sissypenelope
sissypenelope
Sissy Penelope 69
61 posts
Closet sissy from the UK
Last active 60 minutes ago
Don't wanna be here? Send us removal request.
sissypenelope · 55 minutes ago
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sissypenelope · 4 hours ago
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My gorgeous gurlfriend Christina! Just so beautiful!
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sissypenelope · 21 hours ago
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Sissy love!
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sissypenelope · 1 day ago
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Say cheese you two. (Click Click Click) His arms feel wonderful around your waist. Master made sure His hard penis is pressed against your sissy rear. You feel giddy knowing this evening you will see it, hold it, taste it & feel it in you. He lightly bites your earlobe. Causing your caged clitty to tingle & leak in your new panties. Master whispers how beautiful you are. How He can’t wait to get you in the hotel suite as His new sissy wife. You push your rear against His hard meat. You let a soft sissy moan & say Thank you Master. I promise to be the best sissy wife for you I can be. Master turns you toward Him. Kisses you passionately. Your Ex-Wife takes a few more shots. Ok you two. Let’s get your honeymoon going or I may end up shooting a naughty movie here. Lol.....Master palms your rear end to guide you to the door. You look at your Ex-Wife. She mouths “Happy Birthday.” As Master leads you to a full weekend of honeymoon sissy bride fun.
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sissypenelope · 1 day ago
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Don't be silly sweetie, you look just lovely!
I'm sure the ladies from the book club will adore your new dress.
And you can wet your diapers all day. These cloth diapers can handle all your little accidents.
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sissypenelope · 1 day ago
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Anyone know of any sissy dating sites please 💖
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sissypenelope · 1 day ago
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Do you want Daddy to stop abusing you princess?!?
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sissypenelope · 2 days ago
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I want a mummy to make me look like one of these! Same outfit!
Where that mummy are you out there? 🤭 And who wants to be the other sissy baby sister? 🤭
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sissypenelope · 2 days ago
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sissypenelope · 2 days ago
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My dream look 💓💕💗💖
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sissypenelope · 2 days ago
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Steve stood nervously in front of the toilet, his heart racing as he faced the woman who was about to demonstrate the most humiliating lesson of his life.
His sister watched with delight, a mischievous grin spreading across her face, reveling in his embarrassment. The reality of his situation hit him hard: he was no longer the boy he once was, but rather a baby girl for the next year.
As the woman lowered her pink tights, Steve felt his cheeks flush a deep crimson. She let loose, the sound echoing in the small bathroom, and he couldn't help but stare in a mix of horror and fascination.
"Now, let me show you how to clean your woo woo," she said, her tone teasing yet instructive. Each word felt like a dagger to his pride.
With a smirk, she gestured for his sister to help. His sister obliged, lowering his tights and raising his frilly dress, exposing him completely. Steve's embarrassment peaked as he was sat down on the toilet, feeling utterly vulnerable.
This was it—his first time going wee wee like a little girl, and the reality of his situation washed over him like a cold wave.
As he sat there, blushing bright red, he longed for the comfort of privacy, but that was a luxury he knew he wouldn’t have.
The humiliation of being treated like a child was overwhelming. He realized he wouldn’t be allowed in the men's bathroom all year; instead, he would be escorted into the women’s restroom, sitting there like a little girl, spoken to in a condescending tone.
The thought made his stomach churn, and he couldn’t help but feel the tears welling up in his eyes as he took a deep breath, trying to accept his new reality.
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sissypenelope · 2 days ago
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Oh, please, don’t make me say it again. Ugh, seriously.
Mummy, can you please spank my padded bottom? I’ve been really naughty and I think I deserve a good spanking, along with some mouth soaping and an early bedtime.
No, Mummy, I’m not being boring! This was the deal if I stayed out late. This is just so humiliating.
Alright, fine, I’ll accept more punishment.
Please, Mummy, will you also take off my stinky nappy and lay me across Daddy’s lap while you spank me? He can hold me in place as I kick and scream like a little kid. And can you do it in front of an open window so anyone passing by can see everything?
Is that enough, Mummy?
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sissypenelope · 2 days ago
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Princess Kelly Is under a strict punishment after she bullied two women for being gay on her university campus.
Humiliated each night as her mum and auntie have dinner kelly has to sit in a nappy on her princess potty going poo poo and wee wee.
Her auntie or mother only change Kelly once they have finished there meal and are ready to do so. any whining or crying means Kelly might be sat in her nappy for even longer.
Of course all changes are done in the dinning room as her nappy is untapped on each side and her woo woo and bum bum are cleaned in the middle of the dinning room with the curtain open
tomorrow night is the end of her punishment and its the worst as the two women are coming to dinner to witness Kelly's punishment first hand.
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sissypenelope · 2 days ago
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sissypenelope · 2 days ago
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sissypenelope · 2 days ago
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Crave it all the time
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sissypenelope · 2 days ago
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