Jennifers New Life
- 1 year ago
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Jennifer's Time Out free porn video
"That should do it," I said to no one as I finished
doing my aerobics.
I had been working hard over the past four weeks to
drop nine pounds, so that I could fit into this
gorgeous evening gown. The gown belongs to my wife
Kelly. She knows that I like to cross-dress but does
not really appreciate it. Nor does she want me to
"borrow" any of her clothes, under the threat of "or
else". Usually I don't have a problem with that, as I
have a decent wardrobe of my own to wear. However
this gown is beautiful and cost more than I could
ever pay out of my secret funding. She bought the
gown for a black tie event that her company was
having.
Kelly was gone for a few days, she left Thursday
night and wouldn't be back 'til Monday evening. It
was now Friday evening I had just finished work for
the day and decided to do my workout. I was wearing
tights and a leotard. I skipped dinner and headed
right off to take a nice luxurious bath. I used a
coconut scented bubble bath. After I soaked for a
while I started to shave my legs and underarms. Kelly
would be pretty upset with this, but it wouldn't be
the first or last time.
When I got out I styled my longish blond hair and
then did my nails and toe nails with a deep red
polish. After both coats had dried I went into the
bedroom to continue getting ready. I put on a black
garter belt and sheer black stockings with a slight
rose pattern in them. Next I put on my bra and filled
it with my "C" cup silicone breast forms. After that
I slipped into a pair of black satin Panties that
matched my bra and garter belt.
I put on a pair of Kelly's shoes, a black pair of
Manolo Blahnik's that she bought for the same event,
to make sure I didn't get any runners. Now came the
moment of truth I took the gown out of the protective
garment bag it was in. It truly is beautiful. It is a
Vera Wang black, floor length, and sleeveless. I
unzipped it, slipped out of the shoes and stepped
into the dress. I stepped back into the shoes and
started to zip up the dress, I got the zipper
partially up before I couldn't reach any further.
Fortunately I learned a trick along time ago of how
to use a hanger to pull up a zipper. Once that was
taken care of I walked back to the bathroom and sat
down at Kelly's makeup table and started doing my
face. I put on makeup that would look appropriate for
a formal occasion. I next put on some jewelry,
including a few bangle bracelets, dangling earrings,
a watch, and a choker necklace, which matched the
earrings.
"All dressed up and no where to go!" I again said to
nobody.
I walked out to the kitchen, the dress felt oh so
nice, if fit really well. I was so happy that I
worked to get those nine pounds off. I don't think I
ever felt sexier in my whole life. I decided to have
a glass of wine to toast my self for fitting into the
dress. I poured myself a bountiful glass of red wine
and headed off to the den to turn on some music. On
the landing of the steps, I stopped to admire myself
in the mirror, taking in the dress, shoes, makeup,
hair, frankly the whole package! I am not usually
this aware of myself, but I never felt this pretty
before! I proceeded to the den and turned the stereo
on, and put five CD's in. Mostly a bit of fusion, I
am not quite into jazz, this is as close as it gets
for me. I turned the volume up and walked around the
house listening to the music and drinking my wine.
Soon I was working on the second glass and feeling
really good. Sometime during the third glass I was
feeling really, really good and I remembered that I
had skipped dinner. I went back up to the kitchen,
now just a little wobbly on the stairs, to get some
cheese and crackers.
That's where I was, when I heard Kelly coming through
the front door!
"Hi, honey! Great news our business meeting finished
up today and we didn't have to stay for the weekend."
I heard her say, competing with the music, while
still in the foyer glancing through the mail. "Where
are you?" she added.
I was in deep trouble that's where I was. I was
standing frozen in that spot, there was nothing I was
going to be able to do to avoid this. My head buzzed
from the wine, I finally managed to get the words
out, "I'm in the kitchen." I swallowed hard, getting
very nervous.
