"Can You Blame Her?" - On Becoming a Cuckold

Over the past year or so I've received several emails from former readers offering short stories, essays, pictures and ideas for posts on the blog.   All of them provide their names and emails of course, but some prefer to simply remain anonymous.

Today's anonymous post comes from someone who's been a closet crossdresser since his early teens and married more than 25 years.   Though sub to his wife, he wrote to me that his becoming a cuckold came as a complete shock to him. He submitted the following essay.

The Need for a Real Man

For married sissies there is something utterly mortifying when your wife cuckolds you seemingly out of the blue.  But in retrospect, you shouldn't have been too surprised.

She knew what you did and she accepted it….at least she seemed to ….. she'd already told you having a cross dressing submissive husband would probably not have been her first choice...but she also told you she loved you....and knew this was who you really were.

You should have realized she wanted a real man…. as does any normal woman …. if she was a lesbian or bi then she might like to sleep alongside another silky nightdress …but she wasn't.

And she realized you had gotten worse …. she had hoped that having kids might change you …. but it didn’t …. not at all …. and although they’ve seen nothing they seem to have an idea.

There was some teasing on weekends…. she’d lay out a cute bra and panty set for you to wear before going out shopping with the kids for a few hours, knowing you'd slip into it as soon as they were gone.…..giving you time to play "sissy."  It was so thoughtful of her. 

And eventually when the kids had left home she’d play domme with you and scold you and treat you like a maid ….just like you wanted….She know how aroused you would get when she called you "a pathetic pantywaist of a husband ….."

"And everyone will eventually know …. you can’t say you want exposure one minute and hate it the next …." she would tease, knowing how this type of humiliation aroused you.

But not long after the kids were gone, she seemed to tire of it rather suddenly...she sought out a real man.

Can you blame her?

My thanks to "anonymous" for his submission.  I can't promise to post everything that people send me.  Some submission simply take too much time to edit, format, etc. or simply don't fit that well with the character of this blog.  But feel free to email me with something you think might add to the blog.

Love,

sissy terrie

"I've decided to cuckold you...."

By definition, every married man whose wife has an affair with a married man is a cuckold.  So when it comes to cuckolding in general, there are many, many flavors.  Of course the genre that's most talked and written about is that of the straying wife and her submissive cuckold husband.  

Today's post is courtesy of Paula a sissy cuckold who's submitted a guest post before - Morning Coffee & Worship.  This post touches on Paula's wife Carol's decision to make him/her a cuckold and how that came about.  It's going to be a multipart story Paula tells me.  This first segment is short but quite an effective tease!  Enjoy....

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“Let’s be honest” she said.  “Real men don’t dress like this.”

She was right.  I felt humbled as I stood before her in a virginal white lingerie ensemble, hosiery and heels. 

“I know” I answered, trying to avoid eye contact. 

“Look at me when I talk to you” she said.  “I still love you, but I don’t see you as fully male anymore and quite frankly, you’ve become more passive, docile and feminine as your dressing has increased.”

The silence was deafening and just as I was about to speak she put her hand up indicating she wanted me silent.

“How long’s it been since you made love to me like a man?  Can you remember?” She asked,

I couldn’t and told her so. 

“I need a real man once and awhile” she said.  The words were painful.  “Our lovemaking is like two women.  It’s good, even great sometimes, but it’s not the same.”

“I’m sorry” I told her.

“Apology accepted.  I’ve decided to cuckold you.  Before you say anything, I know you know all about cuckolding.  I’ve seen what you look at on your computer” She said, watching me blush with shame.

“I see you like the idea” she said with a smile, looking at the bulge in my panties.  “I think I’m going to like it too.”

To be continued.

Love,

sissy terrie 👄

Cuckold Weekends

Good morning.  Today's post is a guest feature from cuckold Kevin.  Hope you enjoy!

                             ******************************************************

 Their mornings usually start with around of sex.  It's their private time without me.  Then they shower together.  I know what I'm supposed to do.   My alarm goes off early enough so I can get dressed in my maids uniform and turn myself into "Karen."  Then, when I hear the shower start I'm supposed to get the coffee started.

