Subject: Valentine's Day Surprise (f-solo, mf, oral, exhib)
Diary Date: February 14, 2001
Author: Kelly <pghpa_girl@yahoo.com>
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!!!WARNING!!!!
This file is a work of fiction containing sexually explicit material which may
include depictions of underage, nonconsensual and unprotected sex as well as
incest and adultery. It is not intended to implicate any person or action by
them or me, nor advocate such practices. If you can't separate fantasy from
reality, get professional help - FAST!
The material is distributed as "For Adults Only" and possession by a minor is
strictly forbidden. If you are not legally empowered to be in possession of
this material, do not read it and delete it immediately.
This work is copyrighted �2011 to the author. It may be posted with the
permission of the editor to non-commercial "free" sites, or in the "free" area
of commercial sites so long as no changes are made to the content AND the
author/editor information is retained.
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Although I wrote this to stand on its own as much as possible, it might help to
understand things better if you read my previous diary entries at
https://www.asstr-mirror.org/files/Authors/Kelly85/. The "About Me" directory also has a
lot more information about me as well if you're interested.
Summary:
I�d always heard that Valentine�s Day is suppose to be for lovers. Well, this
year I learned just how much fun it could be as well!
Table of Contents:
Chapter 1 � Valentine�s Day Traditions
Chapter 2 � Dinner and The Incline
Chapter 3 � The Hotel Room
Chapter 1 � Valentine�s Day Traditions
======================================
I was fifteen, just a few weeks away from my sixteenth birthday, and thoroughly
enjoying my sophomore year in high school. I�d been dating Greg since Christmas
after breaking up with John and now it was almost Valentine�s day already. Greg
was an eighteen year-old senior at my high school and one of the top football
players. Naturally, he was good looking and quite popular with all the girls.
The word in the hallways was that he had one of the biggest cocks of anyone in
our school so, of course, I�d been wanting badly to find out for myself. Even
though I was just a sophomore, I had already acquired a bit of a reputation with
the older boys so I begged a few of my closest friends to drop some hints his
way that I was interested in him � VERY interested.
Well, to my surprise, it didn't long before he was leaning against my locker and
asking me out. Although I tried not to appear TOO eager, I couldn't wait for
our first date. I must have masturbated for hours the night before, dreaming of
what I hoped he would do to me. Let�s just say I discovered on our first date
that the rumors about his cock were true � he must have been twice the size of
most guys I�d been with! It was the most challenging blowjob I�d ever given and
when he fucked me, oh my god I thought I was going to be split in two!
With all that I guess I don�t have to say that Greg was by no stretch of the
imagination the first guy I�d had sex with. Steve, the older brother of one of
my girlfriends, had taken my virginity two summers before, not long after I had
graduated from middle school. Unfortunately his mom�s job was transferred and
so he had to move put of state the following winter. Steve and I had shared
quite a few enjoyable experiences and many a night in the days after he left I
would lay in my bed at night touching myself as I dreamed of him fucking me.
Looking back now, I realize that we had never been truly in love even though at
the time I thought I loved him terribly. His cock was my first and I knew from
the first time he did me that I loved sex. After that I would do most anything
to get more of it � as much as I could. Today I�m more mature and I realize
that our relationship was really more about mutual physical satisfaction - but
then there�s nothing wrong with that, especially when you�re only fourteen.
While we dated, Steve was the only boy I had sex with (if you don�t count the
time I teased his younger brother and things got a bit out of hand).
After Steve moved away it didn't take long for me to realize that while
masturbation was a lot of fun, it simply can�t replace the real thing so I
started dating a number of guys and developed what I would call a healthy sex
life. It didn't take long for the boys in school to discover how I felt about
sex and needless to say, I was never at a loss for a date. Despite the rumors
in school to the contrary, I really didn't fuck all that many of them but when
it came to blowjobs, let�s just say that I was more than willing to please just
about anyone who would let me suck them. Besides, it�s the least a girl can do
anyway when the guys Is paying for everything else.
Actually, I was quite proud of the reputation I was getting for giving the best
blowjob in school and almost every boy I dating went home with a little less cum
than he had started out with. Some of the more prudish girls in my class
thought they were being mean by labeling me a slut but I knew they were just
jealous of my popularity and so I just ignored them. Besides, I was very active
in my church youth group and other community organizations so I like to think
that most people, especially the adults I associated with, thought of me as the
nice �girl next door�.
Until this year I�d never celebrated Valentine�s Day with a boyfriend. It was
more a timing thing than anything else. The first thirteen years of my life I
didn't have a boyfriend to start with so it was a moot point. Then last year,
Steve had moved away just a couple of weeks before the big day and I was moping
around the house crying about how unfair life was being to me! Well, this year
was going to be different because now I had Greg and I had a good feeling that
he had something big planned. By big, I�m of course referring to his nice dick!
While I may not have had a boyfriend for past Valentine�s Days, I was still
lucky in that my dad had a started a family tradition back when I was only eight
years old when he gave my mom a dozen beautiful red roses and me a single yellow
rose with a long stem. He would then gave me a quick peck on the cheek after
which he led my mom by the hand upstairs to their bedroom and closed the door.
Our house is pretty old and the walls are really thin so I could hear more than
enough in my bedroom next door to know they weren�t watching TV! When they
were done, he would then take us all out to a dinner at some fancy restaurant.
