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Uh Oh Sissy! You belong to me now!

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By *eicJ OP   TV/TS 17 weeks ago

Leicester

"I found your note sissy, you are mine now and you will do as I say" - read the text on her phone. Her heart raced, a mix of excitement and disbelief.

Jessie had been dressing since a young age, but 18 is when she really kicked it all off.

With a new found job this little dresser now has money, and with money comes high heels. After hours of scrolling she found her first pair of heels, Add to basket, checkout. 2 days later they arrived in a discreet brown box. Jessie immediately knew what it was, she rushed up stairs, pulled out some of her finest stocking holdups, rolled them over her silky smooth legs and then..... the heels. She slid them into her smooth stocking clad legs. She looked fantastic. From the tip of the heels up to her peachy bum she had finally committed to being the sexy dresser she had seen in all those videos.

On this little dresser went, outfit after outfit, from kinky maid, to naughty school to Latex skater girl. She had them all. But, she didn't feel complete. She was missing something, she knew what but just didn't know if she really wanted to go that far down the rabbit hole. All of the gurls in the videos wore them, so maybe she should to. She opened Amazon on her phone, "Pink Chastity cage". The results were endless, different sizes, designs and shapes. From tiny nub cages to larger metal ones. She pondered on a really cute metal nub cage. She had seen videos of other gurls wearing this exact cage, but metal.... perhaps too far for a beginner.

She scrolled some more, until "perfect". A small pink cage which matches everything she was after. Add to basket, checkout. The following day it arrived. An Amazon parcel left outside the front door, with her full real name all over it. Imagine if someone stole it, they would know what a sissy this girl was. It was risky.

That only helped her excite, she once again dashed up stairs to her room, wripping open another parcel, one of her recent naughty purchases.

She inspected the cage, read the instructions and slipped the ring on. It felt tight, but comfortable so she grabbed the nub and slid it onto the ring. It came with some tags and a little lock with two keys. She slipped the lock into place and removed the key. "Cute!" She said to herself.

She quickly slipped on her silky stocking hold ups, slid her new heels paired with her skater girl skirt and a crop top. Her little bright pink cage jusr poking out from her skirt. She gave herself a spin in the mirror..... "I'm missing something...hmmmm" she thought. "A BUTT PLUG!". She opened her draw and pulled out her largest Gem butt plug. She slid it in and gave herself another slow spin. She looked amazing. She was now looking just like she had dreamt. The cute little dresser in high heels with a cute cage and gem butt plug solidifying her newfound role. A sissy slut.

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By *eicJ OP   TV/TS 17 weeks ago

Leicester

More?

This sissy is about to have an adventure.

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By *issy_named_cTV/TS 17 weeks ago

Edinburgh

Would love to read more. Xx

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By *eicJ OP   TV/TS 17 weeks ago

Leicester

[Removed by poster at 14/07/24 02:50:24]

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By *D69Man 17 weeks ago

Lowestoft

[Removed by poster at 14/07/24 04:53:07]

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By *D69Man 17 weeks ago

Lowestoft

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By *iM4kinkMan 17 weeks ago

San Antonio

Oh my fucking God i want to go out drinking and teasing men at clubs. Dancing most of the night, maybe one of us or both get a nice dirty semi public ass fucking as we head home. Where I can't wait to peel your new heels off your sexy stocking'd feet. Smiling at you as you raise one foot up. Pushing your cute painted toes into my tiny, thin white two button silk blouse. My eyes lowering over your sexy body as you push your stocking'd toes over my head, dark, nickel sized nipples. Your other toes twisting in my tiny, slutty blouse. Slowly twisting them into a binding, material gripping tangle. As I start to whimper softly. Pushing my face down to your other toes as you slowly smear them up my soft neck...your other foot now slowly steadilly pulling at my stretches blouse. "Pleasssseee Hun I whimper as you smear your toes over my hot red painted lips. My fingers softly finding their way into your panties as I part my lips wide...inviting you...begging you to more forcefully, degradingly if it pleases you..."stuff them in my eager whore mouth sis...pleeaaassseee". As I begin to beg my fingers are softly exploring your smooth firm crack. "Ohhhhh sissy honey your pussy is sooo warm and tight". Just as I say that your other foot pulled harder at my tiny blouse, ripping it across my smooth, tan tummy. My eyes locked on yours now as your sexy curvy thighs push further apart. I was no time, ripping the blouse into a longer trashy strand my eyes begging into yours as I slowly lower my pouty lips to your thigh. Wrapping the silk sluts scrap around my neck as you start to my warm, excitedly broken breaths on your silky balls and softly caressing their way over your thighs and ass crack. Your sweet, tight little sissy ass pussy is beginning to quiver as one of your feet rubs up over my shoulder and slowly, steadily pushes my eager, lip stick smeared mouth lower till my nostrils press gently into the lower part of your silky sissy goo sack. I breath in deeply, a begging whimper escaping my pouty lips as I instinctively drag my wet mouth to your sweet sissy fuck fuck hole.

