Saturday, July 31, 2021

Oh My

Oh My!!!!!
Happy Birthday to me!!!!



 I don't really know what I was expecting when she decided to invite her friends....I was so nervous when I opened the door and stepped out and gave a brief curtsy...
I expected laughter but instead there was applause.....and all the girls sang Happy birthday to was wonderful!!!!

Friday, July 30, 2021

I Told You

"I told you I turned my husband into a sissy do you believe me?"
"Well seeing is believing....."
"You know what else is believing....why don't you come over here and stick your cock into his sissy mouth.....that would be so hot!!!!"
"Is that what you want....."
"Then I want you to fuck me while he watches...."
"So you want to watch your sissy husband blow me and then you want to fuck me right in front of that it?"
"Oh yeah Baby....."
"Sounds good to me!!!"


It's only fair....
If she's going to enjoy a big black cock then I want one too....
It's not quite the same....but it'll do until she's done....

Thursday, July 29, 2021


I remember trying to fit in with the "guys" when I was wasn't easy....I was terrible at sports....I didn't know anything about how cars worked.....and Playboys excited me....but differently than it did them.....
I remember walking by a group of girls at the pool and they all remarked about how they'd love to fuck "that".....while all I could think of was how much I would love to get down on my knees and worship that perfect ass....


"Oh no must have misunderstood.....I wasn't releasing you....I just wanted to show Stacy how much smaller you've become since I put you in chastity!!!"

Wednesday, July 28, 2021


I've written about this before.....but I keep encountering it....the dreaded VPL!!!!
The visible panty line is something that I am constantly on the lookout for and I'm constantly afraid that people can seed through my slacks!!!!
In this case I followed this woman for five or six blocks....enjoying every step she took....and when she finally turned into the building, I realized I had no idea where I was....but I had very much enjoyed my walk....

Hump Day

It was on Hump Day that the negotiations resulted in a sudden breakthrough!!!!

Tuesday, July 27, 2021


I wrote about my aversion to sticking my tongue in a man's ass not too long ago.....
But there are certain circumstances where this is completely different!!!!
In this particular case.....while the person is technically a male....judging by those little bits dangling there.....I find myself enthusiastically tonguing that sweet little's kind of like a sissy isn't really a man....and that makes it OK....


It was all she had dreamed it would be....her sissy husband's manhood was stripped away more and more with each thrust of her lover's cock.....and each thrust drove his tongue deeper inside her.....she'd dreamed of this since those first nights when she played with herself under the it was going to be her life!!!!

Monday, July 26, 2021

Earning It

"I told you that you could earn your release from the cage.....this is where you start earning it Sissy...."

Monday ManCandy

It's OK to be greedy when it comes to your favorite breakfast haven't even swallowed your first serving and you're already waiting for seconds!!!!
ManCandy!!!! Bet you can't eat just one!!!!


Sunday, July 25, 2021

Young Billy Was Not Happy

Auntie was not pleased.....
" many times have I told you to stay out of my panty drawer?"
"A lot of times I guess...."
"And what did I tell you would happen if I caught you again?"
"That you would make me wear a dress for the rest of the summer...."
"That's starting tomorrow you'll be my pretty little niece...."
"But I'm sorry Auntie....please I'll behave....please don't make me dress like a girl all summer...."
"Well alright Billy....but from now on the only panties you can wear are the dirty ones in the laundry you understand?"
"Oh yes Ma'am....thank you Auntie!!!"

Sissy School - A Weekend Visit Home

My wife came into the room....
"Oh my god!!!! Daddy what are you doing!!!!"
"It's alright Honey your Sissy husband was just showing me a couple of things he learned at that school you're sending him to...."
"But what about Mom?!?!?!"
"She just went to change....she'll be back in a couple of minutes....."
"You mean she...."
"She could learn a lot from your would be a little awkward but if you want to join in too I guess that would be OK...."
"Ewww I don't think so.....I have to go call the pink bus to bring him back to school...."
"Well give it an hour or two....your Mom wants to try out these advanced techniques he's told us about and I don't cum nearly as fast as I used to!!!!"
"Too much information Daddy.....just let me know when you're all done and then I'll call..."

Saturday, July 24, 2021


 "Sweetheart, stop're going to be the prettiest girl at the dance...."
"But they'll all know.....they'll know I'm not really a girl....they'll know I'm a boy!!!"
"Are you Sweetie.....take a look in the mirror and tell me if you see a boy...."
"Do you think it'll be alright...."
"Remember all the tricks I taught you and the boys will be putty in your hands...."


Even though I've been her sissy cocksucker for years she still liked to get up close and supervise.....I used to get upset, but now I kind of enjoy her watching me and whispering encouragement....

Friday, July 23, 2021

The Difference

When she calls you to come to the bedroom and you find her waiting for you like this....a real man drops his pants and takes her like a woman deserves....
In my case I pull up my skirt so it won't wrinkle and get busy tonguing her holes until she makes me stop....

Way Back When

Way back when I first started didn't take very know.....raging hormones and all that....sometimes it was just putting the panties on that did it for me!!!
The tricky part was trying to wash them out without being caught.....and oh hell....where am I going to hang them to dry!!!!
That's sissy get used to it!!!

