Consequences of a Winter Storm
By Donna Lynn Cooper
Although I was actually the 19 year old babysitter in my second semester
at the local community college, at this moment I looked very much like
Carole Douglas, the wife of Jack and the mother of their three children.
I was dressed in one of Carole's sexy red negligees; a cap sleeved long
skirted mix of luxurious satin and lace; and was seductively crouched on
the floor of the master bedroom in front of Jack, who had arrived home
unexpectedly and found me dressed as his wife during the beginning of a
formidable Winter storm. We were going to be snow bound for days and I
planned on making the most of the circumstances, as evidenced by my
current position.
Three years earlier, I had started babysitting a few nights a month for
the Douglas family, and being a somewhat confused high school student at
the time with no real relationships with girls of my own age, I soon
found myself overtaken with a serious case of puppy love for Carole. I
was also a closet cross dresser, but only had a very limited wardrobe
since I was still living at home with my parents and siblings.
Carole was about 35 years at the time, in the midst of a second marriage
to Jack, who was a few years older than her. Carole looked a lot like
Kate Gosselin in my view, with a similar body style. She favored a
stacked bob hairstyle that she could keep consistent by wearing one of
her three different wigs in that style. Carole was simply amazing in
style and personality, with a very sweet manner. She always seemed to
dress in an alluring, yet understated feminine style, but she had many
trendy and sexier outfits in her closets for special events and evenings
out.
Jack was a bus driver with frequent extended overnight trips up and down
the East Coast, and he was rarely home when I was called to babysit. He
was easily four inches taller than me and while carrying a few extra
pounds, I could see why Carole was attracted to him. Jack was always
pleasant enough to me, but I was not sports oriented so we rarely had
any in depth kind of conversations even when he was the one that drove
me back and forth from my home on the nights and days I babysat for
them.
Carole had a son about 8 years old from her first marriage, while Jack's
kids were in college and did not live at home. Just before I started
babysitting for her, Carole and Jack had adopted two infants, so there
was definitely a need for someone to care for them on the nights that
Carole and Jack had other commitments. While Jack was driving, Carole
was also managing a deli owned by her family in Buffalo a few nights a
week, as well as most weekends. As a result, there was a recurring need
for someone to babysit the children, and my parents had arranged for me
to begin babysitting for them when the Douglas' previous babysitter had
graduated from high school and headed off to college.
Carole and Jack had both wanted me to continue babysitting even after I
graduated high school and had begun college. I gladly welcomed the
opportunity for both the chance to make some extra spending money, but
mostly to continue my practice of transforming myself into Carole for
the few precious hours available to me between the time the children
went to bed and when Carole or Jack were scheduled to return. For three
years it had never been a problem, as they were both very punctual
whenever I worked for them.
I remember the first night that I was to babysit had me anxiously
waiting to be picked up by Carole for the drive a few miles across town
to her home. When her car pulled up and the horn honked, I said my
goodbyes to my parents and was soon sitting beside the object of so many
fantasy dreams, and the magic began almost immediately.
After some brief chatting during the drive where I was relishing every
second of being there beside her, drawing in her perfumed scent,
admiring the outfit she was wearing, and glancing at her profile without
looking obvious, Carole explained, "Our last sitter was with us for
almost four years, and we even went to his high school graduation, so
I'm hoping this will work out with you, too."
"That'd be really nice, Mrs. Douglas."
She parked at the curb in front of her home, and I noted it was a split
level colonial in a pretty nice area of town. The status of the home was
an indicator of a fairly well off middle class family, and I was already
looking forward to seeing how she had decorated and furnished the
inside. As I walked behind her along the walkway toward the home, I
couldn't help but admire how she looked from even that view. Not exactly
gorgeous, but obviously the type of woman that I knew I would completely
fall in love with, and I regretted immediately the age difference
between us...she would always be unobtainable for me.
As we reached the door, I waited while she used her key to unlock the
door, and I noted that I was probably only an inch taller than her. I
had a fairly lean build, so I was already wondering if I would be able
to fit comfortably in her outfits. For the past few years, I had dabbled
with trying on women's clothing, with most of my pieces liberated from
charity clothing drives from my scouting troop. Nothing sexy, but I had
so far collected a few skirts, blouses and two dresses. If Carole was a
size 8 or larger, I knew that I would be able to fit into her things,
and I was already longing to check her hamper to see what was there.
I managed to control my desires for the first several times babysitting
for Carole, but one evening I discovered a very alluring black bikini
left to dry on a rack in the laundry/utility room. Of course, other than
imagining how it looked on Carole, I was next wondering how it might
look and feel on me, and it seemed like hours had passed before I was
certain her children were sleeping soundly. Satisfied that now was as
long as I could wait, as I wanted to be sure that I would have enough
time to experience wearing the bikini before carefully restoring
everything as it was. I was extremely nervous as I made sure the den
drapes were fully closed, which was next to the laundry/utility room,
and in a few minutes, I was naked and holding the bikini in my hands,
admiring the texture of what I realized was a leather-like fabric. It
certainly gave me a new appreciation for the sexiness of Carole.
After slipping into the bikini, I was happy that it fit my waist and
hips, and the top was equally form fitting, although I clearly was
missing the essential flesh to fill out the cups. Even so, it was an
incomplete feeling, as I knew I needed to truly be as feminine as
possible, to include hair, makeup and even a hint of Carole's perfume.
Of course, I satisfied my urges, and was careful to not get my wetness
on the bikini fabric. From that point forward, I was intent to make my
transition to Carole as complete as possible, even if I had to bring my
own wig in the form of a Halloween fright wig that was not too bad
looking once it was brushed out. However, that turned out to not be
necessary, as my next guilt ridden babysitting job led me to a thorough
inspection of Carole's bedroom, which revealed two of her wigs and an
empty wig form, which meant Carole was wearing that one this particular
evening. As a result, from that point forward, I would always have the
benefit of Carole's hair style when I dressed as her.
Carole also had so many wonderful makeup and beauty products in both the
upstairs full bath and the downstairs half bath. In actuality, the half
bath had a nicer and more complete assortment, and it was the room where
I did most of my transformations. I began to practice my makeup skills
virtually every time I was babysitting, even if her son was there. He
was a pretty sound sleeper, and being in the half bath made it easy to
lock the door and not fear an unexpected visitor. The very rare times he
awoke during the night always could be resolved by me simply calling
upstairs for him to go back to bed. If he ever saw how I looked, I knew
my dressing would be ended on very difficult terms.
Since my intent was to emulate Carole, I took care to notice the way she
wore make up for regular functions, as well as when she dressed up for
what was obviously a special event or function, such as New Year's Eve.
I also had the family photo albums from the den to use as guides, and
these sometimes inspired me to capture the exact look, such as a photo
from when she was out with a girlfriend, with both of them wearing the
classic little black dress at an upscale bar.
