Date: Tue, 16 Jan 2007 08:53:13 -0800 (PST)
From: Van Essa <vanityfair44@yahoo.com>
Subject: It Happened Halloween, Part 1 (TG)

DISCLAIMER: This is a fantasy depicting heterosexual
and homosexual acts involving men,
women and boys. The story is intended for adult
readers and not minors. IF YOU ARE NOT
OF LEGAL AGE TO BE READING THIS STORY OR IF YOU FIND
SUCH MATERIAL
OFFENSIVE, PLEASE LEAVE. All characters are fictional
and in no way related
to any person or persons living or deceased.

Since I was about 12 I have found a lot of pleasure in
wearing womens'  underwear. Bras, panties, slips and
nighties are my favorites but once in awhile stockings
too. Over the years  I have acquired a lot of panties.
all nylon, and since I turned 45 I have been wearing
them most of the time under my normal clothes. I
didn't think that my wife knew this although early in
our marriage I told how much I liked nylon and silky
things.

I have fantasized about sex as a women by sucking a
dildo and sometimes shoving it firmly up my ass.
I wear bras around the house when I am alone and have
wished for a long time that my wife would find out and
maybe be interested in playing along with me. She is
straight-laced in bed to say the least but she does
let me fuck her in the ass. Wish I could do that with
both of use "dressed" sexy. This is about wishes
coming true.

This past October my wife came back from her card club
and told me that the 8 ladies had planned a Halloween
Party and the kicker was that each costume had to
represent the opposite gender of the person wearing
it. Women dressed in mens' costumes and men in
womens'. The idea was a bit kinky for this straight
group but I found it interesting and wondered what I
could get away with.

I figured that most of the guys would just throw on a
dress over their clothes or just come "Butch" like a
lesbian theme. I was getting a hard on thinking that
the opportunity to go out in public with my hot stuff
underneath had arrived.  The problem was where was my
wife on all of this.

"How about Donald Trump and Melannia? I have the red
hair and with a blond wig I bet we can make you
presentable."  Worked for me but .."Sounds good dear
but what will I be wearing?"  " I will take care of
everything but you will have to shave you legs and
remove you chest hair incase the dress is low cut."
I had no idea of what was going to happen with this
but I was turned on by the idea that she would make me
look all femme and be there with me to experience me
as a girl.

I questioned myself about volunteering my personal
stash of lingerie for the production but held back on
the idea to see where Donna when with it. My thoughts
were on this all day on the job as every time I moved
and my cock moved around in the green nylon panties I
had on today I had to stay seated at my desk to avoid
displaying my bulging trousers to the office staff.

When I arrived home from work Donna called me up to
the bedroom. She was in the bathroom playing with her
hair or something but on the bed was a pair of medium
blue. lace, boyshort type of panties. Wow they looked
hot and i guessed she was going to give me a little
show by slipping them on while I watched.
"Put those on and see how they fit." She yelled out
over the noise of the blow dryer. "See if they fit you
for your costume."

I was so excited by the idea that I popped by belt
loose and had my trousers on the floor in a few
seconds. I yanked my underwear off, forgetting they
was green nylon high cuts, stepped into the lacey ones
and slid them over my legs over my nuts over my
hardening cock and let them settle into place across
the cheeks of my now hairless ass. Looking down I saw
my tool swelling and bulging the lace material from my
balls to my hip. The fabric was a bit scratchy but I
was sure a gentle wash and dry would soften them up,

Donna killed the dryer and stepped into the bedroom to
check me out. "Looks like you like them" she said
eyeing my firm member pushing the lace outwards. "Yes
they fit OK honey. A little scrathy but... "you will
get used to it" she said. "Cute ones on the floor
too." Oh crap I left my panties on the floor with my
pants. I was dead meat I thought. "You will have to
model the whole collection you have sometime mow that
you are Mellania and she was a model."

"Walk around for me and model those" Donna instructed.
I did and the sensation was very hot as the kind of
tickled my ass and my balls as I moved. "Rinse them in
the sink and hang them to dry in the bath so you can
wear them tomorrow. "What is tomorrow?" " Just your
first day to get into the "female" thing. Wear those
to work and around the house to break them in." I was
game for that and her next suggestion as well. "Since
you only wear briefs to bed how about wearing the hot
ones in your drawer. My lady like. Get you
conditioned." Get my hard and blown I hope too.

