This is a story of man to she-male sex. If you are underage
or offended, go elsewhere.
Society Bride
By Alice Barry
Years ago, in another time in my life, I had a very strange
neighbor. We have all had strange neighbors; but this is
the story of Darlene and me.
The day after Darlene moved in across the hall, she knocked
on my door in her nightgown. For some interminable reason,
she had been taking out the garbage in just her nightie and
dropped the house key in the dumpster. I agreed to get my
flashlight and dive in.
Other nights, she would knock on my door saying she heard
noises outside the window. Of course there was noise; it
was an apartment complex of 400 units. People were coming
and going all hours of the night. And all of the times she
knocked on my door at night, she was half-dressed. There
was no way I could not see her large, pouty breasts and
erect nipples.
I always had a rule to not get involved with neighbors or
co-workers. Once it is over someone has to move and I liked
it there. I told Darlene that this was my rule and to put
some clothes on the next time she came over.
Darlene always had a man living with her or close at hand.
She had a reputation of breaking up relationships and
taking guys away from her "friends."
Somehow I became friends with her supposed girlfriends, co-
workers. They would call me up to take them partying. I
always had big cars in those days and looked pretty good.
Had a good job and money to buy a round of drinks. Can you
guess how long it took Darlene to try to break us up?
One night I had simply had enough and said, "The reason I
am not interested in you is because I am gay. And I am
going out with the girls because they treat me like one of
them."
Bad move on my part. Darlene became more adamant than ever
to prove that I was straight and she was the woman to set
me on the right path. I was invited to dinner and she came
out in a black, diaphanous gown with nothing underneath. I
had to cross my legs and sit on my hands.
In a few weeks, she seemed to give up. I had, in the
meantime found out some scary things about her. When a guy
would dump her; and it happened a lot, she would do things
like pour salt in his gas tank or let the air out of his
tires. Once she bragged about calling his new cookie and
told her untrue things, just to make trouble.
Halloween came and the girls were deciding what to wear to
the big party. One of them thought it would be cute for me
to go as a woman. The rest jumped on the bandwagon and
wanted to help. Darlene was excluded; she had just stolen
another guy.
There was a reason that none of them had ever seen me with
my shirt off. I avoided the pool and such. My chest was
somewhat developed. Right after high school, my boobs had
begun to grow. By that time, I was a solid 36B.
The Saturday before the big night, Amanda and Serena showed
up at my door at 8AM with a big suitcase. They had some
kind of lame excuse about wanting to see what they had to
work with for later. It happened that they woke me from a
sound sleep and I answered the door in a tight t-shirt and
shorts. My goose was cooked; they were ready to have a
field day with me.
"Why didn't you tell us you had boobies," demanded Amanda
as she reached out to touch them.
I backed away, "mainly because of people who want to touch
without asking or make fun of them."
"Aw, you know we work in the hospital surgery, we have seen
it all."
"You mean other men have boobs?" I asked incredulously, "I
thought I was the only one."
"Actually we have seen men with jumbo sized breasts. One
man for came in for removal surgery looked like he needed a
wheelbarrow to get around," confided Serena as she moved
closer.
The girls pushed me inside my apartment and closed the
door. "Now, maybe we can talk more candidly without the
prying eyes of the neighborhood. Don't you think?" said
one.
Excitedly, I had a ton of questions. "So now that you know
my dreadful secret, what are you going to do with it?"
"You know this changes a few things. Have you ever dressed
as a woman? Ever tried on a bra to see how it feels?"
"Honestly, I have wondered. Once I put on Mom's bra but it
fit me like a barrel. I had no sisters to borrow from."
"Do you mind taking off the shirt and letting us see what
is there?" questioned Amanda.
I answered in kind, "Do you want to show me yours in
exchange?"
"Fair question. I'm rather proud of mine," she said as she
began to remove her top. The bra came off and they stood
right up in my face.
She called my bluff so what the hell, I started taking off
the t-shirt. I was supremely embarrassed and must have
blushed all over. And then, my nipples had a mind of their
own and got hard and erect.
"Ooooo," exclaimed both girls as they gave their first
look. Incredibly, mine were bigger than Amanda's both in
length and roundness. It was like comparing apples to
oranges.
Amanda reached out to cop a feel and I stepped back. She
moved in closer and for the first time, someone besides me
hefted them and tickled the nipples. It was my turn to
issue an "oooooooo" and a shudder.
They said that half the clothes they brought me to try
would not fit under these circumstances. Amanda suggested
that I go to her apartment down the street where they could
find something more suitable.
I went in my bedroom to get dressed while the girls chatted
in the living room. I had chosen one of my large roomy
sweatshirts that hid my treasures. I was famished and let
the girls promise to feed me before they made me over.
Playing Dress-up
At Amanda's apartment, Serena went to get me a couple eggs
and toast while Amanda disappeared into the bedroom. As I
was chasing the last bite of egg, Amanda came back with a
sly grin.
"I called Sharon and Fran to get over here to help us out.
Fran is more the proper size to lend a few things."
"Hey, I did not sign up to be the laughing stock!"
"No, no, don't run out! We four were always going to work
on you. We just did not realize what we had to work on."
In thirty minutes, I found myself in the middle of the
living room in my shorts and nothing else with a gaggle of
girls discussing my anatomical merits. I felt like a prize
stallion on the auction block.
"Ladies, do you see what nice legs he has? It's a shame to
cover them. And barely any hair!" said Sharon as she moved
around.
Fran reached out to caress my right boob, "you see how
firm, maybe try something in a strapless."
"I was thinking of that red dress you wore to our New
Year's party last year," suggested Amanda.
"Isn't that going a little too far," I asked.
