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From: Jeff Zephyr <jeffzeph@hotmail.com>
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Subject: {ASSM} My Dear John Letter (mf mff rom oral anal) by Jeff Zephyr
Date: Thu, 11 Dec 2003 16:10:06 -0500
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My Dear John Letter


Usual disclaimer:  This story involves sexual subject matter.  If you
aren't old enough to read this, go home!  Don't blame me if you have
problems which result from reading further.

Copyright by Jeff Zephyr (jeffzeph@hotmail.com) 2003.  Please don't
distribute in an altered form, or with any charges for acquisition.

This story is a work of fiction.  Any resemblance to real persons is
unintentional and strictly coincidental. Any real people, places, or
things mentioned in this story do not appear with permission, and any
representations of them should not be interpreted as being in any way
based on reality.

If reception of this work is illegal due to your age or other
repressive local regulations, liability for downloading it is your
problem, not mine. 




====

My Dear John Letter
(mf mff rom oral anal)


Did you ever get a "Dear John" letter, even if you're name isn't John?
Or just dealt with your steady lover breaking up with you, without
much warning?

"Think back on all those girls I knew in high school..."

It's been a while since high school for me. Unlike Paul Simon's song,
I didn't have a book of photos of them all. I knew a lot of girls, but
some meant much more than others.  Tiffany was one of those.  Like
typecasting for her name, she was something special.  Everyone knew
her, everyone wanted her.  Well, at least, they wanted part of her.  I
could have been just one of the many boys which got down with her like
that.  But we didn't get together in the usual way.  I honestly didn't
think I had a chance with her.  I was new in high school and not
popular.  Nerdy, too, but not exactly geeky -- I was smart, but not
entirely unathletic, unattractive, or clueless about girls.

I was just a new "John" in the school.  One of a thousand or so boys
who were just hoping to get through high school and on with our lives,
not expecting anything awesomely special.

You know how some girls like to write notes?  Tiffany was one of
those.  I was looking through some of my old stuff boxed up -- Mom
kept everything even after I moved out -- and I found her last note
for me.

It wasn't exactly for me, either.  I'm kind of glad I found it, too.
Whenever I hear The Offspring's song "No Self Esteem," it reminds me
of that first high school year, and Tiffany. I was in love with her,
and would forgive her anything.  Sometimes, though, going "steady"
with her when she would go with out someone else was very frustrating.

"When she says she loves only me, then why does she sleep with my
friends?"

So I wasn't a dweeb either, but as in the song, I just couldn't break
up with the girl no matter what she did.

"The more you suffer, the more it shows you really care.  Right?"


I'll let Tiffany tell her own story.  I've changed the names a little.
Margy was Tiffany's best friend, and Brian was the nice boy who was
the reason for her decision.  He was kind of like Danny, the boy
played by John Travolta in the movie "Grease."  Summer lovers, she was
off on summer vacation and away from me, and more important, all the
other boys who "knew" what she was like.

Maybe somewhat of a reversal in roles, too, because Tiffany was the
"bad girl" who found a nice boy for a sweet romance, and Brian,
despite his tough appearance, was really a sweetheart.

Tiffany gave this to me the first week back at school, my second high
school year.  Then, she told me what it said, so I didn't need to read
it. In fact, I didn't read it at all, not until long after.  Even
though I'd thought about leaving her more than once, I'd stuck with
her.  Some other girl might have found some reason to dump me cold, to
hate me.  Tiffany wasn't like other girls.

Her notes were always funny to read.  It wasn't like she was writing
them to us, or at least one of us.  Telling me what this one said was
like most times.  I think she wrote the stuff down like notes for a
speech, just practice for what she was going to say. 
 
=====

My Dear John Letter
by Tiffany



It's over.

I need to tell you that.  I don't want to hurt you, but this isn't the
thing I can keep secret.

I'm not sure if I should give you this or just tell you.  I'm gonna
show Margy so this is for her too.  I might show it to Brian too.  He
should be able to understand what we had together.  

I think you'll like Brian.  He is really good to me.  I've told him
what people say about me, and what I've done.  He doesn't care, he
still loves me.

