Another businesss trip a mile high
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The Business Trip IV: Next Steps free porn video
The following story is a work of fiction. It contains sexual themes and
descriptions. It includes Transgender themes and depictions of Bondage,
Domination and Submission. It is meant purely for entertainment and no
endorsement or condemnation of the subjects is implied or intended. IF
YOU ARE BOTHERED, REPULSED OR OTHERWISE OFFENDED BY THIS SUBJECT MATTER
DO NOT READ THIS STORY.
The Business Trip IV: Next Steps
By Bootlover
It was very hard to concentrate the next day. Tomorrow morning I was
leaving to return home from my trip. My time with Tina had set my mind
spinning. Any affair with such intensity in so short a time would put
anyone off kilter. The new relationship I was exploring had an added
dimension that really made it different. Tina was a wonderful blend of
pure lust and sexual pleasure as well as a complex, compassionate and
sensitive woman. And don't forget that our meeting was ignited while I
was in women's clothes when we first met. I was out in public, or semi-
public or really semi-private, for the first time in women's boots and
leather. My trip had resurfaced all sorts of feelings and desires as
well as a new relationship.
I called Tina at her office and I felt some excitement in her voice.
She was happy I had called. "I saw your note and assumed that it was a
polite brush off. I'm glad it wasn't."
"Listen." I said. "I'm headed back tomorrow but I want to see you
again. Would you like to get together tonight?"
"Absolutely!" came the response and I could feel her smile through the
phone.
"It's your night. What would you like to do?" I asked.
"Just come to my place around sevenish and be sure to bring your fun
things, including the items you haven't worn yet."
"Okay, whatever you say."
Again I somehow made it through a day that seemed interminable. I
begged off a drinking fest with my co-workers and raced to the hotel. I
collected all of my purchases from the other night into my gym bag and
headed for the city. I think I broke several traffic laws in getting to
Tina's by seven but I was there at 6:59. She opened the door and looked
at once lovely and enticing. Her hair looked beautiful surrounding her
face. She had chosen a darker style to her make up that made her look
quite alluring. She wore an outfit almost identical to the one I had
worn at the club the first night! I smiled as I looked her up and down.
"Lovely outfit." I said as I held her gloved hand and pulled her close
to me. I kissed her cheek.
"Thank you. I saw it on someone in a club and knew I had to have it."
she laughed. "Actually," she continued, "this is one of my favorite
outfits. I love the leather pants and I think the look is so classic."
"Well, it looks fabulous on you." I said as my hand and fingers trailed
over the leather taut on her hip and then on down to her rear cheek
where I lingered for a squeeze. Her nipples hardened and poked against
the sheer fabric of her blouse enough to be noticed.
"Can we do something a little different?" she asked.
"What do you have in mind?"
"Trust me." she said.
On Tina's instructions I went into the bathroom and shaved my face
again. I worked slowly and carefully to remove all the stubble I could.
While not quite a baby's bottom my face was pretty smooth after my
efforts. I then went into the bedroom and opened my gym bag. I put on
the black silk bikinis, tucking my cock up and out of the way. Then the
leather garter belt and a pair of sheer black stockings. From there I
put on the black leather skirt and then my thigh boots. I pulled on my
long leather gloves and then I sat on the bed and called out to Tina.
She came in and asked me to close my eyes. I felt her put a bra on me
and slip two breastforms under the cups.
"I used to wear these all the time as I was transitioning. They're 36C
in case you're curious."
Then I felt her put a wig, which she snugged to my head, tucking my own
hair under. She fussed and primped the hair for a few minutes with a
comb and brush.
"Now keep your eyes closed but tilt your face up to me."
Following instructions I tilted my face to her voice and felt her
rubbing my face with a sponge or something similar. I knew she was
applying a base coat of makeup. After a fair amount of time she
finished with pencils and brushes and lipstick and creams. She helped
me put on my white blouse and then helped me to stand. She lead me a
few steps away from the bed. "Now open your eyes" she said. I blinked
once or twice as I looked into a full-length mirror and saw a woman
staring back at me.
"Wow." I exhaled softly.
I looked very female. Tina had done a fantastic job with my make up.
I'm not sure I could pass in broad daylight but in a darkened club I'd
do pretty well. It was amazing how the wig, breastforms and makeup
completely altered my image. I smiled and Tina did too. In a way we
looked like sisters, although she was clearly the prettier one. As I
walked close to the mirror the imperfections in my face and my style
became evident. It was clear that I was not a woman.