The part I looked forward to the most though was when we got home and he would
give us each a Valentine�s Day present. Mom�s was always in a pink bag from her
favorite store � Victoria�s Secret. That year he gave her a sexy outfit � a
black fishnet teddy, sheer white nightie, etc. As for me, I was thrilled with
my present - cute red and white cheerleader outfit (never mind that my school
colors were blue and white!). After that, in the following years he always
found some cute outfit for me. One year it was the cutest Tinker Bell costume
with a tiny wrap-around lacy skirt and halter top. Last year it had been a
Little Mermaid outfit with a tight green clothe tube for my legs and a tiny
little bikini top made of a couple of shells and string.
Each year, my mom and I put on our outfits and pose for him while he takes our
pictures for the family album. Usually I would sit in his lap while mom took our
picture. I was old enough to recognize the bulge in my dad�s crotch for what it
was. When I felt it pressing against my bottom I felt good because I knew that
it meant that he was ready to go back to their bedroom and have a good time with
my mom. It never crossed my mind that he might be thinking of a going to a
different bedroom than I thought he was!
This Valentine�s Day was going to be different � of that I was sure. Greg had
asked me out to a fancy dinner and I was thrilled to accept. I�d been out to a
lot of high-end restaurants with my parents, but never on a date. It wasn�t
until I told my parents at dinner the next day about our plans and saw the
crestfallen look on my dad�s face that I remembered our tradition of him taking
us out to an elegant meal. He quickly pretended that everything was OK and
wished me a good time but I still felt a little guilty about it. Somehow I knew
deep inside pf me that as I grew up a lot of things would change between me and
dad; but I knew one thing would always stay the same � I would always be my
daddy�s little girl! Little did I know back then just how much things WOULD
change between my father and me, but even so I still like to think of me as his
little girl.
In any case, February 14th finally arrived and I was about to get ready for
Greg when my dad stopped by my open bedroom door. I was wearing just my panties
and with my sixteenth birthday only weeks away, my boobs were finally starting
to look pretty good. The fact my bedroom door was open wasn't anything unusual.
Indeed, it would have been a lot more strange had it been shut! In fact, I
couldn't even remember the last time I�d closed it besides when we had people
staying over. Nudity was nothing to be ashamed of in our house and I�d seen and
been with my parents naked in our hot tub many times over the years. I never
flaunt myself at home of course. Actually, other than when we are in the hot
tub, the only time I am naked around home. other than in the bathroom, is at
night when I go to bed. I first started sleeping nude the day I turned twelve.
At first it was more just a thing where a little girl was trying to mimic her
mom. However, once I got used to it, it felt constricting to wear anything to
bed. In any case, I was a bit surprised when my dad took a good look at me and
then whistled softly.
�Whoa! You�re looking pretty hot there girl,� he said with a grin, �So tell me,
is Fred going to get lucky tonight?�
�Oh daddy!� I said in mock protest, �You know his name is Greg; and besides,
we�re just going out to dinner.�
My dad knew all about my past experiences from my mom who always insisted on a
complete debriefing whenever I returned home from a date. He knew that I knew
that he knew full well what Greg and I would be doing before I returned home.
My dad was always the type to tease me a bit but I really didn�t mind. Then I
noticed his hand was behind his back so I smiled and walked over to him, trying
to act like am innocent little girl (even if I was topless at the time!)
�Hmmmmm, something for me?� I asked in my best little girl voice.
He leaned down and kissed me gently on my forehead. Then he brought his hand
out and I saw it was a box in pretty pink wrapping paper with a pink ribbon bow.
My yellow rose was slipped under the bow and he pulled it out and handed it to
me first.
�Happy Valentine�s Day baby,� he said with a smile, Then he handed me the box
saying, �I think you�re old enough now for something a little more grown-up.�
I giggled and snatched the box from his hand and ran over to sit down on the
edge of my bed. I was so excited to see what was inside that I unceremoniously
ripped off the wrapping paper and opened it up to find the cutest little
negligee inside. It was made of light blue lace and totally sheer. Also in the
box was a thong made of the same material as the negligee. The whole outfit
felt like it made from air it was so light. I held it up in front of me and I
could still see my bare boobs right through it. My mom had some pretty sexy
lingerie but this was a first for me. Once I tried on some of hers just to see
what it felt like but everything she had was too big for me, especially in the
bust and hips. Well, this outfit was just my size and I couldn't wait to try it
on! I turned my head up to my dad who was looking at me with a big grin on his
face.
�Oh wow!!!! Thank you daddy,� I gushed, �It�s beautiful!�
My dad had a smug look on his face. Of course he knew I would like it!
�So�.. are you going to try it on for me or what?� he asked, �Hurry up, you�re
mom�s changing into hers and I can�t wait to see my girls all dressed up.�
He left the room and I shivered with anticipation. This was sooooo cool! I�d
never had an outfit quite like this before and I marveled at the soft feel of it
against my bare chest. Well, I didn't want to keep them waiting! I quickly
slipped off my panties and stepped into the sheer thong. It was barely wide
enough in front to cover my pussy and in back it was a mere string that slipped
up between my butt cheeks. Fortunately I had just enough hips developing to
hold them up! I had a number of thongs but never one as meager as this one. It
barely felt like I even had anything on! The string felt a little odd up
between my butt cheeks and when I looked in the mirror all I could see were the
strings that came around my hips as once they joined, the rest was hidden out of
site by my ass. Heck, I may as well been bottomless for all it covered in the
rear! The front wasn't much more generous. The little triangle barely covered
my pussy and if I hadn�t started trimming my pussy to where it was almost shaved
my pubic hair would have been sticking out all over the place.