"How are you?" Kelly said as she was coming through
the doorway to the kitchen. But her words as well as
her motion stopped cold as soon as she saw me. I
could see that she was upset even if I only saw her
eyes. She declared loudly, "What did I tell you,
about wearing my clothes?"
Oh boy! Or should I say oh girl, what have I done.
"Honey, I just couldn't," I started to explain, but
she threw her hand up in that way of 'talk to the
hand' type of thing. However suddenly she stopped and
looked at me.
"You actually look very nice," she said. "Why don't
you sit down and finish that glass of wine, and wait
for me, I'll be back."
So I headed off to the den, not sure of what was
coming next. I looked at my watch it was only seven-
thirty. While I waited I finished my glass of wine
and was well on my way to finishing the fourth, still
with nothing to eat. That's when Kelly came back into
the room. And what an entrance it was, she had
showered, and done her hair, makeup, was wearing a
stunning dress and accessories.
She handed me a pocket book and said, "Let's go!"
I said as I was standing, "Wow you look great! Uh,
where are we going?"
"Out for awhile, if a women looks as good as you do,
it would be a sin for her to just sit at home."
I was a bit unnerved at going out dressed as a woman,
something I had yet to ever do. At the same time I
wondered about Kelly's abrupt change in her demeanor
about me being dressed, not to mention in her dress
and shoes. However the thought of being with Kelly
like this was beyond words. My head was still
swimming from the wine as she led me through the
front door and out to the car. The dress was somewhat
narrow towards the bottom and made walking a little
slower than normal. I slipped into the passenger seat
as Kelly held the door open for me. We drove for
about half an hour to a bar and restaurant that a lot
of people go to after formal affairs. It's really a
dressy place, but then again we were both dressed up.
I had real reservations about going in but Kelly
finally convinced me that I really did look beautiful
and that I would be fine as a woman. Hmmm, a woman,
me.
"Okay, I guess."
"Trust me! Stick close to me and you'll be fine."
We walked up the front steps, I was still a little
wobbly, it reminded me of my first time at wearing
high heels years ago, and I giggled. Once we got in
side, Kelly talked to the hostess and we followed her
to a table, where two people, our friends Nicole and
Joe, were already seated. I froze for the second time
that night. Apparently Kelly called them while she
was getting ready and told them to meet us there for
a big surprise.
Kelly said, "Hi, I want you to meet Jennifer." They
of course already knew who I really was.
They both stood up and we exchanged pleasantries like
we really had just met. They both told me I looked
really great. Nicole proclaimed that we should have a
toast, "Let's get some champagne!"
Joe toasted and said, "Here's to our new friend,
Jennifer!" and we drank the champagne right down. Joe
ordered another round for all of us.
After my second glass, I told Kelly, "I have a
headache."
"Here take two of these and two of these," she said
taking four pills out of her purse. "It's a new
remedy our company is coming out with." She's a sales
rep for pharmaceuticals company so she always has the
latest scoop on these sorts of things. Later on I
found out two of the pills were for a headache and
two were diuretics, as they wanted to get me into the
ladies room and used to being there.
The music had turned towards the Mexican side of
things and the waitress came around to tell us about
the drink specials, "We have a special on frozen
margaritas, right now they are two dollars off the
normal price."
Well you didn't have to ask me twice, it's my
favorite drink. I know you are not supposed to mix
drinks, but at this point I wasn't feeling any pain.
"I'll take one, no salt." I proclaimed.
It was just past ten o'clock. Kelly and Nicole took
me out to the crowded dance floor and we danced
several fast dances. By the time I got back to the
table I was hot and thirsty. That margarita went down
very fast. I saw the waitress and indicated I'd have
another of the same, everyone at the table said they
were okay, and they all smiled at each other.
Suddenly I realized I really, really, needed to pee.
I grabbed my pocketbook and announced, "I'm off to
the restroom."
Nicole popped up out of her seat and said, "I need to
go too!"
