" about your misbehavior I think you owe me at least three orgasms!!!!"
"Yes Ma'am!!!! At least three!!!!"
"We'll see Sissy......maybe four or five.....I'll tell you when to stop!!!!"
"Yes Ma'am!!!!"

Monday ManCandy

It was obvious to the whole class that their teacher was just not as prepared as usual....obviously she hadn't had enough sleep and she also didn't have what she needed every morning to get ready to face the challenges of a new day!!!!!
She gave so much of herself to them they decided that they should give something back to her!!!!!
ManCandy!!!! An apple for the teacher is so old fashioned!!!!

Sissy School - A Weekend Visit Home

"Damn it Sissy.....every weekend I find you with my boyfriends cock in your hands or your ass or your mouth!!!! No matter how many times I tell you to stay away from him you end up full of his cum!!!! I've had enough!!!!"
"I'm sorry Ma'am....the school teaches us to....."
"I don't want to hear it!!!!! The pink bus is on the way and when I'm done you'll be standing all the way back!!!!"

Our Old Place

In our old place every door in the house had a keyhole.....
I really miss those......I think I left permanent knee marks where I used to kneel down a peek at my wife and her lovers....
Those were the days!!!!

Humiliation

She was so ready for him but even though he was rubbing his cock against her he was staring at me.....
"So Sissy, should I fuck her? Should I fuck your beautiful wife?"
"Yes .....yes please...."
"So you want me to fuck her.....shall I fuck her sweet pussy or her tight little ass? It's your choice Sissy....."
"Please fuck her pussy....."
"Whose pussy Sissy?"
"Please fuck my wife's pussy....."
"Alright Sissy.....if you insist!!!!!"

Lucky Sissy

What a lucky Sissy....a ringside seat of the action and free refreshments.....how could it get any better....

I Liked Those Panties

I liked those panties when I helped her put them on this morning....
I liked them better when she gave them back to me when she got home!!!!

Sometimes It's Like That

Sometimes all you have to do is be there.....kneel down....open wide....and he takes care of the rest.....I have to admit that sometimes I prefer it this way....

Suddenly

Suddenly my sister's friend was there.....
She was laughing.....
"Oh my god....it's so small....no wonder he wears your panties....a little bitty thing like that belongs in panties!!!!!"
I wanted to argue....to fight back.....but every word she said just made me want to cum more and more!!!!

Teddy

My Teddy is my companion and confidante....so many nights we've listened together to the sounds of her making love in our her bedroom....so many times I've told Teddy my deepest thoughts....
I was surprised to find her like this....and poor Teddy....
"Teddy and I have had a little talk about your behavior Sissy, and it sounds like you're going to need an attitude correction!!!"
"But I...."
"Don't bother Sissy....Teddy's told me everything....we're going to start with you over my knee for fifty with my bare hand....and we'll see how I feel after that....maybe the crop for another fifty.....we'll see...."

Hump Day

It's that kind of Hump Day when you get pulled aside and reminded that you haven't finished your first project but you're already starting on your next!!!!
"I'm afraid you're biting off more than you can chew!!!!"
"First I don't bite.....nor do I chew....and I am a great multitasker!!!!"

Heels - Sissy Training

In the morning when you began your lesson she was very quick to use the switch and it hurt so bad and you hated her for doing this to you!!!!
But with every correction you improved.....your bottom may have been criss-crossed with stripes but at the end of the day you moved like you had been born in heels!!!
And when she finally told you that you were satisfactory you thanked her for spending all of her time with you!!!!!
And you meant it!!!!

Nothing New

There's really nothing new about any of this....
Your great grandfather and my great grandfather did it....so we're all just carrying on the family traditions!!!!

Cuckold

I'm not sure what he's going to do....sometimes they're thrilled and sometimes....well....not so much....
Any moment now she's going to pull that big cock out of her mouth and I'm going to lean forward and show him what I can do.....
I hope he appreciates it.....

Don't Worry Sissy

"Don't worry Sissy.....with those legs, no one is going to be looking at the tiny bulge in your skirt..."

Monday ManCandy

I know we all love the warm creamy treat for breakfast.....a hot mouthful is usually enough for anyone....
But sometimes you need some fruit and fiber too.....
I wonder why none of the major breakfast cereal companies have jumped on this idea....it could make millions!!!!
ManCandy!!!! Part of a balanced breakfast!!!!!!