With my thong in place, the next step was to slip on the negligee. I dropped it
over my outstretched arms above me and let it literally fall into place. Once I
straightened it out, I took another look in the mirror and instantly fell in
love with the way it looked on me! The bottom hem barely covered the bottom of
my ass and the material was so sheer it was like I wasn't wearing anything at
all so far as covering anything up. I turned and look at my backside in the
mirror and loved what I saw. My boobs may have been slower than I wanted in
developing, but my ass was definitely on a different time scale. Every guy I
dated commented on how nice and firm my ass was and it was definitely my best
�asset�! Thus I loved to wear anything that showed it off � tight pants, short
skirts, cutoffs and, well, you get the picture.
My hair was a bit of a mess so I quickly ran a brush through my hair and then
hurried to my parent�s bedroom. There on the bed was my mom and I couldn't
believe my eyes � she had on the identical outfit I did! Of course her boobs
were a LOT bigger and her pussy was much hairier than mine so it fit her
differently. Regardless of all that, all I could think at the moment was how
beautiful she was and how sexy she looked in that outfit! Sure, I�d seen my mom
nude all my life, including a few outfits as revealing as this one, but there
was something about being in the same outfit as her that made me feel different
than I had before.
Next to the bed, my dad was taking pictures of her so she didn't notice right
off the bat that I had entered the room but when my dad�s eyes widened as he saw
me she looked to see what he was staring at and realized I�d entered the room.
She turned and saw me in my matching outfit and then gave my dad a glaring
stare. Obviously he had not told her about my gift! She didn't look so much
mad or anything like that, more confused than anything else. My dad just waved
her off, laughed and motioned for me to get in bed next to her.
�So what do you think Mary?� he asked, �like mother like daughter?�
�Johnnnnn,� she said as I got on my knees next to her, �Just what do you think
you�re doing?�
My dad just grinned even wider and started taking photos of us. I have to admit
that felt a little odd at first. Over the years my dad had photographed me many
times, including when I was wearing outfits he had bought me, but never in one
even remotely as revealing as this negligee. Even though I was accustomed to
him seeing me naked, it was always in a non-sexual way and I certainly had never
posed for him being this close to being nude! As always, my mom handled
everything. She helped put me at ease by making me pose the same as she did.
Once she had us both on all fours and told me to wiggle my butt. The sight of
his wife and daughter showing off our butts in front of him made my dad laugh
and soon we were all giggling and laughing together. I couldn't help but notice
that my dad had quite the erection by now which gave me a feeling that our
little photo shoot was going to be ending pretty soon. Sure enough, my mom
couldn't keep her eyes off of my dad�s cock as it pushed its way out of his
pants and soon she whispered in my ear, �Don�t you have to get ready for Greg
dear?�
Even though I may have been half her age, I could take the hint! I kissed her
on the cheek and hopped off the bed. I didn't need to be told to close the door
on my way out. Although I loved my parents and it was good to know that after
all these years they could still behave like horny teenagers together, sometimes
it was annoying when they got horny and left me behind to fend for myself.
Feeling a little left out, I returned to my bedroom and took off the negligee,
carefully folding it and placing it in the box it had come in. I laid back on
my bed, naked once again, and if I listened closely I could just make out the
sounds of my parents making love through the wall between our bedrooms. Hearing
my mother moaning made me think about Greg and how I was going to be moaning
later on myself when his cock was deep inside of me. Mmmm, from the wetness
between my legs I realized that I was even hornier than I�d thought!
My hands began to play with my boobs as I closed my eyes and remembered the
first time he fucked me. It was back during Christmas break and he had stopped
by to take me out to a movie. My mom had answered the door and teased him a
little about taking me out. Then she told him that since I wasn't ready yet
that he should go on up to my bedroom where he found me sitting at my desk
wearing nothing but a bathrobe and a smile, putting on my makeup. Seeing me
this way, he looked a bit surprised but if he�d known me better he would�ve
realized that the situation was even more unusual since typically I don�t bother
with the robe! Well, little did he know that my mom and I had planned this all
out before he had arrived.
Laying back on my bed, I squeezed my boobs harder as I remembered about how we
kissed and the way it felt as he groped and fondled me, his hands exploring me
and reaching under the robe. My hands wandered over my stomach and down
between my legs, repeating the motions that he�d made that day. Goosebumps
appeared and I shivered when my finger barely touched my enlarged clit as I
imagined it was Greg�s finger once again, reaching down my slipper pussy clit
until he could push it inside of me. I pushed my finger inside my wet pussy and
gasped as my hand pressed against my clit at the same time.
We certainly didn't waste any time that day getting into my bed. At first he
was a little shy about leaving my bedroom door open but I insisted and once we
started fucking he soon forgot all about it. Between my fingers playing with my
pussy, my other hand pinching my nipple, the sounds of my mom crying out in the
room next door, and finally the memory of how Greg�s stiff cock had felt that
first time he pushed it into me, I was soon on the verge of cumming. I pushed a
second finger into me and immediately was rewarded by a flood of memories of how
it felt to have his big cock drilling its way deeper and deeper up inside my
tight pussy. It felt like he was splitting me open and stuffing me with his
cock as he pushed himself even deeper into me.
As I started to cum, I thought about Greg fucking me in my bed, pumping his
hard dick in and out of me like a pile driver and then quickly cumming. My pussy
was on fire and my entire body broke out into goose bumps as I recalled the warm
sensation of his cum bursting from his cock deep inside of my pussy. I moaned
loudly and lifted my hips high off the bed as I pressed up against his imaginary
cock, trying to get him even deeper into me as he released one load after
another of his sperm into me. I will never forget looking over his shoulder and
seeing my mom with her head poked around the door, smiling at me and giving me a
thumbs up!
