Amanda
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Fucking Amanda free porn video
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Gary
I can’t believe that I am sitting here, in this restaurant waiting for a woman
that I have never met, or even seen a picture of. To tell you the truth, until
six hours ago, I had never even heard of Amanda. But let me tell you a
little about how I wound up here.
My name is Gary Setzer and I work as a Sales Representative for a major
manufacturer. I am originally from Columbus, Ohio, and lived there until about
8 years ago. However, my job requires me to make business trips to Columbus
about 2 -3 times a year. Now for those of you that haven’t been to Columbus,
there really isn’t a whole lot to do in town unless you are a sports fan, both
college teams for Ohio State and their NHL team the Blue Jackets. So, like I
usually do when in town I called Tracy. Tracy operates one of the better escort
agencies in town. I usually will use the services of her agency at least once
every time I am in town. They specialize in the young college coed type.
Understandable when you have 4-5 colleges in town and about another 3 within an
hours drive. Over the years I have been very satisfied, with the girls that
Tracy has set me up with. Many times, I will view the agency website and make a
selection before I even make the plane flight. I tend towards the young tanned
blondes, although I have never ruled out an attractive brunette or two.
This time I had made my mind up. Alicia was a tall, elegant looking twenty
something that I could hardly take my eyes off of. I could hardly wait to get
to my hotel and make the call to Tracy to make the date. The flight was
uneventful, as was the cab ride to my hotel downtown. After checking in and
making the phone call to the gentlemen I am to meet with this afternoon, I
called Tracy to try and book my entertainment for the evening with Alexis.
“Oh Gary, I am so sorry. Alexis no longer works for us. She quit last week and
we haven’t had the chance to take her picture down yet. Is there someone else
you are interested in?”
I can‘t believe I spent the whole plane ride thinking about this and it was
already a no go. “I really had my mind set on Alexis, I even bought a costume
with her in mind. is there anyone else you can recommend?”
“I think I might have just the perfect girl for you. She has been working for
us about a month, but I have nothing but good reports about her. I don’t have a
picture up for her on the website. We never put one up because she is very
particular about who she sees. She does have a few rules, that set her apart
from what you are used to. The best part is that she wears the same size as
Alexis. And I am sure she would be more than happy to model it for you.” Tracy
had a kind of half-chuckle in her voice as she said this. “ I promise you won’t
be disappointed Gary. Have I ever let you down?”
Damn. All I wanted was a few hours of playtime this evening before I meet with
the regional heads tomorrow and get my ass handed to me for missing the sales
plan by a whopping 1%. Oh well, Tracy usually has come through for me. “No
Tracy, you haven’t let me down before. I’ll go ahead and make the date with
this girl. What did you say her name was again?”
Tracy was quiet for a second. “Well actually I didn’t say her name. Her name
is Amanda. The problem is that like I said before, she is very particular about
who she sees. I think you definitely fit her type, but she will want to make
the decision. If you could email me a quick note, introducing and describing
yourself, I can get that too her and have an answer by five o’clock for you.”
I was flabbergasted. I had booked with this agency for almost eight years, and
after all that I had to jump through hoops? The silence was uncomfortable
before Tracy said. “I know, I know. But I promise you, you will be thanking me
tomorrow. “
“Fine, I’ll get something out to you right away. I am really trusting you on
this.”
After hanging up, I sat down and started to think about what I would write.
Tracy seemed confidant that Amanda would see me, so that made me think, that
honesty would be the best policy. And I really didn’t have the time with my
afternoon schedule full, to spend the time creating a good lie. Oh well, if it
didn’t work out, Tracy had other ladies available I am sure. So I started to
type. It wasn’t easy but I managed to get a paragraph typed describing myself
and what I was looking for. It wasn’t great, but I had a meeting to go to.
When I returned that afternoon to the hotel, I checked my email, and saw that
Tracy was wanting me to call her. When I called her, she sounded bright and
cheery. “Well, hon. Everything is good to go. Amanda said she is looking
forward to meeting you. What time and where is the next question?”
After thinking for a minute, I suggested seven o’clock at a restaurant right
across the street from the Hilton I was staying at. At least that way, it would
be a short walk to dessert. After taking care of the credit card transaction, I
had a couple of hours before I had to meet Amanda for dinner. So I laid down and
took a nap, no sense being too tired to enjoy the evening.
I woke up at about a few minutes after 6 and took a quick shower. I had the
costume for tonight in a gift bag on the dresser, the envelope with the tip, on
top of that. The restaurant was upscale, casual. I picked out a white oxford,
sport coat, and slacks. Walking over to the restaurant, there was a slight
breeze going down the street. The freeway is a block away and the breeze sweeps
up and down this street. I arrived at the restaurant about fifteen minutes
early and was seated right away. I told the hostess, that I was waiting for a
young lady to join me. I ordered a glass of ice tea and settled down to wait.
For me, this is always the most difficult part. The nervous energy, is enough
to make my legs shake. My stomach gets queasy , and I start to get cold feet.
It happens every time. Just the uncertainty of how the evening is going to go,
makes me very apprehensive. Yes, I know I am only paying for her time. Sex is
not a given. But I still know that the evening will likely end in my hotel
room, not at the restaurant.
Exactly at six, a young lady walked in the front door and approached the hostess
station. Straight, blond hair cut at shoulder length, tanned, and very toned.
Her dress was black with a hem that ended at knee length. The top was extremely
low cut with a single spaghetti strap that crossed behind her neck. From what I
could see, and with that dress it was quite a bit, she was incredible. The
restaurant was only half full, yet every male in the place watched as the
hostess led her across the room. “Please let this be Amanda. Please let this be
Amanda.” I prayed silently as they drew closer. When it became apparent that
they were heading to my table, I stood and pulled your chair out. Your smile
was radiant as you said “You must be Gary.“
“And you must be Amanda. It is a pleasure to meet you.“
I seated you and returned to my seat opposite. I was simply awestruck, Tracy
had not been exaggerating at all. When I mentioned this you blushed a little
and asked what Tracy had told me. I told you that Tracy had said that all of
the clients that had seen you were very happy with their appointments and that
she had been sure that I would be too. When I said this, you got this look in
your eye, kind of a mixture of amusement and teasing as well.
