Unwrapping mommy on Christmas
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A New Christmas Mommy Part 6-What Is A Fulfilled Life? free porn video
ANCM Part 6: What is a Fulfilling Life? (Dec 12-19 2018)
"What is a Rich Fulfilling life?" she pondered......
Diana Princeton sat on the bar stool in her kitchen, finishing out a
small afternoon snack of crackers and a side salad. She spotted Jane
over by the dining table, busy with her work. I am so proud of her, she
thought, such a studious young woman. She tapped her long ruby nails
upon the countertop as she then got up to put away the dishes to start
that up in time for dinner later.
It had been a month since Jane moved in, and end of the school year was
upon her. Diana had decided for her best interest, that Jane would
finish up her schooling at Pierre St. Romaine-she would find some way to
pay the tuition. Diana was willing to help out with finals studying if
need be, despite her work schedule. They had to agree on doing rigorous
studying on the weekends, so that way Jane would be prepared to the best
of her ability.
"Wow, Mom, I didn't think that would be easy!" Jane exclaimed as she had
just finished off a math review worksheet, one of five she needed to do.
"Oh it's alright, dear, if you put your mind to it you can achieve
anything!" Diana replied back, flashing a clear smile and a thumbs up to
Jane.
"But I have to ask.... is that how you got..... all this, Mom?" Jane
inquired, pointing out the vast condo the two occupied. Diana took a
moment, twirling a lock of hair with her finger, before she responded
"Well its quite the long life story, I hope not to bore you?" as she sat
down next to Jane. Jane nodded "Nah, I think it would be.....
enlightening." she spoke softly, as she resumed her homework but with
keen ear to Diana. Diana began to tell her tale of life.......
//////////// (this section is written from Tim's perspective, first
person from some breaks to indicate passage of time)
I was born into a rich family, somewhere in the Deep South. I have two
sisters-older by seven and younger by a year but they have since moved
away to their own lives; I haven't gotten a hold of them at all. Anyway,
my family was rich due to both my parents being in stock trade business,
meaning they were constantly out and about, which often left me and my
sisters alone. My sisters did the best they could but at some point my
parents felt that wouldn't be enough.
One time, around the time when I was four, my older sister Lucy had
gotten in her head to have me and my other sister, dear lil Jenny, to
play dress up. When my parents were gone for a weekend, she would grab a
lil dress and accessories of hers and put them on me, like I was some
doll or model she could play. She exclaimed "May, Tim you look cute in
that! and you match Jenny's quite well eh?" and snapped a few pictures.
My mom found them one day, and gave her a scolding on that though
strangely I didn't mind it-found it to be cool actually.
Though around the age of five, the family got a nanny, Ms. Joanna I
recall-motherly black woman who was the nicest person I had ever met.
Heck, she raised me more then my own mother. She read to me bedtime
stories before I would drift into slumberland, and it was wonderful. A
true picture book life, if you will and I enjoyed it. Until.....
"What the hell were you doing... with her?" my mother screamed at my
father one day. I had gotten back from middle school one day, to find my
mom yelling at my father for some reason. It wasn't until I turned the
corner, that I saw.... her. "Ms. Joanna?" I uttered softly, seeing her
in a rather embarrassing state of undress. She saw me, and turned away
with a clear look of shame. "Oh, Tim, you need to go up to your
room.....I still need to talk to your father about this whole....mess!"
my mother commanded as she led me up to my bedroom, slamming the door in
my face nearly. It broke my heart that Ms. Joanna would do that, to
cause such trouble for our family, at least that's what I thought at the
time. I later found out my father had been in an affair with her for
some time.
But I moved on, as you have to do in life. High School was.... well
quite a whirlwind, with me coasting through it mostly, earning good
grades and being a good volunteer for community activities: helping out
in food pantries, doing charity fundraisers, all sorts of that stuff. I
even lettered in cross country along with track and field running events
all 4 of my high school years. I was, literally, on top of the world.
And yet, I still felt some emptiness in my heart....... I had only gone
on one date in high school, oh Paula, but when she went in for a kiss, I
felt nothing oddly enough-she never returned my call for a second.....
oh well......
And so, when I graduated, near the top of my class with honors I had my
pick of colleges to go to. My mother wanted me to attend an Ivy League
school up north, but my dad was more practical-send him off to a
business school out on the west coast. As good as my grades had been, I
fell short just a bit on the SAT scores so Ivy League was out of the
question. After some thought, we agreed on UC Irvine which would help me
out with getting a business degree, my dad figured, and would lead me to
"A rich and fulfilled life." I myself wasn;t so sure on that but went
along so as to not upset them. I had offered going to local community
college to study education prep, but my dad shot that down "Hey young
man, that doesn't pay as much, you wouldn't be happy with that.,"
uttering that dismissively and that ended that talk.