Sunday Brunch

The key to a successful Brunch is knowing what the guests would like to eat....
Sissy met all the guests as they arrived and showed them a short menu and most of them picked what they wanted.....
Sissy soon regretted putting "Licked To One, Two or Three Orgasms" on the menu!!!!

Workout

She likes me to work out with our own gym equipment for at least an hour a day....
It definitely increases my stamina.....
When I first started I used to complain that my jaw was tired after only ten or fifteen minutes....
Now....after working out for a few months...I can do this for hours without getting sore or tired!!!!

It's Bad Now

Sure it's bad now.....but it's going to be worse when she starts again with my panties down....

Fluffing

I didn't worry too much about cumming, back in those pre-cage days I never stroked it with my right hand while I sucked her lover's cocks....
Left handed felt too weird....

Goodbye Summer

Goodbye Summer....it's been fun....

All This Time

Even after all this time she still loves to watch me suck her lover's cocks....

This Is Sex

This is sex....she's wandering about in an old tee shirt and white panties....and she knows that it makes me horny....to the extent that a caged sissy can get horny....but the sex part is the key....I'm like one of Pavlov's dogs....I start to drip when I see her with the key in her hand....my mind goes into overdrive.....
But all she was doing was moving it into the purse she was using tomorrow....
Oh well....maybe next time will be the time.....

First Step

"You're going to love this Baby....I made an appointment for you to get a full body waxing...I like my girls to be smooth"
"But I'm not a girl....."
"You are now Sweetheart....get used to it...."

Hump Day

Hump Day.....I can't believe it's Hump Day already!!!!
So what have you learned?
You must always keep yourself wide open to new experiences!!!!!

 

She Doesn't Get It

I love her dearly but even after all these years she still doesn't get it....
"It's just pretty underwear Sissy....I wear them all the time but you don't find me holding them up and staring at them...."
I tried to explain the inexplicable....
"You've worn them all your life and it's just been nothing special.....I feel like I've won a prize every time I put on a pretty lacy panty....maybe it's because I'm not supposed to....maybe it has something to do with the way I was raised.....maybe this....maybe that....but you can slip them on and forget them.....I put them on and I am constantly aware of them...."
"Alright Sissy.....whatever ......pull up your panties....and get my breakfast ready!!!!!"
"Yes Ma'am!"

Not

"Go ahead Sissy....enjoy it....it's just like yours isn't it....you'd suck your own if you could....wouldn't you?"
"I tried to suck my own for years and it wouldn't reach my mouth....and this is nothing like mine!!!!!"

On Purpose

I really think that they put the best ones on the bottom on purpose....

Neighbor

When she told the young neighbor about my status as a caged sissy cuckold I thought I would just die from the humiliation!!!!
But the girl really enjoyed the feeling of power it gave her....
I would spend many afternoons being teased by this beautiful 18 year old!!!!!
Then one day I noticed she had a key!!!! I had to know so when I could I asked my wife...
"Did you give her a key?"
"What if I did....she's an adult woman....she has privileges!!!!"
"But she's just a kid.....what if she unlocks me....I don't think I could last too long....."
"Relax Sissy.....it's not the key for your little clitty....."
"Then whose?"
"I'm so proud of her....after she saw how obedient you've become she put her boyfriend in a cage too and she dangles the key in front of him constantly.....it must be almost like torture to him....don't you agree Sissy?"
How could I argue with that......

Monday ManCandy

It's a rare morning when her Highness didn't want her creamy breakfast treat.....in fact she's been enjoying it for as long as she can remember.....she never knew who the donor was but she could tell by the flavor that it must come from a branch of the royalty!!!!
Meanwhile Edgar the Footman was enjoying his employment in the palace more and more each day!!!!"
ManCandy!!!!! It's the great equalizer!!!!

Sunday Brunch

Well it was a good Brunch......she and her friends were pleased....
Now they were all fucking the waiters and that was probably going to go on for some time....
Me....I'm exhausted.....I'm taking a bottle and I'm going to lay down for a while....
I'll be back later to clean them all up.....

Thank Goodness

Thank goodness for FaceTime....in the old days I would only have her description of the big cock.....now I get to see it in all it's glory!!!!
Why does she let me see....well if she didn't it would feel like she was cheating on me....we share these things....even if I can't be there!!!!!

Bending

"You know we had to bend a lot of rules to allow you to enter our convent Kaaren!!!!"
"Yes Ma'am!"
"We never dreamed we'd admit a sinful sissy like you into our order!!!!"
"Yes Ma'am!"
"But as I think it over now I'm pretty damned glad we did!!!!"
"Me too Ma'am!!!!!"

