About my blog...

A collection of stories, pictures, thoughts ideas and more that are of interest to feminine and sissy males. I am open to submissions and guests posts on the blog. to email me just see my profile. Hugs...sissy terrie
Showing posts with label Cuckold Humiliation. Show all posts
Showing posts with label Cuckold Humiliation. Show all posts

Tuesday, June 18, 2024

She Made me Watch

Every cuckold remembers the first time they are made to watch....

It was one of the most difficult tasks to complete, but one of the most beautiful things I had ever seen... In a matching bra and panty set, my wig just the way She wanted it, my lips painted to match my lingerie I was led to the bedroom and made to stand at the foot of the bed.

"Hands on the bed and spread your legs" She said.  After putting on a blue latex surgical glove She took the tube of lube and spread it liberally onto Her fingers.  With Her other hand, She moved the panties aside and lubed my bottom before inserting the butt plug.  There was a loving slap on my ass followed by a "Good gurl."

She took the chair from the corner of the master bedroom and placed it a few feet away from the foot of the bed.  "Sit" She commanded.  I obeyed."

She proceeded to take out to ankle cuffs and attached each one to my feet and then to the chair.  Then she took out a pretty red ribbon that matched the color of my lingerie and said "Hands behind your back."  She proceeded to bind them together.

"I know you can probably escape from this pretty easily.  I wouldn't do that if I were you" She said before planting a firm kiss on my lips that had to smudge my lipstick.  All that work with the makeup and now I was already beginning to look like a mess.  

"Wait here.  We'll be up soon" She said and went down the stairs.  

I waited for twenty-four minutes, give or take a few seconds.   My eyes were glued to the clock radio on Her side of the marital bed.  Those minutes gave me lots of time to think about what had and what was about to happen.  How could any respectable "man" let their wife do this to them?  Is there any good reason?  Maybe, but so few would really understand.  I finally heard the doorbell and a few minutes later they made their way up the stairs.

"Sissy, you remember bill don't you?" She said smiling broadly as She looked at me.

"Yes I do" I said.  Bill just nodded.  They'd made love a few times before but this would be the first time I would be present.

"You look nice" Bill said and commended Her for "doing such a nice job with 'her'."  That was the extent of the conversation.  They hadn't seen each other in a couple of weeks and they couldn't control their passion any longer.

She took off Her clothes for him, took Her panties and made me open my mouth so She could stuff them in and gag me with them. In the meantime he wasted no time stripping.  It was the first time I'd seen his cock and though it was only semi-erect it was, as She had described, far "superior" to my own.

Then dropped to her knees and began worshiping his cock. As hungry as She was he wanted more.  He picked her up, carried her to the bed, laid her face down and looked me square in the eyes as he straddled her thighs and slowly entered her.

The look of esctasy on her face did more for my throbbing cock than the plug wedged firmly in my ass. He wasted no time as he thrust deep inside her and claimed her as his own. All the while, I sat watching from just a few feet away, and wanting nothing more than to be him the moment they both cried out and came.

Yet I knew I could never be him, never before and definitely never again.  

Love,

sissy terrie 💕

Saturday, August 21, 2021

Pleasing the Bull

"I think the cuckold would look cute doing this" her lover texted along with a cute cartoon...

"Lol.  She certainly would!" the wife wrote back.

"Can you make it happen?" he asked.

"👍" was her answer.

When they met the next time, her lover asked about it.

"Still working on it.  Good things take time" she answered.

Two weeks later....the sissy cuckold was ready....

...and seemed to be a natural.  

Though this is just a short piece of fiction, I've had to do "certain things" that Diane's lover Karl has asked about; dress in a certain outfit, prepare a specific dinner or other types of things.  I'm sure I'm not the only cuckold whose received these types of requests...

Love,

sissy terrie 👄



Sunday, August 8, 2021

Cuckold Nights

From the sounds of it, Karl was taking Diane "doggy style" and enjoying himself.

Despite what had to be some very firm slaps on Her ass, the moans coming from Diane indicated She was enjoying Herself also.

The audio baby monitor She enjoys using much of the time allowed me to hear nearly everything even though I was in the guest bedroom furthest from the master suite where they played.

It's embarrassing to admit that I enjoyed myself also.

 Love,

 sissy cuckold terrie 

Thursday, July 29, 2021

Cuck Quips

Some cute little memes that touch on the subject of cuckold.  They're mostly self-explanatory but I'll chime in anyway.  


So sweet and innocent, how can you say no to her?

And since you didn't...well, honesty is the best policy.

You don't always get to fulfill your voyeuristic fantasies either.  

"Mine knows better than to interrupt!"

Love,

sissy cuckold terrie 👄






Wednesday, July 28, 2021

Neighborhood Gossip

Sooner or later it was bound to happen.  Not only was the couple's lingerie hung out on the clothes line twice each week, it was the husband who would hang it out there and take it down when it was dry. 

