Friday, April 30, 2021

Just Because

just because he said he didn't want to fuck me....that didn't mean that he didn't want to play....










Amanda

I dated a girl named Amanda for a short time....and I confessed to her about my love for female undies....she was kinky too and she wanted to see....
I was so nervous as I came out of the bedroom in all my frillies.....and she loved it....
"It's just adorable....your little cock in all that lace....it's just perfect...."
I thought that she might be the one after that night.....every time after that first time I spent the night dressed in my pretty lingerie, while I buried my face between her thighs and gave her one orgasm after another....
Unfortunately....despite the fun we had.....she was looking for a real man.....and that wasn't me.....and we parted company as friends....
I sometimes wonder where she is now....and if her husband is wearing her panties while he makes her come....



 
 
 
 
 
 
 
 
 
 
 
 

Thursday, April 29, 2021

i Love Spring

It's lovely to be able to get back outdoors again......there's really something special about getting a sound spanking and enjoying the fresh air!!!!








Lingerie

If they weren't dressed in pretty lingerie neither of them would ever think of doing this....but at the first touch of lace, their hunger for cock was awakened....










Wednesday, April 28, 2021

Working At Home

This goddamned virus has changed life for everyone so much....
She is working from home now and for the foreseeable future....and while I love being close to her.....it's the frequent inspections that are driving me mad!!!
It used to be.....rare that I even thought about the cage anymore....now I think about it all the time!!!!













Hump Day

And then....just like that....it was Hump Day again!!!








Tuesday, April 27, 2021

Stop

"Sissy.....stop staring...."
"I wasn't staring Sweetheart...."
"You were....why don't you just get down on the floor....then you can stare all you want....but no licking.....yet....."
"Yes Ma'am!!!"
 

 











Pictured

She'd had fantasies since she was a little girl about what kind of man her husband would be...
She was so happy that her fantasies had all come true!!!!
 

 

Monday, April 26, 2021

Way Back When

Way back....when we were just starting out and we lived in a tiny crappy apartment we had a pretty neighbor who lived upstairs....
She was pretty.....not a great beauty....but pretty....
And she was nice too, whenever we met in the hallway....
My wife and I used to lie awake and giggle at the sex noises that came from her apartment every now and then.....somehow we never really thought about the neighbors listening to us...
We never really became friends....just neighbors.....
But for some reason I used to have the most vivid dreams about her....and in my dreams she was always naked....and she always had a cock....
Don't ask me why.....I can't explain it.....I had no desire to be with her in any way....but she haunted my dreams.....
I told my wife and she laughed.....and tormented me about it till we moved out of there....
She'd wake me sometimes....
"Dreaming of the girl with a cock again?"
And a lot of times she was right!!!













Monday ManCandy

Sure there are times that Sunday night just slips right into Monday morning without a break in between!!!!
And now here you are.....with the whole week stretching out in front of you and all you want to do is crawl into bed and sleep for a day or two....
How on earth are you going to be able to face the Monday Blues?!?!?!?
ManCandy!!!! Giving you what you need to succeed...














Sunday, April 25, 2021

Forbidden

Staying over at my Aunt and Uncles home was always a wonderful escape from my home life ....and my cousin was just so damned sexy that I loved staying there....even if it was just for the opportunity to get my hands on her panties....
One night I was walking past her room and the door was open and I was just about to say something when I was stopped in my tracks....
She was standing in front of her mirror wearing just her panties.....they were zebra patterned unlike the pair in the pic below.....and she had her bra in her hand while she played with her small tits....her frown told me she wasn't happy with her development....
But as far as I could see she was perfect.....and I hurried on to the guest room and jerked my little cock almost all night long with that mental image burned into my brain
Much later she got a boob job which made her look ridiculous....but I'll never forget that teen beauty....with her perfect breasts and those sexy panties....just writing about it brings it all back so vividly!!!!
My wife says I should tell my cousin about my peeping....but that moment is private for me as I'm sure it was private for her too....












Sunday Brunch

She cornered me in the kitchen...
"Lift up your apron and pull down your panties....I want to see what you have to offer!"
I did as I was told....she was a superior female after all....
"That's not much.....tell me does your wife ever allow you to cum....to spurt your sissy cream?"
"Yes she does....but it doesn't happen very often...."
"If you were my Sissy you would never be allowed to cum....never ever....orgasms are only for women.....what do you think of that Sissy?"
"I think I'm glad I'm not your Sissy....because my wife promised me that I'm going to get to cum soon and I'm really looking forward to it....."
"Oh well Sissy.....I think your wife has plans of her own....but I would have made you my top slave...."
"Thank you Ma'am!!!"
 