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By *ark_sentinelCouple 17 weeks ago

Andover

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By *icki222TV/TS 17 weeks ago

Lincoln

Ooh yes please

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By *ell18TV/TS 17 weeks ago

Mkt Bosworth

Oh yes

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By *ndrea54TV/TS 17 weeks ago

cambridge

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By *eicJ OP   TV/TS 17 weeks ago

Leicester

After few twirls in her mirror in amazement with what she had become, it hit her like a brick wall. Jessie needed cock... desperately. However, she didn't want to jump straight in to it.

As usual she jumped on her phone and opened up some male dating apps, with a few new pics uploaded the messages flooded in. This is what she craved, the attention and the thrill. She got her favourite 7" dildo out of her draw, removed her butt plug and went to action, starting with slow shallow strokes warming herself up. The messages still flying in the faster she went. Receiving all those dick pics really turned her on even more.

But alas, she was yet to perfect her anal play. She had to cheat and out came the vibrator on her new cage.

She straddled her dildo and set the vibrator to maximum power, within 30seconds she was shooting her cummies all down her leg from her locked clitty. The release was heavenly.

She was exhausted from that round and collapsed on her side, as to which she soon drifted to sleep.

BANG! Jessie awoke startled. Something just hit her window. It was morning now, a thin crack of light through the curtains. She shot to her feet, unsteady only realizing she still had her heels on from the naughty night before. She waddled unsteadily to the crack in the curtains, heart racing praying it wasn't the window cleaner... It was Saturday morning, he did come on Saturdays..... To her relief it wasn't. The kids outside were up early kicking balls at fences and walls, it must've hit her window.

Realizing her situation she began to undress. Still caged, bottom still soar from the night's antics. Off went the heels to the other side of the room, swiftly followed by her crop top and skirt. She rolled down her stockings and grabbed her bathroom towel and slipped on a hair of lazy shorts.

She made her way to the bathroom, set the temp and stood contemplating life. Checking the temperature with her hand, she then jumped in. Grabbing the soap she rubbed it into her shoulder length hair. Making her way down her flat chest to her groin. "Oh... Well I forgot to take that off" she said to herself discovering her cage still in place. The keys were in her room, and she was now soaking wet. Living in a shared house making the naked sprint was too risky. "Fuck sake, well best clean as much as I can". Luckily for Jessie it was very easy to clean in this cage and she did so with no issue.

She hopped out the shower, dried herself off before applying her lotion to her legs and bum. After putting back on her lazy shorts, she strolled back to her room, locked the door and went to unlock her cage. "It's not too bad to be honest". She decided to leave the cage on. She then saw the time, 9am.... Football practice was in 40Minutes, it was a 30min drive. She scrambled all her kit together throwing it in her sports bag. Rushing down the stairs, grabbing her car keys and sprinting to her car.

Pulling into the car park, it occured to her the cage might be an issue whilst playing, "damnit!" The keys were at home, she had to just go with it. She prayed everyone else was already kitted up, to her luck it was just her to get changed, she was late to the prematch. She flung on the kit and jogged outside. This is where Jessie became "James", the manly man of course. Goalie.

