Cuckold

I was just wondering....am I still the cuckold if  I'm sucking her lover's cock and she's across the room watching?

Today

"I was thinking I'd like to fuck a blonde today....what do you think about that Sissy?"

"I can be ready in just a couple of minutes Sweetheart!!!!"

Hump Day

Entering into a new negotiation on Hump Day can be tricky sometimes...thankfully you have an assistant who wholeheartedly supports your decisions!!!!

A Little Different

We have played the blindfold game before but this time was a little different....

"It's going to be one of my friends that's fucking you Sissy....you know her....and now she knows you in the most intimate way....she'll be wearing my perfume and she won't speak....so you won't know which of my friends it is!!! Just think....every time she sees you she'll have that image of you in her mind....she'll picture you squirming on her big strap-on and she'll know that cute little sound you make when the head pops inside you....and she'll probably smile at you....and you'll never know which of them it is...."

I love when we play this game with men, I still have no idea who the man that fucked me was, although she tells me that I see him almost every day....now I won't know which of her girlfriends has fucked me....and she says that i see her all the time too!!!

Now every person I know could have been the one....and it's humiliating.....deliciously humiliating!!!!!

What Do You See

"Look in the mirror and tell me what you see...."

"i see me...."

"And what are you?"

"What do you mean....I don't understand...."

"Look again.....what do you see...."

"Just me....I don't know what you want me to say!!!"

"I want you to tell me what you see in the mirror....do you see a man....do you see my husband.....is that what you see?"

".....no....."

"Then what do you see?"

"I see a sissy maid...."

"That's right Sissy....you're looking at my personal sissy maid....and I love her just like this!!!"

Full

She's disheveled and full of his cum....but she was still generous enough to come to my room to share her joy with me!!!!!

Daunting

There was a time when even the thought of trying to go up stairs in heels terrified me...

But after a family party where I saw her fourteen year old niece climb the stairs, in heels, without a problem I realized that I could do it too!!!!

Of course she wasn't going upstairs for a spanking like I was....but she still inspired me!!!!

Monday ManCandy

Just like a little bird you open your mouth and wait to be fed!!!! As the warm creamy breakfast begins to fill your hungry mouth the rest of the day comes into sharper focus!!!

ManCandy!!!! Gets you ready to face the world!!!

Sunday Brunch

"Does your wife ever let you have an orgasm Sissy?"

"Yes....but it's pretty rare...."

"Really....if you were my sissy....I'd never allow that....and you'd be sucking big, meaty cocks all day just for my amusement....what do you think of that Sissy?"

"Well.....I'm thinking I'd best get back to the dishes now...if you'll excuse me...."

"Your wife has trained you well...."

"Thank you Ma'am!!!!"

Why

"Go ahead....tell my sister why I've locked your little clit up...."

"Because I spent all my time masturbating...."

"And?"

"Because it's so small and useless...."

"And?"

"Because it belongs to her...."

"Very good Sissy...."'

Her sister smiled at the uncomfortable man....

"But what about your sex life if he's useless like this?"

"My sex life....it's better than ever....now that I don't have to pretend that he satisfies me...."

"You mean...."

"Oh yes....I've had quite a few men with nice, big, man-sized cocks, satisfy me....and he watches and cleans me up after...."

"You were always the lucky one...."

"I have an extra cage if you want to train your boyfriend too...."

"It's definitely worth a try.....thanks Sis...."

Too Successful

As she lay watching the two men use her sissy husband she wondered if, maybe, she had been too successful in feminizing him.....

A Real Favorite

 I love having my nipples played with.....she doesn't do it nearly often enough as far as I'm concerned....the occasional stroke here or the odd pinch there but no real concentration...

Maybe that's why I love it so much when she spends some time tormenting my sensitive nipples....maybe that's why she does it so seldom.....

I love it when she does....and I miss it when she doesn't....but there's no such thing as nipple chastity....at least I don't think there is....so I'm free to play with them as much as I like!!!!

Look

He pulled my wife's panties down and caressed her bottom while I could only watch...

"Your wife has a beautiful ass Sissy.....truly lovely....I'll bet you've spent many a night with your tongue in between these sweet cheeks....haven;t you?"

I couldn't speak with the gag in my mouth so all I could do was nod my head... 

"I'm going to put my cock in her beautiful ass Sissy....is that something you've ever done?"

I shook my head.....no....I've never had that privilege....

"That's a shame Sissy.....but you can watch me fuck her beautiful ass....and you can lick my cock clean after....and lick up my cum as it drips out...."

I nodded my head vigorously....

"For most husbands it would be almost the ultimate punishment to watch another man fuck his wife....let alone fuck her tight little ass.....but it's a reward for you isn't it?"

I nodded again.....and I wondered....is he just going to keep talking all night?

Resist

She's so much better at being the "man" than I am....she takes me, and as much as I try to resist....before I know it her hands are up my dress....and my panties are wet...and I'm ready to surrender everything to her!!!!

