Best Laid Plans

He had planned it so carefully....the long search for the right church.....
For the right priest who didn't object....
For the right dress that brought out the woman in him....
For the perfect place to have the Honeymoon they had dreamed of....
How could he have known that Italy wasn't going to be such a great place to be in April...
No guests, church closed, dressmakers unavailable for last minute alterations....
But his future bride was here with him and she insisted that he wear the gown before she took him to bed and deflowered him.....

Watching

There was a time. long ago, where she would have been far too shy to do this....
But as we've matured and she's come into her feminine power she has no problems making me watch her....
In fact she enjoys it very much.....
She's told me that it's the look on my face that really sends her over the edge....
Sometimes she makes it worse by licking her own fingers clean.....but usually I am given that privilege!!!!

Safe Sex

Do you remember that "safe sex" once was as simple as using a condom!!!

Monday ManCandy - Quarantine Edition

We may all be quarantined but essential services are still available...
And I can't think of anything more essential than getting a tummy full of warm, white cream!!!!
ManCandy!!! It's what you need to get you through these troubled times!!!!

Sunday Afternoon

Cut off from the world....what can we do to amuse ourselves?
Lingerie fashion show!!!!!
No judges.....but we'll know when we've hit a winner.....
SPOILER
She'll be the winner....she's always the winner....and later...when I bury my face between her thighs....I fully understand why!!!!

Sissy School - A Weekend Visit Home - CANCELLED

"You know Sissy, although we usually only put you in chastity at your wife's request, I find that I quite like the idea that we can control your orgasms....maybe this is the way we can finally make you behave!!!"
"Yes Ma'am....I'll try to be good!!!"
"Well...maybe once the quarantine is lifted we'll talk about releasing you...."
"Yes Ma'am...I understand!!!"
"I'm impressed with how well you're handling this Sissy...."
"I'm trying to change my ways Ma'am...."
"Right....now down on your back and let me ride that sweet tongue of yours for a while!!!"
"Yes Ma'am....thank you Ma'am!!!!"
And as she ground herself against the Sissy's lips he was so grateful that she hadn't plugged or gagged him....he was still open for business!!!!

Girls and Sissies

All you girls and sissies will understand....
When he bends you over....
And flips up your skirt....
There's nothing else that feels like a man pulling your panties down.....
I have sissy shivers as I wait for him to make me his girl!!!!

Secrets

And when I snuck into the guest room that night I made the delightful discovery that I wasn't the only sissy in the house!!!!!
He could be her macho friend tomorrow but for now he was going to be my little girlfriend....

Tragedy

Dear readers, I woke this morning to find this tragic news from my friend Dee....she posted this yesterday on her wonderful blog:

"I don't know when I will be back. Maybe in a day or two if I go insane for a bit. Maybe longer. Keep checking back in.
I lost the love of my life this morning. I can't believe I'm even typing this. She was the gentlest soul I have ever known, and words can't adequately describe what I am feeling inside. I just posted the last caption I had lined up, and it spoke of our plans when all this pandemic shit was over. That isn't going to happen now. I still wanted it out there to show just how much she means to me.
For every bit of an asshole I was, she was the perfect counterweight to keep my centered, and I became a better person for having been with her for over 20 years. Rest in peace Babe! I always thought it would be forever. That just came a bit sooner than I wanted it to be.
Please hug the shit out of your significant other, best friends, family members, etc .. Tell them you love them and how much you'll miss them when they aren't around. That you are thinking about them/ Please do that so that I will make sure that everyone knows how much they are loved, even when it doesn't seem like it.
I am fucking devastated right now. Thank you all for your support in the past, and I am certainly going to need it going forward. Love you all" 

I think it would be a wonderful gesture of support if everyone would stop by her blog and leave her a note just to offer condolences or love....I'm sure Dee would appreciate it!!!
I'll resume my normal posts in a couple of hours but I felt that I had to share this with you
Love to all of you
Kaaren 

Pure Bliss

It's not often that you'll get the chance to absolutely surround yourself in pure feminine bliss....if you're stuck at home....it's a chance for you to become the belle of the ball!!!!
Don't pass up this once in a lifetime opportunity!!!!

Quarantine: Day 10

When she got home from Spring Break the dorms were closed and she had to go home to her parents house....
"I couldn't even go in to get my laptop or Ipad.....I'm going to go crazy here....there's nothing to do!!!!"
"Listen Sweetheart....there's no need for you to worry....your Daddy is going to provide us with all the entertainment we'll need..."

"Oh Mom.....this is so much fun....I'm so happy to be home!!!!"
"See Sweetheart....I told you....and when the quarantine is over you can invite all your friends to come and use your Daddy too!!!!"
"Even the guys?"
"Oh yes....especially the guys....I'd love to watch that!!!!"
"You know what Mom? I would love to watch that too!!!!"

Kissing

No.....I don't like kissing men.....I'm sorry guys....I'll suck your cock....I'll lick your ass...but I don't want to kiss you....
I don't know how others feel about it but I feel that kissing someone is possibly the most intimate thing you can do with another human being!!!!
However....if we're talking about another Sissy....well I could make out with her all day long!!!!