Kelly not missing a beat, chimed in, "Me too!"
Joe stood up as us three girls departed. As I was
walking down the hallway I started to push on the
men's room door just as some guy was coming out. He
said with a smile, "I think you might want the one
down the hall there, honey." Nicole who was close
behind me giggled loudly, as I figured out that I had
to use the ladies room.
We all went into the small ladies room, only two
stalls, and Kelly told me she would go in with me to
help with my zipper. She unzipped me and had me sit
down. I pee'ed like there was no tomorrow. While I
was sitting there Kelly had pulled her dress up
around her waist and stepped out of her panties.
"Wipe yourself, and then I want you to eat me!"
Again you don't have to ask me twice! To go down on a
woman is one of my favorite pastimes. I brought Kelly
to two quick orgasms and she had me stop.
"Wait here a moment." she added. She straightened
herself and stepped out of the stall. Nicole stepped
in and we started all over again.
"Oh yeah, my little slut, eat me good," Nicole moaned
as I lapped away at her pussy. She had a multiple
orgasm before we stopped. "You are good at that, but
we still need to make sure you get lots of practice
at giving oral! Wait here." She said too,
straightened her dress and stepped out.
I heard the outer door of the ladies room open and
close and then it sounded like it locked. The door to
the stall opened and Nicole and Kelly were both
standing there.
Kelly spoke up and said "One more to go!" as Joe
stepped into sight. Now I was really nervous. Kelly
said, "I want you to give Joe a blow job and that
will be your punishment for wearing my dress."
What was I going to do, my fuzzy brain was scrambling
trying to think. All I could imagine was terrible
thoughts that my lovely wife would leave me or
something even worse.
I slowly nodded my head in acceptance and Joe stepped
in towards me. He pulled his pants down and stroked
his cock a couple of times.
"Is this what you want? Lick your lips like you
really want my cock you slut. I want you to ask me
for the pleasure of sucking my cock." His cock was
swelling bigger by the moment.
"Please Joe let me suck your beautiful cock!"
"And?"
"And? I'm sorry I don't know what else you want me to
say."
"What happens when you suck cock?" Prodded Nicole.
"Oh. Cum. Oh. Please Joe let me suck your cock and
taste your wonderful sperm."
"That's a girl!" Joe said as he stepped forward and
plunged his semi-hard cock at my face.
I licked the tip, and worked my way down the
underside, and one at a time sucked his balls into my
mouth and gave them a nice tongue job. I then worked
my way back up to the tip, remembering some of the
best blowjobs I ever received. I started taking his
rod into my mouth and bobbing my head on it.
"Oh what a good cocksucker you are, Jennifer. Keep
going like that, it feels so good." Joe had a cock
that was much bigger than mine and he kept my
mouthful of it all along. "Oh yeah, oh yeah, you're
mouth is so hot. I'm going to cum real soon." His
cock got even a little harder and swelled a little
more. "Oh yeah baby, I'm cumming."
It was as though I could feel his load of sperm
rushing up through his cock towards my mouth, and as
the first part of the hot sticky, salty, gooey sperm
hit my tongue, though I was not erect I shot a load
into the crotch of my panties. Joe finished cumming
and started to pull away, that's when Kelly took my
picture with her digital camera, and I realized that
Nicole and Kelly just stood there the whole time and
watched me blow Nicole's boyfriend.
Nicole looked right into my eyes and said "Okay
sweetie, swallow it all down." Kelly standing beside
her grinned and nodded her agreement. So I devoured
Joe's sticky load into my stomach.
I was finally able to get out of the stall and my
makeup needed a major repair job. Finally we unlocked
the door and all four of us exited at once, getting
many nasty glares from the nervous and upset women
standing there waiting to use the facilities.
We got back to the table and I nervously downed my
next margarita suddenly thinking that everyone in
there knew I was a guy and somehow knew what I had
just done. Weirdly enough I wasn't embarrassed or
ashamed. I stopped the waitress to ask for another
drink, and she said the drink special had changed to
Long Island Ice Tea.