You asked me “What makes you think that you are going to have a good time?”
I was speechless. I really didn’t know how to respond to that. I guess my
distress must have been etched on my face because you laughed. Well that
started some very interesting things happening as your breasts started moving
inside of your dress. My staring must have been noticeable, because you smirked
at me, and asked “Do you see anything you like?”
What was I to say to that? The very sexy direct look in your eyes and the
mental picture that I had of your breasts, perky with small pebble hard nipples,
started the blood flow as my cock started to wake from his nap. I smiled back
at you and shifted my place in my chair to let my cock have more breathing room.
When I did this, your smile grew broader and you asked in a loud stage whisper,
“Is your cock getting hard? Is that why you’re fidgeting in your chair? “
It was my turn to blush as I nodded my head. You laughed a low wicked chuckle
as the waiter approached with our order. When he had left you looked me in the
eye and said “ I can’t have you losing interest before we get to dessert.”
I felt your foot sliding up my leg, under the table. If my hard on had been
waking up before , it was at full alert now, as your stocking clad foot rose
farther up my leg. The other customers would have had no idea what was going
on under the table as you quietly began eating the meal in front of you. My
face however would have made it apparent that something was up as I blushed a
deep, deep red and my fidgeting became more pronounced. Finally your foot
reached my lap and you started running your instep down the length of my
straining cock. And through all of this you quietly and calmly ate your meal,
every so often looking at me with a devilish gleam in your eye.
The waiter came by a little later, to ask if everything was okay with the meals.
You replied quite calmly and said yes it was great. Then you turned to me and
asked “Is yours okay Gary?’ At the same time, your foot was stroking my cock.
I managed to give out a strangled yes, which got me a very curious look from the
waiter. That wasn’t enough for you though. With that laughter in your eyes,
you asked “Did you want a refill on your iced tea. With my eyes down staring at
my plate, knowing that if I looked up at you I would blow my load in my pants
right there in the middle of a half full restaurant, I managed to blurt out
“No I am fine.”
When the waiter asked if we wanted dessert, You looked thoughtful for a second
and then removed your foot from my lap. “No, we have other plans for dessert
but thank you anyway, if we could have the check. “
I was in a bit of a panic. I had a tent in my pants and it was obvious, you
were wanting the check so we could walk through the other diners with my cock
leading the way. When I signed the bill, and we left, I had my sport coat off
and held in front of my lap as we left. Nobody really paid attention, although
if they had, the smirk on your face would have told them everything.
When we got to the street outside, the breeze was a little cooler. You started
shivering, and your nipples started poking through the front of your dress. I
placed my jacket over your shoulders without thinking about the tent in my
pants. Luckily the street was fairly empty. You looked up at me and teased me
saying “I hope this isn’t the costume you had in mind.“ I smiled in response
and shook my head. By the time we got to the front door of my hotel, the walk
and the shivering that I was experiencing from the breeze had caused my little
problem to die down and leave me a little more comfortable.
The lobby to the hotel was a little busy. There was a convention in town, and
this hotel was connected to the city Convention Center. I would imagine that
this is where most of these people were coming from. We got to the elevators,
and there was a group waiting for the next one. When the next one arrived we
got on, and about seven others followed us. I was standing at the back and you
were standing directly in front of me with your back to me. Nobody said much.
Except to ask for their floor button to be pushed. One of the guys on the
elevator was observing you, standing there wearing my jacket over your low cut
dress. Looking at me and my forty years of age, and you at maybe twenty or
less, he just started grinning. You didn’t look at him, but I was sure you
noticed him. That was because you reached behind your back and started running
your fingers up and down the front of my pants. The jacket was so big on you
that it hid what you were doing. But as my dick started responding to the
stroking up and down, I started fidgeting again. You never looked back at me
the whole time, keeping your eyes on the elevator doors. When the elevator
reached my floor, you grabbed my hand and pulled me close behind you as we got
off the elevator. Mr. Interested Bystander gave me a wink and a smile as I
passed him. I am sure he figured out what was going on.
When we got to my room, I remembered my key card was in the pocket of my jacket
that you were wearing, specifically the inside pocket. “Uhm, Amanda, I need my
room key. Its in the inside pocket of my jacket.”
“Oh really.” you purred. “Why don’t you just go ahead and get it out?” you
said as you leaned back against the door to my hotel room.
I was hesitant, but there was no one else in the hallway, so I decided to play
along. Reaching in my jacket, I moved my hand to the inside pocket and
retrieved the key card. As this was going on, you had leaned into me and
wrapped both of your arms around my neck, pulling my lips to yours in a hungry
kiss. And with that, I felt all of my hesitance and awe at your beauty fade.
All of a sudden, the desire I had been feeling ever since I saw you approaching,
just made everything fade away. Your lips opened, and your tongue danced
playfully, between my teeth, teasing my tongue, my teeth and finally leaving. I
needed more, and pressed you against the door, out in the hallway, where anyone
could walk by, as I reached behind you grabbing your ass with both hands to pull
you to me and grinding my hardening cock against your body. I kissed you back
and tasted your lips with more hunger, wrapping my tongue around yours and just
relishing in the feeling of your body against mine. Finally you broke off the
kiss “Do you have the key yet.” Still holding you against me with one hand on
your ass, I slid the room key into the door and both of us stumbled through the
door. I kicked it closed behind me.
