The Sales Pitch
- 3 years ago
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The Sissy Sales Pitch free porn video
The Silly Sales Pitch
A hotel room meeting leads to a more permanent agreement for two sissies
who explore each other thoroughly.
"Is this what you want? This cock? Look at it, sissy. All wet, dripping,
smooth and greasy...it would slip through your fingers, right past your
lips into your pretty little mouth, it would push into your lubed,
puckered little hole, stretching you out. Don't you want to wrap you soft
sissy hands around it? Watch your fingernails move up and down its length?
Lick the wet, mushroom head, suck on it, coax out its cream?"
Why had I agreed to a nightcap in his room? We had had a few beers in the
bar, half-watching baseball, and I made my excuses and had got up to go to
my room. Usual business hotel, sales trip, tomorrow afternoon had a visit
so no early start for a change. I had planned to relax, read a little,
have an early night and get prepped for the meeting in the morning as well
as catch up on email and whatever. But for some reason I agreed to have a
final drink in this man's room. He seemed nondescript, fairly normal; I
should have thought it through.
I'm Glenn, mid-30s, single but I have my fair share of dates. I keep
relatively fit through a gym membership but I don't go as often as I
should. I'm about 5'8", medium build, light brown hair. I suppose I'm as
anonymous as John. Or at least I thought John was.
We sat at 90 degrees to each other, me on an armchair and John on a small
sofa in the room adjacent to the bedroom. A mini-suite I guess, he
probably got upgraded. We were drinking vodka, John had a bottle in the
freezer, decent stuff. I finished my glass and made to stand up when John
said, "Actually Glenn, I invited you up because I noticed your panties
when you sat down at the bar after visiting the men's room. Bright pink,
are they? I share your tastes."
I sat down quickly. Oh shit. "I, well, it's not what you think, I just
find them more comfortable especially for long drives. I..."
"Really, Glenn? Long drives? All clingy, the back pushing into your crack?
Stimulating maybe, I don't think 'comfortable' describes them. Seriously,
I don't mind, tell me, do you wear other women's clothing?"
I blushed. Should I just storm out? Or laugh and walk out and thank him
for the drink? "Glenn, come sit next to me." We just stared at each other,
John looking expectant. "Now, Glenn." This was the moment of truth. Who
was he to order me around? But I caved in, stood up and sat down next to
John, the tent in my pants obvious.
Of course I was wearing panties. I wanted an early night so I could watch
porn, maybe chat to a few people on-line, maybe even use my webcam and
stroke myself, watching others do the same. I'd never actually met a man
in person for sex, I don't know why except that I was deeply ashamed of
it. I had no reason to be, I wasn't harming anyone, maybe it was my
childhood. I'm from a very religious family and everything outside of
marriage was a major sin. This sort of thing, well, it wasn't ever
mentioned except in terms of people going straight to hell. But still I
kept myself mostly shaved and pleasured myself with toys almost every day,
dreaming of playing with other men, taking them and them taking me.
Sure there's been women but never anything serious. I guess I was bi in
that I could get it up and actually screw women but it was mechanical. I
preferred petting and kissing, feeling their smooth underthings, rubbing
my hands up and down their hose-covered legs. But my passion is for
smooth, shaven men, fairies, sissies, I'm obsessed.
John put his hand on my thigh. "I see you're already hard, Glenn. Take off
your pants, shoes and socks, your shirt too and sit back down. You want
to, don't you Glenn? You want to show me your pretty panties, you're proud
of how you fill them out. You want me to admire you. You want to be
pretty, to tease, to tempt me..."
I slowly stood up and stripped, folding everything I took off and putting
the clothes on the chair I had vacated. I felt myself blushing the whole
time but didn't lose my erection. I sat down next to John, my bare leg
against his covered one. John ran his hand from my belly up to my chest
and back down again. "I love how you keep yourself shaved, Glenn. Do you
have a sissy name? Don't tell me, Glenda?" He pinched my nipples gently as
he talked.
I took a deep breath and tried to calm down. It was really happening,
after so many years. "Yes, John, Glenda. I, I'm glad you like me shaven. I
turns me on, especially when I wear women's clothes."
John spread my thighs apart and ran his large, rough hands over my crotch,
my cock and balls, gently, caressing me. "I have a thing about sissies,
Glenda. I love to touch them, to play with them. Weirdly transwomen do
nothing much for me, I love men with men's bodies who are shaved and
especially ones like you, blushing, uncertain, a bit afraid. I won't hurt
you Glenda, I'll help you to understand who you really are. Do you want
that?" John put his hand behind my neck and pulled me to him for a kiss.