"No, we plan for you to win the costume contest; hands
down."
While I stood there like a department store mannequin, the
discussion raged around me.
"You know girls; we need a name for our creation. Anybody
got a suggestion?"
I heard all kinds of crazy things, "Cassandra", "Helen of
Troy," "Cleo as in... patra," "Susie", "Darlene, oh yech".
I decided to interject, "Mom always said that if I had been
a girl, she favored 'Alice,' does that do anything for
you?"
"Ladies, I think our creation has named herself, how do you
find?" Serena asked as she nodded to the group, "Alice it
is! Well Alice, what are we going to do with you?"
By this time, they seemed to be thinking of me as just 'one
of the girls' as they considered the next option. Fran
served up a bra that fit perfectly. Amanda ran to get some
shoes to see how close I fit. Her size 9s were a great fit.
Since I was only 135 pounds and built differently from any
other guys, their closets seemed to have all the proper
accoutrements.
"Serena, you dropped out of cosmetology school to become a
nurse, can you do something with that face. It looks too
wide," said Sharon as she was playing in my hair.
"You would be surprised what a little color can do. This
one could steal John back from Darlene if 'she' wanted,"
explained Serena.
I was getting nervous. What was going on here and what was
I getting setup for?
Amanda suggested, "Let's do a trial run and see what we
need to buy in the next few days. Alice, darling, go into
the bathroom, shower and shave off the rest of your body
hair."
"And what then," I inquired.
"By that time we will know what we want to dress you in."
"Oh, like I am some Barbie doll for you make up over and
over?"
"Something like that, you will have fun, we promise!"
As I shaved the sparse hair under my arms and around my
hips, I wondered what I was getting into. I guess all men
wonder sometimes what it would be like. Rubbing my now
smooth legs together felt exciting.
Dressing
I came to the door of the bathroom with a towel wrapped
around me and yelled out, "I'm done, what's next?"
Amanda handed me a pair of silky panties and said to slip
them on and tuck myself, "we don't want any ladies getting
excited, now do we?"
Pulling the panties up my legs felt incredible. I got an
enormous boner and had to stop and will it to soften so I
could tuck. Boy, was that painful! I wrapped a robe around
myself that I found on the back of the door and stepped
out.
Four heads whipped around in my direction and audibly
sighed. I looked down and saw what they had seen. There in
the front of the robe was six inches of cleavage. I excited
myself.
"Alright, you've seen tits before. Control yourself," I
admonished as I entered the living room.
Fran came up and wrapped a bra around my chest, "this one
has straps but on Halloween, we are thinking of something
else."
Sharon came over and ran a hand down my leg, "I think a
cincher and hose instead of pantyhose. Here, let me fasten
it for you." She buckled it in place and threaded the
garters down through my panties.
Next came the nude stockings and they were fastened on to
the garters. I should not have rubbed my legs together
because I let out a little whimper sound.
"I think Alice is getting into the spirit. She really seems
to love it," interjected Fran.
Amanda came into the room carrying a long strapless red
gown on a satin hanger. All heads turned to admire it. She
opened it up and helped me pull it up. She zipped up the
back and adjusted it around my bosom.
She reached through the top and pulled my boobs higher in
the bra to show my cleavage. I stepped into 3 inch pumps,
stumbled and caught myself, and turned to face my audience.
Serena took me by the hand and moved me into the bedroom.
Sitting down at the vanity, she called out to the others to
stay put until she had worked her magic.
Serena draped a sheet over me and tied it around my neck. A
little foundation, a lot of powder, some mascara and eye
liner and I looked like a different person. She added a
bright red swath of lipstick. From somewhere, I blond wig
appeared. It was pulled on and brushed to lie over my
shoulders.
I looked in the mirror and did not recognize my own image.
Serena stepped back to admire her work and let out a little
whistle.
She brushed me off and called to the waiting crowd to close
their eyes. Carefully she got me on my feet and led me into
the living room. "Alright everyone, you may open your
eyes!"
My three other friends mobbed me and chortled over the
transformation.
"So, Alice; think you can pull this disguise off?"
questioned Amanda.
"With your help I could be Mona Lisa!" I said as I tipped
over from the strange high heels.
"Um, think you need to practice walking at home a few days.
Let's see you walk."
As I walked across the room, I noticed that the heels made
me wiggle my hips as I moved. And THAT got a reaction too.
"Hey girl! Nice walk. Did you practice it?"
"I don't know where that came from," I said, "seems to be a
by-product of the shoes and the dress. The dress seems to
limit my stride."
"Okay, well let's see you sit down. Have you watched how
ladies sit and smooth their skirts?"
I turned and sat. I knew it was not graceful. I sat 'like a
man.'
Sharon said, "Here let me show you. Turn and find the front
of the chair with the back of your leg. Hands at your sides
and pull the skirt forward, sit down slowly. Cross your
ankles and bring them back to the side. Now you try it!"
By the time I had sat and stood up a half dozen times,
Sharon announced me graceful.
The morning was gone and I was ready for lunch and to get
out of those clothes. The ladies had more ideas.
"Ali, why don't you pull on a sweater and skirt? We will
take you out to lunch and show you how the other half
lives," suggested Fran.
"No, I just want to go home and chill out," I replied.
"But you are already made up. It will take a while to clean
up the makeup. Please, pretty please, sugar on it, let us
show you the world outside."
Against my better judgment, the gown came off to be
replaced by a pullover V-necked sweater and a short pleated
skirt. With the cincher in place, it looked like I had
feminine curves. My cleavage was again clearly visible but
it was obvious that I would not be recognized.
First Outing
We piled in Serena's convertible and took off. With her
driving it was like taking off in an airplane.