Inside you pushed me away, and let my jacket fall from your shoulders, exposing
your tanned shoulders and the smooth lines of your body that were enhanced
rather than concealed by your dress. I was beyond thinking as I stepped toward
you. But you stepped away from me, “We have plenty of time, but Tracy said you
had a costume for me?” “Oh yeah, I forgot, “ and I picked up the gift bag from
the dresser. I took the envelope with the tip out of the bag and handed it to
you directly, without saying a word. You nodded, but just put it back on the
dresser without even opening it. “I’ll be back in a minute if you want to get
comfortable,” As you headed into the bathroom, I kicked my shoes off and laid
back on the bed. I heard a little squeal of delight from the bathroom, I guess
from what you were finding in the bag. Finally after a few endless minutes the
door creaked open and you stepped out with a huge smile on your face. You had
transformed from a party girl with the black dress, into a catholic schoolgirl.
Blue uniform jacket over a white oxford with a little necktie. A red plaid
pleated skirt that hit you mid-thigh, with white knee socks and black mary jane
shoes. The whole outfit fit very snugly, showing that while you were wearing a
school uniform, you were very definitely grown up. It was eye candy of the
finest type.
“Mr. Setzer, I appreciate you helping me by tutoring me to help me improve my
algebra grade. I just don’t understand why we had to meet at a hotel?” you
said with a shy little smile on your face. My mouth dropped open as I realized
how much you were enjoying this little game. Your eyes were dancing with
laughter at the stunned look on my face. “Wouldn’t it have been better at the
school?”
“Well, Amanda, it would have. But the custodians locked up early for the long
weekend. I figured it was best to make do so you would be ready for Monday’s
exam.” Damn, I was having trouble keeping my mind on the roleplay as my eyes
soaked in how incredibly hot you looked in front of me.
“Oh, I really am glad you could find some place to meet. I don’t even want to
think about how I would have done on Monday without the help. You are the best
teacher in the whole school.” You said as you sit down on the bed next to me.
“Really Amanda. There are a bunch of teachers that would have been able to help
you. You are a very good student. “
“No seriously Mr. Setzer. All of the girls in my grade think you are the best.
If they knew that I was getting extra lessons from you after school they would
be so jealous.” You cross your legs as you look at me with a smile on your
face. Your long tanned legs stretch out in front of you, the white knee socks a
contrast against the legs. Your skirt is short and as your legs cross, it
creeps up a little, exposing more of your smooth golden thighs. They look so
smooth, it is all I can do to not reach over and start caressing your thigh.
“Jealous of what? Algebra lessons? “
“Oh Mr. Setzer. Don’t be silly. I didn’t even bring my textbook. They would
be jealous of this.” And with that you reached over and started caressing my
cock through the front of my pants. Your eyes looked up at me, with a little
smile on your lips. My cock already fairly hard started straining to be
released from my pants.
“Amanda, I don’t think this is such a good idea. I…..I……I….ohhhhhhh.”
“I think someone thinks it’s a good idea,” you said with a grin on your face.
“You reach up and unbuckle my belt with sure, quick, motions. You unsnap my
pants and unzip me. Grabbing the waistband of both my pants and boxers, you
pull them down to my knees in one quick motion. My cock springs out as it is
released, smacking my belly with an audible “Thwapp”. A slight drizzle of
precum oozes out of the head onto my stomach. “See. I was right. He looks
very happy to be out.”
You leaned over and started running your tongue up the underside of my hard
dick, taking a very slow path up towards the head. Your hair brushes my legs as
you move farther up the shaft. Finally you reach the head, and run your tongue
around the crown, licking up the little bubbles of lubrication seeping out. You
pick up your head and look me in the eyes. “Mmmm. That is good. I am going to
have a lot more fun with this than studying for some stupid test.” And with
that you pulled my cock up with your fingers and took me completely in your
mouth. I guess I am average in size, but the ease in which in one quick motion,
you had my dick completely covered took me off guard. Your tongue swirled
around and around as my prick continued to ooze precum into your mouth. With
each swipe of your tongue, I felt myself getting closer and closer. The teasing
that had been going on for the last hour and a half with the start of dinner had
me on a hair trigger. You seemed to sense this, and started to tickle the
underside of my balls with your fingernails. And with that I blew. I erupted
long and hard, with three big blasts. To your credit, you never stopped sucking
on my cock. I started to feel a little faint, but I managed another three or
four smaller blasts into your mouth. That was when I realized that you weren’t
swallowing, because my cum started to ooze out of the corner of your mouth. You
pulled your mouth off of my cock with a slight popping sound, and looked up at
me with a grin on your face. You opened your mouth and showed me my cum pooled
in there, and then with a wink, you swallowed the whole lot. “Mmmm. That was
good. Quick, but good. Ooops, I missed some.” With that, you took your finger
and scooped up the little trace that had leaked from the corner of your mouth
and popped that into your mouth as well. “That was great Mr. Setzer, but I was
hoping for a little bit more. Can’t you think of anything you would like to do
with this young sophomore student. I have seen the way you look at me in class.
You weren’t looking at my mouth. There must be something else you would like to
do.” You started unbuttoning the top buttons of your shirt, exposing more and
more of your tanned upper chest, still leaving your breasts hidden, but it was
enough.
I snapped. With a lunge, I swooped in yanking open the jacket and shirt,
popping a few buttons in the process. Your incredible perfect tits were exposed
to my eyes, and I marveled at how close they resembled my imagining of their
perfection. Small, yet perfectly shaped, crowned with gorgeous nipples, I just
had to taste. I kicked my pants off the rest of the way, and pulled you onto my
lap facing me. I lowered my head and took your right nipple between my lips,
gently sucking, feeling it swell and harden the more pressure I applied. Your
head was back moaning, as I gradually increased the pressure, moving to gentle
chewing and tiny nips. After a few moments I went from left to right, paying
identical attention to the second nipple. Your moaning increased, , but after a
few moments, you started pawing at my shirt, unbuttoning it, and leaving us with
skin on skin. Your skin was so soft, and your nipples so hard. I could feel
my cock starting to swell, underneath you. I guess you could feel it as well,
because you grinned. “Why Mr. Setzer. I think you are going to have to wait
until you find out all there is to this student body.”
