Saturday, October 31, 2020

Pretty Close

I love when she puts my old cage on me while my current cage is soaking...
It's hard to believe that this was once tight....now it feels like I could get fully hard in it!!!!
She notices too....she notices everything....and she warns me about cumming....as if I didn't know already!!!!













Happy Halloween

You remember when we were kids....word always got around about the houses that were giving out the best stuff....
Some looked out for full size candy bars....some looked out for the ones that gave coins...
I always looked for the other ones....the ones our parents warned us about.....those were the best!!!












Friday, October 30, 2020

Perfect

"I knew I was right about you....you're going to be the perfect little sissy slut for me...and my friends...."










Dreaming Again

"I had a dream that last night that you and I were Nuns...."
"You and I were Nuns!!! We were both chaste girls!!!!"
"Well that's not exactly how my dream played out...."
"Oh my Sissy.....tell me all about it!!!!"
 

 












Thursday, October 29, 2020

Delivery

 She thinks it's funny....
She orders food delivery and when they ring the bell I have to answer it in my undies....
It's pretty humiliating but what really worries me is answering the door like this when winter rolls around!!!!
 

 










Hurry Kaaren

"Hurry Kaaren.....it's your favorite part...."
I was carrying a full tray of snacks, toys and lube up the stairs in five inch heels....hurrying was not something I could do....I was busy trying not to fall and kill myself....walk up a flight of carpeted stairs in high heels with both of your hands full and tell me how fast YOU can hurry.....
"I'm coming Honey....can you pause it for me?"
"Sorry Sissy.....my hands are full...."














Wednesday, October 28, 2020

Hump Day

You were always the one who was open to new ideas....thinking out of the box....expanding your horizons!!!!
So when Hump Day came and your roommates asked you if you wanted to try something new you couldn't wait to get started....










Outside Her Door

I sometimes get far more aroused after I'm told to leave the room and end up just listening to them....
When I hear her cumming on his hard cock I get so hot and that's why I'm in the cage I guess....because that's where my hand goes....still....after all this time....I guess it always will...
 

 










Tuesday, October 27, 2020

Finger

 "Oh my god....Sweetheart....the doctor only uses her finger when she examines me!!!!"
"That may be Sissy....but I'm not a doctor!!!!"
 

 










Proper

 He always appreciated how she acted like a proper lady....she spread her skirt before sitting down....she didn't want any wrinkles after all!!!!















Monday, October 26, 2020

Things Men Don't Understand

 Sure some men appreciate how pretty you look....but almost none of them understand the amount of time you spend matching your accessories to your outfit!!!!











Monday ManCandy

 Breakfast in bed!!! Is there anything better than that?
Your favorite breakfast treat somehow seems better as the weather gets cooler...
Maybe it's the warm little glow it gives you inside....
But as much as you love it you really should have paid attention to your Mom when she told you not to play with your food!!!!
ManCandy!!!! As long as you swallow it down your Mom should approve!!!!













Sunday, October 25, 2020

Sunday Brunch

 "Are you sure there will be enough for everyone Sissy?"
"Yes Ma'am.....I'm sure...."
"You know you'll be punished by all of us if there's not enough.....don't you Sissy?"
"There will be enough Ma'am....I'm sure..."
"I hope so Sissy....for your sake....I remember last time!!!!"
"So do I Ma'am!!!!!"












1-2-3

 First off I have to tell you I'm not that big....my cage is considerably smaller than this!!!
Second thing is that I would have probably cum in a heartbeat.....I haven't been inside her in so long....so, so long!!!
Third....I guess I can see the joy for her in this.....after all he is ribbed for her pleasure!!!
 
 








Saturday, October 24, 2020

Babysitter

"I heard you liked black cock sissy.....is that right?"
"Yes Ma'am....."
"Well I think I'm gonna spend my night with you teaching you to appreciate some white cock too..."
"I'm always eager to learn Ma'am!!!!"














Caged

 Yes it's caged....and it's been caged for a while....but it's still there....and occasionally it wants to remind you....











Friday, October 23, 2020

What's This

"Hey what's this?"
"Oh....that's nothing....don't give it a thought.... "
"It's pretty hard to ignore...."
"Do you....do you....like it?"
"Yes I do.....I like it very much!!!"
"Oh my god....lets go somewhere....I want to suck your cock!!!!"
"Let's go to my place, because I'd love to suck yours too!!!!"
 