Somewhere along the line, the girls had decided on a new
caf? in the club district. I was real uncomfortable with
the idea because it was around the corner from where I was
a store manager. What if someone I knew saw me?
I should not have been worried. The owner of the caf?, whom
I knew well, did not give my face a second look but it felt
like his eyes were boring into my chest. Now I knew what
women meant about men talking to their boobs and not their
faces.
The little wiggle in my walk as we moved to a table
appeared to draw a lot of attention.
"Hey, Alice, did you notice that the guys are watching you
and ignoring the rest of us?" complained Serena.
"You can have it all back. I feel like I am on display. Do
they realize I am a man?"
"Even if you told them, they would not believe it. From the
tongues dragging the ground, I think you are a hit. Don't
be surprised if guys start sending drinks over," said Fran
as the first free drink arrived.
The waiter nodded toward a tall man in the corner. At the
girls' suggestion, I simply acknowledged it with a smile.
I had not thought about disguising my voice so I only spoke
in a whisper. I tried to sound shrill but it came out as a
husky "bedroom voice."
I ate a small salad and chatted with the girls like one of
them. I never knew that girls talked about guys the way
guys discuss each woman in the place. My eyes were opened
wide. What was going on here? All of a sudden it was like a
bulb went off in my head. I was having fun and was
comfortable in my new role. Somehow I knew that my life had
been inexplicably changed forever.
On the way home, we rode around the 'scenic route' picking
up admiring looks from other drivers. I guess five
beautiful girls in a pink convertible is not an everyday
occurrence.
Back at Amanda's, I began to get undressed and clean my
face.
"Why don't you take the underwear and skirt home with you?
You can practice walking and sitting this week." suggested
Amanda.
"I feel a little silly doing that." I said as I stepped out
of the heels.
"No, you really need to practice walking in heels. Then on
Friday night we will help you get prettied up."
With more of a show of reluctance than I felt, I put the
clothes in a bag and headed home.
Practice Makes Perfect
Each night and most of the day on Sunday, I wore the heels
and stockings. Even as I did things around the house, I
would practice walking and especially sitting down.
Standing up seemed to be less of a hurdle.
For some reason, I seemed to want to be a proper lady for
this party. I began to worry what I would do if a guy
wanted to dance with me. I practiced all the steps I knew
even while realizing I only knew how to lead.
Amanda called on Thursday and suggested that we go out to
dinner. She came by my apartment and frowned on the outfit
I had on. I could not understand what was wrong with jeans,
polo shirt and penny loafers.
She wanted me to get "dressed" and go out. She had a bag of
everything I would need and wanted her 'girlfriend' for the
evening.
A Date with Destiny
It was obvious after a while that Amanda wanted to talk in
a setting where I would not make a scene. We went down to a
pub close to the house and got a quiet table in the back.
We talked about inconsequential things for a while and we
were getting on famously. We were talking like girlfriends
calling each other Amy and Ali like we had been friends for
life.
Amy turned to me and said, "You are really getting into
this girl thing easily. Sure you haven't done it before?
When you told Darlene that you were gay, were you just
trying to get rid of her or was there something else?"
Embarrassed and flustered, I did not know what to say and
suddenly my mouth had a mind of its own, "There was a time,
years ago when ... well ... I was sort of into guys."
"What do you mean? You had a boyfriend? Did you have sex?"
"Now this stays between us ... do you promise?"
"Whatever you tell me in confidence stays between us. I
promise; forever and ever, Amen."
The words just started flowing. I had never told anyone the
whole story before, though there were those that suspected.
"Back in high school, long before I knew any of you, there
was Mickey. He played with my butt in the locker room after
gym. Ran his hand up my crack and told me how cute it was.
When I reciprocated with a hand to his dick, he backed off
and never came near me again."
"Mickey sounds like a tease, gets you hot and drops you
cold."
"Oh, yes. I was hurt at the time. I had never thought of a
guy 'that way' before.
"But Mike made up for everything. I met Mike when I was a
senior. There was a really cool tree house back in the
woods where a bunch of guys hung out to smoke, read nudie
magazines, and hide out. I had dropped in one day and a
couple of the guys were teaching the others how to kiss
girls. Mike told me to meet him one afternoon, said he had
something to show me. Wow, he wanted to show me how to suck
dick.
"Mike was experienced and gave me the thrill of my life.
Fairly soon, we were stopping at the tree house every
afternoon to bring each other off.
"One day Mike said he had learned something new, was I game
to try? Of course, I would try almost anything.
"Mike got down on his hands and knees and told me to stick
my dick in his pooper. At first it would not go in, and
then I tried lubricating with a little spit. It slid right
in. It felt great to me, a lot tighter than a girl; I had
not tried girls yet, but later I had a comparison. Mike was
wincing and grunting but told me to give it a whirl. When I
got my orgasm, Mike was still neutral.
"He said, 'you want to trade?'
"I wanted to see for myself. I dropped my pants and got in
position. Mike slipped in and began to pump. He found that
'secret' spot and I screamed out in joy. Mike asked if I
was alright, was he hurting me. Hurting? I never felt
anything so good. I must have come 4 times before he got
his."
Amy interrupted my story, "I did not know that you could
orgasm back there."
"I know things I did not know in those days. Men have a
spot that women do not have. It is the prostate gland and
is where sperm fluid comes from. When it is stimulated from
the inside, it can be unusually pleasant. And that, my
dear, is why some men love to be screwed."
"So what happened with you and Mike?" she asked.
"Mike and I played around just about every afternoon. He
found that he liked being on top and you can tell what I
liked.
"We got caught one time. It was a little dicey. Seems my
mother wanted me to come home for dinner (long before the
days of cell phones) and sent my brothers out looking for
me.