"That's okay with me, I'll have one, anyone else?"
They all declined saying they still had a little bit
left.
Well after that drink I had to pee again, Nicole went
with me, but only to help me with my dress. Nicole
was impressed that I knew to wear my panties over top
of my garter belt and suspenders, so that I could
pull my panties down easily. She giggled when she saw
the pile of cum I left there earlier. When we got
back to the table I ordered one more drink. It was
about eleven-thirty by the time that I finished that
drink. Kelly suggested that we leave, as she wanted
to go for a walk through the small town where we
were. So we all went outside, and the fresh air felt
great. The pile of cum in my panties felt all gooey
as it stuck to me. We walked a few blocks talking and
laughing out loud at things. I was very, very drunk.
That's when a police cruiser came slowly down the
street and everyone started telling me that I was
probably in real trouble now. As their car got closer
they saw me stagger a bit, and they pulled over to
the curb and stopped. The officers both got out and
looked us over as a group.
"What's going on her ladies and sir," asked the first
officer, to no anyone specifically.
I giggled; this was not a good thing.
"Excuse me miss," said the second cop, "Do you know
there is a law about being drunk and disorderly in
public?"
I giggled again, "I didn't know I was disorderly." My
slurred words came out with another giggle at the
end. "But I am just a insey bitsy tinsey bit drunk."
I added with yet another giggle. What a ditz I was
being.
"Miss, turnaround and face the car, and put your
hands behind your back," said the first officer. He
then handcuffed me and asked if I had I.D. That was a
good question. I knew there was makeup in my purse,
but I doubted that Kelly had put my wallet in there
too.
Kelly spoke up and said, "Your I.D. is in your wallet
in your shoulder bag, sweetie."
"Well, let's look in there for your I.D. then,
Sweetie," said the second cop. He opened my purse and
started looking through for my wallet. Apparently the
girls had put a few tampons into my purse for some
added fun. "There's your wallet, let's just take a
look here." He was now looking at my driver's
license, my male driver's license. "This is very
interesting, Officer Adams, come take a look at
this."
Now the rest of the group was giggling, however they
were not drunk. The other cop walked around and took
my license and looked it over, "Is this you? Yes, it
looks like you. Perhaps we should add falsifying your
identity to the charges as well!"
"No officer, this is all just a big mistake, if I
could only explain, perhaps we could work this out."
"Work it out? We are officers of the law here to
uphold that law, to me that sounds like a bribe. What
do you think, Mario?" He asked of the other officer.
"I don't know Bob, let's hear 'her' out and see what
'she' has to offer." Said the other officer, Mario.
"I guess, let's put 'her' in the car in case we
decide to arrest 'her' and take 'her' to jail. I'm
sure they might know what to do with 'her'."
Mario got in the back seat of the car while Bob
escorted me around the other side. With my hands
still cuffed behind my back, he pushed me sort of
headfirst into the car. I fell face first into
Mario's lap.
"Wow, you are eager to work this out aren't you
Jennifer?"
How did he know my female name? He worked his pants
down around his knees and his cock sprung free.
"Here, honey this can be your Breathalyzer test, put
this in your mouth and 'blow'."
I took the second cock of the night and my life into
my mouth and started bobbing my head up and down the
best I could with my hands still cuffed behind me. It
was slightly bigger than Joe's and was already hard.
I realized that Kelly, Nicole and Joe were standing
outside watching this happen, with Kelly's approval.
Suddenly I felt two hands on my hips from behind me.
Bob the other cop was climbing in behind me on the
seat and working my dress up around my waist. Once he
accomplished this he managed to get my panties down
my legs and off. I felt him climb up close behind and
he started to rub his cock across my bottom.
Bob then said, "Hold on, baby!"