 










A Long Day

 At the end of a long day....even though I love to suck his cock I just can't keep my eyes open!!!!
There are a lot of worse ways to fall asleep than with a nice mouthful of cock....
Will he let me sleep? It all depends on whether he wants to fuck my sleeping face or if he slowly pulls out of my mouth and jerks off all over me!!!!
Either is fine with me....













Thursday, October 22, 2020

Smiled

 She smiled while she watched her sissy husband search for the key....she'd found it in her pocket minutes ago.....but she loved watching his desperation!!!!











Girls Night In

I love when we both put on our pretty little things and she whispers in my ear all of the terribly perverted things she's going to do to me....
She's so wonderfully imaginative!!!!!
 

 








Wednesday, October 21, 2020

Finally

 "My goodness Sissy.....it looks like you've finally got a hard cock that can satisfy me!!!!"









Hump Day

 Sometimes on Hump Day it seems like everything is coming at you from all sides.....but you just have to put your personal priorities on lockdown and concentrate all your efforts on providing the absolute best service you can!!!!








Tuesday, October 20, 2020

Don't Worry

 "Don't worry Daddy....we'll be right in the next room....I'm sure you'll like it....he's a nice guy...."
"With a nice cock...."
"That's right Daddy he's got a nice cock....not too big...not too small..."
"And all he's going to do is put it inside you for a little while..."
"Till he spurts....
"Yes, till he spurts and then you're done....it'll be so easy...."
"And you might enjoy it too...."
"And above all else Daddy....we could use the money!!!"












In The Mood

Just like all the other husbands out there sometimes I'm feeling horny and she's just not in the mood!
So like all the other husbands out there I go into the bathroom and take care of business by myself.....
Of course I'm not allowed to shut the door so she likes to come by and watch while she finishes her coffee!!!



Monday, October 19, 2020

Humiliation

Today was window washing day!!!! And just like always she chose the slutty maid uniform for me and just like always she didn't leave out any panties for me to wear.....
And just like always I didn't complain....I'd complained that first time and I washed the windows in just my bra and garters with a bright red bottom....I learned my lesson right away!!!
If you drive down my street today toot your horn and I'll give you a wave!!!!











Monday ManCandy

Sure there are some mornings that you need it....sometimes you just can't wake up without it!!!
Warm, creamy and delicious....it's all you really need in the morning to get you going!!! 
But some mornings, if truth be told, you don't really need it....you woke up all on your own without the treat that you love....
But that doesn't mean you don't want it!!!!
ManCandy!!!! You may not NEED a diamond but that doesn't mean you don't WANT it!!!!
 

 










Sunday, October 18, 2020

Sissy School - A Weekend Visit Home

 "So my wife won't be home all weekend?"
"No Sissy....she's been called away....some kind of business with your money..."
"I'm surprised she left you here by yourself...."
"She wanted me to go but I wasn't feeling very well..."
"Oh I'm sorry to hear that...."
"But I'm feeling much better now Sissy!!!"
"How much better?"
"Why don't you give me your panties....you won't be needing them this weekend!!!"
 

 








Friends

Almost no one in our circle of friends has any idea about what kind of things go on in our life.....
Almost everyone.....
"We're going over to Kathy and Sissy Stephanie's house tonight Sissy....for dinner and a little sissy entertainment!!!!"
"Which strap-on should we bring?"
"What a silly question Sissy....the big one of course!!!!"
















Saturday, October 17, 2020

How Many

 How many of you sweet girls out there have gotten caught just like this?
I bet there's a lot of you who've flashed their panties whether you've known it or not!!!!
I've done it....thankfully only to strangers....although one nice lady isn't really a stranger anymore.....but other than her there's no one who ever called me out for my pretty panties....
What about you?











Choices

 "This is your opportunity boys.....you've both been begging for release.....well we've decided that we'll release you tonight!!!!"
"Yes we'll release you but only if you suck each other's cock while we watch.....and before you even bother to ask.....you have to swallow....all of it!!!
"So what's it going to be boys?"
The two of them wanted it so badly but neither of them wanted to be the first one to agree to be a cocksucker.....
The women had expected this and they just waited.....one of them would crack soon....