Carole was consistent with never once arriving home earlier than she
stated before leaving, and often she would call to give me any update as
the evening went on, so on those evenings, I knew almost to the minute
how long I could stay in character. It was always so amazing to answer
the phone while I was dressed as her and talk for a few minutes, giving
her every assurance that the kids were great and were now sleeping
soundly. How could anything bad happen to the kids when "mom" was so
close to come immediately to address every need?
The evening when everything changed for me was a chilly Friday in
January. The older son was away at a hockey camp for the entire
weekend, so after putting the two young children to bed at 7:00 PM, I
had absolute freedom to perform my transformation into Carole. Although
the forecast had been for otherwise, snow started falling at a rate
where it quickly began to accumulate. However, I did not notice that as
I selected that night's outfit and settled in at the makeup table in the
downstairs bath. As the snow fell, I was totally unaware of the change
in the weather, as every moment brought me to look more like the woman I
adored.
My feminine transformation began with undressing completely from my boy
clothes and then slipping on a pair of Carole's black satin panties and
a lacey black underwire bra. I then stuffed the bra cups with faux
breasts made from an old pair of stockings filled with about a cup each
with bird seed and then tied into soft balls. The bird seed gave my
"breasts" firm yet flexible shape, weight and substance of what I
thought real ones might have, since I had no experience personally with
a woman's breasts. Carole was a size 34B, and I happily emulated her by
matching the breast forms to fit comfortably in her bras. I also wore a
pair of nude pantyhose augmented with the set of foam hip pads that I
had created months ago to give me a more curvaceous and feminine body,
and it really gave the impression of wider womanly hips once I put on a
dress or skirt.
I gingerly began my makeup ritual of foundation preparation. Having
literally no facial hair and little signs of acne gave me a good
platform to work with. I used a somewhat lighter liquid foundation than
my actual skin tone, but it was only a subtle difference, and I then
used a light dusting of powder to set it. Since I had enough time to do
a thorough makeup removal, I applied black eyeliner to frame my eyes,
then delicately applied mascara to my lashes, not too much, just right.
Then I finished the eyes with a touch of light blue eye shadow, that I
feathered to a nice effect before leaning back to assess my efforts.
I was very pleased and smiled as I reached for a cranberry red lipstick.
Pulling off the top, I turned the stick and smiled even more as I saw
the well used shape of the lipstick emerge. I loved the idea that the
last person to have used this lipstick was Carole, herself, and each
time I used her lipsticks, it was a loving touch of her own kisses that
adorned my lips.
After carefully applying a coating of the lipstick, I used a tissue to
imprint the lipstick, and set the kissed tissue to the side as I deftly
used a brush to add blush to my cheeks. Looking at myself in the makeup
mirror, I could not help but smile as I turned side to side to inspect
my results. All in all, a bit understated, as Carole, herself, would do,
and I slid the chair back and turned to glance at tonight's outfit.
A 3/4 length sleeved patterned top with an emerald green and black
leopard spot pattern, and a black pencil skirt were the main elements,
with a pair of 3 inch strappy back black heels to complete the look. By
this time, I was totally at ease wearing high heels, and loved the way
they set off my legs, as well as how the heels forced me to assume a
much more feminine gate with a subtle hip sway when I walked. I slipped
the skirt up and zipped the back, and then fastened the button tab to
keep the zipper in place. It fit perfectly, as I already knew it would,
as I had worn it a few times with other tops, but tonight was to be my
first time wearing the green and black top. I then slipped on the heels
and fastened the buckles and stood.
Next, I took Carole's medium length wig and adjusted it into place,
perfectly framing my face and falling to just above the shoulder line. I
felt almost complete as Carole at that moment and only needed earrings
and jewelry to finish the look. I put on a pair of dangly screw back
earrings, three gold bangles on one wrist and single, heavier bracelet
on the other, finished off by two rings on my wedding finger, wishfully
thinking of them as an actual engagement ring and a wedding band...
oops, one more thing, since I would even have time to shower to clean up
after my time as Carole, two light spritzes of a flowery perfume.
Oh my god, I thought as I turned and looked at my reflection in the full
sized mirror. I saw in the reflection a younger version of Carole, me!
As any good wife and mother, I knew that I should take a quick check on
the children, and I effortlessly moved up the stairs and turned the
corner which is when I noticed the accumulation of snow. Easily four
inches had fallen, and it was still coming down heavily, and the snow
plows had not yet even touched the street. I sensed that Carole would
not be able to travel home that night with the snowy weather, and at
that very moment the phone rang.
I stepped quickly to the phone, "Hello, Douglas residence," I answered
in my boy voice, but in all other respects I was the woman of the house.
"Hi, honey," Carole replied, "I just wanted to check on things... and, I
know this is unexpected, but it looks like the roads aren't going to be
clear until tomorrow morning..."
"I know, I was just looking outside."
"Well, I already called your parents and they're okay if you could spend
the night."
My heart leapt with joy, "Uhm, I guess that's okay then. I don't mind."
"Are you sure? I could ask Thelma to come over, instead."
Thelma was Carole's single older sister who lived nearby in the next
town. While generally a very pleasant woman, and sometimes quite funny,
she had somehow not been blessed with the beauty that Carole had
inherited, but she definitely had a much more shapely and full figure.
"Oh no, the roads look pretty bad, I'm worried she might have real
trouble..."
"Okay, you're sure, then?"
"Totally, the kids and I'll do fine," as I admired my reflection in the
picture window with the snow continuing to fall outside.
"Just in case the babies need anything, would you mind sleeping
upstairs... you can stay in my bed."
"Wow? I just figured I'd use your son's bed."
"Oh no, that's too small for you. It's fine. The sheets are fresh, and
it'll make me feel better knowing you are there, okay?"
"Well, okay, I guess."
"Alright, I'll call you in the morning. You won't mind feeding the kids
and getting them cleaned and changed before I get there, will you?"
"Of course not, and they'll be as great as always. You don't have to
worry."
With an obvious tone of relief, Carole quietly said, "I feel so much
better knowing you're there, and please, just make yourself at home."
"Okay, Mrs. Douglas, see you tomorrow."
"Night, night," and she was gone. Breathlessly, I considered how perfect
it would be to actually sleep wearing one of her negligees or night
gowns in her own bed! Oh, this was heaven!
I peeped into the children's bedroom and saw them both sleeping soundly.
I quietly stepped into the room and checked on them both, such sweet
babies. Satisfied that the children were fine, I slowly backed out and
gently closed the door. I was actually weak kneed at that moment, and
felt in awe about Carole's ability to be the perfect mom.
With the whole evening now totally uninhibited by any need to transform
back to my boy mode, I decided to emulate being Carole as the hostess of
an imagined get together with her neighbors. I thought my choice of
outfit was nicely suited to that type of social engagement, and as I
passed by the kitchen, I took a can of ginger ale from the refrigerator.
