Rendevous
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Reluctant Rendevous free porn video
Reluctant Rendezvous
By
Brittney Little
I sat in the plush corner chair of the posh hotel room in downtown
Atlanta. I had just poured myself a glass of red wine that was brought
up by room service. The bottle was still chilling on ice and the second
glass sat on the tray beside the bottle untouched next to the chocolate
covered strawberries. My tie now hung loosely around the neck of my high
class white shirt. My gray pinstripe suit coat laid at the end of the
bed nearby. My dark hair was combed nicely and still a bit wet from the
shower I had just taken. I waited as if it was a first date. In a way,
it was to be a first date. I'd been divorced for over a year now and
this hectic corporate job meeting with clients made it nearly impossible
to meet anyone new to create a lasting relationship. Not that I hadn't
had a date or two, it had been awhile and it had been so long since I had
an opportunity to really feel anything. Tonight I was just looking
forward to some passion. I heard it very quietly, knock...knock.
I had left the door slightly unhooked so that I could still be seated
when he entered. "Come in," I gently spoke. He entered.
Before me stood my co-worker David Clinton. He was dressed in a pair of
tan business pants and a black polo shirt. He wore descent polished but
obviously older brown business shoes. He had short light brown hair,
blue eyes, stood about 5'7" and I would have judged him to be about 125
pounds. A scrawny little guy compared to my 6'1" bulky frame. "Hi," he
said, in a meek quite little voice. He was obviously nervous which in a
way excited me even more.
"Your clothes are in the wash room...right there." I pointed.
"Wash Room?" he asked.
"Well, that is what the ladies call it, isn't it?" "Did you shave like I
told you?"
He shook his head yes and in full understanding and with that entered the
washroom and closed the door. I continued to savor the wine slowly. It
had slight hints of a cedar aroma and tasted dry but fruity sweet. I
couldn't place the fruit taste. It was a good long time before the door
to the wash room opened again. There was a long silence. "I don't think
I can do this," Dave's voice cracked.
"Dave, it is either this or I tell them how much you've skimmed from that
account over the last three years. You will be fired and go to prison.
What will your wife do without you? Honestly, I'm being very generous
here."
"It just feels so strange, I'm not even sure I can walk like this."
"I'm sure it does feel strange, but I told you... YOU WILL act the part,
so there will be no more talk of that. If you can't do this the way I
want you to I won't keep your little secret."
There was a pause, I even thought I heard a little wimper of a cry. Then
David took a deep breath, sighed out, there was another much longer pause
before Dave presented his new persona for the evening... and this new
amazing person appeared before me from the other side of the room.
"Hey there, sweetie," he flirted with a huge smile on his face, but now
he was her. I looked him over from bottom to top starting at those sexy
black patent leather heels attached to very long sexy legs in velvety
almost black stockings. I followed those long legs up to the black dress
that barely came to her mid thigh. She had a curvy little ass and
perfect breasts, not too big or little. The dress was tight fitting and
sleeveless and showed every detail of her amazing body. She wore a large
silver necklace. Her long blonde hair was pulled back behind her left
ear showing her dangling silver earrings. But the most amazing was her
makeup. Dave had done an amazing job. Dave was no longer there. This
was a woman with a face perfectly painted for an evening out on the town
of drinks and dancing...and hoping to pick up guys.
I loved how he had perfected the eyeliner, mascarra, eyeshadow and
especially the that tender wet dark red lipstick on his lips.
"Wow, you look amazing. Your makeup is perfect." I complimented him but
I don't think he felt like being complimented on it.
"Thank you, I pulled up a lot of videos and I've been practicing on how
to do it over these last few weeks to get ready for tonight. It hasn't
been easy."
This intrigued me. "Videos of other things, as well?"
He looked down with an exasperated and humiliated expression. "yes."
He quickly remembered the rules and looked up quickly and coy. "I
mean... yes, baby... Anything for you."
He was getting better. "Come here."
Though he was able to speak so feminine and confidently, he was shaking
nervously as he walked around the bed over to me. She had to put her
hand down on the corner of the bed to keep from tripping over her tall
heels as she came around the corner and almost fell in my lap before
catching herself. Now, this gorgeous woman stood in front of me. I ran
my hands up her velvety stockings. She cringed momentarily, then smiled
while still shaking as she pushed her leg up into my hand harder. Then
she sat down on my lap like she was about to tell Santa what she wanted
for Christmas. We were now face to face. I looked into those gorgeous
blue eyes and could see that she was fighting back tears, but still she
said. "What would you like, sweetie."
"I want you," I told her.
I nuzzled my nose into her neck and kissed her. She smelled like
lavender and vanilla. It was obvious she had been using feminine lotions
and soaps to prepare for tonight. Her skin was so smooth. The perfume
she wore was so sexy. I breathed in deeply before I kissed her neck
again almost biting. I gently put my hand to her face, kissed her lips
before putting my tongue into her mouth. She kissed back with a great
passion and grabbed hold of me tightly as she did. I felt her tongue
pressing deep into mine. The kiss was genuine, erotic, tender and
amazing. We were lost momentarily in lust. We came up for air... Our
heads leaned together and as I pulled back to look into her eyes she had
a slight smile on her face telling me she was enjoying it. That was just
before reality set in and I could see on her face that Dave was about to
be in shock and possibly panic a bit. I grabbed both of her arms.