Happy

"I love you so much Sissy....but there's something I need....something you can't give me....and I want it....."

So....we agreed....and several nights later I had the privilege of being in the room when she got what she wanted....and I got to see that smile.....I had made my wife happy....and isn't that what every husband wants?

Remember what they say....Happy wife, Happy life!!!!

And our life together has been very happy!!!!

Marital Problems

 Even my marriage has problems from time to time....

"I don't know Sissy....is this nightie yours or mine?"

"I'm not really sure....but I'll take it if you don't want it...."

"I never said I didn't want it Sissy.....I might want to wear it....it's cute and it suits me...."

"It suits me too....."

"How about we share it....I'll wear it tonight and you can wear it tomorrow...."

"Why do you get to wear it first....maybe I want to wear it first...."

"Really!!!! There's only one way to settle this.....get over here and get over my knees right now...."

"Okay Honey.....you wear it first....that seems fair...."

"I agree....but you're still getting a spanking...."

"Can I wear it while you spank me?"

Hump Day

Even as you're so close to closing the deal....on Hump Day you still find yourself preparing to negotiate the next one....

Dreamed

He never dreamed he'd be sucking his best friends cock....

But once he put on that dress it just seemed so right!!!

Sometimes

Sometimes pulling them up is just as much fun as pulling them down.....it really just depends on the circumstances!!!!

The Bench

I was pretty sure he would fuck me right here....at least judging by that big thing I feel against my back....I almost feel bad for him.....another victim of the curse on this stupid bench.....but better him than me.....I wonder how he'll feel being a young black man one minute and after he cums inside me he'll be a young white girl.....
Never mind that I wonder how it's going to feel to be a young, virile, black man with a really big cock....that might be a bigger change than when I became a girl....
Oh well.....life goes on....

Monday ManCandy

Sure, sometimes you just don't feel like getting up and getting your breakfast....

Sometimes all you want to do is lay in bed and have it all done for you....

And sometimes that's the best breakfast you'll ever have!!!!

ManCandy!!! No need to get up....just open wide!!!

Reluctant

Sissy Stephanie and I were reluctant, at first, when our wives insisted we kiss....

But we got over it!!!!

 

 

Sissy School - A Weekend Visit Home

I heard the door open and my wife shouting....

"Sissy!!! What the hell is going on?"

"Hello Dear....I'm fucking your boyfriend....he said he was curious and....well....one thing led to another...."

"How could you do this....in my house....with my boyfriend!!!!"

"You see Honey....if you go slow and use lots of lube....it's actually pretty easy to do...."

"You could at least stop fucking him while I'm watching...."

"But Sweetheart....we always watch each other at school.....in fact it's a requirement!!!!"

"Stop....get your bags packed....I'm calling the pink bus to come and get you....maybe I should send you both!!!"

"I'll be done in a moment Sweetheart....and I'd be happy to give his name to the Dean of Admissions...."

"Just get out....I have a lot to think about!!!"

"Yes Ma'am!!!"

Don't Want To Hear It

"Alright....I promised you a blowjob and you're getting a blowjob!!!! I don't want to hear any complaints....I promised you a blowjob....but I never said it would be from me...so be quiet and let my husband make you cum!!!"

Good Morning

The sun was up when she got home....and so was I....

And she came into my room and served me the best sissy breakfast any sissy husband could hope for....

"Get every drop Sissy!", she tells me!

As if I needed her to tell me!!!!

She Wants It

"I want your cock Sissy....I want it now!!!"

"Here you go Sweetheart...."

"Thanks Sissy....you can go to your room now....I want some alone time with it...."

"Yes Ma'am!!!!"

One Of Those Days

Do any of you have just one of those days?

Even with a closet full of pretty clothes.....you just can't find a single thing to wear!!!!

Time to just throw on something, tuck that little bit in, and head to the shops!!!!

Back To The Office

She's gone back to the office today....

That means heels all day....

That means tired and sore feet when she gets home....

And that means a wonderful treat for me!!!!

Crickets

It's still dark when I wake up and start my day.....there's so much to do....

But today I found myself listening to the crickets in the backyard....there must be a dozen or more of them....and I listen to them all furiously rubbing their legs together to make a sound that will attract a mate!!!!

And all I can think is.....

Good luck buddy....I've been doing that for years....and the ironic part is that I have a mate!!!!

 

Hump Day

 It's Hump Day already and your client has just ignored your tiny problems and plowed forward with his own agenda....and you're 100% OK with that!!!

Good Morning

Is there any better way to wake your wife in the morning?

I love it and so does she!!!!

And the satin sheets just make it so much better!!!!

Review

"I warned you Sissy....over and over....you're not allowed to post anything that could identify either of us....but you used that picture anyway!!!"

"I'm sorry Ma'am....I didn't think anyone could....."

"You didn't think....that's obvious....I should make you stop doing all this blog stuff....then I wouldn't have to worry about my sissy husband exposing us and destroying my career!!!"

"Please....don't do that....I promise I'll be more careful....I already deleted the post....what more can I do to say I'm sorry?"