It's so hard to find someone who can love a slut!

I know, you don't like it if I call myself that.  But people still say
that, and when we're back in school we'll need to deal with it.  Brian
is ready for that.  I hope so, anyways.

I kind of should explain what is all going on.  I want you all to know
what I feel, and why I have to do this.

It isn't that I don't love you, John.  It's just that you never were
the boy I wanted, my dream.  You knew that, and you still stuck with
me.  I'm so glad that you're my friend!!!

I'm sixteen now.  It should be my golden year, everything perfect.  I
don't want to fuck you over.  But you know, John, that you won't have
no problem getting some girl into your pants.  It isn't like either of
us promised to be faithful over summer vacation either.  So please,
understand that I'm in love now. 

I can't help liking sex.  I don't know what sort of stupid prude
wouldn't like it.  It is so stupid that girls get a bad rep if they
sleep around, and boys end up all studly and cool like you do.  I
mean, you could be cool for being into sports or a math whiz, or even
in a rock band.  But having all those girls hanging over you all year
didn't hurt your rep at all.

Not like me.  I know you tried to help with that, but dating a new guy
every couple of weeks while being with you made that impossible, you
know?

Oh, Brian, you know what I said about dates and sex?  I'm so glad that
you get that part.  As long as they are going to spread stories
anyway, I might as well have some fun.  Plus I want to know right off
who's jerk material or worse, and guys just show their real self after
having sex. 

I guess I should explain what all happened.  

Not everything.  That just would take too long.  But you know what I
mean.

I thought high school was going to be all cool and wonderful.   A big
girl, no more gawky girl who can't do nothing right.  (Yes, John, I
meant to write it that way, so shut the fuck up!)

Sorry.  But you know how I talk, so that doesn't mean anything.

So first week in high school, this nice boy took me out, and I liked
him.  Second date, and he was all over me.  But you know how that is.
Well, anyways, it was really nice and of course a high school girl can
get away with having sex.

Wrong!  Mother fucker told his friends and just about everyone else.
And when I told him off about it, told him to keep quiet, it made it
worse.  Too late to deny it.  Every boy seemed to want a piece of me.
Stupid me didn't figure it out until my rep was made.

But you know I'm a tough girl.  So if the idiots think I'm a slut, why
can't I enjoy it?  I could turn into a nun and they'd still spread
stories.  

Well, next year John comes along and I tease him.  He is just so shy.
It is kind of an act.  It is real, too.  He plays this game, trying to
be the good student and get along with everyone.  Most of all, he is
great at keeping secrets and figuring out stuff.

When Margy and I were trying to tease the shy boy about sex, it
backfired.  But Margy, bless her soul, knew.  She was the one who
brought up the drawing in the bathroom, showing John's name, and a
picture of his tongue.  "Watch out!" like the girls say.  You probably
know that my name is on the boy's room wall, call me for great head.
So we had a challenge match, head to head so to speak.

Margy was there too.  That boy worked his tongue on both of us, and it
was heavenly.  Of course, we returned the favor, all the way.  We got
together in the field behind the store every day, or almost, after
that.

When I got asked out for the weekend by some jock, his response killed
me.  It is still sort of a secret, so I won't explain all of it.  But
he basically said that he was spending the night with his other
girlfriend!

Other!  Like it was OK for me to go out with that guy because he had
another girl.  Not just as in getting even, that kind of OK.  No, it
was just OK.  He was cool about it.  You probably can guess that I was
cool about it too.

Margy was a bit disappointed, because I was going to let her fuck him
that weekend.

I should explain a little about Margy too.  You know that I'm kind of
hot looking.  I wish I was prettier, but boys love my bod.  I mean,
you've all seen it so you know.  But I think that I'd fit into
Hustler, at least, if not Playboy. Tits and ass, boys don't care about
anything else, do they?

Margy isn't like that at all.  I'm not being mean, she knows.  Don't
you, Margy?

Anyways, she is just so regular looking.  Not really fat, not skinny,
no big tits, nothing much special.  And she dresses like a regular
kid.  Not like me.  I'm either ghetto girl with black t-shirt and
military pants, or all sexy stuff, not ever just a regular sort of
girl.