With a low growl, I laid you down on the bed, and flipped your skirt up. That
was when I discovered that my naughty little schoolgirl wasn’t following dress
code. There were no panties hiding your beautiful shaved pussy. Little
trickles were visible on the insides of your thighs. It was obvious that you
were every bit as excited as I. I bent my head down, and extended my tongue to
your left inside thigh, capturing one little rivulet of juice. Sweet, with a
slight tartness, the taste awoke my senses. The heat from your thigh drew me
up, my tongue following the path your cum followed as it leaked from your pussy.
Slowly I moved up, up, up your thigh until my nose was practically brushing the
soft folds of your pussy. The scent was driving me crazy, and finally, I
couldn’t stand it any longer, burying my tongue between your pussy lips in one
stroke. You hissed, as I started licking and lapping like a kitten at your
tight hot pussy lips. Every time my tongue moved upwards and drew closer to
your little clit, you moaned and started fidgeting, and I would run my tongue
back down your pussy lips. After a few moments of this, you grabbed my head by
the ears, and pulled me up so your clit was resting on my lips. “Eat my teenage
pussy, Mr. Setzer. Lick my clit. Suck it. Please. Please.” I started
tugging on your clit with my lips, feeling your hard little bud swelling and
poking out of its hood. I ran my tongue in little flickers on it and felt your
hand pushing my head deeper and deeper into your pussy.
Your legs were squeezing the side of my head ever tighter, as I heard your moans
getting louder. “Uggh, that’s it. That’s it. I’m almost. Please. Augggghhh.
I’m cumming. I’m cumming. Ohhhhhhhhhhhh.” You started spasming and flopping
around on the bed as you lost control. I gently licked the traces of fluid that
had seeped out around your pussy and glanced up at your face. Your eyes were
smiling at me, and your lips parted with your tongue peeking out licking your
lips. “Oh Mr. Setzer. That was incredible. You are such a good teacher. But
I think there is still one more lesson to cover.”
I nodded my head. “Amanda, I always knew you were a very bright and motivated
student. You are right there is till one more topic to cover.” I laid back on
the bed and my cock pointed towards the ceiling like a flagpole. You moved over
the bed and proceeded to straddle me, your pleated skirt settling down hiding
all sign of your pussy. I could feel it against my skin, all hot and wet as you
sat down on my stomach. You reached behind you and grasped my cock, stroking it
with soft touches of your fingers and nails. Looking down at me you asked “Are
you ready Mr. Setzer. Do you want to fuck this tight, wet teenage pussy?”
“God yes. I want to fuck you. I want that pussy, that tight, wet pussy wrapped
around my cock, I want to fuck you until you beg for my cum.”
“All you had to do was ask, Mr Setzer.” And with that you placed my cock against
your pussy lips. The heat I was feeling from your pussy was incredible. You
lowered yourself slowly, gradually inch by inch onto my pole. After a few
inches were in you started to pull back up. I tried to sit up, tried to keep my
cock from sliding out of your tight pussy. But you pushed on my chest with both
hands keeping me in place. Just before the last inch , slid out, you slowly sat
down again, this time letting me in a little deeper. This occurred again and
again, until I was buried all the way in your tight clasping pussy. I could
feel the tight walls around my cock, gently squeezing and relaxing. I sat up
and hugged you to my chest as I felt your pussy massaging my cock. I felt your
hard little nipples pressing against my chest as I rolled you over onto your
back, making sure my cock stayed buried in your little pussy the whole time. I
got up, kneeling over you looking down into your eyes. You had that smile on
your face, as my cock started to slowly slip out of your pussy, their was a
slight look of disappointment in your eyes. “Is something wrong Amanda?”
“Mr. Setzer, I want you to fuck me.” “You want me to fuck you Amanda?” “Yes I
want you to fuck me.” “You don’t need me to fuck you Amanda?” “Oh I need you
to fuck me, Mr Setzer.” “Well you need to let me know how much you need me to
fuck you, Amanda. After all, I am not a mind reader.”
“Mr. Setzer, I need you to fuck me. I need your cock. Please give me your
cock. Please fuck me. I need your cum I want to feel it shooting up inside of
me all hot and sticky. Please fuck me. Fuck my high school pussy. Fuck me
now.”
With that, I shoved my cock deep inside of her with one long smooth stroke. I
grabbed her legs and spread them wider hooking them over my arms as I started
stroking in and out, in and out, gradually picking up speed. Your moans started
getting louder, and your head started thrashing side to side. I started
pounding away, and your hips were raising off the bed trying to keep my cock
inside of you for as long as you could. Finally. I felt my balls tightening up.
I knew that I was just a few strokes away from blasting my cum inside of you. I
could feel your pussy walls gripping me tighter and tighter so I knew you were
close too. I started rubbing my thumb over your clit as I took those last few
strokes. Your eyes got big and wide and I felt your pussy start to spasm around
my hard dick. That was all it took for me to start spurting shot after shot of
cum deep inside of you. Your legs circled behind me and pulled me into you as
deep as I could get and I felt you trembling against me. I felt like with every
spurt, I got a little weaker, finally with the last shot, I lowered myself into
your arms and kissed you and cuddled against you.
We laid like that for a good five or ten minutes, but eventually you sat up. “I
really had a good time tonight, Gary. Unfortunately, I really do have to go.”
You headed into the bathroom and five to ten minutes later you came out of the
bathroom, wearing your black dress once again. I stood up and walked over to
you, I was going to give you a hug, but you stopped me, saying “I should
probably take care of this first.” You dropped to your knees in front of me and
started slowly licking the remains of our orgasms off of my cock. When you were
satisfied, you stood back up. “I just didn’t want to get any stains on this
dress.” you said with a little grin. We exchanged a long hug, and you picked up
the tip envelope off of the dresser. I walked you to the door and that was the
last I saw of you. All in all a fantastic evening, that I will remember
forever.