I intended for the ginger ale to be my white wine, and headed down the
stairs to the entertainment room that was opposite to the den.
The entertainment room had a modern theme, with sleek black leather
furniture, a large flat screen TV and a very nice stereo system. The
room also had a bar set with five bar stools and all of the fixings for
proper entertaining, and the lighting mood could be set to a softer tone
for what I imagined to be a more intimate setting.
As I poured the ginger ale into a champagne flute I noticed the only
flaw with my transformation to Carole, my nails. My finger nails were
drab and hardly feminine looking. I knew that Carole had several
packages of press on nails, and while I had never used them before, I
decided tonight required perfection.
I seated myself again at the downstairs makeup table and carefully read
the instructions on one of the packages. Pretty simple, and the nail
polish remover would make it easy to remove them in the morning. I
picked the French manicure style, since it was the most numerous of the
packages, and after a few false steps, finally had each of my hands
transformed into much more feminine looking style. The false nails
extended beyond my normal length, and I was surprised at how different
it felt to pick things up while wearing them. I thought briefly about
how hard it would be to unzip the skirt or do almost anything else in
the morning, but figured that I would remove the press on nails the
first thing before having to do anything.
Of course, the first task at hand was to reposition my full hardness,
which had become uncomfortable as I had worked on applying the press on
nails. I usually tucked when I dressed, but somehow, I had slipped out
of place.
I loved the look of my now totally feminine left hand holding the hem of
the skirt as my right hand slipped into the pantyhose. As I touched
myself, the feeling of the nails had an amazing effect on me. They
really changed the sensation of touch, and it was a bit awkward forcing
my hardness back into position, but as I finished, I once again had a
nice smooth feminine front.
Pleased with the now total transformation, I decided that I would hold
off masturbating until I changed into whichever negligee or nightgown
that caught my eye later in the evening. I was actually quite proud of
my ability to resist the usual temptation, but my sexual satisfaction
was secondary to me fully assuming the role of Carole as the hostess,
and I hurried back to attend to my "guests."
Holding my champagne glass of ginger ale, I turned the stereo on and
dialed in one of the local pop stations and 'Womanizer' by Britney
Spears was playing. I couldn't resist starting to twist and dance to the
music the way real women and girls would do. Hips swaying, mouthing the
words, and playfully brushing at my hair as I moved, I was so taken in
the moment that I never heard the front door open, the stomping off of
the snow, or the steps on the stairs. But I definitely heard the
questioning word that came from Jack, "Carole?"
I almost dropped the champagne glass as I otherwise froze in place.
"Hon, what's going on, I thought..." and then the realization hit him, I
wasn't Carole.
I turned to face Jack, tears starting to well up in my eyes, as I
murmured, "No, Mr. Douglas, it's me."
The sound of my voice was the only thing that gave identity to the
person who in all other respects looked like Carole from across the
room.
"What's going on, why are you... I mean, why?"
Tearfully, the crying started immediately as I clutched the champagne
glass with both hands to my faux bosom, my body racked with sobs. I
couldn't bear to look at his face, to realize the sense of betrayal of
trust I knew my actions had caused.
I stood there, sobbing, for about the longest minute of my life, my mind
racing with thoughts of the anger my parents would have, as well as the
public humiliation that was surely to come. The one thing I never
expected was the gentle touch of Jack's hand as he slowly lifted my chin
with the tip of his finger. My eyes turned up to meet his gentle gaze.
Rather than hate or even disappointment, all I saw was a sense of real
caring.
"Would you like to talk about this? I'm not angry, but I don't
understand."
My only response was to suddenly press myself against his chest and to
continue sobbing. His arms wrapped around me and he held me close,
tenderly, and let me finish my crying. I felt so safe in his arms, and
realizing he was not angry allowed me to regain a little of my
composure.
"I'm really sorry, Mr. Douglas, I just, I just...", but he cut me off,
with a softly spoken, "You really do look like her."
"Really? You think so?"
"I wouldn't say it if it wasn't true." He paused, then said, "You've
been doing this for a while, haven't you?"
"Yessir, I'm sorry, I don't...," but he cut me off again as he looked at
my face.
"You're her right now, aren't you?"
"Yessir." I whispered.
"Then call me Jack, and can I call you Carole?"
"I guess."
"Come on, Carole, let's sit you down," as he gently guided me to the
large black leather sofa. I sat next to him, primly with my knees
together and wiped away the remnants of a tear.
"I'm amazed at how much you look like her...so close to how you, I mean
she looked ten years ago."
My heart leapt with joy, "Really?"
"Absolutely, but I'm not sure I approve of you drinking champagne,
though."
I giggled, "It's only ginger ale, I knew I shouldn't drink real alcohol
while I was babysitting."
"That's right, not when you're babysitting, but since I'm home, I think
we can say you aren't babysitting anymore, would you like me to fix you
what I usually make for you?"
"Really?"
"Really," a slight pause, "You won't tell anyone though, right?"
"Oh, no, Mr. Douglas, I would never..."
He cut me off with a gentle touch of his finger to my lipsticked lips.
"Carole, you need to start calling me Jack, okay?"
"Yes, Jack, I won't say anything to anyone."
"This is our secret."
I couldn't stop what came out in my most feminine tone, "Yes, darling."
Jack smiled as he took the glass of faux champagne from my hands and he
headed over to the bar. As he prepared my drink, he continued a light
exchange with me, which accomplished three critical things confirming
first that Carole was not coming home tonight; that I was 19 and legally
able to give sexual consent, even though that's not how it was asked;
and lastly that I really enjoyed my role playing as Carole.
I was totally unprepared for everything that was happening, but as I
watched Jack prepare my drink, I quickly came to appreciate everything
that Carole must also have felt about him. Strong, confident, handsome
and caring. What more could any woman ask for, or even hope for in
spouse?
Since I couldn't see the preparations being made behind the bar, and
realizing my eye makeup was probably a total mess, I called out, "Jack,
would you mind if I freshened up?"
"Go right ahead, hon, but don't take too long or I'll have to come after
you." I answered with a giggle as I stood and walked, swishing my hips
as subtly as possible, as I headed to the bathroom.
As I closed the bathroom door, my right hand laid so naturally on my
bosom as the thoughts and emotions rolled through my mind. Foremost, I
wondered briefly if I was misunderstanding Jack's response to finding me
dressed as his wife, but inside I was still a guy and realized that Jack
was going to make the most of this situation... I smiled as I, too, knew
I was going to do the same. For this night, I am Carole.
Now certain of my own intentions, I sat at the makeup counter, and one
glace in the mirror confirmed my worst suspicions. My mascara had run
terribly. I promptly set about fixing everything to my satisfaction,
which was now a very high standard, as my "husband" was expecting his
"wife" to reappear shortly looking as beautiful as possible.
