The Beach

It's always a challenge for a sissy to go to the beach!!!! It's hard to keep everything hidden that needs to be hidden.... I find myself tucking and re-tucking all the time but I'm usually pretty discrete about it! But when I have to adjust that damn plug there's really no way to hide what I'm doing....

Whining

"Stop your whining Sissy.....what did I promise you?"
"You said if I was a good girl all week you'd let me fuck you....and I've been good ....I've been as good a girl as I can be....."
"Yes Sweetheart....you've been a very good girl for me all week.....and that's why I'm keeping my promise....I want you to fuck me all night long Sissy!!!!"
"But like this I can't feel it....I won't cum....."
"And when did I say you would cum Sissy?"
"Well I assumed...."
"Well I guess you assumed wrong Sissy!!!! Now get busy....give me that big hard cock!!!!"
She started laughing.....
"I'm sorry.....I never thought I'd ever say that to you Sissy......"
She gasped as I pushed the big blue cock into her....

It Hurts A Little

I can't lie.....it hurts a little when I watch her with a man....when I watch him enjoy her body....when I watch her face.....the pleasure he gives her....it hurts a little inside and outside....it hurts me that I'm not man enough to make love to her in the way she deserves.....and it hurts a little when my small clit tries to break the cage....reminding me that I'm not allowed male pleasure and reminding me that I'm the kind of man that wants to cum watching another man make love to his wife!!!!
Sissy cuckolds.....yes we're complicated....buy usually we're pretty happy!!!!

The Sissy Cuck Selfie

Being a Sissy Cuckold certainly offers me the opportunity to take some really great selfies!!!!

Devotion

Could there be a more intimate act of devotion than handing her the key???

Now Sissy

"Lets go Sissy....whats taking so long? I need my stockings and I need an orgasm!!!! So get busy....I don't want to be late for work!!!!!"
"Coming Ma'am!!!!"

Are You Ready

Her mouth was so close to my ear as she pressed me against the wall....
"Are you ready for my cock Sissy....I want to fuck you so badly!!!!"
How could I answer.....I was already lost....

You Asked

"Don't give me that look Sissy....you asked me to take off the cage and let you cum and that's what I did....so let's see you spurt out your sissy cream! Remember you'll have to lick up every drop!!!"
"But I..."
"It's either you cum now or maybe in another....maybe.....four or five months....it's entirely up to you..."
Sissy reluctantly took his small cock in his two fingers and began to stroke it as the ladies laughed and laughed....

You Know You Will

"Honestly Sissy...I don't know why you resist....you know you will do anything I want.....and I have a lot of things I want to do!!!!"

After A Few Minutes

After a few minutes she was gasping....near to orgasm....her eyes went from me to his bouncing cock...over and over....finally.....she.....
"Goddamn it Sissy....are you blind....do you need an engraved invitation?"
I rushed to take him in my mouth as she had her first orgasm....

Sissy Training - Decisions

She would eventually have to decide, one way or another, about the facial hair.
She liked the idea that it immediately identified him as a sissy.....no one could possibly mistake him for a real woman, not even from a distance!
And the little hairs tickled her between her thighs when he spent his time worshiping her!!!!
But on the other hand it allowed him to cling to the illusion that he was still a man....an illusion that she would need to erase from his mind if he was to fully become the sissy he was born to be!!!
And she was thinking of dying his hair blond too and well, it just wouldn't look right.
She had some friends coming over later and she'd let them vote on it before she made her decision.
As for him....he doesn't get to make decisions anymore!!!!

Show Me

"Go ahead Sissy....take your wife's panties down....let me see her pussy!!!!"
"Yes Sir!!!!"

All Day

"What's the matter Sweetheart?"
"I haven't had a tongue in my ass all day Sissy...."
"Oh my....let me take care of that for you right now!!!!"
"Well if you insist...."

Monday ManCandy

Even on vacation you're an early riser!!!! No need to make breakfast....the resort provides a lavish breakfast buffet....no need to clean....the resort provides adorable maids to take care of that.....how is Sissy  going to work off all that energy?
Down to the pool!!!! Ten or twenty laps ought to take care of it!!!!!
You do twelve laps and you start to tire out and in the middle of the thirteenth you just can't do any more!!!! Luckily the lifeguard pulls you out and immediately recognizes your problem!!!! You need to have some protein and you need it fast!!!! Luckily he's been fully trained for just this situation and as you feel the strength returning you thank him.....he smiles and thanks you but you can't imagine why!!!
ManCandy!!!! Sometimes it's all that you need to keep you afloat!!!!

In A Moment

In a moment he would understand what it meant to be eating out of the palm of her hand!!!!

Beside Me

It was a long flight..../and I was bored.....and well.......my wife was asleep in the aisle seat and he had the window.....I figured that he would be the one to help me pass the time......and I was so right!!!!

