Date: Thu, 19 May 2011 16:40:25 -0400
From: sbd@hushmail.com
Subject: How This Cross-Dresser Saved a Marriage

Chapter One

First a little background about me.  I am a widower in my thirties and a
father of one.  My wife was killed in a car accident a few years ago.
Before that our marriage had become stale and boring.  Especially the
sexual aspect.  I had reverted back to cross dressing.  From the time I was
a kid I used to sneak into my mother's room and put on her stockings and
bras.  It just felt good.  As I grew up I would dress from time to time.

The settlement from the car crash made me a rich man.  I decided that if my
child was to grow up without a mother then I would be a full time Dad.  I
quit my job and stayed home to care for my child. What I didn't realize was
that with my child at school all day that there was a lot of down time for
me.  That and my wife's full closet were a perfect combination.  The clothes
where a little small at first but I went on a diet and quickly lost enough
weight that the clothes fit perfectly.

My days started with getting the little one fed and off to school.  Once I
got home I would immediately strip and put on some sexy stockings, panties
and bras.  I would wear a nice skirt and blouse.  My wife had had a shoe
fetish so there where plenty of high heals to try on.  Some fit but others
did not.

Once dressed, I would go on the Internet and watch porn.  At first I
watched regular porn as I thought of myself as a cross dresser not as a
gay/bi man.  I loved watching blow jobs scenes the best.  After a while I
realized that I was thinking about what it would be like to be on my knees
with a cock in my mouth instead of what I used to be thinking, getting my
cock sucked.

As things progressed I found some sites to buy wigs and makeup.  I was
really getting into this lifestyle.  I kept my body shaved clean from my
eyebrows down.  I bought some videos on how to apply my makeup.  I bought
breast forms.  As I got better at looking feminine, I started to join some
chat/dating sites geared to the lifestyle.

I really wanted to meet a guy dressed as a woman and have sex with him.  I
had a few concerns though.  First the person needed to be very discrete as
I didn't want this to affect my child.  The other was diseases.  Again I
didn't want to catch something that could kill me.

I had been emailing a couple of guys that might fit the bill when a guy
name Bill answered my ad.  He was married also with one child.  He and his
wife where not getting along very well.  He was looking to find someone
that would blow him.  He didn't want to get involved with another woman as
he was afraid she would go to his wife.  He just wanted to get off.  He
lived in the town next to me so that would not be a problem.

I sent him an email asking to meet him at a local bar man to man.  We met
later that week and discussed things.  I asked him to bring a picture of
his family as I wanted to make sure he was being truthful.  We talked about
what each of us wanted.  We were on the same page.  We both took a home HIV
test and sent it to the lab.  They both came back clean.

I sent Bill an email telling him that I had a sitter for my child that
weekend and if he would like to get together we could.  He answered with a
YES!!!!!!!  I responded to him with the details on how things would go
down.

I had made arrangements for my child to spend the weekend with friends.
They would pick them up at school so once dropped off at school I was free
for the weekend.


Chapter 2

Friday morning came and I dropped the little one off at school.  I went
home and packed up my things and drove to the local Hilton.  Once checked
in I went for a swim and steam bath to relax.  I decided to have an early
diner at the restaurant in the hotel.  Then I settled into my room to get
ready for the evening.

I had stopped by the liquor store and picked up some wine for myself and
some scotch for Bill.  I popped open a bottle and poured myself a glass as
I ran my bubble bath.  I enjoyed the bath and slowly made sure I was smooth
all over.  When I was done I moved on to my makeup.  I took my time as I
wanted to look my best.  As I finished the makeup and put on my wig I was
really transforming myself into the women I wanted to be.  When I was
satisfied with the way I looked above the neck, I moved onto getting
dressed.

I put on my sexy black stockings with matching garter belt, bra and
panties.  I then slipped my little black dress over my head.  As I stared
at myself in the mirror I knew I was ready for what was about to happen.  I
looked hot as hell and I was horny as hell too.

I texted Bill the room number and poured myself another glass of wine.  I
walked back and forth as I waited for Bill.  I was amazed at how well I had
gotten at walking in heals.  I had on my 5 inch fuck my pumps and had no
trouble at all walking in them.