So gentle, chaste at first, then he penetrated my lips with his tongue.
Kissing a man for the first time, I was worried I'd ejaculate in my pink
panties but managed to control myself. I thought, why did I wait so long
to do this?
John pulled back and put his index finger in front of my mouth. "Suck
this, Glenda. Pretend it's my penis. Make love to it." I held his hand and
pulled his finger into my mouth, licked and sucked it as if it were his
cock. I gave it a few gentle love bites and John pulled it out. "Pull your
knees up, Glenda. Good girl." I did, lifting my feet from the carpeted
floor onto the couch, and John pulled the crotch of my panties to one side
and teased my rosebud with his wet finger. "Do you want me to push into
your ass, Glenda?"
"Oh please John, yes, please, push it inside me." John teased my opening,
his fingertip brushing across it as I held my legs up.
"Beg me, Glenda. Tell me exactly what you want."
"Please, push your finger into my ass, John. I want you to, to fuck me,
fuck me with your finger up my ass." I felt myself turn red again. It was
so humiliating, so emasculating, so sexy! "Please, I beg you, fuck me with
your finger up my sissy asshole!"
With that John slowly penetrated my ass with his finger. I gasped as he
pushed it in. I'd had dildos up inside of me, in fact I had a few in my
hotel room, but never had anyone put anything inside of me. I've asked a
couple of women who were either grossed out or asked if I was gay, so this
was a first for me. His finger was much larger than mine but it pushed up
into me without a problem. I'd cleaned myself earlier in anticipation of
playing in front of my computer so I controlled my breathing and enjoyed
John fingering me.
"Glenda, you're enjoying my finger up inside your ass. You're a real
sissy, aren't you? Coming into my hotel room, begging a man to push his
finger up your asshole. Kiss me you sissy fag." John kept his finger
moving in and out of my ass as we kissed. I thought I was going to come
and he slowly withdrew his finger. "That's enough Glenda, you're an
excitable sissy. I don't want you to waste all your creamy sissy seed
inside your pretty panties."
We took a break, John was as excited as I was. He stripped down and to my
surprise he was also wearing panties, very tight white ones with lace
edging and little red hearts. John hadn't come with additional lingerie
but did have some makeup so we made up each other with lipstick and eye
shadow. Weirdly, even though we looked silly it also turned on both of us,
seeing our lover making an effort for each other. And when we kissed our
lips slide against each other, making it even better.
John took my hand and led me into his bedroom. We quickly took off the
bedspread (hotel bedspreads must be the single most unhygienic items on
Earth) and lay down together, side by side, caressing and kissing. We were
both hard and we pushed against each other as we kissed, moaning into each
other's mouths, slowing down when either got too close. John pushed me
onto my back and lay full-length on top of me, pushing my legs as far
apart as possible. He rubbing himself slowly up and down, like he was
fucking me, and I wrapped my legs around his hips. "I'll have to stop now
Glenda before I mess up my own panties." I was close as well but he peeled
himself off me and sat between my legs. I sat up as well and we
straightened our legs so that we were sitting directly opposite each
other, our legs stretched out in front and to the side of each other.
John took off his panties. This was the first time I could clearly see his
equipment and his cock was beautiful - long and thick, rock hard, pointing
straight up. He nodded at me and I quickly stripped off my own panties.
"Glenda, call me Joan now." Then he started with, "Is this what you want?
This cock? Look at it, sissy. All wet, dripping, smooth and greasy...it
would slip through your fingers, right past your lips into your pretty
little mouth, it would push into your lubed, puckered little hole,
stretching you out. Don't you want to wrap you soft sissy hands around it?
Watch your fingernails move up and down its length? Lick the wet, mushroom
head, suck on it, coax out its cream?"
"Yes, more than anything Joan. Let me touch you, please, let me feel your
hardness. Your cock." I tried to turn the tables on him with, "Do you like
my sissy cock, Joan? Look, it's weeping with joy, looking at yours. It's
so hard, so ready to squirt out. You'd like to lick it, wouldn't you? To
feel it spasm in your hands? To hold these smooth sissy balls as it
releases all its cream into your mouth? Or do you want me to grease up
your ass and push it in? To hold your balls as you feel me push inside, so
deep, and hold me against you as my cock presses in hard?"
