Sissy School - A Weekend Visit Home

"Okay....but I promised my wife that I wouldn't make you cum this weekend...."

"I won't Sissy...."

"You promise?"

"I promise....just keep stroking it...."

"You're sure you're not going to cum?"

"No....yes....no....I'm not going to cum....just keep doing that...."

"It's OK as long as you don't cum...."

"I won't Sissy....I won't cum...."

"Because she'd see the stains all over the place if you came like this....and then I'll be in trouble!!!!"

"I won't get you in trouble Sissy....oh my god that's good!!!"

"Because if you were going to cum the only way she wouldn't see any stains is if I caught it all in my mouth....in case you were going to cum...."

"I'm going to cum Sissy....you better put it in your mouth right now!!!!"

"Well alright.....but this has to be our secret....."

Enjoy

I've learned to enjoy there little moments....

In a few seconds he'll come out of the bathroom and she'll be all over his big cock....but I'll feel her kisses on me for the rest of the night!!!!

It's enough for me....

Heels

God....how I love it when she does this to me!!!!

With my heels in the air like the slut I've always wanted to be!!! 

While her eyes are locked on mine!!!

While she fucks me till she's satisfied....my pleasure is incidental....her pleasure is all that matters!!!!

So Ready

 I was so ready to kneel down and use my tongue to add to their pleasure....but she told me her lover wasn't quite ready for that yet....he was still getting used to our lifestyle....

"Soon Sissy.....just enjoy watching us for now.....soon he'll be ready!!!"

Identical

Then there was that time that our wives thought it would be fun to dress Stephanie and I up in identical outfits....

They enjoyed watching us put on a sissy show for them....and we enjoyed doing a show for them....while they enjoyed playing with each other!!!

Stephanie's wife Kathy didn't always keep him in chastity like me, and that was always the best part of the show....at least for us....or for just Stephanie....or for just me....

 

 

What Can You Do

She's still sleeping and he has to leave to catch his flight....

There's certainly no need to wake her.....you can make sure he has everything before he leaves!!!!

It's just part of being a good sissy husband.....

And I like it too!!!!!

Definitely

"That's the dress for you Sissy....it's perfect!!!! Do you love it???"

"i guess....if you like it...it feels kind of funny....you know....wearing a dress and all..."

"You'll get used to it....if you're going to be my boyfriend you'll be wearing dresses and skirts all the time....now give me your shirt and jeans....you can wear your new dress home!!!!"

 

 

Hurry

I loved to unlace her corset....the sigh as she took that elusive deep breath was so lovely....she enjoyed it as much as I did....
Her lover however was getting more and more impatient.....but this was one of my duties that I refused to rush....

Hump Day

A Hump Day negotiation can be tough when your client has all the leverage and you're just trying to salvage a little something for yourself in the deal!!!!

Power of Panties

Their marriage had so many ups and downs over the years that both of them had, at one time or the other, considered ending it!!!!

He felt unfulfilled and she felt ignored and their sex life was virtually nonexistent!!!!

Considering all this, it was amazing what a difference was made by putting him in pretty pink panties....

He felt fulfilled and she loved how attentive he had become.....and their sex life....it was better....so much better!!!!

 

 

Before

Just think....that was before years of chastity....now I kind of wish I could be that big again!!!

But You Said

"But you said you wanted to drive out here to fuck...."

"I didn't bring the keys with me Honey...."

 

 

"Then how can we......"

"I'll think of a way Baby...."

 

 

 

 

 

 

 

 

 

 

 

 

 

Maid

"I'm so glad you told me about your fantasy....this is going to work out great!!!"

 

 

 

 

 

 

 

 

Monday ManCandy

It's so special....

Waking up and being served your favorite rich, thick, delicious breakfast treat....

No muss no fuss on your part....Just enjoy it!!!

ManCandy!!!! The hands free breakfast alternative!!!!

Want To Be A Girl

"So you want to be a girl? You think it's fun to wear your sisters old school uniform? Well there's a lot more to being a girl than putting on a little skirt....this was how your sister held on to her virginity till she got married.....are you enjoying this Jimmy?"

"Yes....but I need a second to catch my breath...."

"You're going to be very popular with the boys once they hear about how much you enjoy sucking cocks....you know that....don't you Jimmy?"

"I'm kind of counting on it!!!"

Sunday Brunch

"Remember the puzzled look the contractor gave us when we told him to put those hooks on the ceiling Sissy....do you think he imagined this?"

"No Ma'am....I don't think he did...."

"Nor do I Sissy....that's why he'll be so surprised when he arrives for brunch today!!!"

