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Diapered sissy by sissy kristen Via Flickr: Diapered sissy

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I made a baby beta edit for the last one

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My Roommate, My Caregiver? Pt. 2

I woke slowly, wrapped in the warmth of my blankets, the soft glow of morning filtering through my curtains. The faint sounds of movement in the kitchen—mugs clinking, the soft hiss of the kettle—told me Shannon was already up. 

I stretched with a soft whimper, feeling the bulk between my legs shift slightly. The familiar crinkle made my stomach flutter, even though I was alone. Last night’s warmth lingered in my chest—the way Shannon had tucked me in, stroked my hair, read to me like it was the most natural thing in the world.

My fingers brushed over the waistband of my shorts. I should get up, change, slip out of this secret little softness before they saw me. But my limbs were heavy with sleep, and the warmth of my blankets made it too easy to stay curled up a little longer.

Then—

A knock on my bedroom door.

"Polli?" Shannon’s voice was warm, teasing. "You up, sleepyhead?"

I groaned dramatically into my pillow.

They chuckled. "I’ll take that as a yes."

Before I could protest, the door creaked open. I tensed instinctively, but they didn’t seem to notice anything off. They were holding a mug in one hand, leaning against the doorframe with that easy, knowing smile.

"Figured you might want some tea," they said, stepping inside and setting it down on my nightstand. "You were out cold last night."

I rubbed my eyes. "Mmm. Thanks."

Shannon huffed a quiet laugh, sitting on the edge of my bed. "You really gonna stay curled up all day?"

I pouted up at them sleepily. "Maybe."

Their fingers found my hair again, stroking through the messy strands. "You would," they teased. "Bet you’re still all warm and snuggled up under there, huh?"

I hummed a little, shifting beneath the covers—

And that was my mistake.

The movement made my blanket shift just enough for the unmistakable crinkle to escape into the quiet space between us.

Shannon stilled.

My breath caught in my throat.

I knew they heard it.

I scrambled for an explanation, for anything to say, but before I could, they tilted their head, a slow, thoughtful smile creeping across their lips.

"Polli," they murmured, voice low and teasing. "What was that?"

My whole body went hot.

"N-nothing," I blurted out, tugging my blanket up higher.

They chuckled. "Nothing, huh?"

Their fingers skimmed the edge of my blanket, like they were debating pulling it down. My heart pounded. I was sure they could hear it.

"You wanna try that again?" Shannon asked, voice softer now, amused but undeniably warm. "Or are you gonna be my good girl and tell me the truth?"

The air between us felt thick, charged. I swallowed hard, squeezing my thighs together instinctively.

Shannon’s hand brushed over the blanket again. "Mmm," they hummed. "I thought I heard something crinkly."

I whimpered.

They grinned.

"Oh, Polli," they sighed, shaking their head like I was the most adorable thing they’d ever seen. "And here I thought you were just my lazy little roommate. But this—" Their voice dipped, teasing, affectionate. "This explains so much."

I squeezed my eyes shut. "You’re the worst."

"Am I?" Their fingers traced my hairline, soothing. "I think you like it."

I did.

Shannon must have seen the way I curled in on myself, because their voice softened completely, dropping the teasing edge in favor of something so much gentler.

"Hey," they murmured, fingers stroking through my hair again. "It’s okay, sweetheart. I don’t mind."

I blinked up at them, stomach fluttering. "You don’t?"

Shannon chuckled, shaking their head. "No, baby. I really don’t."

I exhaled shakily.

Then, after a pause—

"You wanna get up and get changed, or do you wanna stay snuggled for a little longer?"It was such a simple question. No teasing, no pressure. Just care. Just them offering me a choice.

I swallowed, my face still warm. The weight of Shannon’s hand on my blanket-covered hip was grounding, their fingers tracing absent little shapes, like they were already settling into something neither of us had put words to yet.

But the moment stretched too long, and I could feel my heart pounding, feel the way my body wanted to just curl up and let them take care of me.

Not yet.

I took a breath, forcing my voice to steady. “I should get up and get changed.”

Shannon hummed, a note of amusement hidden in the sound, but to their credit, they didn’t tease. Instead, they gave my hip one last, slow pat before pushing up from the bed. “Alright, baby. Go get all fresh and clean. Then get dressed—we’re going out.”

I blinked, caught off guard. “Out?”

They smirked, stretching lazily. “Mhm. I wanna take you somewhere.”

That was not what I expected. My stomach did a little nervous flip. “Where?”

Shannon just smiled, already turning toward the door. “Go get changed first, and I’ll tell you.”

I hesitated, still tangled up in nerves, but I nodded, slipping out of bed and making my way to the bathroom. I shut the door behind me, leaning against it for a second, trying to calm my racing heart.

They know now.

And they weren’t weird about it.

If anything… they liked it.

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Diapered sissy by sissy kristen Via Flickr: Diapered sissy

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Diapered sissy by sissy kristen Via Flickr: Diapered sissy

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Diapered sissy by sissy kristen Via Flickr: Diapered sissy

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Diapered sissy by sissy kristen Via Flickr: Diapered sissy

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Diapered sissy by sissy kristen Via Flickr: Diapered sissy

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Diapered sissy by sissy kristen Via Flickr: Diapered sissy

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Diapered sissy by sissy kristen Via Flickr: Diapered sissy

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I, Christopher John Ryan, am now and forever a diaperboy! All photos and videos of me in diapers are public domain, which means they may be used freely with or even without my permission. Please help make my total outing inevitable.

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Baby sissy princess

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Tea service always comes with a smile when a sissy husband wears pink. Looking ridiculous in front of others is when a sissy maid is happiest!

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pennypottypants Flickr link:-

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Sissy cheerleader

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pennypottypants Flickr link:-