Sissies Must Be Trained To Stay Limp

This evening Mistress allowed me the pleasure of riding my dildo with one condition. As soon as I get an erection I must immediately stop and be put back in chastity until she permits me to give it another try.

It goes without saying I am forbidden from touching my pathetic little clitty while doing so. She says this method will continue until I am able to dribble my sissy cream from pussy stimulation only like a properly trained sissy.

Below is a 10 second clip of my first attempt. Anyone want to make a guess at how long I lasted? Additional videos will be uploaded soon!




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Introducing Miss Pansy Bouffant!

Miss Pansy Bouffant is a sissy dress with a petticoat far larger than the brain of the sissy wearing it.

The sissy was forced into her D cup breasts that were attached with medical grade adhesive to ensure the sissy is unable to remove them during her daily tasks.

Her heels jingle with each step so mistress doesn’t need to keep an eye on sissy to verify she is dutifully working through her long and arduous tasks around the house. The locking ankle restraints ensure small mincing steps to further exaggerated her ditsy walk.

The tag on her locking posture collar adorned with more bells reads “Pathetic Pansy”, announcing to everyone she may come into contact with her true self worth.

In the video below, sissy maid Sasha is practicing her curtsy for Mistress’ return from her weekend long trip later this evening.

The Sissy Housewife – Part 3

“Do a twirl for me.” Brad commanded as he sat in the corner of the bedroom. “Give me a tease of those frilly panties you’re wearing, sissy!” As Sasha spun in her high heels, her petticoat lifted itself off her body and provided Master the quick glimpse beneath her petticoat he requested.
“Mmmmm… that’s very nice, Sasha. I can tell you’ve been doing your daily posterior workouts. That ass is looking better every day! The Brazilian butt lift was an excellent choice too, don’t you think?” As he finished speaking Brad rose from his seat and began walking towards his prized possession. Sasha instinctively cast her gaze downward as she pulled her dress and petticoat out to each side, crossed her feet, and bent her knees to perform the picture perfect curtsy for her Master.


“Yes, Sir.” Sasha responded with her gaze fixated towards the ground before returning to her original position. “Don’t you think your sissy Sasha needs additional body enhancements?” She was required to always ask for more of whatever she was being complimented about. Not doing so would ensure a harsh punishment from both Master and Mistress.


Brad stood inches away from Sasha now, her fluffy petticoat compressed against her by his imposing figure. With a smirk on his face, Brad reached around and underneath the bouffant petticoat and grabbed a handful of her sculpted ass before giving it a firm squeeze. His other hand rested itself on her waist with a possessive grip. “Hmmm. Maybe that’s not such a bad idea… cunt.” Sasha took his insult just like she did everything else from him, with a smile on her feminized, cum soaked face and a “Thank you, Sir!”


“You’re very welcome, sissy. A good girl like you deserves to be spoiled every once in awhile.”


“Yes, Sir! Thank you, Sir!” Was the only response the slave could give in return.


“You are just so adorable, Sasha!” Grace once again joined the conversation after her quick shower. “Brad, those panties I purchased for our dear Sasha have a delightful surprise for you in the rear.”


“The rear?!” Sasha thought to herself. “What is she talking about???”


“Oh?” Brad said aloud as he quickly grabbed Sasha’s wrist and forcefully spun her around. As she twirled, Sasha lost her balance and landed bent over on the bed, her face lying in the sticky puddle of sex leftover from her owners love making just 30 minutes earlier.


With her in such a compromising position, Brad easily lifted the petticoat out of the way to get a good look at Grace’s gift. “Oh my, sissy! Grace really did get you some naughty panties!” He then ran his fingers along each thigh before tracing the outline of her panties. With a quick snap of her garter belt, Sasha let out a yelp as his other hand groped her clitty locked between her legs.


“Still wet as ever I see.”


It was at this time she also heard the unmistakable sound of a zipper and the cool breeze tickle her fanny. Sir eagerly ran his hand inside her panties and teased her pussy with his fingers. Her clitty instinctively clenched itself as the foreign object teased its walls.


“Sasha, my dear sissy” zzziiiiiiiiiip “I hope you’ve been doing your daily stretching exercises as well… If you haven’t, then consider this part of your punishment…”


To be continued.

The Sissy Housewife – Part 2

Sasha wasn’t given the opportunity to speak as her Mistress lowered her engorged cunt into position onto her face. The putrid smell of her owners sex coated Graces mound in a viscus mixture destined for her sissies consumption.


“Come on now, Sasha. Do just as we’ve practiced all those previous times. Don’t force Brad to get out the Hypno Cloud for poor performance. I know you still remember the last time you were forced to wear it.” Sasha did remember her week with the Hypno Cloud, it was seven day’s she would never forget or want to experience again, and all three of them knew that.
Before she could dwell on it though, her mind kicked into gear as Grace’s mound seated itself on her face. Sasha stuck out her tongue as a drop of cum oozed from her vagina. As she sucked down her first taste of Brad, Grace grasped a fistful of her hair in each hand and pulled her in closer, cutting her breathing short as her nose was pushed firmly into Graces groin. Sasha explored the recesses of her ex-lovers warm pussy in the only way she was now permitted. Grace’s once sweet taste of yesteryear was defiled and corrupted by another man’s cum she was now forced to consume as her reward for their love.