Although no direct words were exchanged, the tone of Jack's words and
his manner confirmed for me that I would be expected to be Carole in
every sense possible. Obviously, no one knew that he'd be arriving home
early, I had confirmed for him that Carole was not coming home, and he
was making me "my" drink.
I decided to fully embrace being Carole, and confirmed this by choosing
the bottle of Chanel No. 5 and applied it sparingly to my neck, just
behind my ears, on my inner wrists, my elbows, my shoulders, and a drop
right where my real cleavage would have been. The change in scent
brought a burst of confidence in my spirit, and I certainly felt more
attractive with the Chanel allure. A much more romantic scent than the
comfortable flowery perfume from earlier, and I wondered if Jack would
notice the change.
Almost ready to return to my "husband," I also freshened up my lipstick,
but did not blot it on a tissue this time, as I wanted to leave a very
noticeable imprint of my lips on my waiting drink glass... or on my
husband's lips if the drink could not wait.
I could have stopped everything right there, but I had no desire or
intention of not exploring my role as fully as possible. I didn't care
that I might simply end up being used by Jack, as his tenderness and
caring was truly genuine in my mind... no, my heart.
Glancing at my reflection in the full mirror on the wall across from me,
I smiled, and saw Carole totally in her element, ready and willing to
respond to her husband's every need, want and desire. I confidently made
my way back to the entertainment room, pausing briefly in the doorway to
smile at Jack where he sat with our drinks.
Whether it was fate or otherwise, at that very moment the radio began
playing Taylor Swift's "You Belong With Me." As I slowly walked toward
Jack, I swayed and moved for him, mouthing the words. From his
expression, I knew that I was doing everything right. He could clearly
see my makeup was freshened, and my youthful, feminine shape begged to
be held.
Jack stood and beckoned for me to come to his waiting arms, and I moved
coyly towards him trying to look seductive and innocent at the same
time. As I reached him, his arms enveloped me, and I melted against my
strong, handsome husband, and we slowly danced together as my mind
prepared me to be the best wife possible for my dear "husband."
Spoken words weren't necessary as I savored Jack's strong, yet gentle
hold of me against him. I soon felt his hardness growing and pressing
through his trousers against the fabric of my skirt and my own body, and
it was such a wonderful boost of my confidence. He was aroused by ME!
Having absolutely no sexual experience at this point of my life other
than my masturbation in private, what I did still came completely
naturally to me. As I coyly pressed myself against him, he answered by
pressing back with his hardness. While I relished feeling my own tucked
penis growing hard within the tight confines of my pantyhose, my mind
was not giving much thought to cares about my own pleasure at that
moment. I was just happy to not have my own hardness blemish my feminine
form as Jack continued to move against me while holding us tightly
against each other.
In time, the song ended and the station went to a commercial, but Jack
continued to hold me as I rested my head against his chest. I dared not
look up as my mind raced with thoughts of what I should do next, but I
need not have worried.
Jack's arms loosened their grasp and he quietly said, "I made your
drink... why don't we sit and talk for bit." I felt his hardness still
pressing against me as I titled my head backward just a bit to look up
at his face and nodded yes. I moved backward one step and grasped his
hands in mine, and took a long moment to smile before he took control
and led me to the couch.
Using my hand to sweep beneath my skirt as I sat, I saw Jack grin
broadly. "What? Did I do something?" I asked.
"No, you, well yes, you did. You sat down just like she does."
"I didn't even notice."
"You've been doing this for a while, haven't you?"
I felt a little self conscious about answering, but Jack seemed to be
truly interested, and under the circumstances with me dressed and
looking like a younger version of his wife in her own clothing, make up
and wig, I decided to be totally honest.
"I guess I was probably twelve or thirteen when I started noticing how
women's clothes were a lot different, softer, prettier than what boys
were supposed to wear."
As I spoke, Jack picked up his drink, which I knew was a Manhattan, as
it was something my own parents drank, and he sipped it as he listened.
I reached for my own drink, and Jack explained that "I" usually liked to
have a Grasshopper when I wasn't drinking wine. I smiled and took a sip,
finding the sweet minty drink was strongly made, and immediately felt it
tingling my tongue.
I smiled at Jack, whispering "perfect," and took one more sip before
continuing to explain my experience with women's clothing. I was adult
enough to know that by serving me alcohol, Jack was willing to deal with
whatever consequences or pleasures the rest of the night might bring.
"At first, it was mostly exploring my mom's lingerie from the hamper,
then sneaking into her room to explore her drawers. Then I started
wearing some things at night that I borrowed from her. But after a
while, I wanted to feel how everything felt put together, and tried
dressing up whenever I could."
Jack finished his drink, but continued questioning me, "So, when did you
first start dressing in Carole's things?"
"It was a couple of months after I started babysitting for you. Usually,
Kenny was home, so even though I wanted to do it so badly, I didn't
because I was afraid he'd get up after going to bed and find me with his
mom's things. Then about a year ago, he wasn't home for one night, and I
just did it."
I paused a moment and picked up my drink to take another sip. Jack
smiled and nodded. "Did you like that?"
"Oh, Jack, I loved it," I gushed, and then realized he was talking about
the Grasshopper.
"It's okay, I made the first one a little strong, but I can..."
"How many do you normally make for me?"
"Two."
"Then that's what I want, and the exact same way as this one, please."
"Your wish is my command," and he then allowed me to continue.
"We're both about the same size, so almost everything she has fits me,
and I just fell in love with all of the closets upstairs and downstairs
full of dresses and skirts, and blouses, sweaters, everything."
"She definitely loves to shop... I doubt she's even worn half of them
more than once. Is what you're wearing one of your favorites?"
"I've worn the skirt a few times, but this is the first time wearing
this top."
"Well, it looks great on you, by the way, really great."
I blushed as I answered, "I just try to be her when I dress like this."
"Have the kids ever seen you?"
I paused before answering the question, and took another sip of my
drink. "Yes, I thought they wouldn't really notice when I would peek in
on them to be sure they were okay, but one time when I was dressed and
was changing Stephanie's diaper... she called me, 'Mama' as I put her
back in her crib."
"Wow, did you feel happy or sad when that happened?"
I smiled at his obvious concern, and whispered, "A little of both."
Jack's hand reached out and his index finger lightly traced over my
blouse and he felt the bra filled and shaped with the bird seed breast
forms. He then gently cupped my faux left breast, "They feel almost
real."
I blushed and stammered out, "I wish they were."
Still cupping my breast, Jack asked, "Do you dress like this for anyone
else you babysit for?"
"I've tried some things when I sit for Sue Arlington, I think you know
her, but it's nothing like being Carole."
"Sue's definitely pretty, but she's a lot smaller than Carole. I doubt
you found anything you could fit into."