Vacation

There's nothing like a vacation.....a break from your boring routine!!!!!
Fresh air....beautiful scenery.....
New cocks to suck...
What....I may be on vacation....but a real cocksucker....well let's just say we never miss an opportunity!!!!

Going To Be Traveling Sweeties

My beautiful wife and I are going to be traveling over the next couple of days.....Posts may be iffy depending on where we are and what we're doing.....but I promise I'll try to post at least a couple of times!!!!
I don't know exactly where we're going but I could really use a break!!!!! I hope it's the beach!!!!

Taste

"Alright Sissy.....I'm taking him up to our bedroom now so if you want a little taste you'd better get it now!!!"

Watching

"Sissy I love watching your little clitty twitch in it's cage when I do this.....it's like they're wired together!!!!"
"MMMMph!"
"Shhh Sissy....if you thought this was fun wait till you feel what it's like when I take them off....."

Sissy Training - Breathe

"I know it fills your mouth Sissy...breathe through your nose while you suck him and you'll be OK!!!!"

Ready Yet Bitch

"I'm getting tired of waiting.....are you ready yet Bitch???"

"Just a few minutes Baby and I'll take you to the Magic Kingdom!!!!!"

Tell Me

"Tell me more Sissy....tell me about his cock....tell me again...tell me how he tasted.....tell me how he fucked your mouth....tell me how he put his cock inside you....oh god Sissy....tell me all of it again!!!!

Thanks

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Baby Game

"Do you want to play Peek-A-Boo Sissy?"
"That's a baby game!"
"Not the way I want to play it!!!!!"

I Didn't Know

"You know....when you asked me out I had no idea that you'd show up dressed like a girl!"
"Were you disappointed?"
"Oh yes...at first....but that thing you did with your tongue....oh my god that was so good!"
"Can I see you again?"
"Are you kidding me!?!?!?! I've never had an orgasm like that before....not ever.....Can you see me again? Is tomorrow too soon?"
"It's a date then....let me just fix my lipstick and I'll take you home....."
"Well it's kind of early......"
"I thought you said you had to get up early tomorrow?"
"Maybe I could be late.....if maybe....you could do that thing again?"
"It would be my pleasure...."
"You don't know the half of it Baby......oooooooohhhhh my god!!!!!!"

Monday ManCandy

Summer is a wonderful time to get outdoors and enjoy nature! There's nothing like an early dawn hike before your day starts to get your juices flowing!!! And speaking of juices flowing.....why carry a bag with those "energy" bars when all you need is the natural, organic treat that gives you all the protein of a big breakfast in a short quick swallow!!!!
ManCandy!!!!! It'll get you going when you need to get going!!!!!

Keep Your Eyes Open

It was so hot...he pulled my hair, god I loved that, I looked up.....
"You kneel right there Sissy....stay right there while I fuck your wife....I want you to keep your eyes open as I make her my whore.....I'm going to fuck her all night Sissy.....and I want you to watch me use her.....then....when I'm done....when I've used all her holes....then I want to watch you cleaning my cum.....licking her clean......swallowing it all...."
He kept talking but I wasn't really listening anymore....I just wanted him to get on with it!!!!!

No Contest

"It really is no contest, is it Sissy? You just have to learn that this is what a real man's cock looks like compared to your little clitty.....I know....why don't you get down on your knees and suck it for a while....that should make you understand the difference!!!"

Overdose

"Yeah Bob....I've seen this before!"
"What do you mean Lieutenant?"
"Girl picks up guy...she leaves for work....he gets into her panty drawer....can't control himself and he just OD's!"
"So it's...."
"Accidental DBP....Death by panties....the poor sissy probably was loving it right to the end!"
"Should I bag the panties as evidence Lieutenant?"
"Sure Bob, but give me that little pink pair off the top..."
"Yes sir!"

Babysitter

"I'm still seventeen Sissy but once I'm legal your wife says I can do anything I want with you....think about that Sissy!!!"

You Can Keep

You can keep your court side tickets for the Warriors...I'm not interested in your 50 yard line seats for the Broncos either.....as far as I'm concerned there is no better place to be than right here watching his cock driving my wife to ecstasy!!!!

I Wonder

I wonder what she thinks about....when her lovers cock is in her mouth!!!
I know all the things I think of when I have a nice big cock in my mouth.....but I wonder what she's thinking......
I sit and watch her.....she's been my wife for a long time but so much about her is still a mystery to me......and that's just delightful!!!!

You Want To Cum

"You said you wanted to cum Sissy....you're so much like a girl that I know you'll cum if I fuck you long enough....hard enough...deep enough....!!!"

Heritage

"Why that's old Sir Ronald himself....he loved the hunt!!!! And that's his son Viscount Henry....marching off to the war!!!!!  And that's Lord Admiral Thomas himself....A master of the sea as well as the builder of this estate!!!! And here we have his son Lord Henry, a brilliant businessman who quintupled the families already substantial fortune leaving the future generations of the family with the security that they would never have to work a day in their lives!!!!"
"And who's that in that last portrait??"
"That's the current Lord of the manner, his preferred title is Sissy Maid Stephen! You'll all have an opportunity to meet him at the end of our tour where he will be signing autographs and sucking various penises..."