There was a knock on the door.  I excitedly walked over and took a peak
thru the peep hole to make sure it was Bill.  It was so I opened the door
for him.  He stepped in and took a long look at me.  A smile broke out on
his face.  He obviously liked what he saw.  Without saying a thing he
walked over to the bed and sat on the end of it.  Once he was on the bed, I
followed.  Walking slowly and as sexily as I could.  I went to the table,
opened the scotch and poured him a drink.  Slowly I made my way to him and
gave him his drink.  He took a sip as I lowered myself to my knees in front
of him.

He was dressed as I had instructed him in a nice button down shirt and
dress pants.  As I knelt in front of him I slowly unbuttoned his shirt.
Once the shirt was open I moved on to his pants.  I unbuckled his belt and
then undid his pants, my hands shaking with nerves and anticipation.  I
couldn't wait any longer so I reached in and took out his cock.  It was
semi-hard.  I lowered my lips to it.  Slowly I licked it.  This was my
first taste of cock and I was going to savor it.  I licked it like an ice
cream cone, from the bottom to the top.  As I did it began to grow harder.
Pretty soon it was hard as a rock.  It was about 8 inches when fully erect
and nice and thick.  I bobbed up and down on it.  Bill was obviously
enjoying himself.  I could tell Bill was getting real close to shooting his
wad so I stopped sucking him.  I wanted that nice cock to fuck me before
doing that!

I stood up and fixed my dress.  I walked over and poured Bill another
scotch.  I took my glass of wine and went to the bathroom.  I fixed my
makeup as I allowed Bill to come back from the point of blowing his load.
Once fixed up I grabbed the tube of lube, a small towel and made my way
back to Bill.  He had removed his cloths and was lying back enjoying the
sites and his scotch.  I slid up beside him and lathered his cock with the
lube.  I then seductively positioned myself into a straddling position over
the top of him.  Still fully clothed including my fuck me pumps, I hiked my
dress up and moved the rear portion of my panties to the side, giving his
cock access to my virgin hole.  I moved back so his cock was pressing
against my ass.  I slowly lowered myself onto him.  First pain.  I stopped,
getting used to having this rod up my ass.  Then I lowered myself further.
Before long I was sitting on his stomach, his cock fully inside me.  My
cock has never been so hard in my like.  This was the most sexually excited
I had ever been.  Once I was comfortable with him inside me I slipped off
of him and whispered to him that I wanted him to fuck me like the whore I
am.

He flipped me on my back and grabbed me by the ankles.  Spread me wide with
my ankles over his shoulders.  He slid that cock of his deep into me.  He
held it there for a minute or two.  Then he began to pump me, slowly at
first.  Speeding up as he went on.  It was like he was splitting me in two.
But it felt so incredible.  He fucked me as I was still completely dressed
except for my panties.  Bill had removed them when he flipped me.  He
stomach was rubbing against my cock as he fucked me.  I was about to
explode when he pulled out of me.  He flipped me again, this time onto all
fours.  Then he began pounding me again.  As he did it happened.  For the
first time in my life I came without anything touching my cock.  I came and
came.  It was the most intense orgasm of my life!

I could tell by the grunting that Bill was getting close himself.  I told
him I wanted him to come in my mouth.  I moved around, grabbed the towel
and cleaned off his cock.  Bill then took me by the back of my head and
started fucking my mouth.  Talking dirty as he did, calling me a slut and a
whore.  I LOVED IT!!!  Soon I was getting my first taste of cum.  He
blasted load after load into my mouth and on my face.  When he stopped
cumming I licked his cock clean.  Cum dripping down my face I wiped the cum
onto his cock and then cleaned it again.  When Bill's cock was clean I got
up and went to the bathroom and cleaned myself up.

I was finally the cum eating whore I always knew I wanted to be.

Chapter 3:

We fucked and sucked a number of times that night.  It was incredible.
Bill showered when done and went home to his wife.  Bill and I became
regular fuck buddies from that time on.  Whenever possible (not very often
due to my fatherly duties) we would meet at the hotel and have amazing sex
as I was dressed.  More often Bill would come by the house and watch Monday
Night Football.  Once the kid was asleep, I would slip on some stockings
and we would fuck and suck.  Bill and I were becoming good friends.