I nodded, "A few tops and sweaters fit, but even so, I still like
looking at her outfits and shoes."
"I think you make a very good Carole."
I smiled in response, and Jack continued, "When I came home tonight, you
looked exactly like her. You had me almost speechless when I realized it
wasn't her who was dancing."
Jack's eyes bore into me, assessing me, the woman, his wife for the
evening, and, hopefully, finding everything to his suiting. While I did
not need him to get me drunk to take our situation further, I was
willing in every way to make this evening perfect for him.
I took my glass and finished my drink in two lingering sips, noticing
the lipstick imprints on the edge of the glass. I thought to myself that
I would need to make sure I thoroughly washed the glasses before putting
them away to keep Carole from noticing another woman was loose in her
house.
Jack took the empty glasses and headed back to the bar to make the next
round of drinks. From my position on the couch, it made me tingle
whenever Jack glanced over at me. He was so completely at ease with the
situation, and while I briefly wondered how often he might be unfaithful
to Carole in his travels, I found it flattering that he was being so
kind and attentive to me. If he was willing to have me, I intended to be
Carole in every possible way, or whatever other woman he wanted me to
be.
I decided to be a bit assertive and rose to go over to sit across from
him on one of the bar stools. I could never have slid so glamorously or
easily into the seat again if I tried it again a hundred times, but
after closing the distance, I felt I could stop the conversation about
my dressing, and bring it to the next level.
"If you want, I could change into something else tonight."
Jack smiled. "You're perfect. Don't change a thing."
I couldn't help but smile, "Then I won't."
Jack finished making my second drink and placed it in front of me. My
fingers traced around the stem of the glass, waiting for Jack to finish
making his own drink.
I held my drink up in a silent toast to my "husband." There was a
purposeful silence as Jack clinked his glass against mine, and I took a
long sip of my drink and he did the same with his own drink. At this
point, there was no need for words, and I contentedly sipped my drink,
finding pleasure seeing my fresh lipstick imprint on the rim of the
glass.
Three or four minutes of quietly sipping our drinks passed, and I could
feel the alcohol warming my tummy. On an impulse, I finished my drink
and then asked, "When I'm feeling romantic, what do I drink?"
Jack smiled and reached for a bottle of Sambuca, undid the cap and
poured a shot glass of it for me. "This."
I took the shot glass in my right hand and savored the Sambuca's aroma.
My tongue darted into the liquid and I realized my reaction to the taste
was probably funny to Jack, but he simply smiled and watched me.
I braved the intense anise flavor and finished the shot in one move. The
licorice flavor enveloped my tongue and mouth, and the liquid warmed
both my mouth and added to the warmth already in my tummy.
As I put the shot glass down, Jack's hand reached out for mine and he
held it gently for a moment. My heart fluttered as I removed my hand
from his and then began to lightly trace the words "I love you" in
script style across his palm.
Just looking at his hand as I traced out the words using the glossy
press on nail extension was so romantic and erotic for me. I don't know
if he even knew the words I was tracing on his palm, but in the middle
of repeating the words the third time, he grasped my hand and drew me
around to his side of the bar. I was pulled so quickly that I even had
trouble just tip toeing in my heels.
Still gripping my hand with one of his, he held me around the waist with
his other hand and drew me close against him. I tilted my head back and
accepted the first tentative kiss, and I immediately savored the
intimacy of the moment.
Jack pressed his tongue past my lips and my own tongue met his. Our
tongues swirled and probed playfully at first, and I pressed myself more
tightly against his body. Feeling his hardness heightened my desire and
I wrapped my arms lovingly around his neck. I could hardly believe how
much I liked kissing him. It wasn't a stretch at all to simply feel I
was the woman and he was the man--my man. It wasn't unpleasant at all,
and I responded as his kiss became more passionate, moving my body
against him as the woman in me eagerly anticipated whatever was to come.
The kissing continued, and I loved how my lipstick felt against Jack's
own lips, and how his tongue probed my mouth, forcing its way into me. I
tasted the alcohol from his Manhattan and my tongue teased and swirled
seeking the exotic flavor hiding in Jack's tongue. His cologne mixed in
the air with my own perfumed scent, and it smelled wonderful.
Jack broke the kiss and took a moment to just look at me. "I just need
to catch my breath, God, you're amazing," he almost whispered. He smiled
and then lightly kissed me on the lips.
Perhaps it was instinct, or perhaps it was completely by accident, but
as I was held in his strong arms, my leg moved against his hardness. He
pressed gently back in response, and I repeated my own movement, coyly,
not too hard, not to soft, but I knew what my attentions on him were
doing to his hardness.
"You're amazing, too," I whispered, as my hand now moved down to begin
massaging his penis through his trousers, using my palm to press and
then rub against it.
I was enjoying the liberating sensation from the alcohol, and was
relishing being treated and acting as Carole. I was ready to bring my
role as Carole to a more intimate level with "my" handsome husband.
For a moment, I wondered how Jack would respond if I simply dropped to
my knees and attending to his hardness with a loving blow job. Of
course, I imagined that Carole had done something similar many times
before, if not in almost exactly the same spot.
Before I could act on my impulse, Jack pulled me into a hard, passionate
embrace, almost lustful in its intensity. The kiss lasted for a few
minutes, with my left arm pulling desperately around his neck, and my
right hand massaging and getting a sense of his fullness and size.
Almost breathlessly, Jack broke our embrace and his kisses then moved to
adorn my forehead and then down to lash his tongue on my ears. It was
almost ticklish, and I rubbed my faux breasts against him as I squirmed
with delight.
I then realized that my first intimacy with Jack needed to be in "our"
bedroom. I briefly worried that my lack of experience in sex of any kind
would end up with me clumsily making nothing more than a mess of things,
emotionally and sexually, but at this point, I needed to make this
happen no matter the consequences.
With my decision made, I playfully broke from his grasp, giving one
glance to him, and then darted for the stairway. With Jack only steps
behind me, I raced up the stairs and dashed down the hall towards the
master bedroom--Carole and Jack's bedroom--our bedroom.
Of course, Jack followed me almost immediately, and I giggled as I ran,
purposely putting an obvious swish in my hips with each step. Although
wearing 3 inch heels, I was still able to reach the master bedroom a
brief moment before Jack rushed through the door and was able to grab
hold of my wrist, which brought me to a sudden stop.
The momentum of his hold on my wrist brought my body turning around to
face him, and I allowed myself to fully spin around and be pulled hard
against him. Safely in his arms, I wrapped my own arms tightly around
him, and snuggled against his body. As my chest heaved from my dash up
the stairs, I tilted my face up to his and whispered, "I love you so
much."