So Glad

I'm so glad I grew my hair out....she loves it and so do I....

Tonight

"What do you want to do tonight Sissy?"
"Whatever you'd like to do Ma'am...."
"How about we take a ride down to the glory holes....."
"Which one of us is doing the cocksucking?"
"It depends on how tasty the cocks look Sissy...."

Not Sure

I'm not sure which is turning me on more.....his big cock fucking my mouth ....or watching my wife furiously fingering herself as she watches.....

Cuckold

I had zipped that dress up for her this morning....
He was unzipping it for her this evening....
I can't wait until he sees the lingerie I picked out for her!!!!

They're Fine

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Hump Day

It's Hump Day and sometimes you have to make that extra effort to push yourself as far as you can.....getting in deep to make sure your goals are met!!!

First Thing

First thing in the morning.....before her coffee.....before I even dream of touching her divine pussy....I spend some time worshiping her beautiful bottom.....she insists...and I am more than happy to oblige!!!!!

Ready

I don't know why he bothered....she was already wet right after he called her last night....and I spent hours with my head between her legs.....
All she wanted from him was his big cock.....
As he gave her the unneeded attention she gave me a smile and a wink....
And I knew right then that, maybe he had a real mans cock and all I had was a little caged clit, there was something that I could do better!!!!

Payback

"I gave it all to you Tommy....the money, the fame, the mansions....even the supermodel wife...."
"Yes, and I'm so grateful.....but is this what you really want...I can pay you....I can give you a nice new home....please I don't think I can take it...."
"Oh you can take it Tommy......it's the only prize I've wanted for all these years and now I'm going to collect your cherry...Oh Tommy it's going into my own Hall of Fame!!!!"
"My cherry????" he laughed, "that's been gone for years....I have a small penis but I have a teammate with a dinosaur dick who's been taking care of my wife and me for years!!!!"
"What!!!! No!!!!! I've been betrayed!!!!"
"Just go ask Gronk about it.....he'll tell you all about my first time!!!!"
"That's it then.....no more Superbowls for you!!!!"

Delicious

She loves it and so do I....
It fulfills all my submissive desires......after a full days wear, the scent is almost overpowering and the taste is almost indescribable....
It's simply delicious......for the body and the soul....

Monday ManCandy

It's so nice sometimes to just lie back....open your mouth....and enjoy that special cream....
No frenzied sucking or stroking.....let him handle all that.....just open wide and let it flow inside your mouth.....
Enjoy the flavor.....the texture.....the warmth as it fills your mouth and tummy....
After all some of us don't want to start the day with a sore jaw.....
ManCandy!!!! The only thing you have to do is enjoy it!!!!!

Sissy School - A Weekend Visit Home

"But you said you wanted to talk.....so let's talk...."
"Sissy, you're driving me crazy.....could you please just stop...."
"Well all I'm doing is sitting on your lap.....but from what I can feel you're ready for a lot more....."
"Please Sissy.....you know she'll catch us....she always catches us.....and you get sent back to school but I have to hear about it all week!!!!!"
"But right now I'm not the one grinding.....that's you grinding on me isn't it?"
"Yes Sissy......you are just so damned sexy.....I'm going to cum in my pants if you don't get off my lap right now!!!!"
Suddenly I heard her voice from behind me....
"Get off my boyfriend you sissy slut.....if he's going to cum then it'll be inside me!!!! Get off him and pack your bag....the pink bus is on the way!!!!!"
"Yes Ma'am....."

Goosebumps

Yes when she does this....or maybe her friend does this....you can spot my goosebumps a mile away....

Sins

"So how many sins are you guilty of so far Sissy?"
"137 so far Ma'am...."
"When you get to two hundred we'll start the spanking...."
"Yes Ma'am....I really had no idea what a terrible sinner I am...."
"But Sissy.....that's what I love about you!!!!"

Different

I found my old bike, well, one just like my old bike.....and it felt brand new when I rode it in a skirt....I was a whole different person from the boy that only had dreams....I was living  the dream now!!!!

Working

I spend a lot of time working hard on my blogs.....well not hard....I mean I can't get hard.....although I'd like to....but you know what I mean....as hard as I can.....

Waiting For Her

I was waiting for her.....just as she wanted me.....and then I heard the gate.....it was the UPS man.....that was alright he usually came in my mouth really quickly.....then I could get back to waiting for her!!!!!