"You can bend over and count the strokes....and forget your safe word....I'll be finished when I think you've learned your lesson...."

And I learned my lesson very well!!!!

If you were really quick maybe you caught the post before I deleted it....if you did please forget you saw it....because one comment will have me in deep  trouble again!!!!

Drive Through

"What'll it be today?"

"I'd like a number seven please....and can I get extra sauce with that?"

"Sure thing ....drive up and lower your window...."

McSissy's we have what you want!!!!

Still

Even though I'm a caged sissy cuckold....I can still make her cum....

Monday ManCandy

Then there's that moment when your mouth is suddenly filled with that warm creamy treat....it hits the back of your throat and that's the eye-opener!!!

ManCandy!!! It wakes you up in the nicest way possible!!!!

Sunday Brunch

No guests this weekend....she had to work all day Saturday and she was just too exhausted to even think of hosting a Sunday brunch!!!

"We'll have a little private brunch Sissy.....just for the two of us....and after....you can help me to....relax...."

I love serving her....and I especially love helping her to "relax"!!!

Sissy Secrets

 My friend sissy terrie posed the question on her delightful blog, The Sissy Bedtime Reader (see the link on the right side of my page or click here), what is the most sissiest thing you've ever done or your sissiest fantasy that you've never told anyone!!!

I've been doing this blog for over eight years so there's very little I haven't told about me....but one of my favorite fantasies....one that I so wish could've come true....was that my girlfriend and her friends feminized me to go to the senior prom.....and then arrange for me to be escorted by one of the boys.....

It's up to me to be convincing....to not give it all away that I'm not really a girl....

But at the same time the girls have already told everyone exactly who....and what....I am....

It goes on from there as you might imagine with one humiliation after another....and how I wish I could go back in time and try to make it a reality!!!!

What Is That?

"Do you see that couple over there....is that a guy or a girl?"

"It's funny....I'm really not sure..."

"There's something between his legs....is that a cock?"

"Oh no....it can't be....it's so small....."

"And I thought he was with that woman next to him...."

"I thought so too but...."

"Yeah she's flirting pretty hard with that black guy....

"He doesn't seem to mind though...."

"I'm not sure what's going on but it's getting me excited...."

"Me too......do you want to stay and watch some more or do you wanna....you know...."

"I definitely wanna.....you know...."

Love

"I love how you look in my panties....you look so virginal....so sweet....now I can't wait to see how you look with my big cock in your virgin mouth....will you do that for me...."

"Oh yes....I'd do anything for you...."

"I know you will.....Sissy...."

Smiling

Was she smiling because her lover had given her the pleasure that you can't Sissy?

Was she smiling because she saw the look of desire on your face, as you waited for the chance to bury your face between her thighs and lick her clean?

Did it really matter?

She was smiling and that was the important thing!!!

Duties

The major reason why I'm always late in getting my chores done is very simple.....there are too many mirrors in the house!!!

Clean

"I'm pretty sure I'm all cleaned up Sissy....maybe if you gave me a lick you could make sure..."

"I'd love to Ma'am!!!!"

Sweet Soft Kisses

Chiffon and lace and sweet soft kisses...

There's no room for a man when she allows me to sleep with her....

Maybe Tomorrow

When she walked into the tavern he just knew he had to have her....she was the prettiest girl he'd seen in ages....

And when she'd agreed to come home with him he was ecstatic!!!

And after they had been making out for a while she pushed him down onto his knees and she stuffed her cock into his mouth....well....maybe tomorrow he'd regret it....but for now it was the best night of his whole life!!!

Hump Day

Okay....you've successfully completed one job to both of your satisfaction....but there's still so many more to come....if you work hard you'll be putting most of these behind you by the end of Hump Day!!!

Why Bother

I don't know why she bothers....I have no intention of taking it off....

Do You Remember

 Do you remember how it was....when you still lived at home....

If you were lucky you had a sister....

I didn't...but many of my friends did....

I almost got caught going into a panty drawer....it was really close....

After that I stuck mostly to laundry hampers....they wouldn't be missed right away and they had that added bonus....

After a while I knew what almost every one of my friends sisters pussys smelled like!!!

I'd worn almost all of their undies at one time or another.....

And I never got caught!!!!

 

 

Planning Ahead

"So there you have it Sissy....that one's for Tuesday....then Wednesday, then bigger on Thursday...and then on Friday you get Big Pink!!!"

"What about Monday?"

"Oh Sweetie....on Monday it's just fingers....yours and mine...."

"That sounds nice...."

"Well....that's not what I would say....but we'll see...."

Monday ManCandy

You woke up with sinus problems....and you don't know what to do about it?

Maybe a good breakfast that will also clear those sinuses is in order....as it fills your empty tummy, it's warm creamy goodness opens up those clogged sinus passages....

ManCandy!!!! Tastes good and is good for you too!!!

I Love Your Cock

"I love your cock Sissy....not that pathetic little thing you were born with....I like the interchangeable one....."