"Mike was having a great time and when I said I thought I
heard someone on the ladder, he said it was probably the
wind. Just as we had a big one, two heads popped up through
the trapdoor. All I could do was clamp my ass, trapping
poor Mike.
"The boys headed back down and waited for me to get
dressed. Did I have some explaining to do?
"I made them promise not to tell Mom and I would take them
shopping."
"So you bought their silence? Did it hold?" asked Amy.
"Yeah mostly. Mike and I had to find a better place to
play. When his mother went to play bridge in the afternoon,
we would screw in his bedroom."
"That sounds really nice. Did it last?"
"No, during Christmas break, his father got transferred
half way across the country. We traded addresses and got
together a couple times a year. Mike's college was only a
100 miles from mine so we met a few weekends.
"This brings me up to the time I accidentally 'outed'
myself at work. Mike was teaching at a college in North
Carolina and we would meet for fun and games a couple times
a year. Occasionally I had to travel his way on business or
he would be here for a convention.
"One day, about three years ago, I was having lunch at Doc
Holliday's; it is next to the place we went last week; with
4 of the young ladies from the store. We were having a good
time when somebody came up behind me, covered my eyes with
his hands, and said, 'guess who?'
"I jumped up, wrapped my arms around him and locked lips."
"You didn't!" gasped Amy.
"Oh, yes I did. I was so excited that I forgot where I was.
"After about 20 seconds, I hear Donna behind me clearing
her throat. You've met Donna, the head cashier; about my
age. Then she said, 'are you going to introduce your big
friend or do you need to get a room?'"
"I almost fainted, I was so embarrassed."
Amy was beside herself by this time. The story had gone on
a lot longer than I planned. "So, Ali, what could you
possibly tell the ladies after that showing?"
"Mike took care of that for me. Gave them a story, that
none of them bought, about how we were high school chums
that had not seen each other in a long, long time.
"I took Mike aside and made a date for later and he left.
The ladies wanted to know what the heck was going on. They
pulled the story out of me, piece by intricate piece that
Mike and I had been dating since high school. They swore
them to secrecy and to keep this to themselves, the old
biddies in the store would not understand.
"Donna spoke for all of them, 'well that explains a lot,
one single guy working in a ladies lingerie store, not
married and never hitting on any of young ladies, what
would we think. Go have your fun tonight, but we expect
details at lunch tomorrow.'
"Their acceptance meant a lot to me and they have kept the
secret. I have told you almost everything about me, are you
ready to get out of here?"
We paid the check and left. On the way home, Amanda asked
if I had ever tried girls. "Of course," I replied and as we
stepped into her apartment, we both started ripping off our
clothes. She stopped me in my bra. We never made it beyond
the living room; I nailed her to the carpeted floor.
In the morning, I tiptoed out and headed home to get ready
for work. There was still one day of work before the big
Halloween party.
Party Time
I headed over to Amanda's apartment at 17:30 to prepare to
leave at 19:00. The other girls arrived in costume and
Serena with her makeup toolbox. I was freshly bathed,
shaved, and powdered before I started to get dressed.
Sharon had brought a white strapless all-in-one bra,
cincher, and garter belt. I struggled into cincher and my
already narrow; 30 inch waist was defined even further. The
garter belt fit very well with my redefined shape.
The silkiest hose were rolled up my legs and fastened in
place. I pulled up the dress and it was zipped up the back.
A little tugging here and there and I were showing a lot of
cleavage.
Serena wrapped a cover over me and went to work on my face.
"Here honey, watch what I am doing in case you ever want to
do it yourself."
The process for adding all the foundation, mascara, lip
liner, and stuff took about 20 minutes. Lastly, the blond
wig was brushed into place and I was allowed to look in the
full-length mirror. I wanted to go out with the girl in the
mirror.
"I brought a few other knick-knacks to accessorize," said
Fran as she draped a rhinestone necklace, "and I have some
barrettes if ya'll think they would look okay."
I stepped into red matching shoes and was handed a small
matching handbag to throw my ID into.
"Here, take a lipstick too in case you need repairs."
"And, where will I do these repairs? In the gents?"
Sharon said, "You know that nobody would believe you are
not a woman. Amy is going as your date in a man's tuxedo.
We were thinking about not entering you in the contest. Let
some poor slob looking like a mop in a wig win."
"You know that Darlene is going to be there with her new
beau, John. She wants to show everybody who she stole," Amy
explained, "let her wonder who the babe is that she does
not know."
So, off to the party we went. This explained why Amy was in
a tux and the other girls were in silly things like Little
Bo Peep, Princess Leia, and a cat. When we arrived, there
must have been two hundred people milling around.
Jeff
Mark had a reputation for throwing the greatest parties in
town. In addition to working in the hospital, he was a DJ
at the coolest parties around. He saved up from the second
job to throw a party every Halloween for his 100 closest
friends and their friends.
I hung around the girls I arrived with for a while. I asked
most of them to dance once or twice. Amanda was fun to
dance with. She held me as if she were a man dancing with
his lover. Fran was okay until a slow tune came on. We
danced for a few moments and she pushed me away.
"What's wrong? Did I step on your feet?" I asked feeling a
little hurt.
"It's not you! It's me! When our chests move together, it
stirs up feelings that I don't like. I feel like a lesbian
dancing with you."
"I thought it was kind of an interesting feeling when my
boobs meshed with yours."
"Interesting, yeah! But I do not like it one bit. Stay away
from me," she practically shouted as she got away.
About that time, Amanda came up to me dragging a tall, dark
and handsome guy. "I have a friend here that is dying to
meet you. Alice, I want you to meet Jeff, Mark's older
brother."
