The Sissy Sales Pitch
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The Sales Pitch free porn video
The Sales Pitch
By Bashful
Oscar was sitting in the booth of one of 'his' bars, writing up his latest
sales order. He didn't drink, not even beer, but he sold bar supplies and
liquor. He made a good living at it as well. A woman approached his
booth and stood there a moment until Oscar looked up at her.
"May I sit down, please," she asked.
"Sure, " Oscar said and scrambled to stand, as a gentleman should. She
was seated before he could rise though.
"My name is Valerie Stevens, I think your name is Oscar, isn't it?" She
said.
"Yes, Oscar Donaldson, no relation to Sam." As a salesman, Oscar was
quick with a joke, it broke the ice. He looked Valerie over. She smiled at
his meager jest and showed a glimpse of bright white teeth. She was a
very attractive woman with shoulder length brown hair that shown with
health. It lay on her shoulders and framed a lovely face. Her makeup was
subtle and improved on an already near perfect visage. From what Oscar
saw before she set down, she was tall but very nicely put together, high,
firm looking, breasts just the right size for her frame. She was wearing a
skirt that stopped at mid thigh and revealed smooth, shapely legs atop a
pair of medium height black heels. Her suit was dark gray and very
expensive looking. She wore a gold ladies Rolex and diamond ear studs.
A matching diamond pendant nestled between the tasteful amount of
cleavage peaking out of her cream colored, silk blouse. Her entire
appearance was one of class and grace.
"I'm very happy to meet you Valerie," she looked vaguely familiar but he
couldn't place her. "Can I buy you a drink?"
"Yes, but just a white wine, thank you." Oscar signaled to the waitress
who brought Valerie a glass of wine and refilled Oscar's coffee.
"Oscar, how would you like to work for Universal Bar Supply?" she
asked.
"I would, very much, they're the best wholesale bar supply company in
the country, great benefits, profit sharing and a wonderful place to
work. I've applied a half dozen times but they never have any openings.
They're such a good place to work, no one ever leaves. Do you know of
someone who's leaving?" Oscar asked in a whisper.
"Sort of, how would you like to take my place?" Valerie asked, again
smiling.
"Are you leaving the company?"
"Not exactly, what I really mean to ask is, would you like to be me?"
"Huh?" Oscar asked, less than articulately.
"I mean it Oscar, I can swap bodies with you, if you want to. I'd be Oscar
Donaldson and you'd be Valerie Stevens. You'd be me, lock stock and
body. You get my new M class Mercedes, it's paid for by the way, my
corner office, a very juicy 401K plan, my red hot sales territory, my
ocean front condo and my house in Aspen. Everything would be yours, I
get everything you have, most notably, your male body. What do you
say?"
Oscar blinked several times, him, become a woman? He had wondered
from time to time what it would be like, he was sure many people did,
but he had never seriously considered changing his sex. He wondered if
this beautiful woman was insane or just pulling his leg.
"Did Jack Larson put you up to this, it's a joke, isn't it?" Oscar said,
grinning.
"No, I've never been more serious in my life. I was a man until a year
ago, my name was Randy Conners. I was the same person I am except
male. Same job, same car, homes, everything. I made a mistake and
pissed of a sorceress and she turned me into a woman. I've had to live
and behave exactly as a woman for the full year and then I could find
someone who would take over my new female life. I have to find
someone who is willing, freely, to become me, Valerie. Then we'll
switch bodies and I'll be that man. If no one agrees to swap with me, I
have to stay a woman."
"Okay Valerie, I'll bite, what's the catch, and why me?'
"You're the first man I've met who I'd consider changing places with. We
both work in the same type jobs so we wouldn't have much trouble
adapting. You're fairly good looking and in good shape and I'm really
anxious to get out of this body."
"Well, if you're so eager to stop being a woman, why should I want to be
one."
"Don't get me wrong, it's not bad, not at all, I just prefer being a man."
"Okay, sure, I'll trade places with you Valerie, how do we do this?"
Oscar said.
"Really, you will? Oh thank you Oscar, I can't tell you how much this
means to me. Just take my hand and look me in the eyes and say, 'I want
to trade places with you' and that will do it." Valerie held out her hand
and Oscar took it. The nails were long and slender and elegantly
manicured. They were painted a rich red that perfectly matched her
lipstick. When she smiled he felt his heart twitch, this was a wonderful
woman, being her would be an experience.