Tina leaned in with me and rested her chin on my shoulder. The
differences were sharp. Her smooth soft skin and real hair
distinguished her from me immediately. The more natural slope of her
chest and the softer, more feminine features of her face made her
womanhood all the more pronounced. As we stood back a bit she took my
gloved hand in hers and lead me back to the living room. She put on
some music and we moved into each other's arms to slow dance. It was a
bit awkward for me at first with my new "breasts" bumping her but as we
pressed tighter together it actually felt nice to have them flatten a
bit and pressed back into me. We danced together and then our painted
lips found each other. With the glossy lipstick on each they melded
together and almost cemented as our tongues met and explored. We stayed
in each other's arms swaying together with our lips locked. I felt
myself grow hard and I knew what I wanted, what I needed.
I broke the kiss and pushed her away from me. "Fix your lipstick." I
whispered.
She smiled a quick grin and then immediately went and did as she was
told. She returned with her lips glistening so much it appeared that
drops of water would run from them.
"Sit here." I instructed pointing to the floor at my feet.
She sat with her long legs out to one side, her face looking up at me
with adoration. She looked so beautiful.
"Go ahead."
She leaned forward and began to rub her cheek on the shaft of my boots
as her hands worked under my skirt to cup and fondle my balls through
the silky bikini. I was already hard but my cock began to swell further
as she deftly manipulated my sac. She reached behind me and unzipped
the skirt. I stepped out of it and kicked it aside as she stripped off
the panties. I was so happy that she couldn't wait to wrap those
luscious, moist lips around my dickhead. I almost came just watching
them glide up and down my shaft. I held the back of her head and began
to piston my cock in her mouth ad throat. All the while she kept
looking up at me, her eyes with the sweetest look of happiness in them.
I pulled back from her mouth and there was a soft "pop" as I broke free
of the suction of her lips. I helped her to her feet and lead her to
the bedroom and the bed. I undressed her as we went until she was fully
naked. I pushed her laid her on her back on the bed. I could not wait.
I held her legs up and apart as I drank in the view of her rosebud
hole. Her skin was beautiful and smooth all around and I knew how soft
it felt. Resting her heels on my shoulders to keep her legs propped up
and open I began to tease her hole with my finger. Lightly tracing over
it, slight pressure directly on it, which drew an instant reaction from
her. Then I placed the tip of my finger right at her opening. I could
feel her working to draw me in. with only a little pressure from me she
pulled my finger into her. I could feel the tight ring of muscle around
the first knuckle, then the second and then I was in to the hilt. She
was enjoying it and I wiggled my finger in her, teasing her "G spot".
She moaned quite loudly and I lay beside her and kissed to keep her
quiet. Only it didn't stop, she just moaned and gasped in my mouth.
"Don't stop, please don't stop!" she whimpered.
I fingered her until she was as close to orgasm as she could stand.
Then I replaced my finger with my throbbing hard cock. As I slid into
her, she moaned louder and I felt her body shudder with pleasure when I
was in to the hilt. I wanted this to be a long slow fuck but I could
not hold back. I began to fuck harder and faster and I saw her smile up
at me.
"Give it to me, lover." she whispered. "You want me, you want to fuck
me, you want to fill me with your cum and I want it all. Fuck me as
hard as you can."
I had no more doubts. I was the man in this relationship and Tina was
the woman. And the man fucks his woman and she pleases him every way
she can. I was pounding her pussy as hard and as fast I could. Every
thrust was deep. She locked her ankles behind my neck to give me the
best access to her tight twat. This was pure animal fucking. It didn't
matter what gender either of us started as, it didn't matter who wore
women's clothes, and right now in this bed I was fucking my woman
because of pure lust and need. And she was taking every bit I could
give with the same lust and need. She moaned louder and longer and
between gasps urged me on. When I knew I was ready to explode I leaned
into her with all my weight and buried as deep as I could get. She
shuddered again, harder and longer this time as my cum pumped into her
depths.
Later, as we lay in each other's arms, Tina lazily tracing patterns on
my chest with her fingernails we talked softly with each other.
"There must be something," she demanded, "you have complimented most
every part of me. Come on, something isn't what you prefer."
I saw the fire in her eyes and knew she was requiring the truth. "Well,
your nipples are kinda small. I have always been turned on by big,
thick, protruding nipples. Don't get me wrong. I like yours and I like
the reaction I get from you when I play with them but that's one
thing." I ventured with some trepidation.
She smiled. "Okay, I always thought they were small, too. I could have
some surgery to change them but it would probably reduce their
sensitivity significantly."
"Don't do it then. We'll find some alternative." I said as I pinched
and pulled them.
We chatted more, about the future and whether we had one together.
Epilogue
And many nights, after so sweet sex I fall asleep sucking on one of her
nipples or the other. We'll make them bigger through constant
stimulation!
Madison
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