"I won't be able to serve your guests like this Ma'am....."

"I suppose not....today you'll just be there for everyone's amusement....unless someone asks me to remove your plug...."

"Whatever pleases you Ma'am...."

"Exactly right Sissy!!!"

Unexpected

"When I invited you to the gangbang I bet you thought you were the luckiest guy in the world....didn't you....so what do you think now?"

"I think.....I think that I'm the luckiest guy in the world....."

"Well if that's the way you feel you'd better suck mine right now....I'm going next and you wouldn't want it dry...."

 

 

Envy

"I almost envy you Sissy.....it's something you'll never forget....the first cock in your mouth....I remember mine....he was a boy with no self control and he came in just a couple of seconds.....you're going to have a man....and he's going to make you work for it....but it will be so worth it.....and I'll be there....I'll hold your hand....and I'm going to watch...because it's something I've wanted to see since I first met you!!!!"

Whimper

She held her sweet husband in her arms....she stroked his hair as she listened to his soft whimpers....she knew that she was listening to the last bits of his masculinity fading away....she loved him so much right now....and she was glad that she had bought him those special panties, for later....for him to celebrate becoming her sissy cuckold!!!!

Don't Worry Sissy

"Don't worry Sissy....it's just for me...."

"Thank goodness...I was afraid that...."

"And maybe a few of my friends...."

"But you said it was...."

"And probably a couple of your friends too...."

"Oh my god!!!!"

"I know Sissy....it excites me too!!!!"

Let Me Explain

"Let me explain it to you....you're going to go back inside....you're going to put on the panties....you're going to put on the bra.....you're going to put on the dress....and you're going to suck his cock....or you can leave and never see me again....it's your choice...."

"I like wearing the clothes.....but do I have to suck his cock?"

"Yes you do....you get what you want and I get what I want....you like to wear pink undies and I want to see you on your knees with a cock in your mouth!!!!"

"If you really want it...."

"You know you want it too....don't you?"

"Yes Ma'am...."

Remember

Do you remember that first time....when all you could take was the head....now you're living proof that practice makes perfect!!!

Young Billy Was Not Happy

This was the game that he hated the most....it almost always ended with him crying and begging.....but it was Auntie's favorite game to play!!!

"Alright Billy....you can stop stroking it now.....now I want you to tell me what you like most about wearing girls underwear...."

"Please Auntie...."

"You can stroke it again in a few minutes Billy....tell me about your favorite panties...."

"Yes Auntie....they're pink with frills all across the bottom....."

Hump Day

You're the new kid and he's an experienced old hand at this....

But you've been going back and forth for two days now and now it's Hump Day and everything seems to be going just how you wanted!!!! 

A final deal could be only moments away!!!!!

Take A Look

That's it....take a look....take a good long look....

Not too long....they're waiting for you....

Her lover is hard....

Your wife is almost giddy with anticipation....

Take a good long look....

The next time you look in a mirror you'll be seeing a cocksucker....

A sissy cocksucker....

It's what you've been heading to all your life....

Take a good long look....and go....fulfill your dreams!!!!

It's How It's Done

Dressing

I can't really explain it but sometimes I enjoy helping her get dressed more than I enjoy helping her undress....

Honestly....it's not very often....but sometimes...

Monday ManCandy

You'll have to fix your lipstick after you've finished your delicious, creamy breakfast...but that's such a small thing....in fact it's the smallest thing you need to think about right now!!!

ManCandy!!! Stop worrying about the little things...give the big things all your attention!!!

Sissy School - A Weekend Visit Home - Cancelled

There are these receptacles all over the campus....and as you may well imagine....they get a lot of use....

Normally one student would empty them all over the weekend....

And this weekend I won the lottery!!!!

 

 

Football

I used to love watching football....I had a favorite team and although they weren't very good I always rooted for them....

But over the last couple of years I just lost interest....I don't know why....it just didn't excite me anymore....

But her friends still loved the game....

So now when it was game day she'd invite one or two guys over to watch the game and I'd be in charge of halftime entertainment....

And if I had my face buried in a mans crotch when the game started again?

So what!!! 

My interests had changed.....starting with whoever was in my mouth at the time!!!

Untied

"No sissy....I won't untie you when all the guys get here....but I will ungag you....we wouldn't want anything other than a hard cock in your mouth during the party!!!"

Insist

 "You can protest all you want Honey....but I bought this dress especially for you and we both know that if I insist you wear it....you'll wear it...."

"But isn't the cage and the panties enough?":

"I'll tell you when it's enough Sissy.....now put the dress on....before my lover gets here....I insist!!!"

"Yes Ma'am...."