Oh man, sunny California-the warm beach front, the bikini babes and the
big city. Quite the different sight from the sleepy souther suburbs I
grew up in. It must have been around 2005-06, when times were good in
this country, when I moved out to Irvine to study business. My parents
had me set up at an apartment for myself, not too far from the campus so
I could take the bus or walk down there. But I had my own dream-to be a
teacher, but figured if I worked hard at this business degree, and found
success there, then maybe my parents would understand and let me follow
my dream.
The first term started off well enough. Granted it was mainly core
classes (English, Math, Science, Political Sci and Intro Business) so it
seemed easy enough. I got along with some of the other guys in my intro
business class, though a bit too 'preppy' for my liking. But once they
figure I came from a 'money family' they were quick to hang out with me
and go to weekend parties. Thought it was at one of these, round late
September or early October, that I had a fateful encounter.
"Hey dude what's up? You look you circling the bend man, haha!" a voice
spoke up to me. At this party, I had been given some sparkling grape
juice, only to find it was spiked. Dang it, I thought, as my mind has
going hazy and decided to lay down on the floor, trying to avoid the
other party goers and drunk frat boys hanging off their bodacious gals,
it was quite a whirl for me.
It took me a moment to register the voice before it spoke up again "Hey!
Dude, are you alright?" I looked up and saw well a pretty boy? I
figured. He wore a light shirt and cut up jeans, but he had quite the
lean, athletic body, likely a surfer dude. He had long sandy blonde
hair, tied down on the back and had quite the handsome face punctated by
piercing blue eyes. It was then that I felt something....ache.... in my
heart. Not sure what it was, but I knew it felt different.
"Uhh, yeah, man, I drank some spiked juice...." I uttered softly, then
cringing at a slight headache. Oh man, I will feel that in the morning.
"Haha, ok then.... I was just wondering? Kris, man, nice to meet
you....."
"Oh Tim, Tim Saunders, same," I replied back, shaking his hand as he
helped back on my feet. "Oh now where I have heard that...." Kris
wondered, placing a finger upon his face. "Oh?" I asked but then he
waved that thought away. "Oh nevermind, man, well I got invited in just
now but I saw you and figured it's best to help out," Kris said,
flashing a clean white grin to me.
"Uhh, yeah thanks I suppose.... oh man where did they go?" dang it my
mates left me in the lurch. Sighing heavily, I said "Say Kris, you
wouldn't happen to know where this place is at? I live near UC Irvine
and would need a way back to my apartment please." Kris looked at him
with a look of shock then responded "Uhh, well dude, the thing is ......
we are on the other side of there, near Costa Mesa by the beachside.
Yeah.... thats far out, dude...." Kris uttered with a small sigh.
"Oh geez, so much for getting back soon..." I uttered as Kris got me
back on my feet. We made our way of the mad party din. Kris's feet made
a soft step after step-he must be wearing sandals-as we made our way
around the next block. "Say, uhh... Tim, was it? My place is not too far
from here, maybe I'll let you crash for a night, man, that sound good?"
Kris asked concerningly. I nodded meekly, "Yeha thanks, Kris." We made
our way back to Kris's place.
It must have been hazy, but next thing I knew I was sitting on a long
couch. Opening my eyes, I uttered "Where am I....?" seeing a rather
large room, a living room perhaps? It looked rather rough, I noticed the
tattered wallpaper and sand piles on the wall corners. The dim street
lights were on, and I could smell the salty waft of the sea a bit. I
could nod off some more, this couch is quite comfy.
"Kris, are you there?" I call out into the pale twilight. I heard no
answer back, but I then heard a slight noise from perhaps another room.
"Oh, Tim, you are up, man. One sec, dude." Kris had now come in,
bringing with him a small glass of water. Kris sat next to me on the
couch, maybe a little too close. "Hey, man, thanks but could you give me
some space?" I asked meekly. Kris noticed, as he moved away a bit. "Ah
sorry, dude, say I didn't say anything but I know you from somewhere?"
Kris posited, looking directly to me.