If I wore regular clothes, I'd be boring.  Not hot at all.  You know
how boys look at girl's tits?  I have nice ones, they are like my best
feature?

Margy looks nice naked, but she doesn't let just any boy see her like
that.

I love her too, of course.  John helped me understand that a bit
better, and I've thought a lot about it over the summer.  She already
knows a lot about Brian too.  But somehow, we've never ended up
sharing him like we did with John.

I'd kind of like to write all that stuff down, all that we did the
last year.  But trust me, it was all fun and wonderful, and I'm glad
we did it.

A couple are kind of extra special.  John and I were at this party,
and I don't want to say whose but you all probably know her anyway.
So many times, one of us, usually me, would check out and hook up with
someone else at a party.  This time, John and I were just together.
Maybe it was more than just lust then, though getting really bombed
probably helped too.

So we were there in the bedroom, and there was vaseline on the table.
Probably her mom's or something, but I just couldn't resist.  Usually,
just as with you Brian, I felt safe skipping a condom.  I am on the
pill, you know?

But not for this, our first time doing it that way.  The back door,
the poop chute, well, you know.  I was all excited and scared.  But
relaxed, so that when he finally put it inside me, it didn't hurt.  It
wasn't anything special, not sexually, but it was so fucking dirty!  I
mean, feeling him slip inside me there was just wild.  Doing it at the
party, well, we might have got caught, but we didn't.

So, in the end, John came.  He rubbed me off too, but honestly, that
was the first and last butt fuck for us.  I'll think about trying it
again, though.  It was interesting.

Of course I couldn't just let it go at that.  When she (call her miss
A) came to check on us, I just invited her in and said, "I'll bet you
can't guess what we just did."

She couldn't, but when I told her she went wild about it.  We, John
and I, wanted to take a shower, and invited her along too.  We were
all pretty wasted, so it seemed like a great idea.

You know how I always say that I'm not into girls?  I mean, other than
Margy, but that is because she's my best friend and it is just fun,
not because I'm in love with her like that.  But miss A got really
heated up in the shower, and we were touching, washing up, and I dared
her to let John fuck her while we did a 69.

Sure, her boyfriend is hot, but he wasn't there.  We wouldn't tell
either. And I'd guessed she was listening to us when I was getting my
first butt fuck, and I was a little pissed off about that.  I don't
mind an audience, but I like getting asked first.  Anyway, the thought
of her eating my pussy while John and I shared hers was a perfect
chaser for the funny feeling in my ass.

She checked out my ass, too, even licked it a little.  I like that,
but it isn't easy to find someone who will do it.  John is good that
way too.

We didn't have to go home, so us three were the last ones around, I
think.  Anyway, we just ran off into Miss A's bedroom naked.  It
didn't matter to me, you know, if anyone saw us anyway.

John got into it, fucking her real slow, so us girls could have lots
of tongue action time.  He told the story of our first anal, and it
was funny.  John, I can't say it wasn't good either.  But it just
wasn't anything really hot, and I wasn't ready to keep trying it just
to see if it would turn into more. 

He slowed up as I came.  That was really nice, so I could just let go,
and I screamed right into that girl's pussy.  Then together we worked
her hard, until I just let John fuck her fast and hard.  We do that
something with Margy, but doing it with this girl who wasn't with
either of us before (or after), it was really hot.

I had John fuck me one more time, in the pussy of course.  My ass was
a little sore, but that whole night long I kept feeling his dick
there, remembering it.  

It was special not just for being our first anal, but because he
trusted me, and just did it, no arguing, and was so nice about it. 



The other thing, that is something I want to apologize for again.
John's other girlfriend, the one he told me about the first time we
were together, is his sister's friend.  That is a secret because their
parents don't know about it, so you (Brian) can't tell anyone.
Because she can sleep over with his sister, they get to have real
sleeping-together sex.  I wanted to try that.

