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 Sissy Fantasies. Show all posts
Showing posts with label Sissy Fantasies. Show all posts

Friday, March 20, 2026

Fantasy Friday

A couple of sissy fantasies for you to mull over on this first Friday of March Madness.

Guess I'm not the only sissy who played sports in high school... 

 
 
Just imagining getting caught in Mom's little black dress.  The punishment?  Forced to take the money and go buy one of my own! 

How about getting sent up to your sissy bedroom again?  Only to discover something very pretty waiting for you there...

Love,

sissy terrie 💗

Thursday, March 19, 2026

Lucky & Curvy Charms

 I should have posted this a couple of days ago....sexiest leprechaun I've ever seen!

One of my BBW fantasies was always being made to serve as a houseboy for a dominant BBW, or maybe even two of them...

In my fantasies, the kitchen was a bit bigger, my diet somewhat different and my wardrobe would have been something more appropriate to my sissy houseboy role in comparison to this picture.

But you can't always get what you want!

love,

sissy terrie 👄👄👄

Monday, March 16, 2026

Serving Her Friends

A little piece of Mature Monday flash fiction...

"Don't worry, they can all keep a secret" the Mother-in-law said as she assured her sissy cuckold son-in-law.  "Besides, look how long Janet has known about you and accepted you, and she hasn't said a word.  What's it been, nearly three years now?"

The sissy nodded in agreement, but expanding that circle of friends with two more was a big leap of faith for him.   He wasn't sure he could go through with it, but at the same time, didn't want to disappoint his Mother-in-law, with whom he'd enjoyed many intimate moments.

"Look, you have to trust me.  You know I love you and I love showing you off.  Do it for me" she said.  Then surprisingly added "Tell you what, you won't have to wear. your chastity cage.  They don't need to see that."

The sissy cuckold found some relief in that.  His mother-in-law approached him and gave him a soft kiss on the lips.  "Thank you" she said.  The kiss coaxed a smile out of the sissy.

Shortly after the women arrived an hour or so later, the sissy was introduced in a pretty bra and panty set and some stockings.  The women were welcoming and almost astonished at the "male" in front of them.

Perhaps not being kept in chastity wasn't as good an idea as it seemed a little while ago.  The humiliation was bad enough being seen like this, but now the sissy wasn't able to hide his excitement as his little clitty grew in his panties.

The woman's eyes seemed fixated on his crotch and the little bulge there.  He could feel it worsen and eventually knew that he had likely spotted his panties.  The orgasm arrived just a few moments later.

A couple of the woman smiled, one put her hand over her mouth but "Mom" just got up and put her arms around her sissy son-in-law.  

"It's okay honey" she said. "These things happen.  It's all good."

Love,

sissy terrie 👄 
 

Monday, December 29, 2025

A Sissy's Surprise

Just gazing at this picture made me swoon.  But the accompanying piece of flash fiction just adds to its allure.  Thanks to the tumblr blog  AI Satin Chic!!!


Luke nudged open the door to suite 507, shouldered his bag inside, and stopped dead.

Something white and voluminous caught the corner of his eye, draped across the armchair like an uninvited guest.

He let the door click shut behind him. He set his carry-on down with exaggerated care, as though any sudden movement might make it vanish – or worsen.

Only then did he look directly at it.

Layers of white organza spilled over the seat in careful folds, the full skirt claiming most of the chair's seat. A broad pink satin sash cinched the waist, its long tails trailing onto the carpet in two deliberate ribbons. Late sunlight slanted through the window and set the fabric alight, turning it almost incandescent.

This was his room – he’d double-checked the key card, confirmed the upgrade at the desk. Corner suite, fifth floor, city view he’d quietly expensed as “client entertainment.” He was alone. Three days of panels, handshakes, and overpriced hotel wine. No wife, no girlfriend, no one who would have any reason to leave something like this behind.

Luke crossed the room slowly. The air carried lemon polish and starched linen. Housekeeping had been through – chocolates on the pillows, towels sculpted into ornate fans. They wouldn’t have overlooked a dress.

Up close it was unmistakably expensive - tiny hand-stitched seams, mother-of-pearl buttons marching down the spine, the sort of quiet craftsmanship his sister had obsessed over at her wedding fittings. Not costume. Not disposable.

He reached out and brushed the sash. The satin slid under his fingertips like cool water. He lifted the bodice slightly, searching for a tag, an explanation.

There: Size 10. Dry clean only.

Size ten.

He was a men’s medium, five-nine in shoes, maybe five-ten if he stood straight. The waist looked narrow, but not cruelly so. He caught himself measuring it against his own hands before he realised what he was doing.

He dropped the fabric as if it burned him.

Previous guest, obviously. Someone forgot it. Housekeeping missed it in the rush. Simple. He’d call down, they’d send someone up, apologise profusely, and that would be that.

The phone sat on the desk beside the television, the reception number printed neatly on the tent card. One call. Two minutes tops.

He picked up the receiver. It felt heavier than it should.

He glanced back at the dress. The sash had shifted – or maybe he had – its pink tail now brushing the toe of his shoe, as though it had reached for him.

His finger hovered over the button.

The room was very quiet. Outside, traffic murmured five floors below. Inside, only his breathing and the faint rustle of organza whenever the air conditioning stirred.

He could picture it - the apologetic knock, the maid’s quick retrieval, the dress vanishing down the corridor in a garment bag. Gone. Story over.

Or he could put the phone down. Just for a minute.

Luke’s hand tightened around the receiver as he bit his lip.

(By the way, this image was *really* difficult to make!)

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

Hope you enjoyed this as much as I did. 

Wouldn't a sequel be awesome?  

Love,

sissy terrie 👄 

 


Monday, June 21, 2021

Serving the Ladies

Good Morning and Happy Monday!

Just thought I'd share this cute little meme about a rather popular fantasy...

What would your preference be?  Not that a demanding woman would give you the option.

Love,

sissy terrie 👄



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