One Monday night after he was done depositing his cum into my mouth, I
asked him how things were with his wife Susan.  He told me that almost
never have sex anymore.  That she is never interested.  I asked him if he
thought she was cheating on him.  He said she never really liked sex much
so he didn't think so.  However he did say she goes out once a week with
her girlfriend so maybe she was cheating.  He told me that he didn't care
if she was cheating but it would be nice to know if she was.  As Susan
didn't have any idea who I was I offered to follow her the next time she
went out.  Bill thought that was a good idea.

The next Tuesday night I got a sitter for the little on and headed over to
Bill's house to wait for Susan to leave.  When she left I followed her to a
local pickup joint.  When I entered she was sitting at the bar with another
women.  I sat down and ordered a drink.  Over the next hour or so a number
of guys approached Susan and her friend but they all where turned away.  I
was thinking that maybe they do just go out for drinks.  It was then that I
decided to try and pick Susan up myself.

I walked over and offered to buy them a drink and they accepted.  We
started talking and laughing.  I found out her friends name was Jenny.
Once a slow song came on I asked Susan to dance.  Once on the dance floor I
pulled her close.  She seemed very receptive so I slid my hand down to her
ass.  She didn't object so I left it there.  I could see Jenny out of the
corner of my eye and she didn't seem to happy.  When the song came to an
end I pulled Susan even closer and gave her a kiss.  She eagerly kissed me
back.  As we walked back to the bar, Jenny stormed out of the place.  We
sat down and I asked Susan what was wrong.

Susan then explained everything to me.  She told me that she was married to
wonderful man named Bill but she was having a sexual relationship with
Jenny.  After she and Bill got married the sex got boring so she ended up
back with her lesbian lover.  She told me that she still likes to get
fucked every once in a while but Bill just doesn't do it for her anymore.
And Jenny gets mad on the nights I decide that I need a hot hard cock in
me.  At that point I invited her back to my place.

I had told her earlier in the evening about me being a widower and all so
she wasn't surprised by the pictures in the house.  As soon as we entered
my house I attacked her kissing her deeply.  My hands were all over her.
We stripped as we made our way to the bedroom.  Once there I picked her up
and placed her on the bed.  I began by giving her little tiny kisses.
Starting on her lips, moving slowly to her cheeks, then to her forhead.  I
proceeded to kiss her all over her body.  Finally I made it to my
destination, her cunt.  Once there I started to lick her.  Paying attention
to every reaction I quickly found out what she licked.  Remembering that
she was a lesbian at heart I ate the cunt like a woman.  I ate her until
she had came at least five time.  Only then did I move up and mount her.  I
fucked her missionary at first.  Then I flipped her over and fucked her
from behind.  I then picked her up, her legs wrapped around me, I slid her
down onto my cock.  I pressed her up against the wall and fucked her hard.
She came hard.  Her juices flowing down my legs.  I thrust hard deep into
her and blew my load.  Stream after stream of hot cum deep inside her
pussy.  I carried her to the bed and we collapsed.  I held her tight and
just laid there.

She told me that she had never been fucked like that before.  She said that
I gave her the best head she had ever gotten from a guy.  Jenny sucks just
as good but a guy had never gotten her off before.  I told her she could
have it any time.  She said, "GREA! How about tomorrow at my place"?  I
said, "What about Bill"?  She said the Bill would be at work and Johnnie
would be at school.  We would have plenty of time for ourselves.  I told
her it was a date.

She showered and was getting dressed.  She noticed in my closet all of my
women's cloths.  She asked me why I had not gotten rid of my wife's stuff
yet.  I told her that I was just not ready to do that and she seemed OK
with that.  I drove her back to the bar where she picked up her car and
headed home.

The next day my new routine started.  Get the little one off to school.
Head over the Susan's house and fuck like rabbits.  Head home and take care
of my child.  On Monday's Bill would come over and I would become a women
and fuck and suck him.  This would go on for some time but I was beginning
to want more.

I wanted to fuck Susan as a woman.  I wanted to fuck Susan while Bill
fucked me.  So I hatched my plan.

I had never told Bill that Susan was cheating on him.  Why would I?  She
was fucking me!  And Bill was fucking me!  So I figured them to be even.

I started talking to them about their relationship with each other.  I
started with Bill.  I asked him if would like to fuck me and his wife at
the same time.  He was surely interested but said there was no chance that
she would go for it.  She was a prude and only would let her fuck her
missionary style. She never sucked him off.  She would never have a
threesome never mind a threesome with a cross dresser.  I told him to let
me think about it for a while and see if I can come up with a plan.