"Remember why you are here."
Startled, she thought for a minute and shook her head returning to her
expected role for the evening. I grabbed her hand and put it to the
bulge in my pants. She rubbed. "Mmmm... Someone is happy."
She trembled more than ever as she knelt down before me unbuckling my
belt and unzipping my pants. She pulled down my underwear and my large
bulge presented itself as a large hard cock flopped into place like a
jack in the box. It almost hit her in the face as she grabbed hold of
it. She looked up at me with tears welling in her eyes.
"Go ahead, be a good girl," I encouraged her.
She nervously licked one side of it then the other before opening her
mouth and sliding it in. It felt so warm around me. She closed her
eyes. I watched her intently as she bobbed her head up and down. It
felt as if I was sliding it in and out of a pussy as the head popped in
and out of her mouth. At the beginning she gagged a little, but that
soon subsided. It almost seemed, though she was weeping a bit that she
was enjoying it. Was she crying because she was enjoying it? I was
getting so close to exploding, but I didn't' want that yet. I pulled her
back up to me and kissed her lips in a hard masculine kiss. I believe
the stubble on my face may have scratched her a bit but she didn't seem
to mind. I pulled the dress up over her head and off. The blonde now
stood in front of me in her black lace bra and panty set with the
pinstripe and little pink bow on the front of each. Her legs still in
the velvet stockings elongated by the black heels. I kissed her some
more before pushing her back down to her knees to finish. She sucked
like she had been doing it all her life, but I know it was her first. It
was only when I was about to cum that she began to try to pull away
obviously afraid of what was to happen next.
"Stay!" I commanded. "Keep sucking, I'm almost there."
She only stopped momentarily before starting again, but again tried to
pull away as I could feel myself shoving my cock deeper into her mouth.
This time I grabbed her head and pulled it back down.
"I said stay there, bitch."
The sudden stopping and the build up was so intense. I never felt
anything like it. As I held her head in place it exploded out of me like
a rocket. So hard and intense and it filled her mouth. I felt her
swallow it almost involuntarily. I let her go and she fell back on her
knees. I needed a moment. That was so intense, but I still wanted more
from her tonight. After I caught my breath, I looked at her. She sat in
her panties, bra and stockings... her shoes now kicked off. I think she
thought it was over for the evening because she looked up at me through
her tear run mascara almost in shock as I told her to get up on the bed.
After the initial shock, Dave again remembered his predicament and smiled
with a very feminine cat-like erotic and inviting look that told me
whenever I was ready to join her in bed... She was ready too. I grabbed
a chocolate covered strawberry and shoved it into her mouth. She bit
down. I can imagine it must have been a relief for her to have something
to wash out the first taste of cum in her mouth. She was able to gather
and catch her breath a bit while I enjoyed the view of her spread out in
her black undergarments. She looked at me with those pretty blue eyes.
She was no longer showing how nervous she was, she was passed that now.
She just wanted to get it over with, but knew she had to play the part to
get there.
"Come on, sexy, I want that inside me."
She grabbed my tie and pulled me towards her kissing me deeply while she
rubbed on my crotch. She stood up and undressed me from head to toe.
She turned around facing away from me and ran my cock against those black
panties and through the crack of her ass while pressing the rest of her
body against my naked body putting her hands around my neck. Rubbing
herself up and down pressing against me it didn't take long to get me to
that sweet place again. She had prepared herself before coming over as I
had instructed and while not necessarily willing was ready for this. I
pushed her to the bed and kissed the small of her back. I moved her hair
out of the way and kissed her neck. Looking at her body from this angle
now it was obvious that she had been working out by looking at that
perfectly round little butt. I put my hands on her panty covered ass and
rubbed. I put my hand inside and rubbed on her ass before turning her
back over to face me. She had a shocked look on her face and now
trembled more than she had all evening.
"Shhh... Be a good girl for me. It will only be a few more minutes."
She re-focused. I raised up her legs, slid her panties to the side and
gently entered her. She let out a slight wimper as my largest gerth
penetrated into her. She turned her head to the side and closed her eyes
as she endured while I began to stroke it in and out rhythmically. I'd
never done this, but it felt just like fucking a genuine pussy to me. As
I looked at her face I could tell something was changing in her... That
look she gave me was now different. I could see that it was pleasure.
She was enjoying it. She began rocking back and forth with me in rhythm.
She wanted me inside her. She looked in my eyes as I fucked her. "Come
on baby, do it." She rocked harder. She wanted it. She wanted me to
cum in her and I wasn't going to disappoint her. I wanted her to feel
it. I wanted to please her. I had to show her I could give it to her.
I kept pounding away. She moaned harder the deeper into her I went. I
could feel it building up but it was very slow. It was going to be
another intense one. I could see the sweat building across those abs
below her bra. Some of the strands of her hair were sticking to her face
from the sweat. I was almost there now. "Cum in me... I wanna know...