John's sister is way younger than him, and I don't look like a girl in
her grade.  That other girlfriend looks skinny, plus she is a neighbor
so being older doesn't tip anyone off.  So his parents did look a
little funny at me, a high school looking girl friends with their
grade school daughter.  His brother, who is only a year younger than
John, thought I looked hot.  Well, I couldn't help being who I am, but
I tried to be polite and nice, not my usual self.

John and Margy already know about this, but I figure I should explain
it to Brian.  Plus like I said, I really am sorry about what I did.

His sister was so tasty looking, for an almost teenager.  She knew why
I was there, but I teased her.  I talked her into sleeping naked,
which wasn't hard because she only wore a t-shirt anyway, and I played
around with her.

What I did next was even more shocking.  I mean, if we'd been caught,
John's parents would have freaked out totally.  Even my don't care
about nothin' parents might have been upset.

Well, I came into John's room naked, giggling.  I knew I had played a
mean trick, and I don't know why I thought it was so funny.  But it
felt so weird, sleeping over at his house.  I don't want to sound
mean, but all of a sudden I imagined us getting married.  It scared me
to death.  I knew we didn't love each other like that, but what if?
What if?  I mean, if we stayed together, or the pill quit working...

I sat on John's face, and let him lick me out.  I was dripping wet,
and it wasn't just from his sister.  He knew, right away.

"You fucked my brother!"

John was pretty angry when he said that.  But he got quiet fast, but
not less mad.  I explained to you (John), but I'm still sorry about
it.  I don't know what I was thinking.  It just seemed like a simple
thing, to slip into your brother's room and try to fuck him.  He was
so easy, too.  His dick is really nice, and he really did fuck good.
I did him on top, and even so he moved nice, not making me do all the
work.  Of course he kind of takes after you, John, I suppose, so that
is natural.  I squeezed tight as I slipped out, so the stuff would
keep for you to lick up.

John wasn't mad about that part.  I have this feeling that he tasted
his brother's stuff before, maybe they've shared girls before me?  But
that is not about me, I just think that it is so nice to have a family
like that.  Margy is kind of like my sister, but I don't have anyone,
just me and my stupid parents.

No, John was mad because I did it without asking, and without giving
him time to work things out.  Because of that, the next day his
brother was all over me, wanting to go out and all that, and his
sister was really mad at me too.  Sure, I made her feel good, but I
forgot to ask permission first.  I just slid my fingers into her
gently and kept on touching her, kissing her, ooh... 

I know, that part is another of those freaky things.  I hope, Brian,
you can understand it.  When I get to do it with a girl, I like to
make her do it.  John's little sister was nice enough, and even did me
back with her tongue.  But then, John's other girlfriend was sleeping
over with her first, sexy girl that she is, before she and John got it
on, so that isn't such a surprise.

I made love to John really nice, and he was still mad.  His parents
got really suspicious about me, and the next time I showed up, they
threatened his sister, told her to stop hanging around with me.  I got
the message.  I wasn't welcome, I was a slut, a tramp, a sleazy girl
not good enough to set foot in their home.

Or mine.  But John forgave me anyway.  I was afraid he'd break up with
me.  There were girls all around who wanted him, and I'm sorry, I love
you John but I don't want to be with you forever.  But I didn't want
it to end with you mad, and I'm glad that we got another couple months
of love before summer.


Well, Brian knows what happened over the summer.  John knew that we
couldn't easily get together, not with his family vacation and the
trouble of keeping in touch without our parents knowing.  Working
through friends helped some, but I was glad to be away from school and
all the kids who knew my rep.

I spent time at the beach, which is where I met Brian.  I took it a
little slow with him, and I honestly don't know why.  Well, part of it
was that he didn't put moves on right away.  John didn't take time
with me, but only because we just got together for sex, straight up,
no date at all.  I talked about what I was like, and just let it out.
The whole story.  He told me his, and I won't pass it all on, but he
had a nice girl who turned out to be not so nice, lying and cheating.
Best thing is that he figured out that girls like sex, and it isn't
bad for them to like it.  I told him I didn't lie about it.  I just
found it hard to resist nice offers.

