My Boss Made The Mistake Of Sending Me And My Cute Co- Worker On An Out-Of- Town Business Trip
Introduction:
Do we call this a mistake?
We don’t normally go out-of-town for
work; maybe two, three times a year,
at most. When we do, we usually go
alone. There’s never really been a
need for more than one person.
I had just been promoted a couple of months prior, so this was my first big
test in the new position. The company
decided to send Shannon, a cute blonde
intern who was fresh out of college
and quickly impressing our bosses,
with me. The hotel wasn’t far enough away to take a plane and it made no
sense to take two cars, so we planned
to take the four-hour trip in my car. A lot of my friends gave the usual
responses when I told them I was
going out of town with my cute co-
worker, which I kind of expected, but I
was surprised that my dad seemed a
little worried. He called me as I was packing the night before. “Zach, make
sure Shannon doesn’t come on to you
while you’re driving.” I couldn’t tell from his tone if he was
kidding or if he was serious. In any
case, I didn’t plan on anything
happening, plus, she was seeing
someone. Aside from the fact that the
thought never occurred to me to begin with, the fact that she was unavailable
was added re-assurance that nothing
would happen. We didn’t know much about each
other before the trip, but over the four-
hour drive we learned a lot about one
another. She learned that I played
soccer for a number of years and
can’t cook a decent meal, while I learned that she was born in Texas and
can absolutely slay Eminem’s part in
“Forgot About Dre.” We checked into the hotels and headed
for our rooms, which were right next
to one another, and unpacked before
heading out to grab some dinner. It
wasn’t until the check was on its
way that I realized she had not mentioned her boyfriend, or anything
involving her relationship all night. On our way back to the hotel, I figured
that it couldn’t hurt to ask, so I
did. “So, how are things with
Vince?” I asked. She flinched. I don’t
know if she knew that I saw her, but
she quickly composed herself. “Um, well, we’re not together anymore,”
she said, clearly caught off guard.
“You know how it is.” I asked if she wanted to talk about it,
but she politely declined. “Thanks,
though,” she said, grabbing my hand
on the shifter. After about a second
and a half, it hit her that she was
holding my hand, and quickly pulled away. “I’m so sorry about that,”
she said, nervously. I laughed, “It’s
okay, I won’t tell anyone.” As we walked through the hotel lobby,
I thought about whether or not I would
try to kiss her at the end of the night.
By the time we reached the elevator, I
knew that it was a horrible idea. I had
too much to lose for something that I wasn’t even sure she wanted. We
got to our floor and didn’t give each
other so much as a hug goodnight. As I was washing my face, I heard a
knock at the door. I dried off and
opened it to find nobody there. I went
back into the bathroom, heard another
knock, and again opened it to an empty
hallway. Looking around, I heard another, softer, knock. It was the door
between our rooms. The distance from the front door to the
side door couldn’t have been more
than three steps, but each one felt like
a mile. I felt my heart beating harder
with each one. I reached for the knob
and opened it. She was standing there in what looked
like nothing but a t-shirt. “Hey,” she
said. “I have a question for you that I
need to ask and can’t wait until the
morning.” I stood there, shirtless in
my gym shorts, and inquired. “And that is?”
“Whose room are we staying in
tonight?” I wrapped my arm around her back
and pulled her towards me. “So I
guess this means yours?” she
whispered. I kissed her, walking
backwards into my room. She kicked
the door closed on the way in. I slid my hands down her back and under her
ass, grabbing it tight before lifting her
up. She wrapped her legs around my
thighs as I pressed her against the wall
and kissed her neck. Her arms were
around my neck, her nails gently grazing my scalp as she began
breathing harder. I let go of her ass and wrapped my
arm around her torso, my other hand
running through her thick blonde locks.
As I continued kissing her neck, she
started nibbling on my ear. I couldn’t
tell if it was me kissing her or the hot breath of my heavy breathing, but she
began to moan, softly. She pulled away, then stared at me
without saying a word. I looked into
her bright blue eyes and leaned in to
kiss her. She leaned back. I leaned in
more. She leaned further back. “Why are you teasing me like this?”
I whispered. “Because I like seeing
how much you want me.” She slowly
wiggled her hips against my groin.