Jack replied with wide grin as his hands cupped my derriere and pulled
me up onto my tippy toes and kissed me. It was the most amazing kiss, no
longer one of heated passion and lust, this time I felt an expression of
love. Our mouths were sealed against each other and our tongues lashed
lovingly as Jack gently moved me next to the bed. Without a word, I felt
myself being lowered backward to the bed as Jack settled himself on top
of me.
Our kiss became more loving and tender, and I fell completely into being
Carole. The only problem was that my skirt was making it impossible for
me to assume my presumed natural position of spreading wide for Jack. I
gently broke from our kiss and giggled, "Jack, I need to fix my skirt."
"Oh, right, I'm sorry."
I smiled as he rolled to one side, which gave me enough freedom to lift
up my derriere and pull my skirt up so that it was now bunched up around
my hips and waist. As my derriere settled back onto the bed, I giggled,
"Now, where were we?"
Jack smiled and answered by moving back on top of me, and I
instinctively positioned myself to let him slip comfortably between my
legs as my mouth sought out his lips. Our kissing resumed as I gingerly
wrapped my legs tightly around him, pulling him hard against me. It felt
wonderful being in such a submissive position.
As he moved back and forth pressing his hardness across my smooth front,
dry humping me, I dreamed of actually being a complete woman for him one
day. Even with my own hardness tucked away and unable to be directly
stimulated by Jack's hardness rubbing against my smooth front, I loved
how it felt. I responded to Jack's movements by pushing myself back
against his hardness, and even enjoyed the sensation of my faux breasts
being pressed against my own now totally stimulated and pencil eraser
hard nipples.
Just when the moment could not have been any more perfect, Carole and
Jack's daughter began crying from the nursery. Jack and I broke our kiss
and for a moment just stared at each other. The crying continued and I
knew the baby's needs were more important than anything else at this
point.
"It's Stephanie, I need to check on her," I whispered.
"She's going to think you're Carole."
"The way I look, I sure hope so," I giggled. I let my right hand work
its way between our bodies and I lightly groped Jack's hardness, "And
keep this boy ready for me."
In my mind I couldn't believe how easily I was able to say the last of
those words, but Jack acted as if it was the most natural thing a
babysitter role playing as his wife would say to her husband. He simply
grinned before lifting himself off me and rolling to the side. "Yes,
dear."
I scooted myself to the edge of the bed and stood, letting my bunched up
skirt fall back into place, and even swept an errant bang of Carole's
wig back into place. I turned and smiled at Jack, "She's probably just
wet, I'll be back in a few minutes."
Jack had a very caring look in his eye after I said that. "Mind if I
watch?"
I felt myself blushing as I turned to face him. "You want to watch? It
could be pretty messy."
"Sure, I always like watching Carole, I mean you, take care of the
kids."
I smiled and stepped over to where Jack was still looking at me. I
leaned down and kissed him softly on the forehead, "Thank you for saying
that."
Stephanie was crying more insistently now as Jack sat up on the edge of
the bed and held out his right hand for me to help him stand up. Once he
was standing, my faux breasts were almost touching his chest, and I
dared not look up into his eyes, since all the emotions of being a
caring mom, and no longer just the babysitter, would have come tumbling
out in a torrent of tears. Just for the briefest moment, I took in the
magical smell of my perfume mixing with his cologne and knew in my heart
that this man, my "husband," would make this night perfect for me.
I released my grasp of Jack's hand and turned to the doorway. It only
took three steps before I could see Stephanie tearfully standing in her
crib, waiting for me to attend to whatever she needed.
Stephanie's eyes grew wide when she saw me walking toward her. "Mama,
Mama!" Oh my God, I was Carole at that very moment in the completest
sense of the word.
With a big smile on my face I stepped slowly to the crib and then lifted
"my" daughter into my arms and held her gently, "It's okay, sweetie,
Mama's here, Mama's here. Let's see what you need."
The soft reassuring words almost immediately comforted Stephanie, and
her crying stopped. I held her in my arms, gently rocking her as the
tears and sniffles were soon replaced by a quiet contentment. "That's
right, sweetie, everything's fine. Mama's here."
I could tell by the feel of her diaper that she needed changing, and
without even thinking about Jack watching me, I brought her over to the
changing table and gently laid her down. I had a lot of experience
changing her diapers and cleaning her in my boy mode, but it was
somewhat harder to do it with longer nails and having my breast forms
getting in the way of how I otherwise usually did the changing. It was
still a further confirmation of my womanhood, and I was enjoying this
first wonderful experience in motherly care.
It took only a few minutes to complete the diaper change, which included
cleaning, lotioning and powdering Stephanie. All the while, she was so
adorable and just kept looking up at me...not quite her real mother, but
certainly not a stranger.
Finished with fastening the diaper, I picked up Stephanie and held her
in my arms for a moment, gently rocking her. Stephanie then noticed Jack
standing in the doorway and squealed out "Da Da."
"Hi sweetie, did mommy fix everything?" Jack cooed as he stepped into
the room. "You need to be a good girl, now. Mommy and Daddy are going to
leave and you need to go back to sleep."
All the while Jack spoke to Stephanie, I could think of nothing more
wonderful than being the mommy, at least for the moment. I carried her
gently to her crib and set her back down.
I whispered, "Be a good girl, and sleep with lots of dreams of pretty
ponies and happy birds," as I stood over her trying to hold back my own
tears.
Jack moved up against me and wrapped his arms around me, holding me very
tightly as his lips moved softly against my ear. "You're amazing, do you
know that?"
I couldn't speak, but pressed my derriere back against Jack's crotch,
feeling for him. He was still hard, if not harder than when I last
touched him. Jack responded by moving against me, and he continued to
kiss my ear and neck. I had no reason to move from where I stood, and I
simply let myself enjoy the tenderness of Jack's kisses and the emotions
of being a real mommy continue for the briefest moment.
"I think she's asleep," Jack whispered in my ear.
I turned around within his arms and tilted my face upward to look into
his eyes. I was no longer worried about anything, "Take me to our bed,
please."
Jack replied by scooping me up in his strong arms and carried me into
the master bedroom and laid me gently onto "our" bed. In a continuous
movement, he positioned himself on top of me, letting his full body
weight fall upon me. I wordlessly sought his lips and our kissing
resumed with a pensive pace, no longer was it impulse driving our
excitement and desire, it was simply acceptance of a husband and wife
about to make love.
We kissed and fondled each other for several minutes, but I was soon
facing the same dilemma with my skirt interfering with my innate desire
to wrap my legs around Jack's waist and pull him hard against me.
I managed to break from Jack's probing kiss and pressed one of my index
fingers on his lips. "Jack, would you mind if I changed into something
more comfy?"
A smile formed on Jack's face and he once again gently moved himself off
me and rolled to one side, which allowed me to once again sit up on the
edge of the bed.
"I could give you some privacy to change, maybe bring up another shot of
Sambuca?"
"You don't mind?"
