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K R I S T E N' S C O L L E C T I O N
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WARNING!
This text file contains sexually explicit
material. If you do not wish to read this
type of literature, or you are under age,
PLEASE DELETE THIS FILE NOW!!!!
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My High School Sweetheart - 1
by Bigguy006 (bigguy006@aim.com)
***
This is a multi-part story about my high school
girlfriend and her younger sister. Then again twenty
five years later. (MF-teens, youths, 1st, rom)
***
PART 1
This first part is before cell phones and computers.
I was a junior in high school on the starting squad of
the varsity football league. I notice this really hot
freshman with unbelievable lips and nice grapefruit
tits always watching me. After a game she was standing
by the gate that we went through to our lockers
smiling and staring at me. In the shower a friend of
mine said hey Jimmy did you see that hot chick
checking me out? I was thinking yeah right she was
checking out someone else. Rick told me that her name
was Anne and that she goes to the ice skating rink
every Saturday night.
That Saturday night I picked Rick up and we went to
the rink to skate, the whole ride there he told me
that he would pick her up tonight. After the fifth
time I had enough and bet him twenty bucks that she
would get a ride home from me. When we got there I did
not see her at first, then I saw Rick practically
mauling her.
Anne was pushing him away as I made my way to them. I
told Rick to knock the shit off and to go elsewhere.
As he skated away the lights dimmed and a slow song
started to play with the announcer saying for everyone
accept couples need to get off. I started to skate off
the ice when Anne grabbed my hand asking if I would
mind skating to the song holding her hand. Needless to
say Rick paid me the twenty dollars the next day and
Anne and I started dating.
By the time I was a senior Anne and I still did not
have any sex of any kind, if we got all worked up she
would leave. I was never allowed in her bedroom when I
was at her house, so I started getting blue balls.
After Christmas she started getting closer to me and
we starting going further. Anne still would not let me
touch her pussy but she would let me grab her 34C tits
while she would rub my nine inch dick through my
pants.
The first time anything happened was a wild night.
Anne, my sister friend Ann, my sister, and myself all
went to a concert. Anne and I had nose bleeding setts
that ended up working in my favor. Anne was pretty
drunk standing in front of me with black spandex on
shaking her beautiful ass in my face with her legs
spread, I kept putting my finger at her pussy and
rubbed until she slapped my hand away. After a while I
stood up behind her putting my hands up under her
shirt and bra and I started squeezing her nipples.
I was in heaven when she pushed back into me and she
did not stop me. This was the first time I got to
touch her bare nipples so I was hard as a rock pushing
my dick into her swaying ass. Anne stopped swaying and
started rubbing her ass crack into my rip roaring
hard-on. I finally got the balls up to reach around
her front and slide my hand down the front of her
pants. I was just inserting my finger into her soaking
wet pussy when the lights turned on, which took Anne
out of her sexual trans, Anne grabbed my hand and said
be good and I have a surprise for you later.
We meet up with my sister Nancy and her friend Ann at
Nancy's car. We all got into the car while Nancy and
Ann were talking about the concert I started making
out with Anne, I was so horny I didn't care that my
sister and her friend was in the front. I put my hand
down Anne's pants and started rubbing her clit to the
point that she started shacking and biting my neck.
Being a virgin and never turning a girl on that much I
did not know that she just had a mind blowing orgasm.
When she started relaxing she whispered in my ear that
it was my turn. Thinking that she was going to just
give me a hand job, which I was fine with it. She had
her hand up my shirt rubbing my nipple then she bent
over kissing my stomach.
We were total in heaven in the dark I had my eyes
closed not realizing that Anne's orgasm was loud
enough that my sister and Ann heard her so they
stopped talking to hear us. Anne unzipped my pant and
touched my dick flesh to flesh for the first time, I
was ready to blow as she pulled it out and attempted
to give me her and my first blow job. The mood was
changed when the light turned on and my sister's
friend Ann yelled out oh my god he's huge. Anne lifted
her head as I started shooting cum. Ann yelled "don't
waste his cum put your mouth back on it". When she
didn't Ann wiped her mouth over my dick and sucked the
last of my cum.
The next few months were tough between us, whenever I
mentioned about getting a blow job Anne would just
snap back. "Why don't you just go see Ann I'm sure she
would suck you off."
A couple of days before my senior prom my ex friend
Rick decided to get even with me and told Anne that I
rented a hotel room for prom night and I was planning
to fuck her. Needless to say she broke up with me the
day before the prom. I was so pissed off I wasn't
going to go because if I saw Rick I would kill him.
I ran into Ann later that day, she told me that my
sister told her what had happen and she was going to
make my day. Puzzled I asked her how, Ann told me that
she had broken up with her boyfriend last month and
she would love to go to my prom with me as my date if
I wanted to. As she was saying this I started to get
an hard-on thinking maybe she would go to the hotel
with me. As she must have seen the thought in my eyes
she said and we can't let that great hotel room go to
waste.