Huh, what he man by that, I wonder-trying to recall where I have seen
him before tonight. My mind was drawing a blank cloud, and I shrugged
"Nah, I don't think....." before I heard him laughing. "Hahaha, well I
guess I had you fooled eh? God your were quite a prank-worthy kid back
at that family reunion...." as Kris continued laughing. "Wait..... I
remember one cousin who pulled a fart balloon prank on me, at a family
reunion some years ago..... But, no way......." I stammered as Kris
placed upon my mouth.
"Oh yes, my dear Tim, I know," Kris spoke softly, his voice like soft
velvet. "But, that cousin..... was a girl!" I exclaimed. "There's no
way, aside from surgery, that you could be..... Kristina!" Kris looked
at me quizzically the grinned "Well, Tim, let me show you....." as Kris
took off his shirt and swim shorts, revealing a lean but male figure
with quite the sizable dick. I blushed a bit at that, wait why he's a
guy too.
Then Kris grabbed at his dick, then suddenly he tugged until the dick
came off, revealing a clean unshaved slit and set the dick down on the
couch, now more like a skin toned dildo. "Oh my god....." I spoke up in
surprise. "Why yes, Tim, I'm not a dick at all," Kris replied back,
chuckling as he next nabbed the side of his chest. What I saw next was
his male abs and chest. pulling it off like skin taffy. "Owww...... it
really hurts since its clinging to my skin..... ah, ok then," revealing
a slender chest with white wrapping around the top. "Oh yes, time to let
the girls out!" Kris exclaimed, as she tore off the bosom bindings,
revealing a nice set of C-cup tits. "Oh goodness.... but what about the
face?" I noted pointing to Kris's still male but quite fake face.
"Haha, well Tim, its a combo of latex and skintone plastic covered up by
makeup-same with the chest plate and detachable dick. I work as a makeup
artist for a movie studio. Heh, now watch.," Kris said as she grabbed at
the corner of the face, pulling off the face mask revealing a more
female countenance. Then, she pulled at her hair, revealing short brown
hair in a pageboy cut and removed colored contact lenses, the blue
giving way to deep green eyes. She finally grabbed a large shirt to
cover up her maiden modesty. "I help people become what they could only
dream of, Tim." I sat there in disbelief. "Wow, thats cool, Kris, but
why I haven't seen you since that family reunion?"
"Ah well, Tim-its cus I am a free spirit, with the rebel yell. My dad
wanted me to go into the family business, but I wasn't having any of
that nonsense. I aspired to go to Hollywood, and well my acting career
burned out like a bad fad. but I rebounded with work in makeup and
costumes." Kris capped that with a slight giggle. Oh wow, she has it
lucky, as I looked downcast. "Ah I see..... you are at business school,
cus your parents right?" she questioned me directly. I nodded silently,
and then replied back "Yeah.... I want to be a teacher..... but the
moneys not there, according to the old man."
I then received a hug from Kris who assured, "Well sometimes you gotta
follow the rule so you can be able to follow your dreams, Tim." It was
nice of her to do that, though I could feel her boobs pressed up against
me, without certain shame. SHe then looked at me, and beaming said "Well
I will show my workshop..... cmon" she waved me over with one finger as
she got up and led me into the next room over.
What I saw as I entered was quite....a wild mess mixed with a sterile
hospital room. Racks of costumes from various time periods, along with
many swimsuits and lingerie, laid across the right side of the room. On
the other side, laid a large makeup table with vanity mirrors, different
makeup kits and several busts-some with wigs, facial masks, or even
breast forms. I also another plastic dick laying on the floor next to
full size body cast which looked to have a skinned african man's body
strewn on it.
"Oh wow, this is quite cool, Kris," I spoke up, looking around the room
once more. "That is it, though I keep under strict lock and key, Tim,
but considering you are kinda family to me, I don't mind sharing.," Kris
responded as she wrapped her arm around me. Heh, quite, I noted to
myself.
From there, me and Kris enjoyed several weekends together-often doing
with her as a dude, turned out she was a great wingman, heh. But yeah it
helped to ease the stress of school life. Soon it developed into a
stable friendship but I was afraid to take the next step, seemed too
awkward for me. But we got to be close friends, and in a city of
strangers, that went a long way.
However, the happy times came to a sudden end. Near the end of my first
term, I received a phone call from my mother. My father had died of
stroke in the middle of a meeting, quite the traumatic experience. I was
shook at the sudden news, and would have gone back home but my mother
then delivered another parcel of bad news-I had been cut of his will, in
spite of me doing what I was told to do by him and having good grades
for the first term. Granted Mom would send me money for tuition for the
next term but that would be it. I was stuck in a precarious situation.