Let me feel it." Once it awhile there was. "Oh, baby...that feels so
good. Don't stop." If it was still Dave faking it he was doing a
tremendous job. He was a girl, he was being fucked and he was enjoying
it as far as I could tell. As I thought about how I made him my bitch
for the evening it finally culminated in what may be the best release I
will ever have as it shot out of me like a pressurized cannon this time
over and over ... It must have pulsed out at least five good times as it
left me and into her. She relaxed her body in relief as I fell onto her.
She put her arms around me and kissed my neck. "Oh baby," She said. We
laid silently together before I rolled over and laid beside her.
Finally, I made my move. I leaned over and gave her a very passionate
kiss. She kissed back reluctantly.
"You can do better than that," I told her.
This time she leaned up to kiss me before I could get to her. She
grabbed the back of my neck and pressed her tongue deep into my mouth
before laying back down and looking the other way.
"Thank you, baby, that was wonderful," she said.
I got up, took a nice long shower and got dressed in my casual clothes.
A black pocketed T-shirt and some dark jeans. As I came back into the
hotel room I found Dave sitting upright on the bed. He had removed the
blonde wig and the bra. The mark from where the bra had been made it
look as if he still had one on. He still sat in his panties with the
pink bow and those stockings, the ear clips were still in place and his
mascara and makeup were smeared excessively from the sex and crying. He
sat sobbing.
"Dude, you have to stop feeling sorry for yourself. You chose this over
jail remember that," I told him.
"I'm not feeling sorry for myself, I just can't imagine what my wife will
think of me if she ever finds out about this."
"I can't help you with that, sorry. But now that you've had your first
time, you will need to try not to cry so much next time," I commanded in
a stern tone.
"NEXT TIME?!" He looked up at me horrified and shocked.
"You didn't really think this was going to be a one time performance did
you? Well maybe if you hadn't done any good, but you make an amazing
woman. I'm sure you realize how hard you had me. I don't think I've
ever had sex that good before. You are an amazing woman." I walked over
and kissed him one more time as I ran my hands across those smooth
stockings just once more.
He had a confused look on his face that seemed to be a mix of despair,
humiliation and satisfaction at pleasing me all at once. I loved every
bit of it.
He sat silently as I packed my small overnight bag and gathered up all of
my belongings.
"I will call you in a couple weeks to do this again. Stay as long as you
like. Check out is at 11 a.m. Order room service if you like." As I
started to leave I took one more look at him. "But if you do... I would
put some different clothes on before answering the door. The bellman
might want to fuck that cute little ass, too. See you soon, cutie."
I left him sitting in the hotel room in his panties that night.
Several weeks later, Dave performed for me again. This time with a
little less crying and did an even better job with his makeup. That time
he wore a pink flowery corset with nude nylons and white heels. I also
loved his soft pink lipstick that night. Our third meeting was even
better. That time I made him choose a name. He chose Jenny. He not
only did makeup but he polished his nails and wore fake eyelashes. He
was so passable that I took him out in public for a drink at the pub in
the hotel. He was not impressed with the drunk guy that kept staring at
him and he was super nervous being in public like that, but I loved being
seen out with such a hot sexy woman so he really had no choice. The sex
was great again that night, but then things changed for the better.
About a month went by and I got a phone call from an unknown number as I
was driving down the road. I pulled over and answered it."
"Hello." I waited for a response.
"Hi," a male voice answered.
"Who is this?" the voice seemed familiar.
There was a pause. "It's Jenny."
"I was just wondering when can I see you again?"
We have another date tomorrow night. This time I have no idea what she
will be wearing. We will be meeting downtown at a restaurant near our
favorite hotel. She can't wait to see me...she says.
As I finished the story, I sat back in my chair and took a swig from my
long neck.
"I can't believe I'm finally telling you all this."
Tracy sat silently for a few minutes mulling over everything I had said.
She had waited patiently through the whole story never really giving away
from her expression what she was thinking.
"So this has really been going on for months now? You've been having
this person meet you?"
I nodded my head, yes.
"Honey, one thing I don't quite understand. You said you were divorced
in that story. We've been married for 8 years and you've never been
divorced." She was definitely confused.
"That's actually what I needed to talk to you about." I swallowed hard.
" See, I told it a little differently than it was. I'm not the one in
the suit in this story... I'm the one in the dress."
She grabbed my long neck from me, took a big swig and sat back in her
chair.
"So you like doing this now? Being his bitch?" she asked with genuine
curiosity.
Not really wanting to answer, I turned away. "Yeah... Maybe. I don't
know. I think so."
"Its still so humiliating, but I feel so sexy and the sex..." I looked up
realizing how shocking this probably was for her to hear. "It's
confusing. I love you."
She looked directly into my eyes obviously in deep thought. I couldn't
tell if she was about to cry or throw the beer at me. She was wearing
the tight jeans that I loved her in and these days I wondered how I would
look in them. I quickly suppressed that thought for the moment. She
kicked and swung her crossed over leg back and forth nervously.
"So," she started, "when you see him tomorrow night...you think he would
let me watch?"
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- 25.08.2020
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