 


"Hmmmm.....that's interesting.  I had coffee with her the other day and she had this weird t-shirt on.  I was shocked and didn't say anything.  You know what a cuckold is right?"

"Oh my.  Guess she's not interested in keeping it a secret."


"I feel bad for him.  Maybe she makes him wear her bra and panties.  Poor thing."

Photos with captions courtesy of my gurlfriend Laci...thanks hon!

Love,

sissy terrie 👄

Editor's note:  I'm taking a break from the panty polls for a bit, but they'll be back.  Look for another type of "sissy poll" coming soon!


Monday, July 5, 2021

Chastity Check

You know you're a cuckold when your Wife's Bull checks to see if you're in your chastity device as soon as he walks through the door. 

 

Love,

 

sissy terrie

Monday, June 14, 2021

Small Penis Humiliation

There are a different types and methods of small penis humiliation.  Once a Dominant Woman finds your "weak" spots, they'll exploit them and enjoy doing so.   Teasing you about it, sometimes in front of your friends is one way.   

"He's so tiny" this buxom beauty told some co-workers recently on Zoom waiting for a meeting to start.  Company rules prohibited any off color language but everyone knew what She was talking about.

 

Other Dommes simply take on a lover with a bigger penis.  It's that simple.  They approach sex entirely different with the more alpha male.  They enjoy cuckolding their lesser endowed husbands. 

 

Size matters.

Love,

sissy cuckold terrie  👄

Sunday, June 13, 2021

A Cuckold's View

After awhile a cuckod gets used to some of the humiliation and embarrassment that come with it.  I'm sure every cuckold is different and each h as certain things that push their "buttons."

For me, it's certain displays of affection and lust that take place right in front of me.

I'm quite sure they do it on purpose.

Love,

sissy terrie 💓

Friday, May 21, 2021

Sissy Wardrobe Choices

A sissy wife never knows what she might be required to wear on any given day.  The choices aren't always hers.  If her Mistress doesn't lay something out for her to wear, then the sissy can decide.  But when She does, the sissy wife has no choice...

The selections aren't always dainty and delicate.  It could be a simple pair of pajamas just before bedtime...

Or a new dress for a romantic dinner together...

There are times however, when the Mistress' selection brings a certain level of angst.  On those nights when Her lover is going to spend the night, She tends to pick those She calls "cuckold outfits"as a treat for  Her sissy wife.  Mistress knows just how much her cuckold loves humiliation.

Love,

sissy terrie

Tuesday, May 18, 2021

D/s Rituals

In a pretty open and intimate conversation I had with a submissive sissy friend of mine I told her about a ritual that Diane has had in place for years.  Every night before She goes to sleep, I'm required to plant a kiss on Her ass.  Sometimes, the kiss is more intimate than other times but it happens every night.  My friend, whose wife is also a bit dominant but not quite as much as Diane is, shared with me that she suggested it to her wife and now she's kissing her wife's ass every morning.

There aren't too many better ways to start the day.

Our nightly ritual even takes place on those nights when Karl is staying over.  The kiss on Diane's ass might take place under vastly different circumstances.  I might have to drop to my knees behind Her while Karl's hands are fondling Her perfect ass.  He might even spread Her beautiful ass cheeks, lending helping hands so that I can complete my nightly duty.

Love,

sissy terrie 💕


Sunday, May 16, 2021

Lonely Sunday Morning

I get lonely sometimes.  Those times when Mistress' lover spends the night, the loneliest times are in the morning.  They usually "sleep in" a bit and often take time for more "intimacies."  I just have another cup of coffee and wait until they want breakfast.

I feel lonelier then than I do when I spend the night in the guest/cuckold bedroom.

Don't get me wrong.  I am very appreciative of their allowing me to serve them and even participate in some of their intimacies at times.  But sometimes I wish I could have a sissy friend friend over to share these lonely mornings as I wait...

Love,

sissy terrie 👄

Saturday, May 15, 2021

Something for Cuckolds

 The following short story is posted here with permission of the author.  It originally appeared earlier this week on the "Saragirl's Sissy Confession" blog. 

Rather than just post a link to it I've published it in its entirety.  Sara was on a roll this week.  If you take some time to check out her blog, you won't be disappointed.

Enjoy!

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

When Mark Gets Here...


 

"Now remember, when Mark gets here later this morning, I expect you to be welcoming to him; he's our guest for the weekend, I don't want you putting on a possessive show and embarrassing me."

"I...I know," I said, still not sure how I felt about my wife's ex-lover staying with us for several days.

"He's going to feel a little weird staying with me now that I'm married, so I expect you to go out of your way to make him feel comfortable."

"I...I will," I said.

"You better."

"I will," I said.

"He's a pretty masculine guy, hon, don't play games with him, let him be the alpha man."

"I'm not sure what that means," I said.

"I don't know," she said, "Offer to get him a drink, don't hover and give us some time alone, clear the table, just...just everything like that."

"I...I assumed," I said.