Gary
I can’t believe that I am sitting here, in this restaurant waiting for a woman
that I have never met, or even seen a picture of. To tell you the truth, until
six hours ago, I had never even heard of Amanda. But let me tell you a
little about how I wound up here.
My name is Gary Setzer and I work as a Sales Representative for a major
manufacturer. I am originally from Columbus, Ohio, and lived there until about
8 years ago. However, my job requires me to make business trips to Columbus
about 2 -3 times a year. Now for those of you that haven’t been to Columbus,
there really isn’t a whole lot to do in town unless you are a sports fan, both
college teams for Ohio State and their NHL team the Blue Jackets. So, like I
usually do when in town I called Tracy. Tracy operates one of the better escort
agencies in town. I usually will use the services of her agency at least once
every time I am in town. They specialize in the young college coed type.
Understandable when you have 4-5 colleges in town and about another 3 within an
hours drive. Over the years I have been very satisfied, with the girls that
Tracy has set me up with. Many times, I will view the agency website and make a
selection before I even make the plane flight. I tend towards the young tanned
blondes, although I have never ruled out an attractive brunette or two.
This time I had made my mind up. Alicia was a tall, elegant looking twenty
something that I could hardly take my eyes off of. I could hardly wait to get
to my hotel and make the call to Tracy to make the date. The flight was
uneventful, as was the cab ride to my hotel downtown. After checking in and
making the phone call to the gentlemen I am to meet with this afternoon, I
called Tracy to try and book my entertainment for the evening with Alexis.
“Oh Gary, I am so sorry. Alexis no longer works for us. She quit last week and
we haven’t had the chance to take her picture down yet. Is there someone else
you are interested in?”
I can‘t believe I spent the whole plane ride thinking about this and it was
already a no go. “I really had my mind set on Alexis, I even bought a costume
with her in mind. is there anyone else you can recommend?”
“I think I might have just the perfect girl for you. She has been working for
us about a month, but I have nothing but good reports about her. I don’t have a
picture up for her on the website. We never put one up because she is very
particular about who she sees. She does have a few rules, that set her apart
from what you are used to. The best part is that she wears the same size as
Alexis. And I am sure she would be more than happy to model it for you.” Tracy
had a kind of half-chuckle in her voice as she said this. “ I promise you won’t
be disappointed Gary. Have I ever let you down?”
Damn. All I wanted was a few hours of playtime this evening before I meet with
the regional heads tomorrow and get my ass handed to me for missing the sales
plan by a whopping 1%. Oh well, Tracy usually has come through for me. “No
Tracy, you haven’t let me down before. I’ll go ahead and make the date with
this girl. What did you say her name was again?”
Tracy was quiet for a second. “Well actually I didn’t say her name. Her name
is Amanda. The problem is that like I said before, she is very particular about
who she sees. I think you definitely fit her type, but she will want to make
the decision. If you could email me a quick note, introducing and describing
yourself, I can get that too her and have an answer by five o’clock for you.”
I was flabbergasted. I had booked with this agency for almost eight years, and
after all that I had to jump through hoops? The silence was uncomfortable
before Tracy said. “I know, I know. But I promise you, you will be thanking me
tomorrow. “
“Fine, I’ll get something out to you right away. I am really trusting you on
this.”
After hanging up, I sat down and started to think about what I would write.
Tracy seemed confidant that Amanda would see me, so that made me think, that
honesty would be the best policy. And I really didn’t have the time with my
afternoon schedule full, to spend the time creating a good lie. Oh well, if it
didn’t work out, Tracy had other ladies available I am sure. So I started to
type. It wasn’t easy but I managed to get a paragraph typed describing myself
and what I was looking for. It wasn’t great, but I had a meeting to go to.
When I returned that afternoon to the hotel, I checked my email, and saw that
Tracy was wanting me to call her. When I called her, she sounded bright and
cheery. “Well, hon. Everything is good to go. Amanda said she is looking
forward to meeting you. What time and where is the next question?”
After thinking for a minute, I suggested seven o’clock at a restaurant right
across the street from the Hilton I was staying at. At least that way, it would
be a short walk to dessert. After taking care of the credit card transaction, I
had a couple of hours before I had to meet Amanda for dinner. So I laid down and
took a nap, no sense being too tired to enjoy the evening.
I woke up at about a few minutes after 6 and took a quick shower. I had the
costume for tonight in a gift bag on the dresser, the envelope with the tip, on
top of that. The restaurant was upscale, casual. I picked out a white oxford,
sport coat, and slacks. Walking over to the restaurant, there was a slight
breeze going down the street. The freeway is a block away and the breeze sweeps
up and down this street. I arrived at the restaurant about fifteen minutes
early and was seated right away. I told the hostess, that I was waiting for a
young lady to join me. I ordered a glass of ice tea and settled down to wait.
For me, this is always the most difficult part. The nervous energy, is enough
to make my legs shake. My stomach gets queasy , and I start to get cold feet.
It happens every time. Just the uncertainty of how the evening is going to go,
makes me very apprehensive. Yes, I know I am only paying for her time. Sex is
not a given. But I still know that the evening will likely end in my hotel
room, not at the restaurant.
Exactly at six, a young lady walked in the front door and approached the hostess
station. Straight, blond hair cut at shoulder length, tanned, and very toned.
Her dress was black with a hem that ended at knee length. The top was extremely
low cut with a single spaghetti strap that crossed behind her neck. From what I
could see, and with that dress it was quite a bit, she was incredible. The
restaurant was only half full, yet every male in the place watched as the
hostess led her across the room. “Please let this be Amanda. Please let this be
Amanda.” I prayed silently as they drew closer. When it became apparent that
they were heading to my table, I stood and pulled your chair out. Your smile
was radiant as you said “You must be Gary.“
“And you must be Amanda. It is a pleasure to meet you.“
I seated you and returned to my seat opposite. I was simply awestruck, Tracy
had not been exaggerating at all. When I mentioned this you blushed a little
and asked what Tracy had told me. I told you that Tracy had said that all of
the clients that had seen you were very happy with their appointments and that
she had been sure that I would be too. When I said this, you got this look in
your eye, kind of a mixture of amusement and teasing as well.