Looking into Valerie's eyes, Oscar quietly said, "I want to trade places
with you."
Nothing happened, they continued to hold hands for a minute and then
Valerie took her hand back and rested it on the table.
"I guess you were just having a bit of fun with me, Oscar. Was it funny
to see me get my hopes up and then dash them like that?" She looked
angry.
"I wasn't joking, I really meant it!" Oscar said.
"If you had meant it, you would be sitting here in my high heels instead
of laughing at me mentally. Now, if you've had enough fun for today, Ill
be leaving to find a man who will help me out and be handsomely
rewarded for his trouble." Valerie started to get up when Oscar put his
hand on her arm.
"Please, I'm sorry it didn?t work, maybe I'm just a little unsure about the
whole thing. I mean changing my sex is pretty drastic just to get a better
job."
Valerie seemed mollified by that, she relaxed back into the booth and
looked at her empty glass. Oscar ordered another drink and they were
silent for a moment until the waitress left.
"Valerie, I really am interested but I admit to having some questions,"
Oscar said.
"Fair enough, you have to be freely willing so it's probably the doubt you
have that prevented it from working. Why don't I answer your questions?
What do you need to know?"
Oscar knew she was treating him like a prospect and she was going to
tell him what he wanted to hear, but if he really wanted to switch bodies
with this woman, then he would. If she couldn't convince him, then that
was okay too. Maybe he'd get laid out of all of this, she was on her
second glass of wine.
"You say being a woman isn't so bad, why give it up?"
"Because I remember being a man and I liked being a man. I didn't ask
for this and it rankles me to be forced into it, even if there is much about
it that I do like. I guess the short answer is my male pride is making me
do it."
"So why would I like it better?" Oscar asked.
"Because you'd be making the decision for yourself, freely. You'd know
what you were getting yourself into. Making the choice to become a real,
live, woman is a lot easier to take then having it forced on you, you
understand that don't you?" she said.
"Yes, I think I do, free will, makes sense."
"What else troubles you about the switch?"
"Hmm, let's see, what about wearing women's clothing? Isn't it
uncomfortable? You're wearing a short skirt, don't your legs get cold?"
"Oscar, that's an easy one. At first, it was strange but I found out a
couple of things. One was that there is no feeling like a pair of silk
panties snug up against a flat crotch and stretched across a round butt.
They just plain feel good. In a tie with that is the feeling of a pair of good
pantyhose underneath a silk slip and that underneath a tight skirt or
dress. The movement of the fabrics across your thighs and butt is
incredible. Sure some of it's uncomfortable, but then some male clothing
is uncomfortable as well. I'll be real honest with you here Oscar, if I were
to trade with you, I'd probably cross dress afterwards. Cloths are not a
problem. I also kind of like the attention I get when I'm dressed nice and
a man or another woman looks at me. The feel of the clothes and the feel
of someone looking at me is very sensuous." Valerie was smiling and
looking off in the distance, as if recalling something special.
"What about makeup, I'd feel funny wearing makeup." Oscar said.
"I did too at first, now I feel naked without it. It wasn't hard to learn to do
and I don't use much. I was given a very nice body don?t you think? It's
all me, no additions or modifications," She said with a grin.
"What about your?you know, period, isn't that a big hassle, I
mean?every month?"
"The first one was bad, I freaked out. There was no one to hold my hand
and help me through it. Lots of women complain about them but I got
lucky, I have very mild, light periods. A couple of Midol usually take
care of the few cramps I do get. They're over in two to three days so it's
really not a big deal, not nearly as bad as I thought it would be. That
brings up another matter. I'd be there to offer 'technical support'. If you
had a question, I'd be just a phone call away. That's something I didn't
have and really could have used."
"By the way," Valerie said as she ran her delicate fingers through my
sparse hair, "Do you enjoy looking at all of that skin on top of your head
every morning?"
Oscar knew she had a point, he would be combing his hair with a wash
cloth before too long. She, on the other hand, had a gorgeous head of
hair, shiny and soft looking. He reached out and she let him touch it. He
felt the silky soft strands flow through his fingers and felt himself getting
aroused.