Greg collapsed on top of me with his cock still imbedded in me and never noticed
the big grin I returned back to my mom. As I did back then, I just laid still
in my bed, the afterglow of my orgasm running from head to toe. The only thing
missing now was the burning feeling of his throbbing cock while it was still in
me and yet again it made me think of our upcoming date tonight. Mmmmmm, I hoped
he was as horny for me as I was for him! Knowing Greg, I was sure that wasn't
going to be a problem!
I washed up in the bathroom and sat down at my desk to fix my makeup. My hair
was a bit of a wreck, to say the least, and although I seem to be always
complaining about it being so straight, it was times like this where it proved
to be helpful in that with just a few quick strokes of my hairbrush and it was
back to its usual straight, down just past my shoulders, completely unglamorous
look. With a few quick shakes, I dusted a little baby powder over my boobs and
pussy. For whatever reason, I�ve found that guys seem to like Johnson�s Baby
Powder more than my most expensive perfume. I don't know, maybe it makes them
think I�m even younger than I am. To be honest, it wasn�t something I figured
out on my own but rather a helpful hint from my mom and Aunt Linda.
My mom and I had gone out shopping earlier and she bought me this beautiful dark
blue strapless dress for me to wear tonight. I loved it because it had enough
support in the bust to make me look like I had boobs twice their real size!
Like a sexy glove, it clung to my body as if it was painted on over my torso and
from there it billowed out into a long skirt that would have touched the floor
if not for the four inch matching heels I�d be wearing. The dress was designed
such that I didn't need a separate bra as much out of necessity as anything
being how low cut it was. The skirt was loose around my ass, enough that nobody
would be able to tell that I wasn't wearing any panties either.
As I twirled around in front of my mirror, making the skirt fill out and flow,
the silky material rubbed against my bare ass and it just felt sooooo good. It
wasn't a slutty dress, at least not like several I owned that were so short they
barely qualified as dresses. Instead, it had an elegance about it that I was
hoping would make Greg see me as being much older than fifteen, even if I was
just a couple of weeks away from my sweet sixteen birthday.
It was getting close to the time that Greg was to pick me up so I grabbed my
matching little black purse and walked past by parent�s bedroom towards the
stairs. Pausing in the hallway, I could hear them still going at it and a wry
smile came to my face. You had to hand it to them, they were twice my age but
could still go at it all night like two horny teenagers! Actually, hearing
them getting it on made me feel good. So many of my friend�s parents were
divorced or didn't get along and I felt extremely fortunate that my parents
seemed to be more in love with each other now than ever. I heard my mother�s
intense moans through the thin door and decided not to tell them goodbye but
rather leave them to their lovemaking.
Walking down the stairs, I couldn't help but wonder how what they were doing
compared to what I did with my boyfriends. In a way it was little strange to me
that my parents were so open in so many ways around me in terms of nudity,
masturbation and such; but yet when it came to actual intercourse they seemed to
be careful to keep a level of separation between them and me. While my parents
had both seen me with boys in my room (although the boys don�t know that!) but
yet I had never seen them together that way.
I had touched my dad�s dick once years ago when I was eight after my mom had
caught me watching him masturbate from the hallway. Although he came as I
touched him it was only to show me what how a man reacted and not anything
sexual per s� between us. Since then I�d never touched him there nor had he
ever in my life touched me in a sexual way. I briefly remembered about how my
mom and I had posed for him earlier and a smile came to my face as I recalled
how hard he�d gotten. At first I had a strange idea that maybe it was me that
was turning him on but as it turned out, it was really my mom that was catching
his eye. Whenever I saw him this sexually excited, it always ended up the same
way � me leaving them so he could fuck my mom.
Of course I�d heard of fathers and daughters having sexual relationships but it
was obvious to me at the time that my dad wasn't interested in me that way. I
was proud that he thought I was sexy and pretty but it never crossed my mind it
might be anything more than that. I just loved being his little girl!
Chapter 2 � Dinner and The Incline
==================================
My thoughts were interrupted when Greg pulled into the driveway and I stood
there waiting for him at the door. What the heck, I was dressed up like a lady
so why not have him treat me like one and walk me to his car from the door!
Greg was dressed nicely in a handsome suit that looked like it was brand new and
he looked really sharp. He opened the door for me and then closed it as I got
into the car and we were off. I looked back and couldn't help but smile as I
wondered how long it would be before my parents realized I had gone. Well, for
their sake I hoped it wouldn�t be for a while yet!
Greg drove me to dinner at a fancy restaurant overlooking the city. We parked
and then rode The Incline up the steep hill from the parking lot to Mt.
Washington. Several other couples were in the cab with us and it was a quick
ride to the top. From there it was a short chilly walk to the restaurant but
fortunately I was wearing a warm jacket that helped. Once inside the host
looked at us a bit quizzically and once he seated us I realized why. We were by
far the youngest couple in the place and probably half the age of the next
youngest. Looking at the menu I realized why. My God, the prices were
exorbitant! I sucked in my breath and Greg must have noticed.
�Don�t worry Kelly,� he assured me holding my hand across the table, �I wanted
tonight to be special and you�re worth it.�
Well, it was indeed a wonderful dinner. The whole thing took close to three
hours and we had a great view of the city at night looking through the full
length windows that lined the outside of the restaurant. Greg was a perfect
gentleman throughout and the waiter even treated us like adults and not a couple
of teenage interlopers crashing the fancy restaurant. Although we didn't have
any wine, which undoubtedly helped to keep the tab low, I stole a peek at the
bill afterwards and saw it was close to $100! Well, this certainly qualified as
the most expensive dinner anyone had ever bought me.
We headed back to The Incline Back and this time there were no other passengers
on board. Having ridden it many times, I knew the trip only took a few minutes
but why waste such an opportunity? As soon as we got in the car I slid close to
him in the seat and put my hand on his crotch. This was actually the first time
all night anything sexual had come up between us so I figured he had to be horny
as hell waiting for me.
