"Dress-Up-Girly Time!"

"Dress-Up-Girly Time!" --TG Fiction by Debbie Sweetreet
__________________

"Let's go, 'Little-Missy,' it's our 'dress-up-girly time.'"

Sandy knew better than to argue. Besides he really didn't mind being dressed up as a girl.
It was kind of weird at first, when he first started playing 'dress-up-girly time.'

His mom had brought home several boxes of clothes that no longer fit his cousins, Cherie and Michelle. That's when Denise thought how she always wanted a little girl but since her divorce and now a single mom, there was no prospect of that.
So why not take these clothes and dress Sandy up in them?

Sandy wound up really liking being a "darling daughter"as his mommy called him when he was wearing his cousin's hand-me-downs. What a wonderful wardrobe of pretty things he acquired to play in!
Dresses, skirts, blouses, shoes, stockings, frilly socks, nighties and best of all--plenty of adorable girl's undies!
Everything needed to completely dress from head to toe as a girl was there for Sandy to wear.
And wear them he did. He dressed three days a week and his mother felt it should be more.

"Panties and Polish."
Denise stated.
Sandy knew that meant to remove his male clothes, put on a pair of pretty panties and have his fingers and toenails polished.
The dainty boy quickly disrobed and donned the little white nylon panty. It had tiny red polka-dots and a cute red bow on the front waist-band.
Sandy giggled gleefully when he slid them on. They felt just so yummy against his tender, smooth skin!

Denise had him sit down on her vanity stool and quickly painted his dainty fingernails a bright red.
"Your nail color will compliment your dress today. It's important for a girl to look her best every day." Instructed Denise as she worked on his toenails.
"There! Now be a good girl and sit still for a few minutes until your nails dry, then we'll finish getting dressed."
Sandy was so excited. He wondered what he would be wearing today!

Denise held up the sprightly little jumper dress. "You're going to look so cute in this, 'Sandra Kay!'" 'Sandra Kay' was his name during dress-up-girly time.
The dress was a red and white plaid outfit with pleated skirting and two adorable heart-shaped buttons on the shoulder straps. "First we put on the top." Denise said, producing a gorgeous little satin blouse.
It was bright-white with a flouncy strip of red ruffles running down the front.
With puffy short-sleeves it was truly a blouse any boy who likes dressing as a girl would love to wear!

Once 'Sandra Kay' was dressed, Denise put a pair of adorable red frilly lace socks on his feet. The shiny white slides had a
red heart on them and Sandy literally gasped at the sight of them.
"Mommy, they are so pretty! I like them so much!" He exclaimed.
"That's because you're a good little girl, Sandra." Denise replied. She then clipped a red-heart barrette to his thick auburn hair.
It was now over his ears and was styled in a page-boy cut and looked both girlish and boyish. Denise brush-fluffed his bangs.
He looked just like a real girl.
"If you continue being a good girl mommy was thinking about piercing your ears. Would you like that?"
The boy was thrilled beyond belief!

"Yes, please mommy! I would love to wear earrings!" His pretty, little legs swung enthusiastically.
Today was the best day ever! Sandy was so happy that he was such a good girl for his mommy.
He wished every day could be "dress-up-girly" time!
Published by Sweetreet
1 year ago
Comments
59
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Dr_Marx
Dr_Marx 3 months ago
Nice and sweet
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funpics70
funpics70 4 months ago
What a lucky boy
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roundermike
roundermike 6 months ago
your stories are fantastic
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iluvpiercedsluts
iluvpiercedsluts 7 months ago
Dress me up mommy i want to be your living barbie doll x
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MrStir
MrStir 1 year ago
to parkmate : let's go to the shopping together
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MrStir
MrStir 1 year ago
to parkmate : Publica fotos y videos tuyos con ropa femenina.
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parkmate 1 year ago
to MrStir : Oh yes I have dressed in panties and more besides but always on my own. Would like to share the experience.
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MrStir
MrStir 1 year ago
to parkmate : no me digas que nunca te has vestido con ropas femeninas, unas bragas aunque sea......
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MrStir
MrStir 1 year ago
desde niña me he vestido con ropa femenina, excepto cuando me fui a vivir sola que me gusto hacer nudismo y no llevaba nada de ropa.
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parkmate 1 year ago
I wanna play Dress up girly time.
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Mmmmm   verry sexy!
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slave4owner
slave4owner 1 year ago
All dressed up and nowhere to go...except the glory hole maybe.
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algar56 1 year ago
Très belle histoire j'aime les travestis et les trans 
Sweetreet
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##deleted_74075132
to LeslieLesbianLover : Such hot memories mmmmm
Sweetreet
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SissyCrissy6245
SissyCrissy6245 1 year ago
Ohhh Myyy...red nail polish to match Sandra Kay's panty accents. When Mommy brought Chrie and Michelle's clothes home, Sandy was quickly turned into a delicious Darling Daughter 😋 ❤️ 💕 
Sweetreet
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LeslieLesbianLover
to justluvtrans : Awesome!!!  Sooo wonderful sweet!! I'm jealous!!  
Sweetreet
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LeslieLesbianLover
to ##deleted_74075132 : Yes it was!!  Loved it, brought back sooo many memories of dreams I had as a Young boi !!
Sweetreet
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LeslieLesbianLover
to gbifbig : who dressed you up?  seems you left out a key element!
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LeslieLesbianLover
Love your stories sooo Much, Debbie!!  Brings back memories of all the dreams I had as a Young boi !!!
Sweetreet
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Big38Ffan
Love it. 
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Sweetreet
Sweetreet Publisher 1 year ago
to tooljoe : :grinning: Thanks so much! :heart:
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tooljoe
tooljoe 1 year ago
oh myyyy....yum.  this is so delish :wink:
Sweetreet
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77rocket
77rocket 1 year ago
This sounds fun
Sweetreet
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jerkofffan
jerkofffan 1 year ago
to Sweetreet : It's been there for a while!
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Sweetreet
Sweetreet Publisher 1 year ago
to jerkofffan : Do it! You'll really enjoy spoiling your inner girl!
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jerkofffan
jerkofffan 1 year ago
And,very hot story.
Sweetreet
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jerkofffan
jerkofffan 1 year ago
I have a bunch of stockings\pantyhose\socks and heels. Never painted My fingernails YET.  Toes have been done a few times. Red. Next time,french pedi.
Sweetreet
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Sweetreet
Sweetreet Publisher 1 year ago
to Cd_Uk : :grinning: Thank you so much! :heart:
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Cd_Uk
Cd_Uk 1 year ago
What a wonderful story 
Sweetreet
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lilmowie86
lilmowie86 1 year ago
i loove wearing stockings when i watch porn the silk makes me rock hard 
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