You asked me “What makes you think that you are going to have a good time?”
I was speechless. I really didn’t know how to respond to that. I guess my
distress must have been etched on my face because you laughed. Well that
started some very interesting things happening as your breasts started moving
inside of your dress. My staring must have been noticeable, because you smirked
at me, and asked “Do you see anything you like?”
What was I to say to that? The very sexy direct look in your eyes and the
mental picture that I had of your breasts, perky with small pebble hard nipples,
started the blood flow as my cock started to wake from his nap. I smiled back
at you and shifted my place in my chair to let my cock have more breathing room.
When I did this, your smile grew broader and you asked in a loud stage whisper,
“Is your cock getting hard? Is that why you’re fidgeting in your chair? “
It was my turn to blush as I nodded my head. You laughed a low wicked chuckle
as the waiter approached with our order. When he had left you looked me in the
eye and said “ I can’t have you losing interest before we get to dessert.”
I felt your foot sliding up my leg, under the table. If my hard on had been
waking up before , it was at full alert now, as your stocking clad foot rose
farther up my leg. The other customers would have had no idea what was going
on under the table as you quietly began eating the meal in front of you. My
face however would have made it apparent that something was up as I blushed a
deep, deep red and my fidgeting became more pronounced. Finally your foot
reached my lap and you started running your instep down the length of my
straining cock. And through all of this you quietly and calmly ate your meal,
every so often looking at me with a devilish gleam in your eye.
The waiter came by a little later, to ask if everything was okay with the meals.
You replied quite calmly and said yes it was great. Then you turned to me and
asked “Is yours okay Gary?’ At the same time, your foot was stroking my cock.
I managed to give out a strangled yes, which got me a very curious look from the
waiter. That wasn’t enough for you though. With that laughter in your eyes,
you asked “Did you want a refill on your iced tea. With my eyes down staring at
my plate, knowing that if I looked up at you I would blow my load in my pants
right there in the middle of a half full restaurant, I managed to blurt out
“No I am fine.”
When the waiter asked if we wanted dessert, You looked thoughtful for a second
and then removed your foot from my lap. “No, we have other plans for dessert
but thank you anyway, if we could have the check. “
I was in a bit of a panic. I had a tent in my pants and it was obvious, you
were wanting the check so we could walk through the other diners with my cock
leading the way. When I signed the bill, and we left, I had my sport coat off
and held in front of my lap as we left. Nobody really paid attention, although
if they had, the smirk on your face would have told them everything.
When we got to the street outside, the breeze was a little cooler. You started
shivering, and your nipples started poking through the front of your dress. I
placed my jacket over your shoulders without thinking about the tent in my
pants. Luckily the street was fairly empty. You looked up at me and teased me
saying “I hope this isn’t the costume you had in mind.“ I smiled in response
and shook my head. By the time we got to the front door of my hotel, the walk
and the shivering that I was experiencing from the breeze had caused my little
problem to die down and leave me a little more comfortable.
The lobby to the hotel was a little busy. There was a convention in town, and
this hotel was connected to the city Convention Center. I would imagine that
this is where most of these people were coming from. We got to the elevators,
and there was a group waiting for the next one. When the next one arrived we
got on, and about seven others followed us. I was standing at the back and you
were standing directly in front of me with your back to me. Nobody said much.
Except to ask for their floor button to be pushed. One of the guys on the
elevator was observing you, standing there wearing my jacket over your low cut
dress. Looking at me and my forty years of age, and you at maybe twenty or
less, he just started grinning. You didn’t look at him, but I was sure you
noticed him. That was because you reached behind your back and started running
your fingers up and down the front of my pants. The jacket was so big on you
that it hid what you were doing. But as my dick started responding to the
stroking up and down, I started fidgeting again. You never looked back at me
the whole time, keeping your eyes on the elevator doors. When the elevator
reached my floor, you grabbed my hand and pulled me close behind you as we got
off the elevator. Mr. Interested Bystander gave me a wink and a smile as I
passed him. I am sure he figured out what was going on.
When we got to my room, I remembered my key card was in the pocket of my jacket
that you were wearing, specifically the inside pocket. “Uhm, Amanda, I need my
room key. Its in the inside pocket of my jacket.”
“Oh really.” you purred. “Why don’t you just go ahead and get it out?” you
said as you leaned back against the door to my hotel room.
I was hesitant, but there was no one else in the hallway, so I decided to play
along. Reaching in my jacket, I moved my hand to the inside pocket and
retrieved the key card. As this was going on, you had leaned into me and
wrapped both of your arms around my neck, pulling my lips to yours in a hungry
kiss. And with that, I felt all of my hesitance and awe at your beauty fade.
All of a sudden, the desire I had been feeling ever since I saw you approaching,
just made everything fade away. Your lips opened, and your tongue danced
playfully, between my teeth, teasing my tongue, my teeth and finally leaving. I
needed more, and pressed you against the door, out in the hallway, where anyone
could walk by, as I reached behind you grabbing your ass with both hands to pull
you to me and grinding my hardening cock against your body. I kissed you back
and tasted your lips with more hunger, wrapping my tongue around yours and just
relishing in the feeling of your body against mine. Finally you broke off the
kiss “Do you have the key yet.” Still holding you against me with one hand on
your ass, I slid the room key into the door and both of us stumbled through the
door. I kicked it closed behind me.