Thursday, July 22, 2021

Panty Drawer

"So Sissy....I got rid of all those boxers and things and started your own panty drawer...we'll fill it up with all the lace and frills you love and you can wear them all the time....won't that be nice?"
And it was more hiding anything.....but that one drawer soon became two drawers...then three....then the whole dresser.....
Then the whole dresser and a part of the closet.....and that's why she moved me into my own sissy bedroom....well that was one reason....

It's Not Gay

"Oh no Baby it's not gay to suck my cock.....that's not why I want you to do it..."
"Then why...."
"To humiliate you, of course, now suck it for me....take it all!!!"


Wednesday, July 21, 2021

Hump Day

I am her sissy maid 24/7 so Hump day doesn't really make that much difference to me as far as work is concerned.....but she certainly enjoys observing it and she always makes me observe it too....

Right Here

"You stay right here Sissy....on your knees....dressed like the slut you are....and when he comes into the room I want you to open your mouth for his cock....I want you to suck his cock like it's your last meal.....and I want you to swallow every drop of his cum....a real man's you understand?"
"Yes Ma'am....I understand....."
Just another normal day at home.....

Tuesday, July 20, 2021


"It's not that I don't want your little clit inside me's just that I want to make love to you and feel it too....I'm sure you understand..."
"Yes Ma'am....I do...."


Pretty Sure

 I'm pretty sure I knew all the cheerleaders routines as well as they did....I certainly practiced more!!!!

Monday, July 19, 2021

Just Say It

"I bought these for you today...."
"Why would you do that....those are for women...."
"I bought them for you because I want you to stop wearing mine...."
"But I....."
"I've known about your little secret since we started were always eying my panties....even when we went to bed you'd maneuver to make sure I kept them on....and then some of my undies would disappear and reappear days later....but they'd be do you want to deny that you wear girls panties like a little sissy?"
"I don't...."
"All you have to do is ask to wear these pretty panties and you can have them.....I 'd like to see what you look like in them!!!"
"Okay what?"
"Okay I'd like to wear them...."
"Wear what Sissy....make yourself clear...."
"I'd like to wear those pretty panties!!!"
"There you go Sissy....was that so hard.....while you slip those on let me see if I can find a nice bra to match...."
"But i...."
"Shhhh....Sissy....just put on your panties and be a good girl for me!!!!"
"Yes Ma'am...."

Monday ManCandy

On your way to work you realize that you're running on empty.....
So you pull into that service station to fill up....
Before you know it your full to the point of overflowing....
Maybe if you still have time you'll get some gas too!!!
ManCandy!!! High octane energy for the day!!!

Sunday, July 18, 2021

Sunday Brunch

Sure....after the food is served and the ladies have a few drinks some of them get a little demanding!!!
But they're just blowing off steam.....and I never mind doing these little services for them....I want them to go home happy after all!!!

Coming Home

When she came home she would always expect me to give her an orgasm....I was only too glad to give!!!!
Neither one of us talked about the obvious....that she was so wet and it wasn't only her juices I was licking up....
I didn't ask and she....well....she enjoyed those orgasms....

Saturday, July 17, 2021


 As she pulled it tighter I felt it squeeze the manhood out of didn't take much because I never had much in the first place!!!


I still find this the least enjoyable duty I perform as my wife's sissy maid.....I try my best to overcome it, but the aversion to sticking my tongue in a man's ass is still there....
I will willingly and eagerly tongue my wife's ass for hours and enjoy it but I can't seem to find the same enthusiasm when it comes to her lovers....
Now there's this one guy.....he is shaved....which is nice....and he's squeaky clean....which is a requirement....and he smells....nice.....
And he's appreciative.....he's pretty vocal.....he tells me what feels good and how much he's enjoying my services....
And he tells me I'm the best at licking his ass.....the best ever....
It's nice to be the best at something....
But even with all that....I'd rather not.....but I will if she tells me to.....and the fact that I don't refuse to do this act, that I don't like to do, is something I'll need to take up with my therapist one of these days....

Friday, July 16, 2021


I absolutely love getting her ready for her makes me feel so proud when she tells me how pretty she feels after I'm done....

Teen Dreams

Yeah....when we were teenagers...when our hormones were was so easy to fall in love....
I had a love affair with a nice fluffy pillow for quite some time....
Nowadays humping a pillow just seems funny....but....
Even though I'm in chastity.....I still do it while I listen to her and her lover fucking in the Master bedroom....
I don't cum like I did way back then....but then I don't have to wash a pillow every couple of days without being caught either....


Thursday, July 15, 2021

There Was One Girl

There was one girl I knew in college who was into it.....she liked having a submissive sissy available to service her needs....she even bought me some things to wear for her....she might have been the one for me....but it turned out that she preferred the ladies....and as close as I was, I wasn't the girl she was looking for....


That Face

 That's the face Sissy makes when she just finishes making the bed and she hears her wife and her lover coming back up the stairs!!!