I looked Greg in the eyes and he smiled back at me which was all I needed. I
quickly unzipped his pants and reached in for his cock which was already
starting to stiffen. The car lurched and we started down the hill as the cable
slowly lowered us. I leaned over and took his cock in my mouth and started
sucking it, nothing fancy as we didn't have a lot of time, just a simple up and
down motion as my mouth pulled on his cock and my tongue ran all over it. He
got hard almost instantly which was amazing considering how big he was when he
was erect.
A thought suddenly went through my head, �Where does the blood come from to fill
this big thing?� I only dwelled on this for a moment as I glanced to the side
and saw the other car was about to pass us. The Incline had two cars on the
same cable such that as one car went up the other went down. This meant they
always passed right in the middle of the hill and it was traditional for the
passengers in one car to wave to the others. I kept sucking Greg though and as
we passed we both waved to the other car. It looked like there were at least
three other couples dressed like they were fresh from some fancy party and at
first I don't think they could quite believe what they saw.
Suddenly I saw two of the women put their hands to their face and the guys were
pointing at us. It only lasted a moment though as the other car quickly passed
by and Greg was laughing so hard it was hard to keep him in my mouth. I buried
my face in his crotch until I had him all the way in my mouth and his pubic hair
filled my face and the laughing stopped as he gasped.
�Oh fuck Kelly, that is incredible!� he groaned, �That�s it, take it all in your
mouth.�
I wiggled my head around his cock and I could feel him beginning to swell and I
knew he was about to cum. If I had a few more minutes I am sure I could have
gotten him off but just then the car lurched and I knew we were at the end of
the trip. I sat up and wiped the spit from my mouth as he quickly put himself
back in and zipped up his pants. We were just in time as the doors opened and
the next group of people were waiting for us to get out.
Greg stood up and I almost laughed out loud. His cock was so hard it stuck out
from pants and it had to be obvious to everyone he had one hell of an erection!
Two middle age couples were there and it was obvious from the way their eyes
widened and the studiously avoided even touching us as we got out. One of the
women looked at me and I quickly licked my lips seductively. She quickly looked
away and I had to bite my tongue to keep from laughing at her discomfort. I
looked back as we left the station and I could se them all talking and looking
back at us. I could just imagine what they were saying.
Chapter 3 � The Hotel Room
==========================
It was freezing so we quickly crossed the bridge over the road and got into his
car. I really wasn't sure what was next but he headed to Station Square and
after the brief ride pulled up to the Sheraton where the valet opened my door
and let me out. Greg gave him the keys and the valet look back at me with a bit
of a question in his expression. I was obviously not even eighteen and with the
dress I was wearing there was only one reason the two of us would be spending
the evening in a hotel room! It turned out that Greg had checked in earlier
before he picked me up so we avoided the clerk at the desk and any questions he
might have. Instead we went straight to the elevators and up to our floor.
We stood there holding hands as the elevator ascended. We actually had not said
a word to each other since pulling up to the hotel and Greg had not mentioned
even going to one before so it was sort of surreal to be heading to a hotel room
together. Greg broke the silence and leaned over to kiss me gently.
�I know we haven�t discussed this but I didn't think there would be a problem.
If you don't want to just say so and we can leave right now.�
I put my arms around him and then let one hand slip down between his legs where
I got a handful of his balls and cock and gently squeezed them. He was still a
bit erect and I knew it wasn�t going to take much to push him over the edge.
�You know how I feel Greg,� I whispered back to him, �Don't worry, I want to.�
That was all we said from that moment until we got to the door of our room.
Despite my horniness and the sexual lust I�d been feeling for Greg all evening,
I still felt a little tense as he put the key card in the door. I�d been fucked
in a lot of places by a number of guys but this was the first time a guy had
brought me to a hotel room for the explicit purpose of having sex with me. Was
this how it felt to be a hooker? Greg wasn't paying me in cash but in a way
what was the point of dinner really? Wasn�t that actually just his way of
paying me for what he really wanted from me tonight, to fuck me
I was under no delusions that Greg dated me for my witty conversation or bubbly
personality. Like every guy I�d ever dated, Greg wanted me for just one thing �
sex. It wasn't that I minded, what else would I expect from a teenage boy.
Even if I dated a guy who I didn't have sex with, I still knew from the looks he
gave me and the bulge in his crotch that he wanted me. It was different tonight
for some reason, like I was making a transition of some sort although I wasn't
quite sure even what it was.
Greg had to enter his card a couple of times before the light would turn green
on the door and he was just about to give up when an older guy, looking like
your typical businessman staying at yet another hotel, stepped out from the room
opposite ours to head down the hall towards the elevators. He took a good look
at me and then at Greg and I could have sworn he winked at Greg. Horny old
bastard was probably wishing it was his room I was going to!
Greg finally got the door open and we slipped inside. It wasn't anything
special, a couple of beds, a small table, and a dresser with a TV on it. On top
the TV was a guide for the in-room movies and a remote. Before we got in any
further the bathroom was right by the entrance and suddenly I felt this
tremendous urge to pee. I told Greg I needed to use it and closed the door
behind me. I didn't mind my parents watching me use the bathroom but I was
raised with enough modesty that I didn't want my boyfriend to watch. In
addition, I liked sex but I wasn�t kinky and any thoughts of doing anything in
the bathroom with a guy other than maybe showering together or using the sink-
top was totally off limits for me.