Joan smiled. "You little minx, Glenda." He reached in and took my cock
into his large hand and stroked it a few times but with almost no pressure
so I didn't come. He knew how close I was. "Yes, I want you, I want your
cock. Lay down." Joan flipped me around and I found myself face to face
with my first cock, long, hot and angry looking. I took both hands and
held it, feeling its heat, its smooth hardness, and caressed it. Joan was
doing the same with mine, playing with my balls as well. Almost
simultaneously we licked each other and then I engulfed the head of his
cock with my lips and pushed, feeling the large head enter my mouth.
Joan obviously had much more experience and took my cock straight down his
throat, pushing his nose against my crotch as my full length went inside
him. I pulled back from his cock as I gasped and he slowly pulled away
from my cock, letting it out of his mouth completely. "Use all your
senses, Glenda. Smell me, my cock, my balls. Smell my musk. Is this your
future, Glenda? Face next to cock, licking men's balls? Do you like it?" I
smelled his manliness, it smelled like sex, cum, dirty and hypnotizing, it
made me even hornier. I took him back into my mouth and he did the same to
me.
We gently sucked each other until I was too close and Joan took me down
her throat again and pushed me against him, indicating that I should fuck
his mouth, so I obliged and bucked my hips. I couldn't take him the same
way so I swirled my tongue around the head of his cock, concentrating on
the underside and pumped the shaft with my hand, caressing his balls and
ass with my other hand. I couldn't last at all with Joan now pressing
against my asshole so I screamed around his cock in my mouth as I spasmed
down his throat. This was immediately followed by Joan's cock becoming
even bigger as he thrust his hips and started to come into my mouth. I
kept breathing through my nose and swallowed over and over. It was thick
and warm but not disgusting, maybe I was used to tasting my own cum as I
managed to swallow it down and even savored the flavor.
Both of us slowed our exertions and with deep, satisfied sighs we turned
to face each other and shared what was in our mouths in a long, sloppy
kiss. We both looked like clowns, makeup smeared everywhere, sweat and cum
matting our face and hair and it was fine.
It was getting late so I reluctantly got dressed and went back to my room.
We exchanged phone numbers but I wasn't sure when I'd see him again. I
woke up later than I had planned but still managed to prep for my meeting
and get caught up - too many people in Europe in my company meant that I
always woke up to a massively full inbox.
I had a light lunch, checked out and drove to the office for the bid
defense. It was scheduled for a couple of hours and it was just me and two
people from the client. As I checked in at the front desk the receptionist
told me to take a seat and that unfortunately one of the two I was to
pitch to had called in sick but the other one would have the meeting as he
had travelled here from their head office and knew I had also travelled
over as well.
After about 15 minutes I was led to the already darkened room, projector
running and my presentation showing the initial slide. A man stood up to
greet me and...of course it was John. As the person who showed me to the
room was still there, we shook hands. As soon as she had gone John/Joan
took my face in his hands and kissed me. "Glenda, so last night was all
about selling me this stuff today, was it?" John said with a twinkle in
his eye. "Of course, we aim to serve, Joan..."
We skipped the presentation and just chatted. We engineered the situation
in such a way that I would need to be in John's office to 'sort out' the
services we were selling to him for six months, to act as the project
manager. Sales people never did this so John wrote a note that his company
would go with a competitor unless we agreed to his terms, that he needed
me there because it was clear that I had such a good understanding of the
project...etc. Back in my office my management had prepared to brow-beat
me into accepting the arrangement but I just asked for a massive bonus as
well as a salary hike to take it. As it was a major sale they were over a
barrel - nonetheless they tried to go behind my back and place a real PM
into the project, at which point John told them that he had asked for a
quote from the competitor, he didn't really care either way and either we
took his terms or he'd go with someone else.
Anyway, the upshot is that I moved in with John and pocketed the hotel
fees for the six months. I'm afraid that we didn't get a lot of project
work done but did get to enjoy each other. We built up a fairly extensive
feminine wardrobe and fucked and sucked ourselves silly. We even converted
a room in his house into a playroom, with swings and other toys. With that
and our active, very perverted imaginations, we had an exhausting but
invigorating few months.
At the end of it we talked it through and decided to break off from the
corporate life and start our own little business. It was hard work at
first and we were really struggling but suddenly things picked up - turns
out we had started to sample the scene locally and hooked up with a few
people who put in a good word or two for us. Pink Power came to the rescue
and we've been thriving ever since.
Joan's letting her pink sparkly toenail polish dry so I have to go. She
loves giving me a foot job then having me suck my cum off her toes and
feet. Then more deep throat practice; well, not that I need practice
exactly but additional protein is always welcome!
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