Lottery winner got laid part 1
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Lottery Winner Part 2 (homecoming) free porn video
As the Laura Ashley prairie dress settled over my pantyhose covered
thighs, falling to mid-calf I caught myself loving the feel of it. It
was periwinkle with an adorable lace scalloped collar and empire waist, I
had always loved the way a full skirt on such a dress would flow around
my legs and now I was wearing a beautiful one. I slid my feet into the
little white flats luxuriating in the feeling of my nylon covered toes
wiggling in the feminine shoes. Looking in the closet again I took the
white cardigan off the hangar, it struck me that I had nothing else to
wear and realized I was loving that this was all I owned, not a stitch of
male clothing. Looking one last time in the mirror to check my eyes (no
mascara runs), I had been overcome with fear and regret as I did my
makeup because of the realization that I would go to jail if I did not
follow this crazy life for a year. I picked up my purse and headed to
the lobby to meet my husband for the first time. A few months ago I had
been a man that won a lottery prize, now I was a married woman, oh gawd
what had I done?
As the elevator door opened I was suddenly struck with fear, what was the
clerk going to do when I had to check out, I had no money, credit card or
even any ID. Besides, I still felt that I did not pass very well as a
woman. To me it was obvious I was a man in a dress and pantyhose and my
voice..."room please ma'am" so far so good he called me ma'am, in a
whisper I replied and placed the key cards on the counter. Not looking up
he began typing in his computer, "oh I see that there has not been
payment made, may I have a card please?" I began to shake, out of habit
I opened my purse to search for payment I knew was not there. Please oh
please let a credit card magically appear. Then suddenly that is exactly
that is what happened. A deep voice from behind and above me "sweet
heart, I will handle it, will you wait outside while I settle up please?"
a large hand placed a card on the counter. I jumped a little and let a
little squeak as I spun around to look directly into the broad chest of a
man. Slowly I looked up into the most handsome steel grey eyes, I had
ever seen. My breath caught in my throat, as I saw a man in his mid-50's
with Red close cropped hair greying at the temples, a full mustache that
was also showing some grey. Now I never thought of myself as a tall man
at 5'8" and when dressed I could get away with low heels, but next to
this mountain I was positively diminutive. He had to be 6'6" to 6'8". I
felt like a little girl, and as that thought hit me I smiled, I felt like
a girl. Then out of the blue he smiled down at me, I think that I truly
started to melt, something overtook me at that moment. Rising up on my
toes, I placed one hand on his arm and stretched up to kiss his cheek.
He bent down and then blushed, yes blushed as he realized what I was
trying to do. I quick peck, then a swipe with my fingers to remove
lipstick from him. My gawd, what is up with me? This is a game and I am
still a man under this slip and dress. Blushing myself, I quickly moved
around him and headed to the doors to catch my breath.
Standing out front I purposely did not turn around to look at him for
fear I may, dare I say it, swoon again. Yes, I had swooned over another
man! Then a truly terrifying thought came to me what if he is not
Jeffery? Oh my, what if I assumed it was Mr. Nicole and it was only a
bystander coming to my assistance. With that I heard the automatic door
slide open behind me. Turning around I was again struck by the sheer
size of the man. Even on my toes I did not reach his cheek, the one I
kissed like some love sick teenager, argh. His jeans were worn but
clean. Freshly polished work boots, the kind with leather fringe below
the laces on his feet. His shirt was blue and obviously brand new,
apparent from the packaging fold marks. The idea that he may have bought
a new shirt just to meet me, made me feel tingly again. What a sweet
gesture. Sweet gesture, what is happening to me, you are a man play
acting, I reminded myself. With that he smiled again and gestured to a
white pickup truck waiting at the curb. It looked to be about 10 years
old, a rack in the bed for lumber and tools, lifted with large tires and
maintained impeccably. A man that took care of the tools of his trade.
I guessed he must be in construction or labor of some kind. As I moved
next to the passenger door and he opened it for me, I realized that I had
no idea how I was going to get in without exposing myself in this dress.
It was just too tall and I would have to hike up my skirts to my thigh to
get in. Swallowing hard I reached for the hem of my dress, but then two
strong hands lifted me like I was a 5 year old effortlessly into the
seat. The same squeak I made before came from me as this happened
causing him to chuckle lowly. I looked up at him again, he said one word
that sent me into another swoon "adorable". Who was this man and how was
he doing this to me? I watched as he went around to his side and without
even a slight hop stepped into the truck.