Friday, October 16, 2020

Excited

I'm always very excited when she tells me to put on something pretty and come to her bedroom.....you just never know what she has in mind....
Then I saw her putting on the gloves and now I'm a little nervous and super excited....













It's Not

"Go ahead sissies....but no cummies allowed...."
I don't like kissing men and so I kept telling myself, over and over, that it's Stephanie not Steve.....but once our lips touched I knew that this wasn't a man...and neither am I....
 

 












Thursday, October 15, 2020

Told You

"I told you I wanted you to fuck me.....so push that sissy pussy onto my big cock....show me what a slut you are!!!"










Adorable

"Oh look Sissy....isn't it just adorable?"
"If you say so Ma'am...."
"Don't you like it Sissy?"
"Not really...."
"I see....and I think I know why.....it's obviously too big for you....I'm going to rush order a smaller one right away!!!!"
"No....you don't have to do that!!!!"
"I know I don't have to Sissy.....but I want to....."












Wednesday, October 14, 2020

Hump Day

 Om Hump Day you know that your satisfaction comes with making sure your client is fully satisfied!!!!!

















Now

"Right now Sissy!!!"
"Yes Ma'am!!!!"













Tuesday, October 13, 2020

Underneath

 "Come in Baby.....I've told all my friends all about you.....take off those things and let them see what you're wearing underneath......it's alright Honey.....we're all girls here!!!!!"












Cuckold

"You see....I told you he would suck your cock if I asked him to!!!!"
"Please forgive me for not believing you...."
"How is he?"
"He's good at it......a natural...."
"I thought he would be.....you can enjoy his mouth anytime you like..."













Monday, October 12, 2020

Wearing Mine

 "Honey.....I know that you've been wearing my panties and I want it to stop!!!!"
"But....I didn't...."
"Honey.....don't bother....somebody else has been wearing my panties and we're the only ones that live here...."
"Well maybe I got a little curious once or twice...."
"It's more than that and you know it.....so it's going to stop today!!!! I went out and bought this pair for you to start your own panty drawer....on the weekend we'll go down to the boutique and get you some more....but I want you to stop wearing mine!!!"
"Yes....Ma'am!!!!"
 

 









Monday ManCandy

 Unfortunately when the delivery arrived there was no answer and the entry was closed!!!
With no other choice the delivery was left outside as close to the entry as possible...
ManCandy!!! We hope no one else comes along and takes it!!!



Sunday, October 11, 2020

Seldom

 I can't tell you how seldom this kind of thing happened when I used to wear my boy clothes!!!!












Sunday Brunch

 When another Sissy helps serve the Sunday Brunch....all the ladies want to watch me say thank you in my own special way....













Saturday, October 10, 2020

Covered

 "I'm sorry Sissy.....in all my rush to pack I just forgot the key...so the cage stays on for the Honeymoon...."
"But Sweetheart.....what about our wedding night?"
 "Don't worry Sissy.....I've got that covered!!!!"















Settle

 "But Honey.....isn't it obvious.....why would I settle for that when this is available?"

"Well maybe if you got the key and released me...."













Friday, October 9, 2020

Permission

 When she gives me permission to stroke it.....she's not talking about my little caged clit....but if I stroke it just right then.....oh my god!!!!!












Doing Her Makeup

While she does her makeup she likes me to practice....so I learn her makeup techniques and I show her my progress as a sissy cocksucker.....










Thursday, October 8, 2020

Even Sweeter

Look....I know it's not a thing for everyone....but it is for me!!!!
Since she's been home due to the goddamned virus.....she hasn't been on her feet, in her heels, nearly as much as she used to be.....and I just want to say that her lovely feet have become so much softer and smoother since.....
Not as tasty, mind you, a full day in the office in heels and a commute home always promised me some really tasty toes but this is really nice too....













Almost Ready

"I think he's almost ready Baby....I just want to make sure you don't hurt him with that monster cock.....just a few more minutes and he'll be stretched nice and wide for you!!!!"















Wednesday, October 7, 2020

Style

My wife and I have very different styles.....she tends toward lingerie that emphasizes her power as a woman....
My style tends to emphasize what a frilly, little, sissy I am.....
And neither one of us would have it any other way!!!!