"Glad to meet you Jeff," I stammered as I took in the whole
package.
As Amanda turned to run off, she said, "I think the two of
you will have a lot to talk about."
Left to our own devices, Jeff asked me to dance. He was
quite a dancer. Jeff knew all the latest dances and then
pulled me closer during a slow number. He buried his face
in my hair and began to nibble my neck.
As we glided around the floor, I thought I felt something
growing out of his pants. I looked down and yes, there was
a tent there.
"Before you go any further, I think that I need to tell you
some things about myself," I whispered in his ear.
"You mean I should know that you are a guy?"
"You knew?" I asked incredulously.
"Why do you think I wanted to meet you? You think I would
be interested in someone else? I prefer guys that look like
fashion models."
"How did you know?"
"Well, I did not know by looking at you or smelled your
perfume or checking the top of your gown. Amanda told me
she had a friend that I would like to meet and that told me
everything."
I sighed and said, "So she is the little matchmaker now. I
guess I told her too much about myself."
"Amanda has known about me for a few years," said Jeff as
he steered me around the floor, "she would never introduce
me to any of her 'girlfriends' unless they were really
special. Do you see her nemesis, Darlene? We need to let
her see my date."
I steered us over to a Cowardly Lion dancing with the
Wicked Witch of the West (fitting costume). Jeff broke away
from me and tapped the Cowardly Lion and suggested they
switch partners for a while. That left me with Darlene's
John and Jeff with Darlene.
Since Darlene had not recognized me, I decided to give her
a little show and pressed my body to John's. Jeff seemed to
keep Darlene facing us so she got a full view of John
ogling my boobs and running his hands down my back.
That was fun for a few minutes until the song ended and
Darlene grabbed John back before he could ask for my
telephone number.
Jeff and I danced most of the night. When my girlfriends
were ready to go home, Jeff suggested that he would see me
safely to my domicile. I knew he had other plans.
As the girls left, Amy said that she wanted details in the
morning. The others just had questioning looks like, 'what
the heck is going on?'
Mark said that he had a cleaning crew coming in so there
was no reason for Jeff to hang around. We were free and
clear to go.
Walking out to Jeff's car (wow, my first Mercedes) he spun
me around and took my face in his hands and kissed me. He
was digging his tent into my belly and I dug my tongue into
his mouth.
I was surprised when Jeff opened the car door for me; there
was no longer a need for pretense that I was a woman. "In
you go, milady, your chariot awaits!"
"You can call me Al, if you prefer."
"No, I want to preserve the illusion of beautiful Alice as
long as I can."
It was a wonderful ride back to Jeff's house. He lived on
top of a hill with a wonderful view of the whole city.
As I entered the house, I turned to kiss him and was ready
to strip bare right in the doorway. Jeff could see how I
felt and totally surprised me, "why don't you get more
comfortable? The powder room is through there," as he
pointed, "and there might be something that fits you."
"What a gentleman, I thought," as I went to take off my
pretty evening gown. I decided to keep on the garter belt,
panties and hose; my boobs needed a chance to feel their
freedom. I found a lovely white peignoir hanging on the
back of the door and was sure it was not for Jeff. In a few
minutes, I presented myself at the entrance to his bedroom.
Jeff had stripped down to the skimpiest men's bikinis that
I had ever seen. The outline of his dick and balls left
nothing to the imagination.
"I see that you found the little gift I left for you. Amy
picked it up at that store where you work."
"She told me that it was a wedding shower gift for a
friend. That little scamp!"
"You feel like we were 'played' from the word 'go'?"
"'Signed, sealed and delivered!' as the King would have
said."
I turned coyly away and whispered, "Well, enough about Amy.
Here I am, do I meet your expectations?"
Jeff came over and wordlessly showed me that I exceeded
expectations. After kissing all the way from my eyes to my
navel, he lovingly pulled down my panties and admired my
equipment.
"Little lady, where, oh where, did this big cock come from?
Oh where, oh where can it go?"
Suddenly, I was raging and standing straight up and I
wanted Jeff inside of me somewhere. I clawed at his bikinis
and his monster jumped to attention. Opening my mouth as
wide as I could, I wrapped my lips around his tool.
"Hey, wait! I wanted the moment to last," Jeff murmured, as
he pulled my head back. He lifted me into his arms and
carried me to his bed.
I felt absolutely dainty when I felt his fingers exploring
and tickling every inch of my body. I still wanted him
badly but satisfied myself with an exploration of his
chest.
Finally, seizing the moment, I spread my legs and demanded
to be fucked. He greased his dick with K-Y and tapped at my
rose. I puckered and gave him a perfect opening. His entry
was so gentle, like I was a China doll; it was already
settled in place before I felt it slide past the sphincter.
We rocked in unison for a few minutes and then I saw
fireworks. Lots of them! Jeff found that special place and
I was squealing, whimpering and screaming his name. I
racked my fingernails across his back.
Finally, Jeff exploded a river of cum into my bowels. This
set off a new round of fireworks and I knew I was in love.
I exploded without even touching my dick. Jeff pulled out
and gobbled every drop from my belly. He found special
interest in my navel and licked and probed there for a long
time. Every girl has her special place and he had found
mine right off.
Overnight, Jeff filled me to overflowing and did not
neglect my other needs. For every fuck, I got an exquisite
blowjob. Then we would kiss some more and trade cum from
his mouth to mine. I never knew the joys of having my
nipples sucked and found it a new sensual experience.
We stayed coupled most of the day on Saturday; only
separating to eat and use the bathroom. Saturday night, he
wanted to take me dining and dancing.
Reluctantly, I had to call Amy and get some help. My lovely
wig was a mess and I had no extra makeup.