"Yeha, Kris it is quite terrible. I got money until May at least but
after that, I am in trouble," I said to her uneasily. "What you mean to
say you have never worked at all, Tim?" Kris posed the question to me,
and shook my head dismissively. "Well you got any ideas, Tim? Surely you
got something to fall onto."
"Well I figured either doing a tutor or baby sitter job, that would be
easy to balance out with school, you know?" Kris nodded, then added
"Well if you need any help with that, I am here for you."
"Well any luck?" Kris asked after about a month or so since we had
brought up the topic of work for me. I shrugged. "I have tried but I
have struck out. It seems to me no one is interested in trusting their
kids to a young man, even with good intentions." Kris looked at me oddly
and I resumed, "Well I am no pedo, I am clean on that."
"Oh ok then, I figured that. But still..... most of the families are
rich around here, and if anything were to happen, you could face heavy
punishment if you aren't careful."
"Hmm," she pondered as she paced around in her living room, me sitting
still on the couch. "Oho....." she final said, as she looked to me with
a wry grin. "What?" I asked briefly, wondering what she had planned.
"Well what if you could be...... someone?" Kris posited. "Oh no no no,
it would be fine for mere play, but for actual work that could be
risky." I shook my head vigorously. Kris then said back "Well its either
that or you work at a local bar or burger joint, making scraps and
peanuts." as she made her way over to her special room, shutting the
door behind her.
I sat there for a moment, then got up to follow Kris in. I knocked the
door, and stated, "You know.... I have never told anyone this, but one
time, when I was little, my older sister dressed me up as a girl." Kris
opened the door swiftly, and responded, "Oho..... wait. Lucy? Huh, can't
figure she would have done that," with a shrug. "Well, it was one time
only...... but I kinda enjoyed it?" I said, as she let me into her
special room. "Wait, after just one time?" she posited, with a arched
brow upon her face. "Yeah I know, but it kinda.... stuck in my mind....
and I can't really shake it?"
"Have you tried cross dressing since then, Tim?" Kris asked rather
directly. I shook my head. "I never really found the time do it, to act
upon that impulse, I guess. A few close calls here and there, but Lucy
always held me back from me, improper she said just a child joke she
would mention to me at times," I said sullenly. I spotted a nearby rack
of dresses and began running my hand through them, mmm the smooth silk
and fabric. ""But still its a fitful dream, a pity wish," I said with
resignation, pulling that hand away.
Kris then grabbed me by the hand and pulled me towards her. "Listen,
Tim, if there's something you want, so bad, you should do whatever it
takes. man! That's what makes a life so fulfilled eh?" as she pated me
on the back. "Cmon, Tim......" as she led me over to her body form
stands, grabbing a brush and a bottle of goo, "Time to make you a
woman......." cracking a sly grin to me.
(a few weeks later.....)
I was wearing a blindfold after this quite long session with Kris in her
makeup room, but I figured it would well worth the wait. I could feel my
own skin (?) so I must have been naked. But i felt smooth skin, which
didn't sit right for me. "Well, Tim, are you ready?" Kris asked from
behind me as I stood rigid. "Uhh yeah.... though I can't see at the
moment," I said pointedly at her. "Oh right, well......" as she took a
corner of the blindfold and then pulled it off slowly..... "Well ta-da,
my newly christened girl!"
I stared at amazement at the reflection: a lovely young woman. nah, a
goddess stood in the mirror. The first thing that struck me, well TWO
big things, were this girl's breasts-immense, round and perfect. I
turned to the side, and see my butt is similar-quite the junk in the
trunk, with wide mother bearing hips. My legs seemed a bit more slender,
lean even, with no blemishes going down to rose pink painted toe nails.
I stared down at the girl's, well mine I suppose, groin and was taken
aback. Sure I had seen this before, but it was quite surreal to see it
on my own body. The center contained a slight vertical slit, nestled
with red pubic hair. The waist was quite thin (not wafer thin), allowing
for the swell of womanly butt and hips to stand out. Though I noticed a
slight beauty mark near the groin. I blushed a bit at that, so Kris
grinned and spoke up "Well you want it to be real, sometimes you need to
add imperfections. It's all in the details, never leave sight of those,
like that." She then pointed to a rose shaped tattoo plastered on my
right side hip, quite girly. I noted that, huh ok then.
