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Author Topic: A sissy holiday gift  (Read 19454 times)

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deewet69

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A sissy holiday gift
« on: December 24, 2010, 10:37:42 AM »
This is a story I wrote in 2004.   Thought I would share again.  



A Holiday Angel

By Deewet



Suicide. I've read that the most suicides are during the holidays and

although I've never considered killing myself, as I sit alone in a new

city during Christmas, I can see how loneliness could drive someone to

that extreme. My small Christmas tree seems pathetic, making me wish I

hadn't bothered.



My eyes are tired from reading the endless stories on the web. Lately,

I'd moved from transgender stories, which enticed me with fantasies

about using my little girl size to excite men, to sissy stories. Not

that I'm gay, I love women. It's just that my size doesn't attract the

opposite sex who are looking for a hunk.



I don't know why, but the thoughts of being diapered are with me all

the time now. I've got a collection of panties and am thinking of

expanding with  baby underwear.



Then, I wonder if I'll ever meet someone. It would be so nice to meet a

woman and maybe push these other fantasies out of my life.



I turned from the computer and am about to hit the remote to watch some

TV, when a soft knock comes to my apartment door.



"It's me," says a familiar voice.



It is my neighbor from across the hall, the only person I know in New

York except the few people from work. Diana is a big woman, who I know

is probably also alone this Christmas Eve. She has watched my cat

before when I had to leave for business and we have talked over beers

and watched a movie together, but that's been it. We would make a weird

looking couple with her over six feet tall and me barely five feet.



"One minute," I say, scrambling to find my jeans to cover my pink

panties. I smile for a second, wondering how shocked she'd be if I came

to the door in these panties.



"I was wondering if you like to come over for a drink," she says when I

open the door. "No one should be alone tonight."



I'm very grateful and say yes quickly. Maybe too quickly, I worry.

Maybe she'll think I'm a desperate fool.



She doesn't. She smiles and leads me across the hall. And, I mean lead.

Surprisingly, she grabs my hand tightly and pulls me into her

apartment.



Her place is so warm and friendly compared to my sparse place. Her

Christmas tree is large and with a sinking feeling, I see a pile of

presents. She obviously had a big Christmas planned with her family or

someone, and she was just taking a little pity on me.



"I don't want to be a bother," I mumble.



"Are you kidding me," she says. "It just took me a lot of nerve to come

get you and no way are you leaving now."



She leads me to the couch, but instead of letting me sit there, she

gently pushes me to sit on the floor. "I believe Santa has been here

for you."



I'm stunned and embarrassed as she leaves me to retrieve the presents

under her tree. In my self-pity about being alone I never thought to

get her a present. I'm even more shocked to see that all the presents

are for me.



"I-I didn't get you anything," I stammer.



She plops on the coach behind me, with a leg on each side of me. For a

second I feel like a little kid at Christmas. "Don't worry about that.

These are for both of us," she says. This puzzles me. "Open the green

one first," she prods.



I open the small box and find a pacifier. I try to turn to her but she

will not let me. "Please, don't say a word until you have opened

everything."



With my hands shaking slightly I take the red box she hands to me. In

this box are five shower caps. At least I think they are shower caps

until I pull one out of the box and see that it is actually a pair of

plastic pants. There is a pink pair, a light blue pair, a pair with

dancing animals, a pair with blocks and one pair is clear. I start to

say something again, but I'm muffled by the pacifier she sticks in my

mouth.



I'm not sure what to do. I continue to stare at the oversized plastic

pants until she prods me to open the rest of the presents. When I

finish, there are a stack of diapers, pins, powder and such on one side

of me. On the other are ruffled socks, black baby shoes (adult sized of

course) an adorable purple jumper with bows and ballerinas, a blouse

with a purple lined Peter Pan collar and puffy sleeve. The biggest box

contains a huge petticoat.



I still had the pacifier in my mouth when she stood and left the room

for a second. She came back with a comforter she spread across the

floor. She kneels and pats it for me to come over and lie down.



This is as if I've fallen into another world and my wildest fantasies

are being met. She seems so loving and I trust her completely as I

crawl over and lie on my back.