 

 

Come Over

 "Why don't you come over to my place tonight Sissy....I've been thinking about you all day!!!"

"I don't know.....I've had a really hard day...."

"And you could have a really hard night too Sissy....let me send you a pic...."

"OMG.....I'll be there as fast as I can!!!!"

Humiliation

Most of the time....when we go out....she escorts me to the ladies room and makes me leave the stall door open for the ladies amusement....and that's very humiliating....

But not as much as being sent into the men's room....

I never imagined how humiliating that would be.....

I had to follow my instructions....let my panties be seen below the stall door.....and when I'm finished....stop to wash my hands and fix my lipstick.....

Humiliation hits new heights!!!!

Friends

"You said you wanted to meet my friends Baby.....and they wanted to meet you too!!!!"

Sissy issues

I have a dress very much like this one although mine is a bit more open in the back....

The length is about the same....

And I have to honestly say I once had a problem with it.....

There was so much exposed flesh.....I mean just wearing a dress at all makes you feel more exposed than any man ever felt....except maybe Scotsmen and their kilts....it takes some getting used to....

Now I don't give it a thought but there was a time that I felt practically naked going out in a dress like this....

Hump Day

 For heavens sake....it's Hump Day already....time for you to settle down and get to work!!!

Audit

It took a while, but eventually the IRS accountant agreed that we could right off the cost of my uniforms as a work expense!!!!

Stay Right There

"Alright Sissy.....you stay right there....I'll be back in a moment....."

I wondered what was coming next....a spanking or a fucking

"It's going to hurt Sissy....but you're going to love it!!!"

I still wasn't sure until she came back and she was right....it hurt like hell but I loved every minute of it!!!!

In The Beginning

She smiled.....

"You look so cute like that....in my bra.....why don't you take off those pants and try on my panties too.....that would really turn me on!!!!"

And he did.....and it did....and they fell in love....and they lived happily ever after!!!!

 

 

Not Tonight

"I didn't bring a man home tonight....I wanted to spend a quiet night at home....just you and me....won't that be nice Sissy?"

"mmmmpphhh...."

"Sissy!!!! Don't talk with your mouth full....I wanted a quiet night with just the two of us so just quietly suck my cock while I see if you're doing it correctly...."

Monday ManCandy

Believe it or not...there are some people out there who don't care for the flavor of our favorite morning treat!!! 

I know....I was surprised to learn it too!!!

But they don't let that stop them from getting all the benefits of a protein filled breakfast....warm and white....they swallow it down despite their aversion to the taste....

It's like when you were a kid and you had to eat all those horrible vegetables that were "good for you"!!!

ManCandy!!!! You don't have to like it....you just have to have it every day!!!

What A Difference

"Oh my Sissy....what a difference a couple of months can make....small doses of hormones, a pretty hair style, some makeup....and a new attitude....you've become a real cocksucker....a sissy, cuckold cocksucker....and you're so good at it!!!! It's like it's what you were born to be!!!!"

Sunday Brunch

"But why?"

"Don't whine Sissy....the ladies decided that they didn't want you wearing panties as you served...."

"But they'll all be grabbing and poking...."

"Really Sissy!!! These are my dearest friends and if any of them grab or poke you I want you to curtsy and thank them!!!"

"But...."

"Or you'll go over my knees right in front of all of them...."

"Yes Ma'am...."

Help

I could hear her shout from downstairs....

"Kaaren....get dressed and get down here....I need some help with all of these cocks!!!"

I for one, am ready to answer the call of duty when it comes!!! 

Why

"I don't understand why you keep a sissy husband....can he even make you cum at all?"

"Of course he can......just watch.....Sissy.....make me cum!"

"Yes Ma'am!!!!"

 I don't have much in the way of masculinity but I will fiercely defend what little I've got!!!

 

 

Watching

As her submissive sissy....I spend a lot of time watching her cuckold me with different men....I readily admit that I enjoy watching her get pleasure from a real man's cock...

But I think that she enjoys watching me serving a real man almost as much!!!

We both have a lot of kinks.....and we enjoy them....and if watching each other suck and fuck  another man's big cock makes us both happy....then thank goodness we found each other!!!

Small

Sometimes I feel so small next to her....but I love it when she looks down into my eyes and kisses me....I just melt in her arms!!!!!

Getting Acquainted

Our wives left us to have coffee while we "got acquainted"....

We squirmed against each other for a while....then our eyes met....then we squirmed against each other even more....

We never even heard our wives come back into the room!!!!

Don't Worry

"Don't worry Sissy....he's about the sane size.....you can do it....I'll be here with you....you are so ready!!!!