"Of course not. I want it to be perfect for you, too. I'll close the
nursery door while I'm at...we don't want to keep Stephanie awake
listening to us, do we?"
"No, we certainly don't," I giggled.
Jack quietly made his exit, closing the bedroom door behind him as he
went, leaving me to now decide what I would change into. I playfully
thought about putting on a pair of Carole's frumpiest flannel pajamas,
but I had unmet needs, too. I moved to the sliding mirror door of
Carole's closet and opened the side that held her most intimate
negligees and night gowns.
I first thought of something white, almost as a symbol of my soon to be
lost virginity, but something else within me called out the color red.
There were several beautiful negligees in red, and I chose a capped
sleeve one with a long flowing skirt of silkiness and lace trimming.
Laying the red negligee on the bed, I knew I also needed to wear a
matching bra and panty set in the same romantic red color, and I quickly
went through Carole's lingerie drawers until I found the perfect
ensemble.
Quickly, I undid the button and back zipper of the skirt and gently
placed it on the chest of drawers. In equally quick fashion, Carole's
beautiful blouse and the lingerie I had been wearing were carefully laid
out. I opted to keep on the two pairs of pantyhose, since they made my
legs look hairless and sleek. I was soon slipping on the red panties and
then hooking the bra as I next slid my arms into the straps. My faux
breast forms made from the soft balls of bird seed were slipped into
place and I adjusted the bra and the breast forms until they fit and
hung naturally.
I was just sliding the negligee over my head when I heard Jack's quiet
tap on the door. "One more minute, I promise."
That seemed to keep Jack at bay, as I dashed over to the open closet
door and scurried amongst the shoes to find the perfect high heeled
bedroom slippers. I found a strapless pair with soft fuzzy trim, and
quickly slipped into them before quietly sliding the closet door closed.
I looked at my full height reflection in the mirrored door and could not
believe how convincing I looked as Carole.
Not wanting to keep Jack waiting any longer, I went to the door and
slowly opened it, while using it to hide me from Jack's direct view. "I
think I'm ready for you," I softly whispered as Jack stepped into the
bedroom. To my immense surprise and delight, he was naked!
Once he had moved past me and I had softly closed the door, Jack had his
first full view of me. His broad smile and fully erect penis was all the
affirmation that I needed of his approval of what he saw. I only hoped
my performance as a lover was going to be equal to his needs and
expectations.
"Wow!"
"You like?"
"More than like, I love it!"
I sashayed and swished the long flowing skirt of the negligee as I
slowly stepped toward Jack. "You have something that's mine," I
whispered.
Jack smiled slyly as he spread his arms and held both shot glasses of
Sambuca far out to the side. "What do you say?"
"Please, darling, give it to me," I answered, moving closer.
Jack answered by slowly bringing one of the shot glasses to his mouth,
and then he took it all in one swallow. I was now eager to taste the
pungent liquor on his mouth and tongue, but he surprised me by dipping
one finger in the remaining shot glass and then painting the tip of his
penis with the glistening wetness.
"That's not fair," I playfully pouted.
"Well, either way, I know you're going to love the taste."
"Oh really?"
"Yes, really. Which is it going to be?"
I smiled and pointed to the shot glass, and immediately saw Jack's look
of disappointment. "Put that on the side table, please." His smile
immediately returned.
I slowly crouched in front of Jack as he delicately set the shot glass
on the side table, and my fingers lightly grasped his full hardness and
I moved my nose close to smell the liquor's scent on the mushroom head
of his penis. Having never before touched anyone's penis other than my
own, let alone in this manner, I was still not going to hesitate from my
chosen task. My mouth moved toward Jack's hard cock head and my lips
lightly kissed it. Jack almost swooned at that moment, and I knew he was
going to love the rest of our evening together.
Delicately cupping his balls with one hand and grasping his penis
lightly with my other, I had begun to softly kiss the bulbous head with
pursed lips that left light imprints of lipstick on the head.
I had never done even so much as really kiss a girl before, let alone a
guy, but I was quickly becoming comfortable with the direction my life
had now taken. Jack's groaning approval was evidence enough of what he
thought about finding me dressed as his wife and why we were now in the
master bedroom.
I had not yet opened my lips enough to take his head into my mouth, but
I playfully planted kisses all over the head. I soon added my tongue to
the kissing, and greedily lapped at the Sambuca liquor that Jack had
adorned the head of his penis with moments before.
The rich full aroma of the Sambuca made it very easy to bring me to the
point of opening my lips and slowly taking the head of his penis into my
mouth. It was an amazing physical and emotional act, but I seemed to
immediately figure out how to use my lips to protect the delicate
underskin of his penis from my teeth. I also figured out how to fit more
of it into my mouth, while using my tongue to move all over and around
it.
There was no hesitation on my part as I worked my mouth on Jack's
hardness, and "being" Carole made it seem perfectly natural and easy to
make pleasing Jack my only purpose at that moment. When I noticed my
reflection in the mirror atop the large dresser along one wall of the
room, I was amazed at how much I actually looked like Carole. Had anyone
spied us at that moment, they would not have been able to quickly see
that I was not really Carole, and it gave me a great sense of confidence
that Jack really saw me as his wife, or at least a real woman, at this
moment.
I was now officially a cock sucker, but a wifely cock sucker who
rightfully was allowed and expected to please her husband in every way
possible.
Withdrawing slowly, I backed my soft red lipstick adorned lips to where
now my lips were only lightly wrapped around the head of his erect
penis. I glanced up to look at his face, and his loving expression was
all the assurance that I needed to commit myself to being Carole for the
duration of the snow storm.
I pushed forward and took into my wet mouth as much of Jack's penis as I
could, which was probably only four inches as I was still very much
learning about oral sex with only minimal preparation. Even so, the four
inches that I could currently manage seemed a lot more than that.
I let him linger inside my mouth for a moment, just my lips holding him
in place, and I could feel the pulse of blood and the tingling
sensations flowing within his hardness. Totally enjoying the experience,
and pleasantly surprised that I was liking it as much as I was, I began
to play with different techniques. With my lips tightly wrapped around
him, I slowly pulled back, maintaining as much suction as I could on his
penis. I withdrew his penis from my mouth with an audible "pop" and
giggled as I looked up again at Jack.
"Am I doing it right?"
"Oh, God, yes. You're doing great," Jack smiled in reply, "but I need to
sit on the bed, okay?"
"Why don't we both get up there, honey?"
"Well, I kind of like looking down at you."
"Okay, then you sit and I'll stay down here."
"You sure?"
"Don't be silly. I don't mind, believe me, not at all," I answered as I
released my grasp on his penis and leaned back slightly to let him get
seated. Once again, I watched my reflection in the mirror and smiled at
myself. So many emotions were wrapped up in my mind at that moment, but
I was excited by how much I looked like Carole; how I was taking on
Carole's wifely role in her own bedroom with her own husband.