I nodded, and the girl in the mirror mimicked that action as well. I
next took in her face: classic Irish American beauty, Kris noted to him
before she started the procedure. As such, this girl's supple neck led
up to a wonderful face brimming with youth: Small nose, high cheekbones,
light ruby lips, and minimal makeup, likely to highlight not just her
fair skin, but the freckles dotting her face as well as right along her
collarbone, above her mountain bosoms. But it was crowned with her shiny
green eyes, beaming with excitement. I flashed a grin, and the mirror
girl followed suit, showing off a clear white smile-worthy of those
Trident gum commercials. "In case you were wondering, you are wearing a
full skinsuit, a blend of skintone latex and plastic for the body, fit
with padding in all the right places, heh. You mane of fiery red is made
out of real hair, gives a more real feeling eh?" as she walked towards
me, wrapping an arm around my waist. "Oh and the eyes and teeth? Mere
contact lenses and false teeth-one day I'll teach you what how to do
this all on your own, if you want."
"Kris, I......" But then I stopped. Instead of my rough Southern tenor,
a smooth silky soprano voice tinged with a faint Irish accent came out
which caught me by surprise. "How did you do.... this, Kris?" I asked
demurely. Laughing, Kris responded, "Since you ar enew to this, and lack
proper vocal training.....Well, on your neck, under the skin, a special
chip which morphs your voice to better suit..... " She paused for
effect. "Say, what is your name? Can't go around with a name unfit eh?"
she remarked with a smirk. I nodded then noticing the rose tattoo and
replied, "Rose..... I am Rose O'Bannon!" I exclaimed, eager for this new
opportunity. "Alright girl, lets go!" Kris shouted back in joy, glad to
help me out I suppose.
"Ok, girl.... you can do this....." I said to myself as I stood at the
entrance of a large mansion house. I was shaking in my three in heels as
I wondered if this would work. I then looked into a nearby mirror. I saw
a young woman dressed in a white blouse and dark pencil skirt, with a
light green jacket over the blouse. The dark tights wrapped down my
supple legs, ending with 3 in heels. As an addition by Kris, I had on a
engagement ring on my left ring finger, along with a silver cross
necklace, nestling down into my bosom. Nothing to worry about, as I
grabbed my wallet from the purse slung over my right shoulder,
containing all feminine needs: tampon, quick makeup fixer kit and govt
ID (forged by a 'friend' of Kris). Alright its now or never, my first
job at babysitting, one small step to my ultimate dream..... I thought
as I rapped the door before me. It opened, and I spoke sweetly "Hello
there, I am Rose O'Bannon, I'm here to look after your kids tonight?"
flashing a clean smile.
From there, I lived two lives: Tim during the week studying and doing
some odd jobs here and there, often at Kris's request. But Friday night
comes, and Tim becomes Rose, the well known babysitter/nanny of the
Costa Mesa area. After the spring term of my freshman year, I ended up
moving in with Kris-though she insisted on separate rooms with only the
occasional sexual teasing. It was quite the juggling act but I managed.
I enjoyed caretaking, even if it was under a false external pretense.
As I graduated a my business degree, I went to a local education center
and got certified in first aid/CPR and other child care skills. I made
sure to get copies not just for me but also 'Rose'. I then set myself up
with a consulting business which I ran freelance, with me as a manager
and 'Rose' as a the main caretaker, taken on an appointment basis. After
some time in California, I moved back east to take advantage of more
business (and a far less tax burden heh). So many families I helped out,
sometimes more then once. On occasion I would do the jobs myself,
letting 'Rose' rest for a bit. I also put some money away into safe
investment fund, just in case I would need it.
But it was my time with the Davis family, that really changed things for
me. For the first time, I was making a disguise of my own, and decided
on becoming Mrs. Julia Davis, to help poor Mike out of a jam. But it
didn't end well there-I might have gone too far, though I had developed
a new goal: To be a parent, a full on caretaker. But being a single guy,
that would prove to be difficult. I had spent so much time in the
caretaker business that I never figured a relationship in there-married
to the work too much I suppose.
So I crafted 'Diana Princeton', a mid 30s woman with a business degree
and years of admin and clerical experience. Despite only been 26-27 at
the time, I had amassed that much work experience through my nanny
service. So, it's not exactly a lie, just the truth from another
perspective. I now work as her during the week, then myself during the
weekends. Well, until Jane entered my life......
I plan to tell Jane this, one day. I wonder if she would accept. But
whatever, it will work itself out in the end. I am sure of that, my care
and love will help her out to become a brilliant young woman. I owe it
to her for that. Though I still ponder, is that a rich and fulfilling
life for me? Hmm perhaps, yes it is.
Next time: Diana and Jane's domestic life continues, but it hits a
snag.......
(Not sure if I will do this to part 8 or part 10, readers let me know
:))
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