 











Saturday, April 24, 2021

Mutual

Sissy had recognized him right away.....but it took a while before his old classmate realized who was sucking his cock.....and by then he really didn't care....



 







The Talk

They had put it off for far too long but they'd finally had "the talk" with their daughter....
They'd explained everything to her and they'd honestly answered all of her questions...
She took it all in and told them she wasn't sure she was ready yet....
But after a couple of weeks they began to hear some very familiar sounds coming from her bedroom when her boyfriend came to visit....
They smiled and turned the volume on the TV up a little....after all....what went on in her bedroom was between her and her sissy boyfriend....
 

 












Friday, April 23, 2021

Enjoy

"Do you really enjoy being a Sissy cocksucker?"
"Isn't it obvious?"
"Yeah but I wanted to hear you say it...."
"Yes....I love being a sissy cocksucker...."
"I always knew you were...."
"Do you want me to finish or not?"
"Oh yeah.....I want to cum in your mouth...."
"Well that makes two of us.....so please stop interrupting me...."
 

 












Lets Make A Deal

"Alright Sissy.....if you can remove the keys....using only your teeth.....I'll release you for ten minutes to do as you please...."
"Only ten minutes...."
"Oh.....did I say ten minutes....I meant to say five minutes.....do you want to complain any more Sissy?"
"No Ma'am....five minutes seems fair...."
 

 














Thursday, April 22, 2021

Sissy School - Sodom and Gomorrah

 The spiritual leader of Sissy School, Sister Mary Fellatrix, gave a special class on the Old testament to students who were interested in sodomy.... 
It was an extensive class culminating in a very personal demonstration....













Understanding

He knelt next to her bed and watched that big cock slide inside her....
He understood why she wanted a real man like him....
His little clit stirred in its cage and dripped a little but that wasn't what she needed....or wanted.....
She loved him and he loved her but she needed the big cock....
And it made him happy when she got it....
Not as happy as her....
But close.....
 

 








Wednesday, April 21, 2021

Hump Day

It's always been true....especially on Hump Day....in the dog eat dog corporate world you have to dress for success!!!!











Morning Coffee

 I don't care what anyone else says.....morning coffee is so much better if you're wearing something pretty....it starts the day right!!!!









Tuesday, April 20, 2021

Young Billy Was Not Happy

Sometimes Auntie could be so cross with him....especially when she hadn't had any of her friends over for a few days....but her friend "Big Ben" was coming by soon....and Billy hoped that he would cheer her up....










Talking

"So I was talking to Jenny down at the market yesterday and she said you looked like a sissy who would like a big cock....."
"I told her to keep her dirty mind to herself....but Betty from across the way overheard and she said that she was sure you'd like a big cock too....a big BLACK cock...."
"I told her that just because you wear my panties to work every day that doesn't mean you want a cock inside you...."
"Maggie....oh you know Maggie....the checkout girl said she'd seen you eying some of the other shoppers....she said you were looking at the bulges in their pants....she said it would be good for you to get some big cock to satisfy your curiosity...."
"Then old lady Henderson said that her husband loved the cock....she said she made sure he got it regularly for close to sixty years...."
"When I left the shop I put the groceries in the car and drove up the street and stopped at the naughty shop...."
"I sat in the car for a while....then I decided.....and I went in and picked this one out....I hope you like it.....all the ladies are waiting to hear....."















Monday, April 19, 2021

Scoot

"Alright Kaaren....just scoot up onto the table and get your legs into the stirrups and we can get started...."
"But I just had a full exam last week...."
"Not up to me Sissy....Doctors orders......"














Monday ManCandy

It's so early that the birds haven't started singing, but your tummy is full of the warmth that only your breakfast treat can offer....
There's no rush....you can lay back and close your eyes and enjoy it....you really don't have to get up for another hour....
But when you do get up you'll be more than ready to face the day....
ManCandy!!!! Close your eyes and enjoy!!!!!












Sunday, April 18, 2021

Sissy School - A Weekend Visit Home

"What the hell is this Sissy?"
"Well.....Final Exams are coming up soon, and I needed to bring my study materials home with me...."
"That's very interesting Sissy....perhaps I can borrow your friend here to brush up on my education....."
"Okay....but only after I'm done...."
"As long as you leave a little for me Sissy...."