“How badly do you want me right
now?” I couldn’t even bring myself to say something sexy back because
all I envisioned at that moment was
fucking her. “Bad,” I said, softly. “Show me how bad,” she
challenged, wiggling her hips slower. Without hesitation, I grabbed the collar
of her shirt and ripped half of it off in
one motion. She gasped, as her tits
were now inches away from sliding
out of her shirt. I didn’t waste any
time, and ripped the rest of her shirt before taking it off her.
She was gyrating against me, grabbing
my hair and kissing my neck, harder
this time. Her kissing turned into
sucking, which turned into nibbling,
which quickly turned into light biting. “What are you gonna do to me?”
she sighed in my ear. I buried my face
into her chest and started sucking her
tits as I walked across the room with
her still wrapped around me.
“Mmmm, I like where this is going,” she moaned, her head tilted back in
ecstasy.
I got to the windows and opened the
blinds, then pressed her naked body
against the glass. The chill from the
winter cold caused her to arch her back in shock. “Oh… wow,” she
panted. “Now what?” As I started to
kiss her again, I began pulling my
shorts down. I rubbed my cock against
her clit and started to slowly slide it in
to her wet pussy. “No,” she whispered. “Let me.” She reached
down to start playing with herself. She
slowly fingered herself before
massaging the head of my cock. “You’re pretty big,” she smirked,
guiding me into her tight pussy. As I
began to thrust forward, I could feel
her starting to flinch again… this time,
in a good way. I could see her eyes
start to squint, so I wanted to make sure not to hurt her. “You OK?” I
whispered. “Yeah, you’re just…
thick.” When I got all the way inside
her, I could hear the vibrations in her
breath as she panted. “OH! Wow.” It
took a little while for her to adjust. “Mmmgh fuck,” she groaned, before
getting comfortable and working her
hips with the rhythm of mine. I started fucking her harder, her
breathing getting heavier. I wrapped
both of my arms around her and pulled
her off the glass while still inside of
her. I pulled her against my chest and
starting fucking her even harder. Trying to muffle her screams, she
started biting my collarbone, her nails
digging in to both of my biceps. “You’re going to make me cum,
Zach,” she panted. “Don’t stop.”
The closer she got to climax, the harder
she sank her teeth into me. “Oh my
God. Oh my God,” she moaned.
“I’m cumming. Oh my God I’m cumming!” She grabbed my face with
both of her hands and kissed me,
passionately. When our lips broke, she
pressed her hand against my chest and
leaned back, telling me to move back
towards the bed. “Relax a little bit — I got this,” she
smiled. I finally pulled out of her to let
her down. I couldn’t tell who had
more trouble trying to stand; her legs
had been wrapped around mine for so
long and mine were beginning to buckle after a while. “You must be
exhausted,” she said, massaging my
cock. “Take a load off.” I laid down
on the bed and she slowly crawled on
shortly after. She ran her hands up my
thighs before swallowing my cock without any assistance. Exhilarated, I
couldn’t help but close my eyes and
enjoy myself. When I finally opened
them, she was staring back at me, the
head of my cock still secured in her
mouth. “You’ve been missing quite a
show,” she said, holding my cock
while licking it out of the side of her
mouth. “You won’t want to miss
this.” She twirled her tongue around
the head of my cock and slowly started working her way down my shaft.
Every time I thought she was going to
stop, she kept going. Deeper.
Deeper.
Deeper. She stopped when she reached the
base — the first girl to ever deep-
throat me.
The feel of my cock touching the back
of her throat and her entire mouth
around me was too much. I could feel myself ready to cum, but I wanted to
give her a warning. “Soon,” I groaned.
“Mmm, are you going to cum for me,
baby?” she whispered. Again, she
started going down on me. Just as she
was reaching the base again, my legs
started convulsing as I exploded into the back of her throat. I grabbed the
edge of the bed and squeezed it tight
until my body finally relaxed. She slowly pulled herself back up the
shaft of my cock and licked the head
for an additional clean-up. “Jesus
Christ, that was incredible,” I
sighed. Once I caught my breath, I
pulled her up under my arm to unwind. I could feel my heart pounding against
her soft cheek. I’ve always been one
to give first, receive last, if at all, so I
felt a little guilty that I didn’t take of
care her, orally, beforehand. “You
didn’t even let me go down on you,” I said, nudging her. “I guess I
owe you one.” She quipped back, “And a new shirt.”
work; maybe two, three times a year,
at most. When we do, we usually go
alone. There’s never really been a
need for more than one person.