Donna made me wear the new lacey ones to work the next
day and it was tough. All of the ball tickleing and
butt rubbing of the boyshorts and It was hard to keep
from beating off under the desk. All I could think of
was what might be waiting for me when I got home that
night.

Once again I found costume materials lying o the bed
and my wife in the tub soaking. "Try is on." she said
and I will be done soon. I looked and spotted a bra to
match the panties I already had on. A careful exam
revealed that Donna had added some extra satin
material like the sides of the bra to the back so it
would fir me better. How did she know my size? Oh yea,
she knows about my stash.

I pulled it around me. Lacy cups with satin sides,
again the same blue but with a small ivory or beige
colored bow right between the tits. Low cut, almost a
demi style but with air pads in the bottom of the cups
to add extra push for cleavage. I clipped the three
hooks together and twirled it around to the front
before I wiggled it into position. If there had been a
mirror in front of me I would have come by now, even
before I slipped my arms into the straps. Had to
adjust them a bit but once properly enclosed by the
bra it was heavenly. The tightness was exciting like a
hug and as I rubbed my hands all over my tits the
texture of the lace had me ready to blow in my
boyshorts.

I have enough "man boobs", exaggerated over the year
by wearing bras when I could, that with the design of
the bra and the push up pads I was showing off a
reasonable solid "B" cup titty and my nipples were
like little stones rubbing the lace inside. No chest
hair now was a real bonus. Would I ever stop playing
with my tits long enough to put on the stockings still
waiting on the bed?

Settling down a bit I sat on the bed and bunched up
the first stocking to put it on. They were very white
with a silky feeling and had a swirling pattern in
them. In went my foot settling my toes firmly to the
front. While seated I got them over my calf then stood
and brought them as far up as they would go. They had
wide lace elastic at the top to hold them up without
garters and the tops came right up to my crotch. Dam I
wished I had a mirror in the room. Got the second one
on and when I walked they scratched my crotch so
nicely.

I had to go look and headed for the full length mirror
in the bathroom. Just as I opened the door Donna
appeared in a short robe and her eyes about popped out
when she saw me. "Oh my gawd, you look so hot! And
Hard too! I bet you could use a good blowjob right
now."  She opened her robe to reveal her hot new
undies then dropped to her knees  and placed her hands
on my hips. She caressed the fabric and told me how
nice it felt. Then she traced my hardon with he
fingertips thru the lace in front. Soon her face was
in contact moving back and forth over the covered
surface of my bursting tool. One quick pull and I was
free with my cock bouncing in mid air. Her hands back
to may hips with the panties just below my nuts she
flopped my cock back and forth over her face. This was
a new wife, where did she come from.

"Make me!" she said looking up staring at my new bra
and tits from below. "Make me suck your cock!"

"Open wide, Bitch. You want cock you are going to get
it. In  your mouth, down your throat and all over your
face." I had never talked dirty to her in all of our
married years. She loved it and tried to resist. With
one hand on her head I put my finger in her mouth and
swirled it around. I added a second one and pushed my
hand into her mouth feeling her tongue attack my
fingers. "Here it comes" as I pressed my prick into
her now open mouth. I let it slid over her bottom lip.
"Tongue it baby, taste the juice!" She lapped at the
tip to sample the pre come that had appeared. I lasted
about a minute. Looking down and seeing my tits in a
sexy bra, my cock sliding in and out my wife's wet
mouth and her in satin bra and panties I blasted about
5 shots of the thickest come ever into her. Shot one
when I was deep into her face. Then I pulled back to
let 2 and 3 cover her tongue. The I pushed her away
just a bit so my cock head was just touching her lips
for # 4. It covered them and dripped off. She held my
cock, opened really wide and I watched the last load
land on the end of her tongue.

Oh shit was that amazing. The Donna jumped up and
shoved her tongue into my mouth, come and all. I
resisted for a second but she held me so tight and was
going insane with her snake like tongue in my mouth. I
thought I was giving a blowjob. Actually that comes
later. I had never felt like this. We went right to
bed dressed as we were and I spend the next hour with
my face buried in her cunt giving her the best head
any girl could want. Girl on girl- I loved it. She
came really hard and I came again as well just from
feeling my cock in lace as I humped the mattress while
eating her and fantasizing about eating a dick
instead.