    I'm not supposed to but I sometimes sneak quietly upstairs (I take my heels off - they'd make too much noise on the hardwood floor) and peek into the master bathroom to see them together in the shower.  Without exception, they're always too preoccupied to notice me.   Just like today.

    He was leaning up against the shower stall with his arms around her.  I couldn't see their faces but they were clearly in a passionate embrace.  Her left hand, pressed against the glass door began to slide down...and she fell to her knees.  He let out a pleasurable moan.  It was followed by the unmistakable sound of her sucking his cock.  I tiptoed away with my locked cock stiff in my metal cage. 

    When I got downstairs I took out their coffee mugs and headed towards the front door.  I looked out the window to see if anyone was outside walking their dogs our just out for a stroll.  This was always the task that gave me most angst.  I was to retrieve the Sunday paper dressed in my maids uniform.  The paper was usually thrown close enough to our front entrance in the driveway so that I wouldn't be out there very long and we didn't have any homes real close to ours but there was always the risk I would be seen.  

    I saw a couple who lived down the road a bit walking their dog.  I waited several minutes until the coast was clear.  The paper was halfway up the driveway and I was able to pick it up unnoticed.  I was never 100% positive that I hadn't been seen but so far I was pretty sure I'd gone undetected by any neighbors.  

    When I got back into the kitchen I was surprised to see my wife there in nothing  but a sexy thong and a towel wrapped around her hair.  She had "that look" about her. 

    "Good morning Mistress" I said as I curtseyed in my maids uniform.

    "He saw you" she said.  "He's not happy and neither am I."

    "What do you mean?" I asked her trying to play innocent.

    "Stop it.  He expects me to keep you in line.  That obviously hasn't worked" she said.  

     Before I could even begin to apologize she cut me off.

    "He wants to see you upstairs right away" she said.  "Here....bring him his coffee. 

 Kevin/Karen

The Cuckold's Panties

She used to call them "Special Occasion Panties."  She never let Her sissy have access to them on his own.  She kept them under lock and key after he'd masturbated into them once too often.  Just weeks after the panties got locked up, so did her sissy's little penis.   

Tonight, a pair of those panties were coming out of the locked cedar chest She kept in their bedroom.  It was kind of a special occasion.  Her Alpha Lover would be spending the night.  She only got to see him once or twice a month and besides the sex with him part of the fun was involving Her cuckold in some kinky way.  Putting her sissy cuckold into the special panties was her way of involving him.  

"They're really bloomers and not panties" She told the cuck.  "He's never seen you in anything like that before.  It'll be fun"

The cuckold stood naked in front of Her.  Her Lover was due to arrive in less than a half hour.  The cuckold had helped her with her bath, getting dressed and finishing it with a pedicure. All of it was enjoyable, but this would be so humiliating.  

"C'mon.  Hurry.  Get into them" She said as She handed them to the cuckold.  He obeyed and slipped them on.

"Oh....MY....God!" She said with such an emphasis.  "You look absolutely adorable in them!"

Even though it was just the two of them, the cuckold blushed with shame.

"I bet if you weren't locked up you would have already had an accident in them.  Wouldn't you?" She asked the cuckold as She approached him and rubbed his crotch.  The hardness of his Holy Trainer protected his penis from Her touch, but he could feel Her fingers through the satin rubbing on His testicles.  "Well, wouldn't you?"

"Yes Mistress.  I would" the cuckold responded.  

"You would what?" She asked him with a sarcastic teasing tone.

"I would have an accident Mistress" he answered.

Just then, the doorbell rang.  "He" had arrived.  

Already in a deep state of humiliation, feeling Her touch, wearing the pink frilly bloomers full of ribbons and lace, then hearing the doorbell....all of it was a bit too much.  The cuckold shuddered with shame and for a moment began to loose control.  He had definitely begun to feel the onset of an orgasm and maybe, a bit of precum had oozed out of his cage.

"He's here!!!" She cried out with a big smile.  "Now be a good cuckold and go down and let him in.  Tell him I'm getting ready and will be down in a few minutes.  I don't want to make him think I'm overeager to see him."

"Yes Mistress" the cuckold said, hurrying to avoid her possibly seeing what might be a wet spot on the bloomers.

"Be nice to him and wait for me downstairs.  Offer him a drink" She said.