That didn't stop him from falling in love with me.  And I didn't find
time or whatever to slip off with any other boys.  Now, it helped that
I was staying with my cousin, so the boys from school couldn't chase
me.  I felt weird about that, but I wanted a little time off from
being a slut.  I was pretty horny, so waiting for four whole dates
before fucking Brian wasn't easy.  I managed it, and it was worth the
wait.


It isn't that Brian is the best lover or the hunkiest guy.  You are
really hot, you and Brian, but you aren't quite the ultimate guys.
Not yet anyway.  Pretty good, though.  I felt it with him, that I was
a good girl, that he loved me.  Just saying "I love you" wasn't
enough.  Boys say it all the time, and I can usually tell when they
really mean "I want to fuck you."  I don't mind that, mostly, but John
never said it like that.  Nope, he'd say "Let's fuck" and I knew he
meant it!

Nah, he meant "I love you" too.  He just knew that we weren't in love
forever like.  I wanted someone, someone special.  He was really good,
and another boy would have kicked me loose long before, knowing that I
was out fucking around.  I didn't lie about it.  I just didn't want to
lose out, not yet. 

It is so fucking weird, isn't it?  I got a rep as a slut, and started
to like it.  Yet I never wanted the rep.  I didn't even want to fuck
all those guys.  All I had to do was say no to the dates, and I was
safe.  John didn't make me stop dating other boys.  

Brian didn't either.  But I didn't want to date other boys.  I almost
didn't with John, you know?  I told Margy that.  But that first
weekend set things up.  I knew he was seeing other girls, and he
wasn't going to stop seeing me or them.  I liked my after school time
with him fine.  I mean, stop off someplace and make love, it is better
than getting high or drunk every day.  Especially with him.

I hope it works out nice after school with Brian.  He's transferring
to our school, so we can do it more.  He is even letting me let go of
John slow, taking time to say goodbye.  Can you believe that?


Cinderella gets to have her Prince Charming.  Brian is such a
gentleman sometimes, opening his car door for me, taking me out to
nice places.  It isn't just the money and car thing, either.  That
doesn't matter, not really.  It was when we ran into some of the
school crowd, the jealous guys who I dumped because they turned into
jerks after I fucked them, like most boys.  He didn't get mad at me.
He told them to shut up, and they did.  It isn't just that he is big
and tough.  He is just cool like that.  He said, "She's a really nice
girl, and she is my nice girl.  So you all better keep cool about
those rumors.  Get it?"

They did.  I hope things work out great with us this year, but I've
given him a couple reasons to skip out on me, and he is just as cool
about my "weakness" when asked for it as you, John.  But he loves me!
Isn't that the best thing ever?

Brian really does talk like that.  Ain't it funny?  I'm sometimes so
vulgar.  I swear a lot, and have a hard time not speaking my mind.
Leastways, when I'm angry.  But you both are just so polite and
proper.  I really respect that.  I mean, you don't need to use four
letter words to put someone in their place, you know?

Mostly, he just loves me.  I don't know why.  I probably shouldn't say
that, though.  I do love him, really truly honestly.  It is funny to
say this, but it isn't just sex.  Maybe it never was, even between you
and me, Johnny.  You were always my good friend, no matter what I did.
I hope you understand that.  I'm going to be Brian's girl, and he will
love me.  I really need that.  I've told you before, but never ever
has anyone been quite so good for me as Brian.

I hope you are really happy for me, really.  I love you always.


Tiffany

=====

Breaking up with Tiffany, a sexy girl who I'd gone out with for almost
a year, wasn't easy.  It wasn't that we fought and yelled and cried,
and got all bitchy about it.

No, Tiffany told me, let me cry on her shoulder for a while.  Now, I'd
kind of expected we'd break up sometime.  I'd thought about it a lot.
I'd had offers from some nice girls, to be really close and do great
things if I'd dump the slut.

So she told me it was over, but she couldn't just leave it at that.
Nope, not her.  She held me and kissed me, and stripped us naked and
we fucked.  And cried over our lost love.

Hell of a way to end a relationship, let me tell you that.

We did it every day that week.  Just as if we hadn't broke up at all.
Except that each and every time, we'd talk about breaking up.  And
about her new love Brian.

He was really nice, she was right about that.  He didn't push her away
from me.  I could still be her friend.