Understand

 Many people would see this and simply not understand that she's showing him that she loves him in a very intimate way....








Saturday, April 17, 2021

Why

"Why.....I'll tell you why....I don't want your Best Man's cum dripping down my leg while we share our vows.....so get busy Sissy...."










What's That

"Is that a wet spot I see on your panties Sissy?"
"It might be Ma'am...."
"You're not sure Sissy?"
"No Ma'am...."
"So it's a mystery Sissy?"
"I guess so Ma'am...."
"Go fetch my hairbrush Sissy....we'll get to the bottom of this in no time...."













Friday, April 16, 2021

Fantasy

How could he have known....when he confessed his fantasy....how much he wanted to be fucked by her....she was shocked....not so much about what he wanted her to do....more about how this had been her fantasy too...for so long....










Cuckold

 She doesn't say it to hurt you....
"Thank god.....I haven't had a man's cock in ages!!!!"
And you look down at your little clit in it's cage....outlined so sweetly through your ruffled panties....and you understand....
 

 













Thursday, April 15, 2021

Not Easy

Listen....I can tell you from personal experience....this isn't easy to do if you're right handed.....I'm guessing all you British sissies have a much easier time of it!!!!













Humiliation

As a sissy cuckold you get used to a lot of things....
Watching while your wife is seduced by another man....yes I've done that....
Watching your wife suck another mans stiff cock....yes I've done that....
Watching another man fuck your wife's sweet little pussy....yes I've done that...
Watching another man fuck your wife's tight little ass....yes I've done that...
Cleaning up his cum from wherever he might have shot it onto or into your wife...yes I've done that....
But there are some things I'll never get used to and she knows it....
I don't like watching her lick a man's ass....it seems demeaning....I don't care to do it either, but I will if she won't....
And every time she does I get a long kiss after....because she knows....
I'm a perverted, sissy, cuckold, cocksucker but even I have things I don't want to do!!!
















Wednesday, April 14, 2021

Yes There Are Times

Yes there are times when it's just us.....just us together.....like we've been for so many years...I'm so lucky to have found her.....she laughs and says that she was lucky she found me.....












Hump Day

Isn't it wonderful?
It's only Hump Day and you've already finished!!!













Tuesday, April 13, 2021

Last Moments

For these last few moments....as you run the shaft of his hard cock against your lips....you can still say that you're not a cocksucker....remember all those mean boys who called you that when you were young....but you have a few last moments before you prove to them that they were right.....











Peaceful

She sleeps so peacefully.....so different from the way she writhed and screamed last night as her lover brought her to one glorious orgasm after another....
I wonder if she's sore....he was so big...I could barely fit him in my mouth....
She's snoring softly....like a little kitten....cuter though....
Maybe I could wake her softly....with my tongue....
Maybe I could still taste more of her lover....
But for now I just want to watch and listen.....because I think she's dreaming...and I could almost swear I heard her murmur my name....













Monday, April 12, 2021

I Never Knew

I never knew why she bothered....my lifelong fantasy of having a woman dress me and use me however she wanted was finally being fulfilled....I had no plans on taking any of this off if I didn't have to....the locks were completely unnecessary!!!









Monday ManCandy

Working from home has its advantages....no commute....setting your own pace....taking breaks when you need them....
Zoom meetings are frequent and sometimes earlier than you'd like....but still not so bad...
Your colleagues can tell, however, when they've interrupted your breakfast....but unlike the office you can get another serving the moment the meeting ends!!!
ManCandy!!! A traditional treat in a high tech world!!!













Sunday, April 11, 2021

Almost There

 Kneeling on her lap while she plays with my nipples is enough to get me almost there...she never does it for too long....or long enough as far as I'm concerned....
My nipples have always been extra sensitive but since I've been in chastity they seem even more so....probably just in my mind....but I swear I could cum just from this!!!!











Sunday Brunch

"All the ladies are very satisfied with your lovely brunch service Sissy....please go see if any of the husbands need anything...."
"I'd be glad to Ma'am!!!"
"Try not to appear too eager Sissy...."
"I'll try Ma'am...."
"You are such a sissy slut...."
"Yes Ma'am....I try...."