Half time arrived and all the lads necked some sports drinks before making their way to the changing rooms for a pee. "James" needed a pee, desperately. There was a queue for the urinal and only one cubical, which was occupied. Until now "James" had completely forgotten about the cage, that's when it hit him, that in his free time he was a her, a sissy slut who wears pink chastity cages. She had no choice but to use this urinal, and hoped to god no one saw it.

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By *elly61TV/TS 17 weeks ago

Burnham on Sea

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By *adyCassandraClonmelTV/TS 17 weeks ago

woodford h

Wow

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By *aughtyNikki100TV/TS 17 weeks ago

Doncaster

Mmm

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By *ark_sentinelCouple 17 weeks ago

Andover

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By *eicJ OP   TV/TS 17 weeks ago

Leicester

She got away with it, nobody saw her naughty secret, but the thrill of it all was immense for her. She needed that thrill again.

The match continued for another 45mins resulting in a 2-1 loss. But what would the little sissy do now.... Previously she had the freedom of getting changed without prying eyes... now the locker room was full of other people. How was she going to get out of this? She could either get changed in the corner hoping no one sees or make an excuse and leave as is.

As much as Jessie wanted the thrill, she didn't want to risk exposing herself like this,so she took the "sissy" option and left as is saying goodbye to her otherwise clueless weekend friends.

She hoped in her car and began the long drive home. She was horny as all hell and needed some relief, desperately.

Pulling into the shared driveway she hopped out her car, walked inside and up the stairs into her room.

She kicked off her shoes and footy wear and went to grab her chastity keys. For a split second she went to unlock, before thinking if she could get off without unlocking, just as she had seen all those Girls online do so. This really turned her on. She had a massage wand for her legs, she grabbed it, plugged it in and put it on the lowest setting. She gently applied it to her now stuff swollen cage. It was instantaneous pleasure, it felt ungodly. She moved it around the base of her cage frolicking in pleasure. She had never felt something like this before. She was so close, but it just wasn't enough on its own. She grabbed her butt plug applied a little lube and slipped it in. Reapplying the massager to her cage and upping the intensity, it almost made her cum immediately. She lifted off, she didn't want to cum this quick, it felt too good.

She applied the massager to the base of her buttplug to see how that would feel, "oh my God, oh my God" she said softly to herself. Without even realizing, there she was lying on her side, cage in-between her legs poking out the back, a buttplug rammed up her pussy with a massage wand vibrating the daylights out of it. Her head hit the pillow, she was in ecstasy. Pretty quickly she started dripping from her cage, not yet cumming but it was a steady flow. And she didn't even have to touch herself to achieve this. Pretty soon it became noticable as she felt a damp patch. She knew she was close. Grabbing her phone she hit record and placed the camera putting at her cage and buttplug. She moved the wand from her buttplug to the top of her cage, applying maximum power, within 10seconds she exploded. She left out and very loud audible moan and she sprayed rope after hot sticky rope of cum from her cage. This went on for at least 20seconds. With one final twitch of her cage she was complete. She was addicted. Despite cumming she was still somehow very very horny. This has never happened before, this was all completely new to her. She needed more.

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By *ingeriefetish69TV/TS 17 weeks ago

North East

Nothing beats a massive sissygasm with a toy up you when you're caged.

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By *ark_sentinelCouple 17 weeks ago

Andover

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By *ndrea54TV/TS 17 weeks ago

cambridge

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By *cott60Man 17 weeks ago

Perth

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By *athytvsubTV/TS 17 weeks ago

Bulwell, Nottingham

Can't wait for more xx

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By *eicJ OP   TV/TS 16 weeks ago

Leicester

Been busy, will continue asap

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By *ingeriefetish69TV/TS 16 weeks ago

North East

Please do - some of us have sissygasming over your story for a week! xxx

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By *akbearMan 16 weeks ago

Newbury

Wow, want to hear more.

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By *eicJ OP   TV/TS 8 weeks ago

Leicester

Bring this one back to life? Or should I start over?

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By *ingeriefetish69TV/TS 8 weeks ago

North East

More on this one please - it's so hot! xxx

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By *igerman23Man 8 weeks ago

hayes

Nice

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By *elly61TV/TS 8 weeks ago

Burnham on Sea

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