The cavalry arrived an hour later. The girls pushed Jeff
out of the bedroom, jumped on the bed like schoolgirls and
demanded details.
Amanda was the most insistent, "you know this room smells
like sex? Did he make you happy? Do you know that you are
glowing like a woman in love?"
An obviously embarrassed Fran chimed in, "did you know what
you were getting into? Amy, did you plan this?"
Serena took the bull by the horns and simply said, "After
this you owe me big time. Next week we are taking you
shopping for your own supplies. But tonight, would you like
to be a fairy princess; no pun intended?"
"Fran, I know you are uncomfortable. If you want to leave,
I understand."
She didn't leave; she just looked a little piqued as I gave
them the highlights.
"Amy knew a little more of my history than the rest of you.
When I told Darlene that I was gay, I should have told her
I was bisexual. I like guys and girls; just guys a little
more.
"Amy set the whole thing up for Jeff and me to meet at the
party. I think if Halloween had not been at hand, she still
would have gotten us together. I am so happy she introduced
us.
"Jeff is so wonderful. Attentive, thinks of my needs,
playful, and a LOT of fun in bed."
Serena interrupted my story, "I don't think we want to know
what the two of you did in bed, do we ladies?"
"Shut up, Serena, I want the whole play by play. Alice,
tell me how he liked the peignoir. You did model it for
him?"
"You said you were buying that as a shower gift for a
friend. That was even before I told you about the men in my
life."
"But, Alice, you had that gleam in your eye from the first
time we suggested you wear a dress to the party. Straight
guys don't give in that easily. And look at you now,
sitting on the bed in bra and panties, legs curled under
your body, talking about Jeff's bedroom technique."
"Jeff loved it on me and loved taking it off. I found out
about his infantile bias. I have never had my nipples
chewed and wow; did that set off fireworks.
"Let's just say that we wore each other out. Showering
together was a lot of fun. Have you ever seen a shower with
nozzles on both sides? Really cleans those special
crevices."
Fran made little gagging sounds and ran from the bedroom.
Serena started to go after her but came back, "so where do
you want to go from here?"
"Jeff wants to take me to the Top of the Mountain Club
tonight for dinner and dancing. Some kind of thing for his
firm and he says I am the perfect date."
"Oh, Alice! Nobody has ever taken me there. The guys our
age don't have that kind of money."
"Did you see the Mercedes that Jeff drives? And this house?
I think he has that kind of money.
"And Jeff wants to introduce me to his business partners as
his girlfriend. Think we can pull this one off?"
Fairy Princess
Fran had a lovely aqua evening dress that she had only worn
once. It was an interesting cut with one shoulder strap, an
uneven hem, and almost backless. I have more boob than she
does so they put me in it without a bra.
There was some kind of built in padding thing that lifted
my bosom so my nipples stood out like beacons. We finally
had to put band-aids on them so they looked respectable.
Someone had four-inch heels made of Lucite that made my
butt stick out and looked like I was walking on air. On
Jeff's arm, I was 'walking on air.'
Serena did a wonderful job on my face, something that
matched the dress and made me look years younger.
Before we left, someone demanded a picture for the
scrapbooks. We looked like we were ready for Senior Prom.
I found that wearing a cincher, though making my waist look
great, and meant that I had to eat smaller amounts. I could
not order the monster T-bone and had to settle for the
ladies rib eye.
I danced with Jeff into the wee hours of the night. Several
times I danced with his boss and other members of the firm.
They obviously could not tell I was a man.
Now I know what ladies do when they accompany each other to
the powder room. They have to gossip about what everyone
else is wearing, who that tramp is with the chairman of the
company, and ask where I picked up my lovely gown.
We finally went home to my apartment around 2 AM. I managed
to get inside without anyone wondering who the lady was
taking a strange man into my apartment.
Jeff and I again made mad passionate love until I dropped
from exhaustion.
Morning After
Amanda called at 10 on Sunday morning to say she saw Jeff
car in front of my place and ask if he was still there.
Jeff was in the shower and preparing to leave. I told
Amanda she could come over in 30 minutes if the car was
gone. She giggled and said, "If you drag him back to bed,
I'll catch you later."
Amanda showed up moments after Jeff drove away.
"You know he really has it bad for you?"
"Yes, he wants me to move in and be his always wife or
girlfriend or something. I told him I need to think about
that kind of change in my life."
"Are you having fun? Isn't it nice to have someone to
wakeup with?"
"But he wants me to quit my job and be there for him all
the time. I don't want to be a housewife."
"Tell him what YOU want to do. Perhaps you want another
apartment where you can be Alice when you want it. He can
afford it."
"Did you know that he is a partner in the family investment
banking firm? He is in line to be Chairman once his
grandfather and father retire. He wants someone who can run
a house, throw lavish dinner parties, and be a tiger in
bed."
"You can do some of those things and you can learn or hire
the rest. Think about it," Amy admonished.
I was not ready to throw away the life I had always known.
I knew that I wanted Jeff in my life and would do what I
could to keep him there.
Amy said, "You know how I make tough decisions? I go
shopping. Let's get you moving and dressed for a day at the
mall."
My wig looked presentable; I added a swipe of lipstick. I
thought, 'really need to grow my own hair out.' Somewhere
in the depths of my closet I found a tank top and bell-
bottomed jeans (hey, it was the 80s). Amy insisted that I
wear a bra just to help the illusion. Career women don't go
to the mall braless.
Men go to the mall reluctantly and grab the first shirt
inside a store. Ladies go to the mall and gab about each
article, try on lots of things, and leave with a mountain
of purchases to try again at home.