Careful what you wish for.

I went to work the next day with many hot thoughts. I
refrained from wearing any of my womanly underthings
so that I could concentrate on getting some actual
work done. Finally on my drive home I allowed my mind
to wander about what was next in the new and
interesting sex life we had discovered.

Donna had gotten home first and I could sense the
fresh clean smell in the sir from her having taken a
shower. Upstairs I found her already in bed with the
covers pulled up around her neck. "Take a shower, put
on what I left for you and get back here quick" came
the instruction.

In the bath I saw a bright yellow satin baby doll
nightie with lacing up the front and the back. They
had bottoms to match. Glad I was in the process of
getting undressed since my cock was about to rip thru
anyway. A quick shower including shaving my balls nice
and smooth, a little bath powder and into the satin
sheath I jumped. I could hardly get my dick in the
panties but enjoyed pawing and pushing my tool around
in them to try and get comfortable. I love caressing
my cock in such silky materials. Enough! Off to see
the wife.

As I stepped into the bedroom Donna told me that I
looked hot and told me she had another surprise. She
pulled back the covers and she was naked. Her nipples
were hard as rocks and her pussy looked wet already.
"I got us a friend you might enjoy. I know I will" she
said while reaching under the pillow. Out came a big
rubber cock about 18" long and thicker than me. 2
headed and very lifelike looking. Oh crap is she going
to take all of that! Also wondered why it needed 2
heads. I sure was interested.

"Open me up and fuck me with this big rubber cock!"
almost screaming. "Fuck me long and hard!"  Who was I
to object. I knelt between her luscious creamy thighs
and held the "friend". I was so heavy but it felt very
comfortable in my grip. As I started towards her wet
pussy she said "Wait, you have to get it wet. Use your
mouth on it. Make like its a real dick you are going
to suck, pretty girl".  "You know you want to".

I stared at the big pink head and brought it closer to
my lips. Extending my tongue I asked sexy swirling the
tip around the crown and then licking back and forth
over the tip. "Suck the dick you cocksucker!" my wife
shouted. "Shove it in your face and get it really wet
and sloppy."  In when the head, the tongue still going
at it.
Saliva was running out of my mouth I was so excited. I
probably had 5 inched in my face before I pulled it
out POP and literally slammed it into her cunt.  7 or
8 inches into all at once.

I started pumping it in and out more excited by the
sloppy sounds it made and the feeling of it in my hand
than watching my naked wifes tits bounce around. As I
moved I could feel the cool yellow satin slip back and
forth over my hard nipples and my cock stirring around
in the bottoms. I knew that I was making a mess in
there. I was nuts with lust at this point. Pumping it
in, caressing the shaft, feeling the fabric. I needed
my cock worked on so I turned around in a 69 position.
Without letting go of "our friend" I pulled my dick
and balls out the side of the panties and lowered my
crotch onto her face. My balls on her lips she
extended her tongue and gave them a good bath. Still
sliding the dildo in and out.

Letting go of my nuts Donna told me to pretend she was
a guy and suck her cock, meaning the other end of the
pistoning plastic penis in her pussy. I leaned forward
and bent the tool upward. This made it really tight in
her twat and she moaned. "Suck it now!" she said thru
her moaning and I  lowered my mouth over the part in
my hand. As I did she slipped my cock into her wet
mouth and I just started to imitate her motions and
technique. My ministrations to one end created all
kinds of good effects on the other end. Donna was soon
having the orgasm of a lifetime and so was I. She was
soaked in sweat, my face sloppy with pussy juice and
her face had come from nose to chin.

"You like?" was her question as we untangled and
hugged each other. "I love this outfit, your tis, your
pussy and your mouth". "What you don't like my cock?
You seemed to be very into sucking on it" she
responded.
"Well I will admit it felt pretty interesting in my
mouth and it sure got you going" I told her.  "In your
girly mode dear you should like dick it is only
natural. Maybe some day you will get a real one."

"Now since you mentioned my tits and you have not
touched them, be a good little girl and suck my hard
titties for awhile."  Her naked and me in satin we
cuddled and I sucked her boobs until she had another
come.  Slept great.

More to come.


You like? You dress up? You like to suck too?
vanityfair44@yahoo.com