One Real Man

"So you see Sissy....there's only one real man here!!!! That's why you're in your panties and I'm going to be in your wife!!!!"

Hump Day

He was right....of course....
Hump Day was no excuse....
Time to sit back down and focus on the job at hand!!!!

Working From Home

While she's working from home all my schedules are just shot to Hell!!!!
I don't really mind wearing the full uniform even though I hate to get it dirty....and I'm honestly not sure if the Dry Cleaner is open or quarantined....
And I am a fan of light bondage....it's another of my many kinks....
But.....honestly....I'm never going to finish everything I have to do if she keeps doing this to me!!!!

A Thrill

When I was young it was really a big deal if you could get to the point where you were able to unsnap your dates bra!!!!
I came in my pants just from that, never mind getting my hands on those beautiful breasts!!!
Now.....I get to enjoy it from the other side as she unsnaps my bra....when she reaches around and plays with my nipples I go completely into girl world and I usually fill my panties with my sissy cream......
She loves doing this and I so love when she does....

Shortages

Yes there was a roll of paper right there....but since it was becoming scarce, why waste it?
She had a perfectly good substitute right here.....
Sissy didn't mind a few drops....after all....it made her happy!!!!

Damn

She sadly looked across the alley behind her house!!!!
She wanted so much to walk across and put him over her knee!!!!
Watching him paddle himself was not even close to the real thing...
Damn this quarantine!!!!!

Monday ManCandy

For all of you out there who tell me that there's something better for breakfast...
Let me just ask you this....can you think of any other breakfast treat that looks this good in black and white?
I know I can't!!!!
ManCandy!!!! It looks as good as it tastes!!!!

Sunday Brunch

The ladies brought their sissy husbands to brunch and they released everyone from their cages.....while the ladies enjoyed the show the sissies all knew....no matter how much they wanted it....if anyone had an orgasm all of them would be back in their cages for at least a year!!!!

Still There

Yes it's still there....it's small so you have to look close...

Where Do I Belong

Where do I belong?
Right here....right behind you!!!!

Life Is Good

You know what they say....
"Happy wife, happy life!"
Well all I can say is that my wife is very happy.....and so am I!!!!

Surrender

In case you were wondering about complete surrender....
If you were wondering about the end of any masculinity you might have....
In case you were wondering......it's fantastic!!!!

Come In

"Come in Sissy.....Thomas wants to see my sissy husband...."
I know that the next few steps are going to lead to serious humiliation as her lover laughs at me.....but I'm pretty used to that!!!!
And if there's anything she's taught me it's that a pretty girl doesn't just walk into a room...she makes an entrance that demands attention!!!!

Working From Home

She'll be working from home for a while.....only going in to the office when it's absolutely necessary....
Unfortunately for me she has found fault with many of the ways I do my chores....she has rarely had a problem with the results when she came home but now she had some issues with my methods....
She decided to supervise how I cleaned the kitchen and she had found several times that I didn't meet her standards.....and had offered some serious criticism!!!!!

A Reasaon

She left the door open just so....for a reason....
She positioned herself that way....for a reason...
She let me watch her reactions as he fucked her...for a reason...
My clitty was straining in it's cage as I wished so hard that maybe some day I could grow a real man's cock and make love to her as she so deserved....for a reason....
And that little wet spot in my panties....where my tiny caged clit leaked....that was the reason!!!!

Cute

"You look cute in your sisters shorts Bobby...."
"Just wait....you haven't seen cute yet!!!!"

Hump Day

Even though everything is going wrong in the world around you....sometimes Hump Day works out just right!!!!

St. Patricks Day

She's been doing that Irish Step Dancing all day Sissy!!!!! So you just keep licking until she asks you to stop!!!

Social Distancing

Well I agreed to practice social distancing....and I think I'm doing OK....at least on this side of the wall!!!!

Working From Home

Because of the current situation her company has ordered all managers to work from home....and I'm thrilled that she won't be exposed to anything nasty.....but....this has allowed her the time to watch me do my housework and she's taking notice of things she likes......and more importantly....of things she doesn't like....
I try to do my work as I always do....but I can see her out of the corner of my eye and she has a way of distracting me!!!!

Monday ManCandy

Much like the poor boy in Dickens tale about Oliver Twist even after you've swallowed what you've been given, you open wide because...
"Pleas Sir....I want some more!!!!"
ManCandy!!!! More is always better!!!!

Public Health Notice

Masks will work to keep you safe....as long as your nose is covered and your mouth is full.....You're good to go!!!!