Viagra

We've all heard the commercial that says to see your doctor if you have an erection that lasts for more than four hours...did you ever wonder what the doctor does about it?
Emergency Sissy's are available 24 hours a day at hospitals across the country and heaven knows they'll keep sucking until it's soft no matter how long it takes!!!!

Turn Around

"Okay....turn around and if you're not hard I'll give you back your boxers!!!"

Just Fine

"I so wish you had told me about this....I was so surprised when I found you dressed all pretty like that....but Sissy....I think this is all going to work out just fine....you finish the dishes....I'm going to change for my date with your friend Craig......"

So I See

"So I see you've met my sissy husband..."
"Well you told me to make myself at home so I...."
"No need to explain.....he can explain it to me later when I give him a good bare bottom spanking!!!"

Sissy School - A Few Minutes

"Hey Kaaren do you have a couple of minutes?"
"Sure Leeanne....what's on your mind?"
"You Baby!!!!"
"Oh yeah Leeanne....I just cleared up my appointments for the rest of the day!!!"
"That's good Sweet Girl because I did too....."

Monday ManCandy

"Oh honey I just can't get up....maybe I'll call in sick....I feel so run down!!!"
"Feeling run down....no energy....I know just the thing!!!!"
One phone call later and she announced...."Help is on the Way!!!"
Before he knew it his mouth was full of that creamy delight that got him on his feet and out the door!!!
ManCandy!!!! Possibly the best thing made by man!!!

Oh Kaaren!

"Oh Kaaren I love when you touch me like this!!!!"
"I love this too....but where are those beautiful panties I helped you into this morning?"
"Oh Kaaren! He made me so wet that I slipped them off and when he saw them he made me give them to him...I hope you don't mind!"
"But they were so pretty...!"
"Don't pout Sissy....he has them in his pocket and he should be back from the bathroom in a few minutes....I'm sure if you asked him really nicely......maybe while you're sucking his cock....I'm sure he'd give them to you...."

Tucked

"Sissy I want you to make sure you're tucked back!"
"Oh yes Ma'am!"
"Tucked back Sissy! Tucked back! Let me help you tuck that little clit back!!!! Tucked back. feel my hand tucking you back...sliding over you....tucking you...so you look like a girl...tucked back....let me just rub it a little more to make sure you're tucked away like a good girl!!!!! Do you want to cum like a girl Sissy....no stroking...just rubbing....girls don't stroke Sissy....I'll let you cum if you want to...just tell me you want to cum like a girl....just say it...."
"Please....."
"Please what Sissy?"
"Please....ohhhh....please let me cum!!!!"
"How do you want to cum Sissy.....say it!!!!"
"Please let me cum like a girl!!!!!"
"Oh yes Sissy, I will and after you will be my special girl forever!"
"Yes...please...yes..."

Oh Sissy

"Oh Sissy....come over here and suck his cock while I go change...."
"I'd be glad to Sweetheart!"
"I knew you would Sissy!"

Official

It was all so tedious....her husband the Prince would review the soldiers...so many fine looking men and she was just to stand and smile...thank god that a Royal Sissy accompanied them and saw to it that the future Queen had a reason to smile while she waited!!!!

Are You Ready

Am I really ready for this....her friends will be here soon....six couples she said....am I really ready to be seen like this....for the women to laugh and for the men to ridicule....the potential humiliation is on a scale she's never asked of me before.....what will they think....I'm her husband...but I'm her maid....and even worse....she's bringing a date.....how can I do this?
"Kaaren!!!! They'll be here soon....are you ready yet?
"Almost Sweetheart....can you zip me up?"

Stop Sissy!!!!

"Stop Sissy! I have to get ready to go to work..."
"I just wanted to thank you for the new dress....you know how I love pink!"
"Mmmmm that feels nice....you know how much I love it when you kiss me there!!!"
"Yes I do!"
"Stop Sissy I have to finish my makeup...."
"I'll do that for you Sweetheart!"
"And I have to fix my hair...."
"I'd love to do that for you...."
Oh damn it Sissy....you've got me so wet I have to cum!!!!"
"I'll take care of that for you too Sweetheart!"
I guess I'll be a little late to work today...."
"I'll write a note to your boss if you'd like...."

Maybe Later

I caressed his balls as my wife slowly sank down on his big cock until it disappeared inside her!!!!Her gasps of pleasure said it all!!!!!
I could only wish that maybe some time she'd be caressing his balls while his big cock filled me.....that maybe some time she'd be listening to my gasps of pleasure!!!!
Maybe now...maybe later.....if  there's anything being in chastity has taught me....it's patience!!!

Dreams

"Hi, you must be Kaaren....I've so wanted to meet you!!!"
Oh my god....please tell me that dreams do come true!!!!