She didn't let me lie down right away. She pulls me to a sitting

position and begins to pull off my shirt. I can't place the emotions I

feel as I passively let her take off my clothes. Not since I was a

little boy, did a woman strip me for something besides sex, and then I

have to admit to myself, only two women had done it for sex and both

times ended in embarrassing disappointment.



My skin seems alive with sensitivity. The touch of her soft hands on my

shoulders and then my hairless chest sends shivers through my whole

body. I close my eyes as she pushes me onto my back. When she takes off

my jeans and sees my red panties and shaved legs she'll be the only

person to know my secret. I want to assure her that I'm not gay, but

the pacifier stops me and I don't want to remove it from my mouth. For

some reason, I'm afraid to do anything that might break this spell.



She says nothing after I'm down to my panties. Instead, she does

something so very nice. "Those are so perfect on you, I almost hate to

take them off," she says in a soothing, motherly voice. "But, we have

to get my little girl into her soft, safe diapers and plastic pants.

I've been waiting to make you my baby since you first moved across the

hall."



Her voice makes things sound right.



In the background, Christmas music plays while she turns me into

something new and wonderful. My panties are gone and I'm as naked as a

baby. A familiar smell fills the room as she sprinkles powder on me.

When her soft hands rub the baby powder on me I don't get aroused. In

my state of mind, that would be wrong as I regress into a place in my

past. A place we all have been before when the world was new for us and

we weren't alone.



My submission to her is locked with the diaper pins she uses to put me

firmly in the diaper. She is my mommy and I have complete trust in her.

I lift my legs as she pulls the plastic pants on me. These also bring

long lost memories of being young and not able to control my body

functions.



The transformation continues in the light from the Christmas tree.

First comes the blouse. She coos as she buttons the purple buttons on

the blouse. She puts the pretty dress on me, zipping it up in the back

and then pulls up the petticoat under my skirt. I've always thought I

have nice shapely legs and they look wonderful in the black Mary Jane

shoes and ruffled sissy socks. She doesn't let me look in the mirror

until she puts a blond wig on me and little dashes of make-up on my

face. The last step is lavender polish on my nails to match my dress



When she takes me to the mirror, my knees almost buckle. I can't

believe the change. My old self has vanished, replaced by this vision

of lace, ruffles and cuteness. I focus first on my eyes and face,

framed in the silky blond hair of my wig. The blue eye shadow makes my

blue eyes look dazzling. I suc-k harder on the pacifier as my eyes

travel down to my dress. The petticoat pushes out the dancing

ballerinas on my dress. The waist is high, not at my real waist, but at

my thin chest, making the whole thing so babyish.



I turn to Diana and smile, tears forming in my eyes. There is a bond

that forms between us and I'm no longer alone. She opens her arms and I

hug her tight. In her strong arms, I glance over to the mirror and I

see only a little girl, hugging her mommy, her plastic pants picking

out from under the ruffles of the petticoat.



"Come on," she says to me. "You have more presents to open."



I waddle over to the tree -- I can only waddle in these thick diapers -

and see more presents. They are all for me and as I sit on the floor

opening the gifts, while she video tapes me, I realize that she plans

for this to be more than a one night of fantasy playing. There are more

dresses, tights, shoes, rompers, pajamas with feet, baby bottles, and

disposable and cloth diapers. My head spins and I'm swallowed in this

new world.



Soon, I'm finished. She smiles and puts me on the couch. For a few

minutes, she leaves me alone as she gets a bottle ready for me. I look

down at my legs sticking out of my petticoat and wish this night would

never end. It feels so right, sitting on my padded bottom and feeling

the plastic of my pants on the inside of my thighs, my legs apart

because of the thick diaper. As I wait for her, I begin to wet my

diaper. The spreading warmth feels so right and wonderful. The wetness

safely protected by my plastic pants.



She returns with my bottle and with my head in her lap, I suc-k down the

warm milk. The stereo is playing, "I'll be Home for Christmas."



Happy Holidays to everyone and I hope you'll be Home for the Holidays.

Deewet


RebekkaJane

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Re: A sissy holiday gift
« Reply #1 on: October 17, 2022, 06:47:07 PM »
I remember this and it is still a lovely story


 

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