The sissy hurried down the stairs toward the front door...the doorbell rang a second time.

To be continued....

Love,

sissy terrie 💕💙

Sharing the Cuckold's Chastity

A short and true story.  It takes a very high level of trust to share certain things... 

                                                             Memories

“Can you guess what hotel we’re in?”

The text from Her Lover posed the question.  It was around 4 in the afternoon, the sun shining on the city skyline.  They were likely at the Crowne Plaze just a few blocks from their offices.

 

It was also the sight where the three of us had met a few months earlier.  Sitting in the hotel’s lobby bar, I had to humble myself and ask Him to make love to my Wife.  She’d obviously prepped Him ahead of time and not surprisingly He asked me why.  I told him about my inability to please Her during “regular” sex and once again, He wanted more information.  One question led to another and before long I went through all of my sexual inadequacies.

After extracting more than His pound of flesh, He glanced Her way and She reached into Her purse and took out “the key” and handed it to Him.

“He has a key now” She said.  “Don’t worry.  It’s not THE key.  I still have mine.  But now, you have another keyholder.”

In an instant, my chastity cage felt much tighter. 

Now months later, He was with my wife in a room at the same hotel, doing exactly what I had asked Him to do.

Love,

sissy terrie 💘

A Loving Cuckold

"Here you go baby.  Just for you."

Her panties hung flimsily on Her foot.   Her lover was in the shower while She lay there satisfied after this morning's lovemaking.   

I took the panties and brought them into the lingerie hamper in the walk-in-closet off the master bath, just a few feet away from where Karl was showering.  I don't think he heard me.

"Would you like some coffee?" I asked Her when I returned to the bedroom.

"Yes, that would be nice.  And one for Karl" She said.  "You're so sweet."

As I made my way downstairs I thought about how full my chastity cage felt, my arousal limited to the size of the cage.  It's not a large cage at all but the smallest they make so it's easy to fill.  

I wondered about what aroused me the most.  Was it seeing Her laying there incredibly satisfied by a real man?  The dampness of the panties I'd just handled?  The menial service I was providing?  The humiliation of it all?  It's hard to discern just exactly what is the most exciting, but I know that I love Her more than I ever have.

Love,

sissy terrie 💓💓💓

Kevin's Cuckold Dream

Welcome to The Sissy Bedtime Reader, a collection of stories, pictures, thoughts, ideas and other things of interest to the submissive sissy male.  Your submissions are welcome, but their publication is left solely to the discretion of our editorial board :)

Today's submission is from "Kevin", an admitted cuckold wannabe with a wife who's thinking of testing the waters.  Enjoy.

My Cuckold Dream

I knelt outside the bedroom feeling as submissive as I ever had in my life.

I was dressed in a plaid skirt, knees socks, mary jane shoes, a white blouse and a big white bow in my hair.  My cock swelled inside my plain cotton white panties.

I looked up at Him all doe-eyed.

He reached down to put his finger on my lips.  I opened my mouth and began to suck the finger, my lips firmly surrounding it.

"Are you my good girl?" He asked me.

I nodded in the affirmative.

"I want to hear you say it" He said as the finger came out of my mouth.

"Yes Sir" I answered.  "I am your good girl."

He smiled at me and said "Good girl."

He put his thumb to my lips.  First I licked it, then sucked on it obediently.

He smiled at me.  I did my best to smile back at Him, His thumb slowly moving in and out of my mouth.

"You're going to be the best little sissy girl I've ever had" He said.

My heart beat faster, my face got red and I got harder in the panties.

"I'm going to need that pretty little mouth" He said.  With His other hand, He reached down to His crotch and rubbed His impressive cock.

"Is my little girl ready?" He asked wiggling His thumb a bit in my mouth before sliding it out slowly.

"Yes Sir" I answered with as much obedience and humility as I could muster.

"Call me Daddy from now on" He said.

"Yes Daddy" I answered.

He undid his belt buckle, lowered the zipper to His pants and pulled the front of His white briefs down to reveal His massive manhood.

"Let's get it ready for Mistress" He smiled.

Behind the door to the bedroom lay my Wife, waiting patiently for "Daddy" in our marital bed.