Grace bucked her hips up and down her sissies face as Sasha’s tongue eagerly scooped out the seed implanted within Mistress. Her head raced and breath grew short as Sasha pressed all the right buttons for Mistress’ pleasure alone. Months of punishments and practice have turned her into a masterful cunnilingus sex machine. Sasha had no problems bringing Grace to multiple orgasms with her expertly trained tongue, each one supplying yet another mouthful to swallow.


“Live vicariously through me.” Grace’s words from training reverberated inside her head. “Accept my orgasm as your own.” As Grace came again, their mixture of fluids were deposited into Sasha’s eagerly waiting mouth for immediate consumption. The lewd sucking and slurping sounds that filled the voids between Grace’s moans were suddenly interrupted when Brad tapped the cage adorning her button of a clitty.


“That’s enough for now you two.” He interjected before continuing to speak again. “Sasha is creating quite the mess between her legs, Grace. We wouldn’t want our little girl to have an accident, would we Sasha?” His imposing figure towered over her petite and weak body as she laid underneath Grace on the bed. Growing impatient for her response, he raised his brows and stared deep into her eyes for an answer.


“But Sir…” she gazed back at him with her best puppy dog eyes. “…you said I had been a good girl for the past year and would be allowed cummies. I…” Sasha stopped herself from continuing as the realization of what had just transpired occurred to her small mind. She had been allowed the cummies she was promised, they just weren’t hers. It was at this point she understood the true meaning of Grace’s words.


“Live vicariously through me. Accept my orgasm as your own.”


To be continued…

Naughty Sissy Sasha

After Mistress caught Sasha trying to rub her clitty she pulled out all the stops to punish her.  For 48 hours Sasha was forced to wear three diapers, three stuffers, plastic foam diaper cover, and the bondage mitts shown below.  

To add insult to her predicament, Mistress removed her chastity cage and told her she would allow her cummies all week if she could manage to get herself off just one time in 48 hours.  

“Since you like to rub yourself so much I’ll give you all weekend to do so.  If you can’t manage, then keeping you locked for the next six months only sounds appropriate, don’t you think?”

47 hours later and Sasha hasn’t even managed to give herself a stiffy yet.  With tears running down her face Mistress walks into her room as Sasha frantically rubbed herself.

“It looks like you’ll be needing this shortly, darling.”  She says as her chastity cage is placed on her bedside table.  As Sasha glances over she weeps at the realization that her previous cage has been replaced with a newer model that’s one inch smaller.

After giving Sasha a kiss on the forehead, Mistress leans over the railing of the crib and gives her a kiss on the forehead.  “I’ll be back shortly to put it on you, baby girl.” 

Mistress grinned as she left the room.  The frustrated, desperate, and frantic jingle of her baby’s mitts echoing through the halls of her house.

Links to items worn below.

https://thesissystore.com/adult-baby/sissy-baby-bunting

https://thesissystore.com/adult-baby/satin-abdl-luxury-bondage-mitts

https://thesissystore.com/shoes-and-boots/trainer-t-bar-mary-jane-shoes

https://thesissystore.com/stockings/sissy-long-socks

https://thesissystore.com/panties/plastic-kiss-sissy-foam-panties

Diapered In Pink

Links to items worn below.

https://thesissystore.com/adult-baby/sissy-baby-bunting

https://thesissystore.com/adult-baby/satin-abdl-luxury-bondage-mitts

https://thesissystore.com/shoes-and-boots/trainer-t-bar-mary-jane-shoes

https://thesissystore.com/stockings/sissy-long-socks

https://thesissystore.com/panties/plastic-kiss-sissy-foam-panties

Humiliating The Sissy

A short caption of a scenario I can only dream about. 

Entering The Sissy ABDL Scene

Here is a sneak peek at one of the new outfits I purchased of the ABDL theme. Better pictures coming soon!

Below are links to the items being worn.

https://thesissystore.com/panties/plastic-kiss-sissy-foam-panties

https://thesissystore.com/adult-baby/satin-baby-sleepysuit

https://thesissystore.com/adult-baby/sissy-baby-playsuit

The Jewel of Epicene

After just one month at the FEM Academy, Alex, now Sasha, is ready to return home to his wife.  Little does he know, his journey into feminine submission has only just begun.

This is the beginning of a story I’m starting to write.  I’ll continue to post updates here and at CleverSissy.tumblr.com as I progress.

The Miss Prisella Sissy Dress

The Miss Prisella Sissy Dress is the one that jump started my Tumblr blog and started to draw the most attention.  It’s made of primarily pretty pink satin and complimented with blue bows throughout.  I ordered this dress with a matching panties, garter belt, stockings, and blue petticoat.  

Below are all the photos from my Tumblr blog in higher quality.  Please stay tuned as I’ll be posting new dresses in some very compromising positions the very near future!

If you have any requests on what I should do in my pictures, gifs, or videos please leave a comment below!

You can view and purchase this dress at the link below.

https://thesissystore.com/sissy-dresses/miss-prisella-satin-sissy-dress