I could even have gone on fucking her, despite the tears and all the
drama.  But I did love her, and cared about her.  If I kept having sex
with her, it might mess things up with her new love, her new life as a
reformed slut.

On Friday, I told her this was the last time.  "I've met someone else,
and I don't think we should get together like this anymore."

Now, I'd met a lot of new someone else's, and had lots of options.
Even just going with Margy, without Tiffany around.  But there was
nobody special yet.  I wanted someone special, someone who made me
feel and talk how she did about Brian.


In high school, it seemed like who you were with defined who you were.
I was Tiffany's real boyfriend, the one she was with every week, no
matter who took her out on the weekend.  Try to explain that to your
friends!  Heck, they got it on with her too.  What was wrong with that
picture?  I got with her friends too, other girls at the parties, or
just whoever thought that I was hot if I was keeping that sexy girl
happy.  That part of our reputation didn't matter all that much -- I
was still just one of the regular guys at school.  Her own actions
seemed to create more rumors and stories than mine.  Maybe the girls
spread stories less than boys, I don't know.

Sex isn't the same as love.  We weren't the sort of kids who had to be
in love to have sex.  It was our time to just have fun.  Sex with
Tiffany was terrific, but most of all I was with her for love.  When
we could be alone together, or at least apart from the harpies who'd
chase me or the studs who'd grab her, we were very happy.  The other
kids weren't so bad, really.  Some were, out to score just for status,
to prove that they were so hot.  Between Tiffany and I, we played
around a bit comparing our conquests.  It wasn't like we were
swingers, not in the serious lifestyle sort of way.  It just seemed
easy and free, our dating and party pickups, no need for any reason
for sex other than desire.

I was really happy with her, even when friends and classmates thought
things were all wrong between us.  When Brian came along, and I just
went along with being dumped, things got kind of bad for a while.

I found a new girlfriend, and that made things better. Falling in love
erased the pain of losing Tiffany.  Even though she didn't just drop
me.  No, she wasn't like that.  She took a week to end it, after
telling me it was over.  We spent every day after school talking and
fucking.  It was like she was trying to make it up to me, or ease away
from me.  I was the one who told her that maybe she shouldn't hang
around with me every day, now that Brian was going to our school.

 It was bad about Tiffany, though, not so much because I was a loser
for having given up such a hot girl.  No, it was because everyone
seemed so happy that I'd finally got rid of the "tramp."  Lots worse
things got said too.  Brian was good about it all. 
 
  She was right, I did like him.  He was smart and funny, and after
that last "goodbye" week I'd accepted that it was over, like she said.
I wasn't tired of her, and definitely not tired of sex with her.  But
I wasn't in love with her, not like at the start.  I was always her
friend, and that never changed.


  Listening to her talk about sex was so exciting.  We did that a lot
when we were together.  I'd tell her about who I'd been with and what
happened, and she'd do the same.  We'd talk about what we were doing
and what we liked.

  It took a couple of months before we could just hang around together
again, without feeling the pain so much, or our daily sex habit from
kicking lust up between us.  I was safely in a new affair, and
everyone knew it, so it no longer mattered to anyone if we got
together sometimes.  We weren't an "item" any more.  We had moved on.
  
  I couldn't help missing her, but there was no one to tell that too.
Not even Tiffany herself.  I couldn't handle getting together again,
only to break up right after, and we both had new loves.
  
  It was over, like she said.  But I've never forgotten her.
  
  
  
--

Copyright by Jeff Zephyr (jeffzeph@hotmail.com) 2002.  Please don't
distribute in an altered form, with removal of any part of the story
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it on a website, CDROM, or other location or publication, with any
charges for acquisition, either to access the site or archive, or any
other charges specifically for the story, without permission.

If you liked this story, want to put it in a free collection, want to
tell me how I could write better, or just would like to say hello,
write to me at my email address shown above.

You can find more of my stories and other things at my website:

http://www.asstr-mirror.org/files/Authors/jeffzephyr/www/

or via FTP:

http://www.asstr-mirror.org/files/Authors/jeffzephyr/

-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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