I noticed that there was a robe hanging on the back of the door and so I slipped
my dress up over my head and kicked off my heels. I loved the way the heels
made me look but God they hurt! It seemed a shame in a way that I wasn't able
to make use of my bare ass under my dress to tease Greg in some way but I knew
someday I would get another opportunity with somebody. I sat on the toilet and
felt that intense sense of relief that comes when your bladder is about to burst
and you let lose that first flow of pee. A big sigh erupted from me and I put
my hand to my mouth as I didn't want Greg to think I was starting anything
without him!
When I was finished I checked myself out in the mirror and debated the robe. On
one hand it would be sexy to leave wearing nothing but my heels but I nixed that
idea. Then I WOULD be a hooker for crying out loud! Instead I wrapped the robe
around me. It was huge and came down past my knees and completely covered me.
The terrycloth felt good though and I wondered if Greg would let me take it
home. One more look in the mirror and I took a deep breath and let it out
slowly, my cheeks filling with air as I released it. My hands lifted up my air
and fluffed it out over the robe and I was as ready as I ever would be.
Stepping out into the room, at first I didn't see Greg. As I moved in farther
I saw he was already in bed under covers. One look at the chair with his
clothes draped over it and I knew there wasn't anything under the sheets but
him! He had the TV remote on the table next to him and was looking through the
movie guide. Suddenly a funny thought ran through my head. I had been fucked a
couple of times in a movie theater and in fact had given my first blowjob in
one. It was almost as if tonight I was in a private theater with all the room
and comfort I had dreamed of during those cramped times when we struggled to get
positioned in the dark.
�Hmmmmm, is there something on that�s more interesting than me?� I asked coyly.
Greg seemed nervous at first and then realized I was just teasing him. I sat on
the side of the bed and took the guide from him.
�Let me see,� I said as I looked it over, �Here�s a nice family film. What do
you think?�
Greg laughed and reached up for me. He pulled me down next to him although I
was still in the robe and he was under the covers. He hesitated for a second and
then seemed to gain courage.
�Do you like porn movies Kelly?� he asked. �I always thought it would be cool
to watch one with a girl.�
If I�d been totally honest I would�ve told him flat out that I didn't - which
was the truth. My dad had quite a collection and he enjoyed watching his share
so I�d seen them before. Although it was obvious they turned my dad on from the
way he got himself off as he watched, they never seemed to have that effect on
me. My mom and I talked about it and she agreed with me but tried to make me
understand my dad�s reaction. In a way it helped me because it helped me to
realize why the boys got so turned on when I teased them and flirted with them,
even though at times it seemed a little silly to me. It also helped me
understand, even if I didn't like the answer, why men didn't seem to realize
what it took to get me off. Sure I could be brought to an orgasm if a guy
fucked me and played with my clit long enough. But for me, and my mom totally
agreed with me on this one, a good orgasm was 90% mental and 10% physical.
Some of my best orgasms so far had not been necessarily with the hottest guy or
the one with the best �technique�. For me it had more to do with how and where
we did it than how he touched me. Naughty sex in a theater made me cum much
harder than doing me in his bedroom with nobody home. Seeing two people fucking
on the TV didn't do a thing for me because I wasn't involved. Now if I was to
watch say my best friend and her guy doing it, THAT would certainly be a
different story because I could relate to them. Simply watching a couple of
whores (yes, I consider the guys whores as well in porn flicks) fucking in front
of a camera crew on a set wasn't the least bit sexy so far as I was concerned.
There WAS one thing though that porn flicks were good for though. I did learn a
few good techniques watching the �pros�!
So anyway, instead of spoiling his plans I gave him a sexy smile and licked my
lips. �Mmmmmm,� I purred, �you pick one out and let�s watch it together.� Greg
didn't hesitate, he had obviously figured it all out while I was in the bathroom
and he turned on the movie. It had just started and sure enough, two girls were
fucking some �lucky� guy. I wanted to laugh but I bit my lip instead. The
usual guy fantasy. I liked to be alone with a guy to have sex. Why would I
want to share a cock with another girl? I guess it was sort of like porn
movies, maybe someday I would just to please some guy just as I was watching
this now to please Greg.
Greg turned out the lights in the room so the only light was from the flickering
glow of the TV screen. I laid next to him and his hand began to work its way
slowly under my robe. They reached my boobs and I felt him squeeze each one and
play with my nipples. A tingle ran through me as my nipples responded and
hardened between his fingers. I was on my back with Greg on his side and he took
his other hand and started playing with my hair. God I loved that! Stroking my
hair was almost better than playing with my boobs. Almost mind you!
I wasn't watching the movie but rather closed my eyes and enjoyed the feel of
his hands groping me. I could still hear the soundtrack though and the moans
of the girls filled the room as Greg began to explore the rest of my body. I
untied the robe and let it drape open. I could see my nude body outlined in the
dim light and Greg�s hand as he moved it over my stomach and down my side, over
hips and then down my leg as far as he could reach. His hand turned back and
this time was on the inside of my thigh and I jumped as it tickled just a bit.
He was almost to my crotch when he gently massaged my inner thigh while at the
same time his fingers worked through my hair and played along my ears and neck.
I felt so relaxed and comfortable.
Greg threw the covers off of himself and helped my arms out of the robe such
that I was now completely out of it and laying on top of it on the bed. He slid
over towards me until I felt his warm naked body pressing up against mine. His
cock was rock hard and pressed against my hip like a warm thick rod and his hips
moved in a slow thrusting motion to make it rub up against me. I spread my legs
more for him and he took the hint, moving his hand upwards until he cupped my
pussy in his large hand. His fingers moved around my pussy as his palm pressed
against my clit. I moaned softly as I felt myself reacting inside, getting
warmer and more moist with each movement of his hand. Neither of us said a word
as he fondled me gently.