Wednesday, July 14, 2021


"You know Sweetie....when you're alone in the house you don't have to wear a mask...."
"I know Sweetie....but I'm not wearing a mask....look closer..."
"Are those my panties from yesterday???"
"Yes Ma'am!!!!"
"Oh my goodness....they must stink...."
"They smell so sweet's like I'm between your thighs...."
"Alright Sissy.....we'll talk about it when I get're getting me excited and I can't right now...."
"I can't wait till you get here...."

Hump Day

Hump Day finds you hard at work carrying on two negotiations at the same time!!!
Not only are you ready for look forward to it!!!!

Tuesday, July 13, 2021


No Sissy is ever completely dressed without lipstick!!!!

That Moment

Do you remember that moment.....when the idea of being her cuckold became reality?
Your life together had changed.....and so many more changes were to come.....
Did you suspect then that one day you'd be the one on your knees sucking his cock?
I didn't.....but I look forward to the opportunity now!!!!

Monday, July 12, 2021


The saleslady approached.....she felt bad for the men who all seemed lost in the lingerie shop....
"That's a lovely item you need any help getting the right size?"
"'s the right size for sure...."
She was surprised....most of the men who shopped here had no idea about sizes....they all seemed to think that lingerie was one size fits all!!!!
"Would you like us to gift wrap it for you Sir?"
"No thanks.....I think I'll wear it home...."

Monday ManCandy

Sure you need it to get your day you asked for an extra large serving!!!
But sometimes reality settles in.....your mouth is medium and extra large just won't fit!!!
So take all you can and you can lick up the rest later....
ManCandy!!!! Too much is never enough!!!!

Sunday, July 11, 2021


It took me over two years to get  my husband "Kaaren" to get rid of that cheap, rotten bench in the backyard. The one she would sit and daydream on.
We replaced it with an elegant and simple swing that I liked.
Now if Kaaren wants to sit on the new "bench" she has to earn it.

My second post ever on Kaaren's blog!
Mrs. K

Sissy School - A Weekend Vist Home

When my wife stepped out the back door looking for me she seemed a little upset...
"What the hell are you doing out here Sissy!!!!"
"I'm just following your instructions Honey...."
"My instructions.....I thought I told you OI didn't want to catch you sucking anyones cock this weekend...."
"Actually you told me not to suck cocks in the I'm doing it in the yard....I thought you'd be pleased...."
"I'll be pleased when I put your Sissy butt on the pink bus back to school....I'm calling them right now...."
" do you mind if I finish here before I go?"
"What do you think Sissy?"
"So that's a yes then?"
She rolled her eyes and went inside to make the call.....I looked at the men around me....
"So which of you is next?"

Saturday, July 10, 2021


Why this popped into my mind the other day I have no idea....
But there it was....a memory that hadn't occurred to me in decades....
My Aunt Patty used to enjoy shooting whipped cream into her mouth right from the can....she would really fill her mouth up and then swallow it....
I used to kind of enjoy watching her do it.....without realizing why....
Then she started filling my mouth with that sweet cream.....
And I remember....
She leaned close and whispered to me....
"There's nothing that compares to a mouthful of cream, you're going to love it...."
She was so right.....but to this day....I wonder how she knew..........

Morning Wood

"Oh Sissy....I had such sexy dreams.....I really need your morning wood!!!"
"Give me a minute Honey and I'll go get it!!!!"


Friday, July 9, 2021


I was already humiliated to be dressed like this in front of her lover....but when she told me it was time for me to suck.....I was terrified at the very idea....
I would do it, of course, but I wasn't sure I was ready.....
So it was a great relief when she gave me her toes.....maybe I'd be sucking something else later but for now.....for now this was humiliation that I could handle....

The Rules

She has very strict rules regarding my blogs....
Chief among those rules are that I am forbidden to post any picture that could identify me, her, or our home..
She has a very successful career and she doesn't need any scandals derailing that....
But when I showed her this pic she allowed me to post it even though it could be me....
Neither of us remember taking a pic like this....but if it's not me then it's my twin who has the same panties as I do!!!!
So here it is....maybe it's me and maybe it's not.....but I'm looking at the very same panties right this minute and everything else seems about right....


Thursday, July 8, 2021

Special Occasion

Both of us....released from our cages....Stephanie and I allowed to "indulge" ourselves....while our wives and their friends watched.....but we didn't notice them at all....we had dressed for the occasion and nothing was going to distract us from this rare opportunity!!!!


"have you ever considered just getting rid of this Sissy? It's of no use to either of us....maybe you'd be happier without it....just think....there'd be no more chastity cages....and a nice smooth front in your panties..."
"I don't think so Ma'am!!!!"
"No.....oh's just something to keep in mind...."

Wednesday, July 7, 2021


You see....this was life before the cage....chores not in disarray....dinner not ready when she came home....
And cum stains everywhere!!!!
Thank goodness she took control of my little clit.....
Now chores are done....
Now the house is neat and clean....
Now dinner is waiting for her when she gets home....
And the only stains are from the drippies in my panties!!!!
Life is better now....
She's happier....and that makes me happier!!!!


Hump Day

 On Hump Day you've both tried to play your positions to get the advantage....and although you look like the winner now...the negotiations aren't over yet!!!