As we pulled away and turned north on the highway he said nothing, but I
think I caught him looking at my legs, absentmindedly I tugged at my
skirt covering more of my ankles. Then he caught me staring at him as he
drove. Which in turn made me look away quickly and fidget. "Could this
get any more awkward I whispered. He asked what I said and I replied
curtly "nothing". Finally about ten minutes later "Listen Amy, I can
call you Amy right?" Even more curtly this time I responded "it is my
legal name, NOW". He looked at me he said "well that is how it is so how
about we start over?" and threw one of his million dollar smiles at me,
(damn him I swooned again) "May I call you Jeffrey or what do you
prefer?" " Well Amy you are my wife and it would seem strange for you to
call me Mr. Nicole, so Jeffery or Jeff if you prefer, but either way may
I say that you quite an attractive woman." Blushing beet red "thank you
Jeffery that is very nice of you but I know I don't pass very well"
Smiling at me "Nonsense, no one would ever think you anything but a very
feminine woman" suddenly I was giggling, "Well you are off to a great
start Jeffery, I seem to be unable to resist your compliments, may I say,
and I have never told any man this in my life, but you are very handsome"
my giggles became nervous. He was blushing now. Wow, was he really
attracted to me as a woman? I began to actually laugh and so did he. We
both relaxed suddenly. "You know Amy I was not sure how this was going
to go, or how it would work out. I had a picture of you from a month ago
but when I saw you at the counter and could see in the mirror you were
shaking, I had to help. I did not mean to scare you. And the um..." he
trailed off "I am sorry if I was to forward with the kiss, it just
happened, once again a first for me" "no no don't apologize. It was just
unexpected and I really liked it" without looking up I said I think I did
too. With that, booming he laughed out loud, startling me again causing
this new squeak habit I had developed to happen again. "Sorry" he said
"but I am glad because from your contract it seems you will be doing it
often". Oh yes, the contract I thought, "will we have a chance to talk
about that when we to your house?" "It is our house, and yes I think
that would be a good idea. Let's set the foundation up front so we can
move on quickly with our new lives." Looking at him I smiled, "oh
Jeffery I have been very selfish, it has just dawned me that not only
have my choices changed my life drastically, so have they yours" smiling
he replied "well it is true I was not married and did not share my home
with anyone, at least not for a long time, but I did not change my name
and gender. So I would say you have changed your life more, but thank
you for caring already you are a kind woman." Being called a kind woman
made me shiver. He nodded at my feet "do you do that often" looking down
I realized I had kicked off one shoe and was rubbing my foot on my leg.
Yes, I did it all the time because I love the feeling of the nylon on
nylon. I stopped abruptly and slid my foot in my shoe. "Don't stop on
my account I think it is sexy" I smiled now. "You know Jeffery when I
kissed you I had no idea if you really were my new husband. But now I
do. I and I hope it is going to be good. You are sure you are ok with
this?" "well it is too late now Amy, we are married, you are a woman and
I am your husband, but we have a lot of living to do this year and I
expect certain things from my wife as you will find out, but we will talk
more in the house" I didn't even realize we were stopped. "We are home
Mrs Nicole."
Looking up we were parked in front of white two story farm house with a
wraparound porch. I say it looked like it was built sometime in the
1940s. It even had a huge oak tree in the front yard with a swing hanging
from one limb. To one side was large out building with three roll up
doors. I assumed this was his shop. The home was on a small rise and
looked out over rolling hills of some kind of crop. The drive way was
gravel and when I looked back I could see we had come up a long double
rutted path from a gate that was slowly closing automatically. My door
opened and I jumped and squeaked again. "How can you be any more
adorable Mrs. Nicole" he said in response. Melting all over again I put
my arms out and he effortlessly lifted me and set me on the ground. "It
is beautiful" I said in a soft voice. Putting his arm out "shall we" I
took it as we walked to the steps. We passed a silver Dodge minivan. I
looked up at him and asked if that is what I would drive. "It is brand
new. I figured my wife would need it for shopping" I now had woman's
vehicle as well. When we reached the top of the stairs he turned the
knob of the front door "no need for locks out here" I went to take a
step when all of a sudden he swept me in his arms. Squeaking again,
where is that coming from, I kicked my feet causing me to lose one shoe.
"What are you doing Jeffery?" "This is your first time in this house,
your new home and as my new bride it is proper that I carry you across
the threshold for the first time. Now will you relax please?" Looking
him in the eyes I smiled and put my arms around his neck. He set me down
at the base of a large staircase. To the left was a sitting room or
parlor. On the right a dining room with an arched opening to the
kitchen. Turning around I saw Jeffery was removing his boots. Suddenly I
realized I was only wearing one shoe and giggled, my other he had placed
by the door. Pointing at my feet he said no shoes in the house please.
Quickly I kicked off my other flat. Standing in just my stocking feet I
assumed there were house slippers I could wear someplace. "Do I have
house slippers?" "All of your clothing and shoes are upstairs in our
bedroom, but I find that I want you to stay in your stocking feet. I am
not sure why but it is rather sexy to me, so first rule, no shoes at all
in the house and you must always be in stockings for me." "I don't think
that is practical Jeffery so I will wear slippers." "Ok I can see we
need to discuss the rules particularly #7, so I suggest you go upstairs
and freshen up. I will expect you in the kitchen in 10 minutes so we can
get things straight. Now upstairs with you woman." Taken back by the
exchange, he was being very dominating, so much for a sweet man. Turning
on my heel I took one step before he said "well are you forgetting
something?" Puzzled I looked at him, then it hit me. Really?! Fine. I
stepped up two steps turned and kissed him on the cheek. "Yes dear."