It was so opposite to the wild scene on the screen where this guy was fucking a
woman so hard it looked like he was going to drive himself right through her. I
was loving what Greg was doing though, gently touching me and running his
fingers now through my pussy hair, twisting it in small circles and running it
around my clit. Then his finger began to press harder and work its way between
my pussy lips until he found my hole and pushed his finger just a little inside
of me. He wet his fingertip and used my wetness to lubricate the rest of my
pussy making his fingers glide over my clit and driving me straight to my first
climax. My hips surged upwards and I gasped as suddenly my pussy was on fire
and my entire body felt like an electric shock had surged through me.
�Oh god, that�s it!� I cried out, �Don�t stop��.make me cum Greg!�
I bounced my hips up and down like I was being fucked and he somehow kept his
hand on my crotch, his finger now pushing its way inside of me while he worked
his thumb on my exploding clit. I reached down and grabbed his cock, holding on
to it like it was a life preserver as I drowned in my orgasm. My other hand
clutched my boob and I squeezed it tightly. This was what I loved about sex,
what I craved, what I needed. I could barely breath and finally I collapsed
down in the bed and just let the waves of pleasure course through me. I was
panting and trying to catch my breath as Greg pushed himself harder into my
side. I knew what he wanted and I wanted it too.
�Fuck me Greg,� I whispered as I looked into his eyes, �Fuck me now.�
Greg pushed me over on my side facing away from him and his hand worked its way
between my legs from behind. He pushed himself up against me until I could
feel his rock hard dick pushing against my ass. I lifted my topmost leg and
placed it over him. He reached over me and between my legs to grab his cock and
direct it to my pussy hole. I could feel the head pressing up against me now
and I wanted nothing more at that moment than to feel it in me, to feel Greg
violate my most private place, to couple my body with his. I reached down to
help him and the tip of his cock began to split apart my pussy.
�Push it in me Greg�..fuck my pussy��fuck my cunt,� I begged him. Greg groaned
as he pressed his hips into my ass, forcing his cock to penetrate me. Greg had
the biggest cock of any boy I had fucked yet and when he entered me it was like
he was splitting me apart. I felt my crotch spread apart as he pushed himself
slowly inside of me. This was the moment I looked forward to whenever I
masturbated and thought about being fucked � that first time he entered me,
feeling him put a part of his body inside of mine. It was so incredible for me
to feel myself filling inside and realizing it was his cock that I was feeling
as it probed my body and pushed its way even further up inside of me. Finally I
could feel the base of his cock up against my crotch and the feel of his thick
pubic hair against my smooth bare ass.
�Oh fuck Kelly, you�re cunt is so god damn tight,� he groaned as he tried to
push even harder against me. He started stroking himself in and out of me,
slowly at first and the gradually building up speed. His hand wrapped around me
and cradled my boob as my head was down against his other outstretched arm. The
damn bed had a squeak somewhere in the mattress and as he started banging me
harder it got louder and louder. I played with my clit as I felt his hot breath
on my neck while he fucked me. Damn it felt so good and after having dreamed of
it so many times today it was almost like I was in heaven as he was finally
fucking me hard.
Greg suddenly pulled out of me and twisted me over on my stomach. He lifted up
on my hips and I got up on my knees, knowing what he wanted. His hand spread my
pussy apart and once again I felt the fullness of his cock push its way into me
from behind.. I rocked on my elbows and knees in time with his thrusts, helping
to drive him deep into me. Greg held my by the hips and pushed and pulled me as
he went in and out of me, driving his cock until he was slapping up against my
ass and then pulling out until his cock was barely in me. A couple of time he
overdid it and his cock would flop out of my pussy. I would cry out for him to
get back in me and he was soon back at work, screwing me with his cock.
�Fuck, I�m going to cum,� he groaned. I wanted him to cum in my pussy but he
pulled out and grabbed my hair, yanking my head to his cock. �Open you mouth
slut,� he demanded, �I want to cum all over your face you little whore.�
I gladly did as he told me although I wasn't sure if he was just talking dirty
or if his true feelings about me were coming out in his lust. Being called a
slut I didn't mind � I worked hard to earn that moniker but I wasn't any whore!
My mouth was only an inch or two from his cock and he was stroking himself with
his hand. I opened wide just in time as I watched a stream of creamy cum spew
from his cock and hit my open mouth perfectly. My tongue could taste the cum
that pooled on it as another stream erupted followed by even more. He hit me on
the face and then one shot went on my hair. I grabbed his cock with my mouth
and was able to take the last couple of loads directly into my mouth, feeling
his cock throbbing as it shot its final load down my throat. I held onto his
cock, sucking the last few drops from it as he put his hands behind my head and
pulled me tight into his crotch.
�Suck it bitch,� he growled at me, �Drink my cum, swallow it like a good little
slut.�
I could smell heavy odor of his sweaty crotch as my nose was buried in his pubic
hair, a thick mixture of male sweat combined with my own pussy juices. His cum
tasted extremely salty and bitter but I loved it and swallowed it eagerly as I
sucked on his now dwindling cock. I glanced over at the TV and smiled to
myself. The girl was being sprayed with cum by two guys and god, what a mess
they were making on her! I could feel Greg�s cum on my face and chin and I
could only imagine the mess it was making of my hair. Why guys like so much to
cum on a girl�s face is beyond me. I figure it must be a domination thing or
something like that but since they obviously loved it so much I just reconciled
myself to putting up with the mess.