I had just been promoted a couple of months prior, so this was my first big
test in the new position. The company
decided to send Shannon, a cute blonde
intern who was fresh out of college
and quickly impressing our bosses,
with me. The hotel wasn’t far enough away to take a plane and it made no
sense to take two cars, so we planned
to take the four-hour trip in my car. A lot of my friends gave the usual
responses when I told them I was
going out of town with my cute co-
worker, which I kind of expected, but I
was surprised that my dad seemed a
little worried. He called me as I was packing the night before. “Zach, make
sure Shannon doesn’t come on to you
while you’re driving.” I couldn’t tell from his tone if he was
kidding or if he was serious. In any
case, I didn’t plan on anything
happening, plus, she was seeing
someone. Aside from the fact that the
thought never occurred to me to begin with, the fact that she was unavailable
was added re-assurance that nothing
would happen. We didn’t know much about each
other before the trip, but over the four-
hour drive we learned a lot about one
another. She learned that I played
soccer for a number of years and
can’t cook a decent meal, while I learned that she was born in Texas and
can absolutely slay Eminem’s part in
“Forgot About Dre.” We checked into the hotels and headed
for our rooms, which were right next
to one another, and unpacked before
heading out to grab some dinner. It
wasn’t until the check was on its
way that I realized she had not mentioned her boyfriend, or anything
involving her relationship all night. On our way back to the hotel, I figured
that it couldn’t hurt to ask, so I
did. “So, how are things with
Vince?” I asked. She flinched. I don’t
know if she knew that I saw her, but
she quickly composed herself. “Um, well, we’re not together anymore,”
she said, clearly caught off guard.
“You know how it is.” I asked if she wanted to talk about it,
but she politely declined. “Thanks,
though,” she said, grabbing my hand
on the shifter. After about a second
and a half, it hit her that she was
holding my hand, and quickly pulled away. “I’m so sorry about that,”
she said, nervously. I laughed, “It’s
okay, I won’t tell anyone.” As we walked through the hotel lobby,
I thought about whether or not I would
try to kiss her at the end of the night.
By the time we reached the elevator, I
knew that it was a horrible idea. I had
too much to lose for something that I wasn’t even sure she wanted. We
got to our floor and didn’t give each
other so much as a hug goodnight. As I was washing my face, I heard a
knock at the door. I dried off and
opened it to find nobody there. I went
back into the bathroom, heard another
knock, and again opened it to an empty
hallway. Looking around, I heard another, softer, knock. It was the door
between our rooms. The distance from the front door to the
side door couldn’t have been more
than three steps, but each one felt like
a mile. I felt my heart beating harder
with each one. I reached for the knob
and opened it. She was standing there in what looked
like nothing but a t-shirt. “Hey,” she
said. “I have a question for you that I
need to ask and can’t wait until the
morning.” I stood there, shirtless in
my gym shorts, and inquired. “And that is?”
“Whose room are we staying in
tonight?” I wrapped my arm around her back
and pulled her towards me. “So I
guess this means yours?” she
whispered. I kissed her, walking
backwards into my room. She kicked
the door closed on the way in. I slid my hands down her back and under her
ass, grabbing it tight before lifting her
up. She wrapped her legs around my
thighs as I pressed her against the wall
and kissed her neck. Her arms were
around my neck, her nails gently grazing my scalp as she began
breathing harder. I let go of her ass and wrapped my
arm around her torso, my other hand
running through her thick blonde locks.
As I continued kissing her neck, she
started nibbling on my ear. I couldn’t
tell if it was me kissing her or the hot breath of my heavy breathing, but she
began to moan, softly. She pulled away, then stared at me
without saying a word. I looked into
her bright blue eyes and leaned in to
kiss her. She leaned back. I leaned in
more. She leaned further back. “Why are you teasing me like this?”
I whispered. “Because I like seeing
how much you want me.” She slowly
wiggled her hips against my groin.