Inside you pushed me away, and let my jacket fall from your shoulders, exposing
your tanned shoulders and the smooth lines of your body that were enhanced
rather than concealed by your dress. I was beyond thinking as I stepped toward
you. But you stepped away from me, “We have plenty of time, but Tracy said you
had a costume for me?” “Oh yeah, I forgot, “ and I picked up the gift bag from
the dresser. I took the envelope with the tip out of the bag and handed it to
you directly, without saying a word. You nodded, but just put it back on the
dresser without even opening it. “I’ll be back in a minute if you want to get
comfortable,” As you headed into the bathroom, I kicked my shoes off and laid
back on the bed. I heard a little squeal of delight from the bathroom, I guess
from what you were finding in the bag. Finally after a few endless minutes the
door creaked open and you stepped out with a huge smile on your face. You had
transformed from a party girl with the black dress, into a catholic schoolgirl.
Blue uniform jacket over a white oxford with a little necktie. A red plaid
pleated skirt that hit you mid-thigh, with white knee socks and black mary jane
shoes. The whole outfit fit very snugly, showing that while you were wearing a
school uniform, you were very definitely grown up. It was eye candy of the
finest type.
“Mr. Setzer, I appreciate you helping me by tutoring me to help me improve my
algebra grade. I just don’t understand why we had to meet at a hotel?” you
said with a shy little smile on your face. My mouth dropped open as I realized
how much you were enjoying this little game. Your eyes were dancing with
laughter at the stunned look on my face. “Wouldn’t it have been better at the
school?”
“Well, Amanda, it would have. But the custodians locked up early for the long
weekend. I figured it was best to make do so you would be ready for Monday’s
exam.” Damn, I was having trouble keeping my mind on the roleplay as my eyes
soaked in how incredibly hot you looked in front of me.
“Oh, I really am glad you could find some place to meet. I don’t even want to
think about how I would have done on Monday without the help. You are the best
teacher in the whole school.” You said as you sit down on the bed next to me.
“Really Amanda. There are a bunch of teachers that would have been able to help
you. You are a very good student. “
“No seriously Mr. Setzer. All of the girls in my grade think you are the best.
If they knew that I was getting extra lessons from you after school they would
be so jealous.” You cross your legs as you look at me with a smile on your
face. Your long tanned legs stretch out in front of you, the white knee socks a
contrast against the legs. Your skirt is short and as your legs cross, it
creeps up a little, exposing more of your smooth golden thighs. They look so
smooth, it is all I can do to not reach over and start caressing your thigh.
“Jealous of what? Algebra lessons? “
“Oh Mr. Setzer. Don’t be silly. I didn’t even bring my textbook. They would
be jealous of this.” And with that you reached over and started caressing my
cock through the front of my pants. Your eyes looked up at me, with a little
smile on your lips. My cock already fairly hard started straining to be
released from my pants.
“Amanda, I don’t think this is such a good idea. I…..I……I….ohhhhhhh.”
“I think someone thinks it’s a good idea,” you said with a grin on your face.
“You reach up and unbuckle my belt with sure, quick, motions. You unsnap my
pants and unzip me. Grabbing the waistband of both my pants and boxers, you
pull them down to my knees in one quick motion. My cock springs out as it is
released, smacking my belly with an audible “Thwapp”. A slight drizzle of
precum oozes out of the head onto my stomach. “See. I was right. He looks
very happy to be out.”
You leaned over and started running your tongue up the underside of my hard
dick, taking a very slow path up towards the head. Your hair brushes my legs as
you move farther up the shaft. Finally you reach the head, and run your tongue
around the crown, licking up the little bubbles of lubrication seeping out. You
pick up your head and look me in the eyes. “Mmmm. That is good. I am going to
have a lot more fun with this than studying for some stupid test.” And with
that you pulled my cock up with your fingers and took me completely in your
mouth. I guess I am average in size, but the ease in which in one quick motion,
you had my dick completely covered took me off guard. Your tongue swirled
around and around as my prick continued to ooze precum into your mouth. With
each swipe of your tongue, I felt myself getting closer and closer. The teasing
that had been going on for the last hour and a half with the start of dinner had
me on a hair trigger. You seemed to sense this, and started to tickle the
underside of my balls with your fingernails. And with that I blew. I erupted
long and hard, with three big blasts. To your credit, you never stopped sucking
on my cock. I started to feel a little faint, but I managed another three or
four smaller blasts into your mouth. That was when I realized that you weren’t
swallowing, because my cum started to ooze out of the corner of your mouth. You
pulled your mouth off of my cock with a slight popping sound, and looked up at
me with a grin on your face. You opened your mouth and showed me my cum pooled
in there, and then with a wink, you swallowed the whole lot. “Mmmm. That was
good. Quick, but good. Ooops, I missed some.” With that, you took your finger
and scooped up the little trace that had leaked from the corner of your mouth
and popped that into your mouth as well. “That was great Mr. Setzer, but I was
hoping for a little bit more. Can’t you think of anything you would like to do
with this young sophomore student. I have seen the way you look at me in class.
You weren’t looking at my mouth. There must be something else you would like to
do.” You started unbuttoning the top buttons of your shirt, exposing more and
more of your tanned upper chest, still leaving your breasts hidden, but it was
enough.
I snapped. With a lunge, I swooped in yanking open the jacket and shirt,
popping a few buttons in the process. Your incredible perfect tits were exposed
to my eyes, and I marveled at how close they resembled my imagining of their
perfection. Small, yet perfectly shaped, crowned with gorgeous nipples, I just
had to taste. I kicked my pants off the rest of the way, and pulled you onto my
lap facing me. I lowered my head and took your right nipple between my lips,
gently sucking, feeling it swell and harden the more pressure I applied. Your
head was back moaning, as I gradually increased the pressure, moving to gentle
chewing and tiny nips. After a few moments I went from left to right, paying
identical attention to the second nipple. Your moaning increased, , but after a
few moments, you started pawing at my shirt, unbuttoning it, and leaving us with
skin on skin. Your skin was so soft, and your nipples so hard. I could feel
my cock starting to swell, underneath you. I guess you could feel it as well,
because you grinned. “Why Mr. Setzer. I think you are going to have to wait
until you find out all there is to this student body.”