Saturday, April 10, 2021

The Moment

He had gone all-out....he had picked his prettiest undies....his sexiest toy and even his Princess sheets....
He had read so many times of the sissygasm that he had to experience one for himself!!!!
He fantasized that it was her brother....he had such a big cock....and he dreamed of the brother and sister using him like a slut.....
He felt it starting.....it was so different from stroking it....it built slowly and the ecstasy lasted more than a moment....
He gasped as his cream spilled out....and then he heard her clear her throat....she was in the doorway watching....but he couldn't stop and....for the moment...he didn't care that she saw it all....he would deal with that later....













Are You

"Are you watching Sissy? I'm going to show you how to suck a big black cock...."
"Yes Ma'am!!!"
"Good....because I want to see you suck it for me....will you do that Sissy?"
"I'd love to Ma'am!!!"
"I knew you would Sissy....I knew you would!!!"















Friday, April 9, 2021

Didn't Matter

He was in Heaven!!!!
She had dressed him in her undies and she was touching his hard cock!!!!
This was a dream come true!!!!
He ignored all the comments from her friends watching on Zoom...because his sissy dream was finally fulfilled!!!
Dressed....aroused....exposed....humiliated!!!!
What more could he ever ask for!!!!
 

 










Photo ID

"This will be your employee ID photo....when we're done here we'll move to medical where a custom cage has been prepared for you....just to prevent your mind from wandering during work hours....then we'll get you properly dresses in something pretty so you'll fit in with all the other ladies here....as our first male employee we're taking extra care to get everything just right...."
"About that cage....can I remove it when I'm leaving for the day?"
"Of course you can....just see the nurse in the medical department after your shift is done at six pm...."
"What time does the nurse leave?”
“She leaves at four pm so that makes it a bit tricky for you..."











Thursday, April 8, 2021

Text

After doing his dance he finally pulled up his panties....he hoped that would be enough...
He heard his phone ding and he picked it up to check the text....
"Very pretty Sissy.....I want you to do the same tomorrow, at the same time....this time wear pink!"
Sissy looked out at the hundreds of windows and wondered which one he was being watched from....then began looking out a pretty pink outfit for tomorrow....











I'm Sorry

I missed my morning post and I apologize to all of you....I woke up feeling truly miserable and I literally could not get out of bed....my wife threatened me with holy hell if I even tried!!!
Feeling a bit better now so I'm resuming posting....
Again sorry if I disappointed you.
Kisses
Kaaren

Wednesday, April 7, 2021

Hump Day

 You've taken on a big assignment and by Hump Day you're still settling in on it!!!








Young Billy Was Not Happy

When he entered the room Auntie was dressed in beautiful lingerie and young Billy was instantly hard....
"I'm so sorry Billy....it seems your baggage has been misdirected and may not arrive here for several days....so I got these for you to wear until your clothes arrive...."
"But Auntie I can't wear those...."
"Oh I know that Billy, and as soon as I find the matching bra and garters I'll help you put them on....now out of those clothes right now....they stink after all your travels...."
How could Billy undress in front of her with his little cock already leaking!!!
He slowly began to unbuckle his belt....
"Yes Auntie...."












Tuesday, April 6, 2021

I Hate It

Even though we've both received our first vaccination I'm still worried when she has to go out anywhere....and I hate being like that...
I never imagined that I'd be afraid of the outside world for another reason....
Wasn't it enough that for years I was terrified of being caught outside by someone I knew while I was dressed in my pretty things?
Wasn't it enough that I was terrified through most of my teen years of random violence coming my way....just because I was who I was?
Now there's a pernicious virus lurking outside that wants to kill us....
I know my fear is irrational....but it's there and I can't deny it...
So when she's due home I wait and watch for her....almost like the goddamned virus is going to leap out of hiding and get her as soon as she opens her car door...
We get our second dose in about ten days....but even then I doubt the fear will fade....
In the meantime I'm waiting for her to come home to me where she'll be safe...












Two Of You

I was enjoying his cock when we heard the door slam and a female voice shout....
"I'm home!"
"Who's that?" He asked.
"That's my sister....don't worry she always stays in her room...."
"Your sister? I thought there were only two of you....so you have a brother and a sister?"
"No....just a sister....it's just the two of us...."
"So....that would make you her sister....I was sure you had a brother....."
"Look....I'm the one sucking your cock.....does it really matter if I'm her brother?"
"Oh no....not at all!!!!!"












Monday, April 5, 2021

Cradled

I love when I can lay back...cradled in her arms and listen to her whisper sweet things to me...
"You're such a sweet, little, cocksucking, sissy slut....I couldn't ask for a better husband..."
What can I say to that?
"I love you too Sweetheart...."