Jack sat back onto the edge of the bed and I moved over so that I was
positioned between his spread legs and looking directly at his beautiful
penis. It was probably only six or seven inches long and had not been
too big to fit comfortably in my mouth, although I had not yet taken it
deeply and fully within my mouth. I really liked the size. Not too big,
not too small, but all I had in comparison was my own small five inch
penis, so it was big enough for me, and I was eager to continue my
training in Carole's wifely duties.
I moistened my lips with a flick of my tongue and smiled up at Jack's
face. His eyes met mine and we spent a moment just looking at each other
with a sense of desire and endearment. Jack softly stroked my left cheek
with his hand, and I felt so loved at that moment.
"You look so much like her, I almost can't believe it."
"I can't believe it either."
"You are beautiful, so beautiful."
I felt myself blushing and Jack used both of his hands to gently tilt my
head back to look directly at his eyes. I was speechless and was almost
in tears at being called beautiful. Even if he might have been just
saying it, the words touched me deeply, and I smiled and reached up to
take his hands in mine.
"Jack, call me Carole, please, it's important."
Jack smiled and said, "Carole, you are so beautiful."
I gulped and just clutched his hands more tightly in mine, holding back
the tears.
"Carole, Carole, Carole, my beautiful wife, Carole," Jack whispered. I
was falling in love with him and he knew it.
I released his hands from my grasp and turned my head down to gaze at
his exposed penis.
"Someone needs attention," I breathed.
My mouth moved toward Jack's hard penis and my lips again began to
explore and tempt him by lightly kissing him all around the bulbous
head. Jack almost swooned at that moment, and the first precious droplet
of pre-cum oozed from the slit of his penis. My tongue lashed at his
slit and I tasted only a slight flavor, but its texture was interesting
and I slowly sucked on the head of his penis drawing out the rest of the
pre-cum.
From Jack's soft moans of pleasure, I knew he was going to love the rest
of our evening together, and I was willing to pleasure him in every way
possible.
I moved his hardness in and out, slowly accustoming my mouth and throat
to having Jack filling me. Jack allowed me to set my own pace and to
explore him, but every now and again he couldn't help pushing himself
deeper into my mouth with little thrusts of his hips. I loved that he
could not control himself completely, and it was a wonderful validation
of my developing oral skills.
I was only slightly aware of my own hard penis trapped within the dual
layer of constraining pantyhose. Emotionally, I didn't have a penis at
this moment; I was Carole in every way. I dreamily wondered if Carole
enjoyed giving Jack oral sex as much as I did, or whether I might
actually be better in this part of sexual intimacy. Oh, if only I were a
real girl at this moment with a real vagina and real breasts to satisfy
my loving husband.
Imagining that I had a real vagina and breasts only heightened my own
excitement about filling Carole's role. I was physically enjoying taking
Jack into my mouth, and knew that I would eagerly allow Jack to use my
other opening as a vagina if he wanted me that way, but that would wait
until I had driven him wild with desire and had satisfied him orally.
It was actually fun working on Jack's penis with my mouth and tongue.
Familiarization with how my own penis responded to my masturbation
sessions made it very easy to anticipate Jack's own need for
stimulation. I was now comfortable enough with giving him a blow job
that I could purposely change my pace and how deeply I was taking him to
extend how long I could make love to him this way before he had to cum.
I sensed that I was now in total control of everything, to include when
I would bring him to his well-deserved husbandly release. Not allowing
him to control anything made me feel so powerful. He was mine, he knew
it, and I loved the feeling.
Jack was tensing, and I could sense it. Although I hadn't taken notice
of the time, I was pretty sure I had been pleasuring him by mouth for at
least ten minutes after he had seated himself on the bed. By this point,
my hands were clutching his thighs with my painted nails, and only my
head was in motion. Back and forth with a quick pace, and then moving
more slowly to take him deeply. I continued to work on my techniques,
and added an even slower lingering lashing of the head of his penis with
my tongue, with my lips sealed tightly around the bulbous head. Jack
seemed to particularly like that technique, and my registered that
nugget of knowledge for our future husband and wife intimacies.
Initially, I had trouble with the buildup of my own saliva in my mouth,
but had learned to keep some of it to lubricate Jack, while swallowing
the rest. Even though I tried to be dainty and neat in this regard, I
felt the cool wetness of my own saliva moving down my chin and along my
neck. It was a totally sexy sensation, and I knew from my own
masturbation experiences that when Jack ejaculated, it was going to be
forceful. I was eager to receive his seed.
I did the best I could to prepare myself for Jack's nearing release, and
I was so alive with sexual excitement. My nipples were hard and aroused,
and the bird seed breast forms in their nylon stocking sheaths wiggled
against them and heightened my own arousal.
"Carole, Carole, I'm going to cum," Jack moaned.
Hearing his warning made me think he was even more wonderful, allowing
me the opportunity to not have him cum in my mouth. I responded by a
long slow sucking pull on his penis, which ended with a wet "pop."
Not even looking up at him, I greedily whispered, "Give it to me, Jack,
give it to me." Without waiting for a reply, I again took him deeply and
my tongue flickered madly all over his shaft. I was Carole, my husband
was going to ejaculate in my mouth, and I was going to love it.
Suddenly, he pushed forward slightly into my mouth and I could feel his
shaft tighten. He was going to cum! I was in such an emotional state,
just waiting for his pulsing release and knowing that I was the one who
was making him cum made me think even more deeply that I was Carole, his
wife, his lover, his beautiful cock sucker.
"Ahh, ahh, ohhhhh God, Carole..."
Jack erupted in my mouth. I was completely surprised by its intensity. I
could feel him pulsing and shooting streams of warm cum into my mouth.
Even though I had figured out how to swallow my own saliva, the onrush
of Jack's cum overwhelmed me, and my lips had to break their loving seal
on his penis.
I struggled to swallow and breathe at the same time, and gobs of Jack's
cum flowed from my mouth. I tried desperately to suck it back and
swallow, but I was only partially able to recover what trickled out.
Cum trickled out the sides of my mouth and down my chin, with pearly
globs of it falling directly down onto the shape of my breasts and ended
up as big wet spots on the negligee.
I continued to suckle on Jack's hardness, breathing now through both my
nose and mouth, mewing softly to myself. I had done it! I had given my
first blow job and I felt radiant. I was now a sexually confident wife,
I was Jack's lover, I was Carole.
It took a moment before I was done suckling on Jack's hardness, and with
a look of intentional shyness, I glanced up at Jack's face. His eyes
were closed, but he was grinning. Obviously, he was savoring the moment.
To get his attention, I blew air softly on his cum and saliva slickened
penis. His eyes opened and he looked directly at me.
"You're amazing."
"Thank you."
"No, you don't need to thank me. I need to thank you," and Jack took
hold of my hands and gently pulled me up from my