With a low growl, I laid you down on the bed, and flipped your skirt up. That
was when I discovered that my naughty little schoolgirl wasn’t following dress
code. There were no panties hiding your beautiful shaved pussy. Little
trickles were visible on the insides of your thighs. It was obvious that you
were every bit as excited as I. I bent my head down, and extended my tongue to
your left inside thigh, capturing one little rivulet of juice. Sweet, with a
slight tartness, the taste awoke my senses. The heat from your thigh drew me
up, my tongue following the path your cum followed as it leaked from your pussy.
Slowly I moved up, up, up your thigh until my nose was practically brushing the
soft folds of your pussy. The scent was driving me crazy, and finally, I
couldn’t stand it any longer, burying my tongue between your pussy lips in one
stroke. You hissed, as I started licking and lapping like a kitten at your
tight hot pussy lips. Every time my tongue moved upwards and drew closer to
your little clit, you moaned and started fidgeting, and I would run my tongue
back down your pussy lips. After a few moments of this, you grabbed my head by
the ears, and pulled me up so your clit was resting on my lips. “Eat my teenage
pussy, Mr. Setzer. Lick my clit. Suck it. Please. Please.” I started
tugging on your clit with my lips, feeling your hard little bud swelling and
poking out of its hood. I ran my tongue in little flickers on it and felt your
hand pushing my head deeper and deeper into your pussy.
Your legs were squeezing the side of my head ever tighter, as I heard your moans
getting louder. “Uggh, that’s it. That’s it. I’m almost. Please. Augggghhh.
I’m cumming. I’m cumming. Ohhhhhhhhhhhh.” You started spasming and flopping
around on the bed as you lost control. I gently licked the traces of fluid that
had seeped out around your pussy and glanced up at your face. Your eyes were
smiling at me, and your lips parted with your tongue peeking out licking your
lips. “Oh Mr. Setzer. That was incredible. You are such a good teacher. But
I think there is still one more lesson to cover.”
I nodded my head. “Amanda, I always knew you were a very bright and motivated
student. You are right there is till one more topic to cover.” I laid back on
the bed and my cock pointed towards the ceiling like a flagpole. You moved over
the bed and proceeded to straddle me, your pleated skirt settling down hiding
all sign of your pussy. I could feel it against my skin, all hot and wet as you
sat down on my stomach. You reached behind you and grasped my cock, stroking it
with soft touches of your fingers and nails. Looking down at me you asked “Are
you ready Mr. Setzer. Do you want to fuck this tight, wet teenage pussy?”
“God yes. I want to fuck you. I want that pussy, that tight, wet pussy wrapped
around my cock, I want to fuck you until you beg for my cum.”
“All you had to do was ask, Mr Setzer.” And with that you placed my cock against
your pussy lips. The heat I was feeling from your pussy was incredible. You
lowered yourself slowly, gradually inch by inch onto my pole. After a few
inches were in you started to pull back up. I tried to sit up, tried to keep my
cock from sliding out of your tight pussy. But you pushed on my chest with both
hands keeping me in place. Just before the last inch , slid out, you slowly sat
down again, this time letting me in a little deeper. This occurred again and
again, until I was buried all the way in your tight clasping pussy. I could
feel the tight walls around my cock, gently squeezing and relaxing. I sat up
and hugged you to my chest as I felt your pussy massaging my cock. I felt your
hard little nipples pressing against my chest as I rolled you over onto your
back, making sure my cock stayed buried in your little pussy the whole time. I
got up, kneeling over you looking down into your eyes. You had that smile on
your face, as my cock started to slowly slip out of your pussy, their was a
slight look of disappointment in your eyes. “Is something wrong Amanda?”
“Mr. Setzer, I want you to fuck me.” “You want me to fuck you Amanda?” “Yes I
want you to fuck me.” “You don’t need me to fuck you Amanda?” “Oh I need you
to fuck me, Mr Setzer.” “Well you need to let me know how much you need me to
fuck you, Amanda. After all, I am not a mind reader.”
“Mr. Setzer, I need you to fuck me. I need your cock. Please give me your
cock. Please fuck me. I need your cum I want to feel it shooting up inside of
me all hot and sticky. Please fuck me. Fuck my high school pussy. Fuck me
now.”
With that, I shoved my cock deep inside of her with one long smooth stroke. I
grabbed her legs and spread them wider hooking them over my arms as I started
stroking in and out, in and out, gradually picking up speed. Your moans started
getting louder, and your head started thrashing side to side. I started
pounding away, and your hips were raising off the bed trying to keep my cock
inside of you for as long as you could. Finally. I felt my balls tightening up.
I knew that I was just a few strokes away from blasting my cum inside of you. I
could feel your pussy walls gripping me tighter and tighter so I knew you were
close too. I started rubbing my thumb over your clit as I took those last few
strokes. Your eyes got big and wide and I felt your pussy start to spasm around
my hard dick. That was all it took for me to start spurting shot after shot of
cum deep inside of you. Your legs circled behind me and pulled me into you as
deep as I could get and I felt you trembling against me. I felt like with every
spurt, I got a little weaker, finally with the last shot, I lowered myself into
your arms and kissed you and cuddled against you.
We laid like that for a good five or ten minutes, but eventually you sat up. “I
really had a good time tonight, Gary. Unfortunately, I really do have to go.”
You headed into the bathroom and five to ten minutes later you came out of the
bathroom, wearing your black dress once again. I stood up and walked over to
you, I was going to give you a hug, but you stopped me, saying “I should
probably take care of this first.” You dropped to your knees in front of me and
started slowly licking the remains of our orgasms off of my cock. When you were
satisfied, you stood back up. “I just didn’t want to get any stains on this
dress.” you said with a little grin. We exchanged a long hug, and you picked up
the tip envelope off of the dresser. I walked you to the door and that was the
last I saw of you. All in all a fantastic evening, that I will remember
forever.
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