He at that moment set forth to work his cock into my
virgin hole. I wanted to scream, but Mario made sure
that I kept busy sucking his cock. Bob soon had his
whole cock in my ass, as I could feel his balls
resting on my crotch. He then started moving in and
out as my asshole started to relax I started to not
mind so much, as the pain was subsiding. His balls
were slapping away at my crotch as he pulled almost
all the way out and then pushed all the way in. Soon
he really picked up the pace and was really going at
it. I knew by the rate he was going to cum soon.
Mario's cock was getting stiffer too and he was
moaning, and so was I, as I started to get into what
was going on, even though I was worried about what
was going to happen afterwards. Mario started to cum
and he had a hand on the back of my neck to make sure
I swallowed every drop. It was really hot and thick
and I had to swallow twice to get it all down, it
felt as if it was sliding down very slowly.
Bob then yelled, "Here I cum!"
And shoved in all the way to the hilt, and I could
feel his cock pulsing in my rear as he pumped his
seed into my bottom. He pulled his cock out of my ass
with a loud, wet plop. He wiped his cock on my cheeks
and then got out of the car. He walked around the car
and opened the door just as Mario lifted my head off
his cock, Mario got out and walked around the other
side, he reached in and un-cuffed me and told me to
roll over. Bob got in the one side as I lay on my
back and he started feeding me the cock that had just
been in my ass. Mario instructed me to open my legs
as he crawled between them and threw my legs over his
shoulders. Mario was already hard again and started
poking his cock at my ass, his was much bigger than
Bob's, and he really was working hard to stuff it
into my bottom. Bob's cum made for lubricant as Mario
started fucking me with his monster. I was beyond all
points of turning back now and was sucking away at
Bob's musky cock. That's when Kelly snapped another
picture of me. I could tell that Bob wasn't going to
last long and mere moments later he began shooting
the next load of the evening into my mouth, I
swallowed all of it. He pulled out and got out of the
car. Mario was fucking me even harder now as he slid
me across the seat and the top of my head was banging
against the inside of the car door. He picked up my
panties and wrapped the wet crotch of them around my
cock head and started rubbing me. After about fifteen
or twenty minutes he finally came and deposited a
second load of cum into my ass. At this same time I
came for a second time in my panties.
Mario pulled out of my now raw ass, and said, "That
was fun, we should do it again some time." He looked
at Bob and said, "What do you think, should we let
her go?"
"Yeah, let the little slut go, we know where she
lives we can always pick her up some other time if we
need to bust someone."
As they let me out of the car I was able to put my
sopping panties back on. Almost immediately I could
feel cum running down my legs.
That's when Kelly stepped up and said, "These guys
aren't real cops, they are security from the
pharmaceuticals company I work for, and I asked them
to do me this favor. I hope you know better now than
to take my dresses and shoes!"
All I could think at that point was maybe I do, or
maybe I don't. Kelly made it a point to tell me,
"Anytime these guys want you in anyway, you'll do
what they want, and that goes the same for Nicole and
Joe too. And anybody else I tell you to in the
future.
We all parted company and Kelly drove me home and had
me eat her to several more orgasms. Then she strapped
on a dildo and had me suck it for a half-hour or so.
Then off came my panties and she stuffed them in my
mouth and tied them there with a piece of cord. I
could feel all the sperm in my mouth from the
panties. She then took the handcuffs that she got
from Mario and cuffed my hands behind my back. She
shoved my face into a pillow, while I was kneeling.
She then started to screw me in the ass with her
silicone cock.
"This is for wearing my shoes you little slut," after
she had several orgasms and about forty-five minutes
of hard ass fucking she pulled out, and unlocked me.
She said, "From now on you will do whatever I tell
you, and you will be my little slut slave. Get
changed and leave those panties in your mouth and get
some sleep, you're gonna need it."
She gave me a baby doll nightie and a matching pair
of panties to sleep in.
Sherry
- 18.06.2020
- 30
- 0