"Uh, what about the big question, sex? Do you prefer women or men?"
"I tried it with a woman once and it didn't do anything for me. Being
with a man was natural feeling from the start. I have a boyfriend, Mark
Fontana, he's a VP at First American Trust. He looks a lot like Tom
Selleck, when he was 30 years old, tall, dark, handsome and so good at
making me happy in bed. They say size doesn't matter, let me tell you
from personal experience, it damn sure does matter!" Valerie got that far
away look in her eyes again and her smile deepened as she ran
something through her mind. Her checks got red and she looked down.
"Valerie, will you excuse me, I need to use the restroom," Oscar said. He
needed a moment to himself and thought she did to.
'Okay, Oscar my boy, it's crunch time. Yes or no?' he thought to himself
as he washed his hands. He knew the answer before asking the mental
question. He was sold.
Oscar sat down and smiled at Valerie, "I'm sold, you've convinced me. I
really want to do it." He took her hand in his, looked into her eyes and
said, "I want to trade places with you."
Nothing happened. They sat there for another minute but they didn't
switch. Oscar looked at Valerie open-mouthed.
"I swear I mean it this time Valerie, I really want to switch with you!"
"I know you do Oscar and I'm sorry but you see, I changed my mind. I
don't want to switch. I sat here and told you everything about my life and
I realized it's a damn good life. I just never accepted that before. I hope
you can forgive me, I'm sure this a disappointment to you." She slid out
of the booth and picked up her purse and briefcase. She smiled at him
once more and walked off.
Oscar watched her walk away and felt his heart sink deeper with every
step. Then she stopped and turned around. She walked back and set
down her things, without speaking. She reached into her case and
brought out a card, she wrote something on the back with a gold pen and
handed it to Oscar.
"This is my card with my office number. I wrote my home number on it
as well. Call me sometime and maybe I can get you on with UBS
somehow. Thank you Oscar, for helping me see the light. Oh, by the
way, the old woman I insulted walks her little yappy, black and white
dog in the park on River Bend Drive everyday about 5pm. She hates it
when anyone complains about her loudly barking dog. She gets very
angry at any men who say things like, 'that is one ugly dog you got there
lady'. I used to think her reaction to such insults was uncalled for, I don't
any longer." Valerie winked, turned again and left the bar without
looking back.
Oscar looked at the card, stuck it in his wallet for safe keeping and left
the bar in a rush. It was nearly 5pm and River Bend Drive was across
town.
Valerie watched Oscar rush to his car and leave the lot, squealing his
tires. She hoped he didn't get a ticket. She grimaced as another cramp cut
across her abdomen and through her crotch. She cursed her Gynecologist
for taking her off the pain medication she had been on to get her through
the week long torture mother nature called her period. He was afraid she
was forming a dependency to it. She didn't need that along with her other
problems like not being able to hold a job, sleeping with every man who
smiled at her and the asshole landlady at her broken down apartment
house always wanting money from her. If she had only rented a place
with a landlord, she could work off her rent like she did the cable bill
every month as long as Lance was the guy who came to cut it off.
She sometimes felt guilty for setting these guys up like this but just three
more 'referrals' like Oscar and the old sorceress would change her back
into a man. Assuming she wasn't leading Valerie on. Valerie's life sucked
so badly that she was 'pimping' for the old woman just with the faint
hope that she would really change her back. Valerie wasn't sure why the
old woman needed the male essence of twenty men and she wasn't sure
she wanted to know.
Poor Oscar, in less than an hour, he'd be discovering he'd been sold a bill
of goods, it's surprising how easy it was to convince reasonably
intelligent men that they would enjoy being women. Valerie was
impressed with her own acting ability in these little sales sessions she
had with various men. An attractive and well dressed woman could get
most men to do almost anything, there were sixteen, soon to be
seventeen, new women to prove that.
Valerie cursed under her breath as her '78 Nova refused to start then
finally coughed into life. She had never had to prove to a single man that
she had the job, houses or car that she bragged of. It's just flat amazing
what a nice set of tits will do for your credibility now a days.
The End
Myra
- 13.09.2021
- 20
- 0