Amy insisted that if I was going to build my own wardrobe,
I had to get a proper bra fitting. How embarrassing can
that be for a guy? It turned out to be a lot of fun. The
fitter made some measurements on me dressed, picked a few
styles and ushered me into a fitting room. Amy came in also
to make comments. I took off my top and bra and more
measurements were made. I was bigger than I thought; a
solid 36C.
Amy ran out to make a few more selections. We settled on a
lacy, black one and a couple of rather plain, white bras.
Amy mentioned that Jeff liked to go to fancy dance clubs,
perhaps I needed something special. The fitters eyes lit up
and she ran out; to return soon with a special, wedding
dress bra. It was a very satiny, white strapless and
backless number that supported but did not conceal. The
cups were surrounded by lace. She said it would be perfect
under any fancy gown and reveal just the right amount of
d?colletage. It looked beautiful from all sides.
In the dress department, we found two spectacular cocktail
dresses. One was many layers of black chiffon fabric. The
other was a halter dress in baby blue Charmeuse that clung
to every curve. We rounded out the trip with a classy, navy
silk suit with a gauzy white scarf tucked into the
neckline.
I did not think I was going to need all of this stuff but
Amy reminded me that Jeff wanted me to make him look good.
We grabbed hosiery, pantyhose and stockings; we added a
naughty black baby doll gown that barely covered my butt.
We crammed everything in the car and stopped for lunch. Amy
wanted to know if I had made any decisions.
"I made one decision while we were shopping."
"Do tell!"
"I decided that I like the feminine clothes and even if I
don't move in with Jeff, they will be part of my life."
"That IS a big decision. And your job?"
"I have been bored with that job for years. I have just
been looking around to see which way to jump. I have been
studying programming in my free time. I think I need to buy
a few things at the store; while I can still get an
employee discount."
Amy laughed and hugged my neck, "I feel like I just got a
big sister. Let's go shopping!"
In the afternoon, I added a few casual clothes. I needed
jeans that fit my new figure and feminine looking tops.
Shoes were a strange matter. I was not used to sales clerks
leering at my legs as I tried multiple pairs of shoes; why
have so many if I can wear the same style everyday?
The last stop of the day, Amy insisted that I stop at the
cosmetics counter. A nice lady came over and spritzed me
with their latest cologne. She insisted that I sit and let
her find my perfect shade. I walked out with $75 of facial
products and exact instructions how to apply each one. And
I got my 'free' tote bag for buying all that stuff.
Sunday night, I returned to my own apartment. I washed off
all traces of my weekend and prepared to meet the week
ahead.
Transitions
Somewhere in the week, I realized that I was just going
through the motions and wanted to spend a lot more time
with Jeff.
Wednesdays had always been club night. Rather than meet the
girls at the designated spot, I took a bag over to Amy's
and got dressed as one of the girls. I followed the
instructions given by the store consultant and did my own
face.
Amy said she was jealous, "you got the cutest guy, have the
nicest figure, and he loves you."
"You will meet the right guy someday. How about Mark? We
could be sisters-in-law.
"Mark already has a wife and 1.5 children."
"Any cute doctors around that hospital?"
"I am not Darlene, rubbing up against the rich doctors,
hoping for a cathedral wedding," Amy retorted.
"Speaking of ... should I tell her about my new boyfriend?"
"No, let's let natures run its course and we will think of
a special way to irritate her."
I really liked the way Amy's mind worked. Darlene deserved
everything that was coming to her.
John broke up with Darlene the week after the party. She
accused him of coming on to Jeff's mystery date. John was
fed up. I heard that she scraped the side of his car with a
wire brush.
The next week, Darlene found Phil. I knew Phil from high
school and I asked him if he was out of his mind.
"So, Phil, is the sex so good that you can put up with her
personality? All those petty jealousies?" I wasn't even
trying to be subtle.
"Sex, is that what you call it? Some nights I have to go in
the bathroom to finish getting myself off. She has her one
orgasm and rolls over to go to sleep."
"And you hang around for that?"
"After we went out a couple times, I found out how
vindictive she can be. I am scared of what she will do to
me."
Phil would occasionally come over and we would play
computer games. One night when she was having some new
girlfriends over, she suggested that Phil come to my house
and do the computer thing.
As I was walking across the room, I stumbled and Phil
reached out to grab my arm. As he did, he felt my tits
shift in my shirt.
"Hey, Al! Did I touch what I thought I did?"
"You tell me what you touched when you copped a feel?"
With pain in his face, "hey, buddy, do you have boobs?"
"Well sort of. My chest is developed a little more than
most guys."
"A little bit? I've screwed women with much less. Can I
see? Please show me."
"I really don't like doing this," I said as I began to lift
my shirt. My nipples took that opportunity to become fully
erect and strained toward the light.
"Wow, yours are bigger than Darlene's. Bet she has not seen
them. They are the prettiest I've ever seen."
"My boyfriend thinks so."
"You have a real boyfriend? You mean that you told her the
truth and she still thought she could change you?"
"Actually I am closer to bi but she does not understand how
any guy does not find her attractive."
"You mind if I have a closer look?"
"Look all you want. Now that this is out in the open, I
don't need to be bound and flattened, huh."
Phil came over to the sofa where I was sitting. Not content
to look, he ran his fingers over one nipple and then the
other. I leaned back and whimpered. He became more bold and
bent over to lick then; kiss each one. I was getting
excited and pulled his head between my breasts.
"You know, I have always wondered what it would be like
with a guy," Phil mumbled as he kissed his way up to my
lips.
I was getting hard and unzipped my pants to get a little
relief. Phil saw that and decided to do the same. We
shucked ourselves out of our clothes and were soon rolling
around the floor kissing and rubbing our dicks against one
another.