“How badly do you want me right
now?” I couldn’t even bring myself to say something sexy back because
all I envisioned at that moment was
fucking her. “Bad,” I said, softly. “Show me how bad,” she
challenged, wiggling her hips slower. Without hesitation, I grabbed the collar
of her shirt and ripped half of it off in
one motion. She gasped, as her tits
were now inches away from sliding
out of her shirt. I didn’t waste any
time, and ripped the rest of her shirt before taking it off her.
She was gyrating against me, grabbing
my hair and kissing my neck, harder
this time. Her kissing turned into
sucking, which turned into nibbling,
which quickly turned into light biting. “What are you gonna do to me?”
she sighed in my ear. I buried my face
into her chest and started sucking her
tits as I walked across the room with
her still wrapped around me.
“Mmmm, I like where this is going,” she moaned, her head tilted back in
ecstasy.
I got to the windows and opened the
blinds, then pressed her naked body
against the glass. The chill from the
winter cold caused her to arch her back in shock. “Oh… wow,” she
panted. “Now what?” As I started to
kiss her again, I began pulling my
shorts down. I rubbed my cock against
her clit and started to slowly slide it in
to her wet pussy. “No,” she whispered. “Let me.” She reached
down to start playing with herself. She
slowly fingered herself before
massaging the head of my cock. “You’re pretty big,” she smirked,
guiding me into her tight pussy. As I
began to thrust forward, I could feel
her starting to flinch again… this time,
in a good way. I could see her eyes
start to squint, so I wanted to make sure not to hurt her. “You OK?” I
whispered. “Yeah, you’re just…
thick.” When I got all the way inside
her, I could hear the vibrations in her
breath as she panted. “OH! Wow.” It
took a little while for her to adjust. “Mmmgh fuck,” she groaned, before
getting comfortable and working her
hips with the rhythm of mine. I started fucking her harder, her
breathing getting heavier. I wrapped
both of my arms around her and pulled
her off the glass while still inside of
her. I pulled her against my chest and
starting fucking her even harder. Trying to muffle her screams, she
started biting my collarbone, her nails
digging in to both of my biceps. “You’re going to make me cum,
Zach,” she panted. “Don’t stop.”
The closer she got to climax, the harder
she sank her teeth into me. “Oh my
God. Oh my God,” she moaned.
“I’m cumming. Oh my God I’m cumming!” She grabbed my face with
both of her hands and kissed me,
passionately. When our lips broke, she
pressed her hand against my chest and
leaned back, telling me to move back
towards the bed. “Relax a little bit — I got this,” she
smiled. I finally pulled out of her to let
her down. I couldn’t tell who had
more trouble trying to stand; her legs
had been wrapped around mine for so
long and mine were beginning to buckle after a while. “You must be
exhausted,” she said, massaging my
cock. “Take a load off.” I laid down
on the bed and she slowly crawled on
shortly after. She ran her hands up my
thighs before swallowing my cock without any assistance. Exhilarated, I
couldn’t help but close my eyes and
enjoy myself. When I finally opened
them, she was staring back at me, the
head of my cock still secured in her
mouth. “You’ve been missing quite a
show,” she said, holding my cock
while licking it out of the side of her
mouth. “You won’t want to miss
this.” She twirled her tongue around
the head of my cock and slowly started working her way down my shaft.
Every time I thought she was going to
stop, she kept going. Deeper.
Deeper.
Deeper. She stopped when she reached the
base — the first girl to ever deep-
throat me.
The feel of my cock touching the back
of her throat and her entire mouth
around me was too much. I could feel myself ready to cum, but I wanted to
give her a warning. “Soon,” I groaned.
“Mmm, are you going to cum for me,
baby?” she whispered. Again, she
started going down on me. Just as she
was reaching the base again, my legs
started convulsing as I exploded into the back of her throat. I grabbed the
edge of the bed and squeezed it tight
until my body finally relaxed. She slowly pulled herself back up the
shaft of my cock and licked the head
for an additional clean-up. “Jesus
Christ, that was incredible,” I
sighed. Once I caught my breath, I
pulled her up under my arm to unwind. I could feel my heart pounding against
her soft cheek. I’ve always been one
to give first, receive last, if at all, so I
felt a little guilty that I didn’t take of
care her, orally, beforehand. “You
didn’t even let me go down on you,” I said, nudging her. “I guess I
owe you one.” She quipped back, “And a new shirt.”