Sissy School - A Weekend Visit Home

"You know what Sissy.....I'm so tired of you coming home and finding a way to get around my rules....I wrote to your Headmaster and he told me that you were notorious for finding ways to avoid punishment for your willful behavior!!!!"
"So I've decided that this weekend will be different......much like making an errant child smoke enough cigarettes to make them sick.....I've decided that you're going to get so much cock this weekend you'll finally beg for no more.....what do you think of that Sissy?"
"Is that the "Black Atlas 12".....I used one of those last year in class.....it was OK I guess but it's not as good as the "Black Atlas Extra Wide 14"....now that one gets your attention!!!!!"
"Goddamn it Sissy.....I'm calling the Pink Bus....I know that you've become a slut....but I had no idea how much of a slut!!!!!"
"But I thought you were going to fuck me?"
"Finally....maybe this is your punishment.....no, I'm not going to fuck you....I'm saving it for me!!!! I'm going to enjoy it....."
"If you like I'll send you my BAExW14.....I'm going to get the next size up...."
"Pack your bags and wait outside Sissy.....I'll be just fine with this one!!!!"

Shivers

Have you ever felt the cuckold shivers?
You never know what's going to set it off....
I watched as he helped her slip her blouse off....
She was wearing the pretty lingerie that I had picked out for her.....
She was so beautiful that I wanted to drop to my knees and offer myself to her....
But it was when he simply put his hand on her shoulder that I felt it begin....
I shivered from my toes to the top of my head....my little caged clit strained to escape it's pink, plastic cage....
That was all it took....his hand on her shoulder.....that made me drip in my panties...

So Tired

It's a long day.....up before dawn and still up to give him a little suck before she fucks him!!!!!
I heard them whispering and giggling and soon I was in Dreamland.....with his lovely warm cock keeping me warm....
Later he would gently wake me by feeding it into my mouth....a delightful way to say good morning!!!!

Ready Kaaren?

"Oh my goodness Kaaren....you're still not dressed!!!! Let me help you....."
"Thanks Sally.....I got distracted and I didn't realize what time it was...."
"So...."distracted" is what you're calling it now?"
"Whatever do you mean Sally....."
"We all saw you with the stagehands Kaaren.....there were so many of them we thought it was a union meeting!!!! And.....to be honest....I can actually smell the cum on your breath....."
"You can....really?"
"Yes really......"
"Does it turn you on Sally?"
"Pretty much everything about you turns me on Kaaren!!!"
"We still have a few minutes before show time.....do you want to...."
"I thought you'd never ask.....let's go!!!!!"

Asking For It

It's not my fault....if she's going to walk around the house like that....in panties and stockings.....what does she expect....she's so hot that I just have to try and make her cum....after all her pleasure is my pleasure!!!!

Pink

"I know you love pink Sissy....so enjoy it.....it should be pink for a while and when it starts to fade just let me know and I'll freshen it up for you!!!!"

Who Wears It Better

Who wears it better....

Taylor Swift...

Or me....

Hump Day

When you're a good Sissy Maid every day is Hump Day!!!!!

Little Brother*

"We know all about you going through our things.....our undies and our dresses....do you want us to tell our little brothers about you?"
What could I do? The three girls were the older sisters of my best friends....and I couldn't deny that I had been in each of their panty drawers and closets whenever I had the chance....they knew....
"While we're on Spring Break you're going to be our little toy....we all agreed to share you......we won't tell our brothers as long as you obey our orders....do you think you can do that?"
"Oh yes....please don't tell them....I'll do whatever you want me to...."
They looked at each other and laughed....
I have no idea where this dress came from.....but it fit me perfectly!!!!

*Inspired by this post on Dee's wonderful blog!!!!

Off To The Races

"Alright Sissies....on your mark.....get set......suck!!!!!"

Early

I don't know why, but she was awake extra early today.....I brought her coffee but I apologized that the papers weren't delivered just yet....she smiled at me and said she didn't mind waiting a little while!!!!!

Thank Heaven

Thank heaven that we've bought so many dishwasher safe sex toys!!!
I used to have to clean them all by hand and....well....let's just say that handling several of her favorite big cocks would be a little distracting....and then I'd have to wash them again....and my panties too!!!!

Monday ManCandy

You've made it halfway there and you realize you're only halfway there....you're never going to make it through the morning even with that toasty warm cream in your tummy....sometimes it's just not enough.....it's like running on a half full tank....
And what do you do when the tank's half full?
You pull into the nearest filling station and top it off!!!!
ManCandy!!!! For high octane performance all day long!!!!

Date My Daughter

"So you want to date my daughter...."
"Yes Ma'am...."
"I suppose you've been checking her out....she has cute tits and a sweet little ass doesn't she?"
"I.....what?"
I bet you'd like a blow job.....wouldn't you?"
"I....really hadn't....."
"Don't lie to me boy 'I know you want my daughter on her knees sucking your dick....isn't that right?"
"No....I....uhhh"
"Well let's just see how well you can suck a dick boy.....if you can swallow it all I'll let you take her out on a date....if not....well....we'll talk about that later.....let's get started shall we?"

Sunday Brunch

"Don't fuss about it Sissy....just think of it this way....when you put out a buffet you want to give everyone a good look at what's available....that's why I got you that uniform!!!!"

Not What You Think

"Oh it's you Stan.....this is awkward.....it's not what you think...."
"Really....I think it's the guy I work with every day dressed like a whore offering ten dollar blowjobs.....tell me where I'm wrong?"
"Actually it's twenty dollars for a blowjob....."
"It's a deal....get in!!!!"