Honestly, I much prefer to feel a guy cumming in my pussy or at least IN my
mouth but most guys still want to see it ON me. Maybe it also has something to
do with being afraid of getting me pregnant even though I had been on the pill
since I was 14. I hate condoms, they are so unfair to the girl. The guy gets
to do everything he would have done anyway but the girl doesn't get to feel his
cum as it shoots from him. For crying out loud, what�s the point of letting a
guy cum with his cock inside of you if you can�t feel it when he dumps his load
in you? I know, guys also complain that condoms diminishes their enjoyment but
I figure it can�t be all that bad since they cum anyway. With all the talk
about condoms, I have yet to hear anybody express and concern about the girl who
is robbed of that wonderful feeling deep inside if her when a load of warm cum
is being released in her.
Greg dropped to the bed on his back and spread his arms out to his side. He let
out a loud groan saying, �Damn the was incredible Kelly. God you�re SUCH a good
fuck!�
I ended up using the sheet to wipe my face off after which I snuggled up to the
side of him, half on him and half off with my upper leg draped over his such
that my pussy was pressed up against his side. My upper boob rested on his
chest while the pother was squeezed between us as I laid my head on the top of
his chest and just held on to him, feeling the warm afterglow I always got after
a good fuck. He had one arm under me and his hand cupped my buttocks, squeezing
my ass softly as he pulled me up tight against him. His other hand played with
my hair against and I felt a tingle down my spine as he pulled softly on it.
My pussy was throbbing like a beating heart and to be honest, I found myself
wishing he would fuck me again. Unfortunately, from the look of his now flaccid
cock, it didn't appear like that was going to happen anytime again soon. I held
onto his soft cock with my hand as we just stayed together that what, neither of
us saying a word but just relishing the feeling of being next to each other in
this intimate way.
I could have easily fallen asleep this way but I had no desire to spend the
night with him. Sure, I loved to be fucked by Greg but I didn't want him to get
any ideas that it was anything more than that. For goodness sakes, we hadn't
even kissed the whole time we were in bed tonight! It was just good old sex
between us and as for me, I was more than happy with just that. Feeling the urge
to go potty, I got up out of bed and went to the bathroom.
As I passed the mirror I took a peek and saw that my face was flushed beet red
and my hair was an absolute wreck! I took a comb and tried to get his cum out
of my hair before it dried any more. From bitter past experience, I knew that
nothing was harder to get out of your hair than dried cum. The stuff seemed to
be bullet proof and water repellent! Eventually I gave up and washed out the
comb and then washed the remaining cum from my face. Returning back to the bed,
I noted that Greg hadn�t budged and inch and if anything, I could hear the hint
of a snore!.
�Hey horny boy, get up and take me home!� I called out to him, shaking his
shoulders to wake him.
Greg just grunted so I went over and shook him. He finally sat up and
reluctantly began to get dressed. I started back to the bathroom to get my
dress when I looked at the TV again. Two girls were going at it now and so I
paused to watch them for a moment. It was interesting as I had never been with
another girl and the only pussy I had ever tasted was my own. I had masturbated
with a number of my friends over the years but we never touched each other.
Watching the two on the screen I wondered for a moment what it would be like to
kiss another girl and lick her warm pussy? Boys tasted different and their cum
especially varied a lot in taste and texture. How much different would another
girl taste compared to my pussy? I shrugged my shoulders and went to get my
dress. I pulled it over me and straightened it out. My heels were as
uncomfortable as ever and I was ready to go.
Greg hadn't bothered putting his tie back on and he still looked a bit
disheveled but at least he was up and ready to go. We left the room and headed
for the lobby. Waiting for the valet to get his car, I felt like every guy
around us was looking at me as if they knew exactly what Greg and I had been
doing. Instead of feeling embarrassed though I found myself getting turned on
by it. I liked knowing that every last one of them was probably jealous as hell
of Greg and that if I would let them, each and every one of them would fuck me
in a heartbeat. It was almost scary to have that much power over men!
Our car finally arrived though and Greg drove me home in about fifteen minutes.
I sat next to him on the way and he drove silently with his arm around me,
gripping my upper arm with his strong hand. Once back in our driveway, like a
gentleman he walked me to the door where he kissed me goodnight.
�You were absolutely fantastic tonight Kelly,� he said as he held my hands.
�You�re definitely the sexiest girl I�ve ever known.�
I felt my cheeks warm as I blushed involuntarily at the compliment. �Thank you
Greg, for a wonderful evening. You know, you�re not too bad yourself.�
We both just grinned and then he slowly turned back to go to his car as I went
inside. My mom was in the kitchen drinking coffee and so I went back to see
her.
�Hey girl, pretty late aren�t you?� she said but it was with a smile. �Have a
good time?�
I grinned and said in reply, �Oh yeah, we had a great evening.�
�Well, it must have been pretty wild,� she said. I looked at her with a
quizzical look and she started to laugh softly at me. �Kelly, you really do
need to clean up better before you come home. God, how did you get so much cum
in your hair?�
I put my hand to my head and she laughed harder. �Got ya! Well, it must have
been pretty wild if you were worried about that so c�mon and sit down girl, tell
your horny mom all about it � and I want all the details girl!�
I sat down with my mom and we talked for the next half hour, just mother and
daughter. My mom loved to hear about my dates and I think sometimes she lived a
bit vicariously through me since more than once I know she went to her room and
masturbated afterwards. Although I suspected she hadn't told me everything,
from what she did confess to it sounded like she had some pretty wild teenage
years and I hoped someday to find out more about them.
I was exhausted though so finally I begged her to let me get to bed. I stripped
off my dress and plopped into bed, pulling the covers over me to keep my naked
body warm. My hand found its way to my pussy and I feel asleep holding myself,
dreaming of Greg�s cock in me. This was definitely my best Valentines Day ever!
THE END