"And for god's sake, offer to bring his luggage to the master bedroom."

"To...to our room? Hon, he...he's going to think..." I couldn't say it, but I already wondered if he thought he was going to be more than a houseguest, if he assumed my wife invited him for more than just to catch up.

"He already assumes it," she said, "my point is to not make it awkward, your point to him is to subtly let him know his assumptions are correct."

We'd danced around it, but never truly said it. "You...you're going to sleep with him?"

"If he wants, which I assume he will. He knows we have a small guestroom in the basement, make it clear you're okay spending the weekend down there."

"But..."

"Don't," she held up her hand, stopped me. "Don't be coy, dear, you knew when I said I wanted to invite him where this would lead. I appreciate your nervousness is part of it, but don't act as if this is a surprise to you."

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

Again, special thanks to the lovely Sara for sharing such personal, intimate and erotically humiliating cuckold feelings.

Love,

sissy terrie 👄

Sunday, April 18, 2021

Cuckold Sunday

 Good morning everyone!

Took my time reading the Sunday paper this morning and enjoying my coffee while Mistress slept in with Her lover.  I just don't understand how they can stay in bed so long?  I know they're awake because I can hear them from down here!

I hope they come down soon so I can get going and change the sheets on the bed.  I'm caught up on all my other housework. 

Thanks to everyone who's "voted" for their favorite panty on last Wednesday's "Panty Poll."  I've received 17 comments already and I'll announce the winner this coming Wednesday when I'll have another poll.  There's still time to vote :)

As you know I have a preference for fuller cut panties but I plan to feature all types in the coming weeks and months.  If you've got ideas feel free to send them to me.  I'll even entertain something from al you thong lovers!   

Love,

sissy terrie 💚


Friday, March 26, 2021

The Cuckwife

 A short piece of flash fiction from a reader who wishes to remain anonymous.  Enjoy :)

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


(Thinking to yourself) I can’t do this anymore. After He leaves I’m putting my foot down. Ever since the day. I told Her I like wearing women’s clothes. She thinks She can do whatever She wants & order me do whatever She wants. I never said I wanted to be a crossdressing cuckold sissy maid. Enough is Enough! She has to stop dating & having sex with other guys. I AM still the “husband” around here!

(Your Wife’s voice) SISSY MAID JEANETTE! Do hurry up! With pressing Mr. Strong’s shirt? He has an important business meeting to attend in awhile.

(With a scowl on your sissy pink colored lips) Yes Ma'am. I’m almost done with his shirt!

Placing the freshly pressed shirt on a hanger. You carry it to your former bedroom. Knock on the door.

Yes Sissy Maid Jennette?

(Holding back your anger) I have finished the gentleman’s shirt. May I come in?

No Sissy Maid Jennette. Leave it on the door knob.

(Hanging the shirt on the knob. You lean towards to locked door. To hear the unmistakable sounds of sexual passion from your Wife. Making your anger stronger.) That’s it! This must stop!

45 minutes later. You are in the kitchen cutting flowers. To place in a vase. You hear the gentleman leave thru the front door. Your Wife enters wearing only her short sexy robe. Holding the I-Pad. Now is your time to put your foot down.

(She stands behind you. Reaches up under your skirt. Rubs your pantied rear) I have a suprise for you Jennette.

(Your thought. I have a suprise for you!)

(She holds the I-Pad up to show you. The picture of the cutest pair of heels you have ever seen) Suprise Jennette, Mr. Strong just bought 3 pairs in different colors. Just for you. To say thank you for being you.

(Your anger is immediately replaced with sissy excitement over new shoes)

Mr. Strong thinks you deserve them. He says your legs will look great in them. 

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

Love,

sissy terrie 💓

Sunday, March 21, 2021

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

Thursday, March 11, 2021

Posing in Pink

"There's something missing" She said.  "He's not going to like it."

"I don't know what you mean.  I dressed just the way you told me to" the sissy cuckold-to-be told his wife.

"I know, but I told him how much of a sissy you are.  This pose just doesn't convey the look I want him to see" She said.  

"Oh.  I don't know what else I can do" the sissy responded, feigning disappointment but embarrassed enough just the way he was dressed.

"I know.  Let's put a pretty ribbon in your hair.  That'll do it!" She exclaimed.

A little while later the wife admired her handiwork and smiled.  

"This will definitely work better" She said. 

She snapped the picture and just a few minutes later it was on the way to her bull.

 

Love,

sissy terrie 💗

Sunday, March 7, 2021

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 💕💙

Sunday, February 28, 2021

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 💘

Monday, January 25, 2021

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 💓💓💓

Sunday, January 24, 2021

Delicate & Dainty

 

The hardest part about wearing panties this pretty is resisting the urge to show them off to everyone!

i love pink.
i love bows.
i love lace.
i love pretty floral patterns.

This panty has them all.

And if your Mistress' lover is around your "urge"to show them off will likely be satisfied.

She'll make you show them to him.

love,

sissy terrie 💘

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