The prom was great everyone was a little confused at
first when they saw me there with a different Ann,
they all understood after I told them what Rick did .
Ann had really worked me up with the grinding and
close contact I just wanted to attach her. In the
parking lot we started kissing for the first time and
as I was thinking about going for her tit she started
rubbing my dick. I was thinking, "holy fuck she made
the first move". I had my hand down the front of her
dress rubbing her nipple when she broke the kiss and
said "let's go to the hotel and get more comfortable"
We checked into the room as I was checking the room
out I noticed Ann's dress just drop to the floor. She
walked over to me in her strapless bra, panties, and
stockings, as she started kissing me and undoing my
shirt. I just wanted to rip my clothes off and fuck
this beauty. Ann started kissing my ear saying "Nancy
told me that you are a true virgin" All I could do was
shake my head yes. She then said okay baby I'm going
to show you how to do everything, how much time do we
have before check out?
Ann would not let me take control, first she pushed me
down and teased my dick by nibbling on its side, then
she would suck my balls, when she finally worked back
up the shaft of my dick I was ready to cum. The next
thing I knew she had my dick down her throat and
pulling rapidly on my shaft until I shot my load down
her throat. After she was done cleaning my dick off,
Ann told me to start sucking on her nipples then to
kiss her body. When I got to her juicy pussy she said
not to just shove my fingers in her hole to suck and
play with her clit for a while.
At this point I was hard as a rock and I just wanted
to fuck her hard. Again Ann was reading my mind and
told me to make it enjoyable for my partner also, not
to just fuck and get it over with. After Ann's second
orgasm she started pulling me up her body kissing me
deeply, I felt her hand pulling on my dick then I felt
something like a small mouth sucking my dick in. As I
felt it surround my whole dick Ann broke our kissed
and yelled fuck me Jimmy fuck my brains out.
After we fucked for about twenty minutes I shot my
load deep into her pussy, as I was in the middle of my
orgasm Ann opened her eyes and started squealing that
she was orgasming also. After we calmed down Ann put
on my tuxedo shirt and said let's go check out the
deck. As I went out to the deck I saw our neighbor
checking Ann out, I was about to say something when I
noticed it was Rick. Ann noticed who it was also so
she came over to me and drop to the ground onto her
knees, she pulled out my dick which was still soaking
with her and my cum.
Ann looked up at me with this mischievous grin then
over at Rick and went down on my dick nice and slow. I
started to play with her tits not wanting for Rick to
see her tits. Ann stop sucking my dick and said loudly
"fuck me again big boy" then she sat down on my lap
inserting my dick into her pussy. She had me so turned
on from the show she was putting on and also from
fucking this gorgeous woman in front of someone. It
didn't take me long to blow my next load into her
tight pussy.
As I was dropping Ann off at her house she told me
that she was heading back to college, she would not be
home until the semester was over. She also said that
Anne will be calling that I should not answer the
phone if I run into her on the streets to act cold to
her. Ann was right my phone rang off the hook, I
didn't answer it even though I was waiting to hear if
I got into a new type of school to learn about the
best thing called computers.
A few weeks later I ran into Anne she was drunk and
started crying about how stupid she was for dumping
me. As I was comforting her she put her head on my lap
which caused a stir in my pants right away. Anne
looked up at me then she pulled my hardening dick out
and gave me a blow job, as she was sucking my dick I
slid my hand down her pants First shoving a finger
into her soaking wet pussy and pulling it out to taste
her pussy juices, as I pulled my hand out I heard a
slight whimper from Anne.
After I cleaned my finger off I put my hand back down
her pants and I started playing with her clit until
she had an orgasm, after her orgasm subsided she went
back to work on my dick until I shot my load into her
mouth.
Over the summer Anne gave me a blow job almost every
night, but she still will not let me fuck her. After a
while Anne's little sister who was twelve started
catching on that we were doing something that we
shouldn't be doing, so she kept trying to catch us. As
time went on we started being careless and I saw Julie
watching us a few times. Julie has seen enough that
she would know when I was about to blow, she would
start banging on the door until Anne would stop. After
doing this a few times Anne went down stairs and
started arguing with her mom, Julie came in and asked
what I was doing.
I pulled the sheet off and told her that she knew what
was going on and she need to finish what her sister
started. Julie came right over in her skimpy bikini
and lay down as she started playing with my dick. I
told her to stop playing and to start sucking, as she
put her small lips around my dick I pulled her on top
of me. I pulled her bottoms aside and started sucking
on her small clit. As Julie orgasm hit her I shot my
load all over her face and flat chest.
I broke up with Anne when I went to college because I
wanted to concentrate on all my computer classes.
Which I knew I would not be able to with her wanting
attention all the time.
To be continued?
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world
contract HIV every year. You only have one body per
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 77