Once Bill was on board I started working on Susan.  I asked her that being
they rarely had sex do you think Bill was cheating on her?  She thought
that he was to much of a wimp to cheat.  That he probably just watches porn
on the Internet and jerks off.  That's when I got my idea.  I sent Bill an
email that afternoon with links to various websites.  I told him that I
needed him to surf these sites from his home computer.  He asked why but I
just told him to do it.  That night he did and sent me a note that he was a
regular on some of the sites.  Now that I knew the sites where saved in the
history on his computer I put my plan into action.

The next day when I got to Susan's house I asked her if she every looked at
what porn sites Bill was using.  She didn't know that the computer kept
track of those things but she was eager to see.  We went to the computer
and pulled up the history.  It was full of cross dressing dating services
and websites devoted to the cuckold lifestyle.  Susan was shocked.  Bill is
such a nice man and good father she told me.  How could he be excited about
watching another man fuck his wife?

My plan was working flawlessly.  I asked her if she loved Bill and she
replied very much so.  So I suggested that we give him what he wanted.  I
told her lets fuck right in front of him.  Then I'll make him suck my cum
out of your pussy.  After about five minutes of thinking about she agreed
that it would be fun.  And in a sick way might bring them closer.

I sent Bill a cryptic email:

Bill,

My plan is in full effect.  Do as Susan instructs you tonight.  You will
not be disappointed!

Your lover.

Susan called Bill and told him that she had dropped Johnnie off at her
mothers and that she insisted that he come right home after work.  Bill
agreed.


When Bill walked in the house he was surprised to see me there.  Susan
immediately started to speak.  She said, "Bill.  I have suspected that you
where cheating on my with someone on the computer."  Bill was stunned.  He
thought we were outed.  She continued, "So I hired Dylan here to see what
you where up to.  And this is what he found."  She then threw print outs of
the various websites at him.  "You want to see me fuck another man?  You
pervert!  You want suck my pussy clean when he is done?! You like cross
dressers or are you a cross dresser?!"

Bill stood there stunned.  He didn't know what to do or say.  So I took
charge.  I took Susan in my arms and began to kiss her.  As I did I winked
at Bill.  He was relieved.  I quickly had Susan naked and was fucking her
from behind while she was bent over the kitchen table.  "You like this
Bill"?  He just stood there watching but I could tell that he did by the
bulge in his pocket.  I told him to watch a real man fuck his wife.  That a
real man fucks her doggie style.  Then I did something that I had not told
Susan I was going to do.  I pulled out of her cunt and slid my cock right
up her ass.  In one motion I was deep in her ass.  She originally screamed
in pain but quickly started moaning with pleasure.  Bill was stunned.  Here
is his wife not only fucking me doggie style but letting me fuck her in the
ass.  The most he ever got was two minutes in the missionary position.

I pounded her ass hard and she loved it.  Before long I exploded pulling
out slightly when I came to create a nice cream pie in her ass for Bill.  I
ordered Bill to get on his knees and clean my cock.  In all our time
together Bill was always the top.  He had never sucked my cock or been
fucked.  Tonight was going to be different.  He dropped to his knees and
quickly cleaned all of the cum from my dick.  Once I was clean I ordered
him to clean Susan.  He eagerly did.  Rimming her ass and eating my cum.
She came hard as he cleaned her ass.

Once he was done I explained to Bill that he was no longer allowed to fuck
Susan unless I gave him permission.  I also told him that I was going to
fuck her when ever I wanted.  He sat there meekly.  Afterwards I fucked
Susan a couple of more times and had Bill blow me.

The next day I told Susan that I needed to talk to her about something.  We
opened a bottle of wine and had a nice conversation while Bill was tied to
a chair naked.  I told her the whole story of how Bill and I met and all
about my being a cross dressing cum whore.  It hit her then, that's why you
eat pussy so well!  She immediately wanted to see me dressed.  We spent the
whole afternoon as girlfriends.  She did my nails and my makeup.  We made
mad passionate love a ladies.  We even let Bill watch some.  But the only
time we let him join is was to clean up our messes.

The next was Sunday and the little ones would need to be picked up.  But
that morning my dream came true.  Dressed as a slut I became the meat of a
nice sandwich.  Bill on the bottom with his cock in my ass and Susan on top
of me with my cock in hers.  HEAVEN!!