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[anonymousblog27]

With apologies to prissy! And with a certain sissy friend in mind

[becomingbestie]

Cape Cod Sissy Kwasa

Dedicated to my New England Sissy Sister 👯‍♀️👙😘

At my aunt’s house in Hyannis, it was either this… or reform school.

The moment I stepped inside, Aunt Elizabeth was already waiting in the sun-drenched bedroom, looking radiant in her soft pink floral lingerie and sheer robe. She turned toward me with that gentle, loving smile she’s always had - the one that somehow makes you feel both safe and completely exposed.

“Oh sweetheart,” she said softly, her voice like warm honey, “you look so nervous. There’s no need for that. This is going to be *wonderful* for you.”

I tried to protest, but she simply laughed - a light, musical sound - and gestured toward the bed where the delicate lace set and that pretty glass ros thing e were laid out like they’d been waiting just for me.

“See? You’re already blushing. That’s how I know you’re excited. Deep down you’ve always wanted this, haven’t you? All those little hints you used to give… I noticed, darling. A boy doesn’t look at pretty things the way you did unless he secretly wishes he could wear them.”

She stepped closer, her pearl necklace glowing in the sunlight, and gently brushed my hair back from my flushed face.

“Don’t try to deny it. You’re trembling, but not from fear. It’s anticipation. I can see it in your eyes. You’re *relieved* this is happening. Reform school would have been so harsh on a soft, sensitive boy like you. This… this is what you really need.”

Aunt Elizabeth picked up the glass rose and placed it delicately in my hand, closing my fingers around it.

“Feel how smooth and pretty it is? Just like the new you is going to be. Don’t worry about feeling confused right now… that’s so perfectly normal, Billie. Your old persona never fit you anyway. But this…” she smiled warmly, almost maternally, “this feels right, doesn’t it?”

Outside, the ocean waves kept whispering against the shore, as if agreeing with her.

And somehow… standing there in that perfect Cape Cod bedroom with my elegant aunt looking at me so lovingly… I was starting to wonder if she was right.

Maybe I really *had* been waiting for this all along. 💕🌊🏖️👙

@alwayscute @sweetie-lindsey @lisalovelace1 @anonymousblog27 @karlie-xoxo

(Reposts and comments with how much this made you squirm are highly encouraged~)

[anonymousblog27]

With apologies to prissy!

[anonymousblog27]

After years of living with his mistress and her maid, he was the perfect sissy. And with mistress away on vacation, he had developed a special bond with her maid

[anonymousblog27]

"My goodness Jamie, you're certainly excited! I should have made you a new bed a long time ago."

[anonymousblog27]

It had taken years of planning, but she had finally turned her two sniveling ex-boyfriends into sissy girlfriends.

[anonymousblog27]

He was always able to calm down on his wife's lap

[anonymousblog27]

In only a few days, she had reduced her coworkers to sniveling sissies who loved parading around the whole office

[anonymousblog27]

They had been best friends for years and were inseparable. So when their wives turned them into sissies, their friendship continued...but with a bit more intimacy

[anonymousblog27]

"Good sissy. Play with your diaper and tell mistress how much you like your new outfit."

[anonymousblog27]

At the 10 year reunion, everyone was shocked to see what happened to Jamie and Mike.

[anonymousblog27]

By next week, her sissy wouldn't dare to change out of his new outfits and back into his gross boy clothes

[anonymousblog27]

He tried to protest, but the gentle caresses of the ladies next door made him quite docile

[anonymousblog27]

You lay silently on the bed, all dolled up in your cutest party dress with a pitiful erection under your diaper as you watch your wife get ready for her date. Perhaps she would include you in the fun at the end of the night, but likely you would be forced to stand in the corner and watch.

[anonymousblog27]

When the text came in, she knew it was another video of her sissies. She required them to send videos every hour while she was at work

[anonymousblog27]

"Sure the dress is lovely sissy, but show me what I really want to see"

[anonymousblog27]

With apologies to Prissy