At the top of the stairs there were four doors open from the hallway.
The first two were bedrooms, the third a sewing room and the end the
master bedroom. In the center of the room was a four post bed with a
quilt. One wall had a door leading to a walk in closet. Another led to a
bathroom. The entire outer wall was windows and placed next to the
window was a huge claw foot tub with a gorgeous vanity next to it. "What
did he think I was going to do bath in front of him? Wait he could make
me do just that." I shivered. Looking in the closet I was presented
with a beautiful array of full dresses. Looking at the labels they were
mostly vintage Laura Ashley. How did they know? There were a few denim
jumpers and two denim skirts. The shoes were all conservative flats,
with the exception of a couple pair of heels, one black court shoes the
other white strappy sandals with must have been five inch stiletto heels.
"Good luck walking in those Amy." I said to myself. To the side was a
pair of white Keds, another of my favorites. I was getting excited again
looking forward to wearing and trying on every dress. Walking to the
vanity I looked at all the cosmetics. Who bought all this stuff? Surely
not him. Picking up a tube of lip gloss I heard Jeffery downstairs call
"Squeak it is time to come down, there is plenty of time to look around,
but now we need to talk". "On my way" what did he just call me?
Coming down the stairs I let myself enjoy the feeling of my skirts around
my legs. If nothing else I got to experience this every day for a year.
"I hope I don't lose the love of this feeling." Padding along the
hardwood floors I came to the realization that I liked the slippery feel
on my nylon covered feet, no shoes may not be too bad and I did like that
I had no choice. Entering the kitchen I was amazed at the huge
restaurant quality stove and oven. There was a large island that looked
like it would be nice to prepare meals at. I caught myself looking
forward to being a wife. Jeffery was sitting at a kitchen table with a
beer in front of him. He gestured to the chair across from him. Sitting
down I swept my skirts under me and crossed my legs at the ankle, mmm I
still love that feeling. "What did you call me Jeffery?" With a smirk
he replied "It seems that I have already given my wife a pet name. You
are my little Squeak" he declared. That adorable and feminine sound you
make when startled just melts my heart I have to say. While I did not
exactly like that it was somewhat condescending I found that it fit with
my fantasy well and decided to try it on for a while. So I smiled and
said "do I get to call you Papa Bear then?" He boomed a laugh at that
and I squeaked again. "Yes, of course you may if you wish". I crossed
my legs at the knee and leaned in. "So I suppose we should talk more
seriously then. May I ask a question first?" "You could have any woman
you want, why would you choose to do this? To be married to me, a man in
a dress for a year?" his face darkened and I got a little nervous.
"First, you will never again refer to yourself as a man. Never. You are
woman, your hormones are that of a female. Your name is female. In the
eyes of the law you are female, and you are married to me and I am
heterosexual. Second, understand that while we are partners and may ask
your opinion, I make all decisions and you will live by them, rule #7.
Finally, I was going to remind you of your requirement to always act as
feminine as possible, but I can see you really can't act any other way.
Frankly, I would be surprised if you could even muster a male
inclination." This made me angry, I hopped up, put my hands and my hips
and stomped my foot. "You don't know what I capable of mister!" I
proclaimed. This caused him to laugh out loud "Amy look at yourself, did
you just think you were being masculine? You acted like a spoiled
teenager that did not get her way. Now sit down." Looking down, I was
standing with my weight on one foot, my other leg bent in front with my
toes curled under on the floor. My arms crossed over non-existent
bosoms. He was right. I sat. "Now as for your question, I started this
because I almost lost my construction company this year because of
financial issues with an ex business partner. Your legal offices happen
to be mine as well. Mr. Johnson seeing an opportunity presented me with
an interesting proposition. Should I agree to live as your legal husband
for a year I would have all my debts absolved, I assume it would be part
of your money to do that. I was given the option to set the conditions,
hence the traditional lifestyle for you and me being in charge of
everything. As far as the other things, it became a game to me, but now
that I have met you I can't believe you were ever anything but a woman.
Also, I must admit that I am somewhat confused by my feelings. You see I
find that I am very attracted you, and want to get to know you as my
wife. So, all the contract is in effect. For a while I sat and said
nothing then I asked "and the punishment clause?" "That will only be
enacted by the law firm" "the feminization procedures?" I asked.
"Squeak, from what I can see you are a beautiful woman and so far I don't
see anything thing I would change, but it is just our first day. But
know anything I would do would only help you pass and be more comfortable
in your skin." Without thinking I reached down and pulled my skirt over
my knee so I could stroke my knee. I looked in his eyes "I am feeling
very attracted to you too Pappa Bear" His hand was now on my knee, it
felt exquisite. "I am glad, but tonight I think we have had enough I
want you to go bathe. When you are done call me up. There is a
nightdress for you in your dresser, all your clothes were provided by the
law firm. Go have your privacy. Don't worry tonight we only sleep."
While ominous I understood the implication and stood up, then bent over
put my hands on his face "Thank you for this adventure." I said and
kissed him on the lips.
Vicky
- 07.01.2022
- 11
- 0