I saw that I was going to have to take some initiative and
get Phil moving in the right direction. I said that I
wanted him inside me right away and I was not going to take
'no' for an answer.
Phil was startled and did not know what to do. I got on my
back and draped my ankles over his shoulders. Somehow he
got the hint. I massaged my puckered hole with saliva on my
finger, swirling it around and then plunging it inside.
Phil got the hint really fast. He pulled my finger out of
the way and began to push his dick inside.
"Take it slow; we are not in a race. I want to feel you
filling me up."
"I've never done anything like this. I have never had a
girl that would take it in her other holes."
"You feel that little resistance now. Push slowly and let
me open up."
The head of his seven inch dick passed the entrance and I
felt stretched.
"Now, push in a little further. See how easy it is getting.
Pull back a little bit and push further in the next time."
He was gasping, "It feels so tight. You sure I am not
hurting you?"
"Does this smile mean anything? It feels delightful. Come
all the way in now!"
Soon I could feel his wiry bush against my thighs. I had
never felt so full in my life, when I felt a tingle and he
had hit my G-spot.
I was whimpering his name over and over, while clamping my
lips to his.
Phil said, "What was that? You had an orgasm and I wasn't
invited. I didn't know guys got it like that."
"I am not some slut that only thinks of my own
satisfaction. Pump some more. I want to feel your cum in my
belly. I want to make your babies!" I was practically
screaming.
In a few more seconds, Phil exploded an ocean of cum deep
in my body. I saw fireworks again and again.
As he got soft, his dick oozed out, spent and satisfied.
"You want to tell me what just happened? I never knew that
guys could get off that way."
"You know what the prostate gland is? Old guys sometimes
have prostate cancer and loose the ability to perform.
"Deep inside, you touched the back of the gland and set off
my fireworks. It is an incredible massage and never fails
to bring me off. Didn't you ever wonder what two guys could
do together? That my friend is the reason so many gay guys
are bottoms!"
"I don't think I could ever do THAT but it looks like
little Phil is ready for a return match."
He filled me twice more that night, before I suggested we
shower before he went back across the hall. He departed
with a promise of more adventures.
What was I becoming? As soon as he left, I called Amy to
tell her of the strange turn of events. She rushed right
over.
"Alright, are you going to steal Phil from Darlene?"
"No, I think he is just curious and bored."
"Why is he staying with that bitch? She got something on
him?"
"No, I think he is just scared. He found out how she is.
Darlene sure does not deserve a guy like Phil."
"You know something, don't you, and so spill it!"
"You know I would not kiss and tell but ..." I started,
"but, she does not let him have any fun. You know her idea
of making dinner is..."
We both exclaimed, "Making reservations." We fell into a
giggle and it was a long time before I could continue.
"Sex for her is pump, pump, and pump. Okay, I got my
orgasm, now go to sleep and leave me alone. And what is her
favorite expression?"
"Oh, oooo, this dessert is better than sex. It's orgasmic,"
Amy said in that squeaky little tone that Darlene used.
"Phil spends the next half hour after screwing her, in the
bathroom with Playboy and his hand. I showed him what sex
really is."
"You didn't? You wouldn't?"
"He sort of asked and I told him how much my 'boyfriend'
appreciates my boobs. From there it was just a few steps
from fucking his brains out."
Amy pressed the issue at hand, "What is he packing? He
looks like he works out."
"It's at least seven inches with a nice curve upwards.
Balls the size of eggs and a really tight butt. He smells
nice and really knows how to use what he has."
"Did he know what to do with it?"
"I showed him where to put it and I saw fireworks for two
hours. He definitely does not need to use his hand
tonight."
"What's Darlene going to think when he goes right to sleep?
Will she suspect anything?"
"No, that self-centered bitch will probably be relieved
that he does not want to do it."
Amy and I hugged and kissed and she left. I went right to
sleep with visions of big, hard dicks floating in my head.
Several times in the next couple months, Darlene sent Phil
across the hall while she entertained her friends. Each
time, we played house and I taught him all kind of nice
moves. I made sure that he knew how to eat out my butt. It
might be a good skill for his next love. One afternoon,
after our first fuck, Phil said that he had made up his
mind to leave her.
We talked about how he was going to protect himself and we
decided to install security cameras on his door and garage.
If she tried anything, he wanted it on film.
After talking about how he was going to get out, I knew the
next one would be a parting fuck and I was determined to
make it memorable. Phil saw heaven and I saw the Fourth of
July.
We thought about not showering and letting Darlene wonder
why he smelled like good sex; but in the end decided to
keep our little secret.
I helped Phil move all of his things back to his house
while Darlene was at work. When she came home it took her
an hour to realize something was different. She came over
to ask if Phil had said anything to me the night before.
She sniffed and asked what I had been cooking.
"What does it smell like to you?" I innocently asked.
"I have smelled this before but I don't know where. Smells
a little like dirty gym clothes. Have you been working
out?"
"Yeah, that's what I was doing. I was working out. Phil
showed me a new exercise last night and I have been getting
in shape," I was tempted to tell her that the new exercises
involved my legs wrapped around his waist, as he took me to
the moon.
"Do you know where Phil is? I already called his office and
he's not there. I think some of his junk is missing."
'Could this woman is that na?ve?' I thought to myself. 'How
do most of the guys leave her? They slip out in the dead of
night.'
She left shaking her head and I started to clean up my
place.
Phil called the next week to tell me about his new
girlfriend. He never mentioned our bedroom games again.
After Darlene tracked him down to his new girlfriend's
house, he had to get a restraining order against her. A
friend was following her and got a picture of Darlene
trying to get Phil's car hood open. She had a lot of
explaining to do and spent big bucks with her attorney
getting her charges reduced.
Jeff Redux
With all my friends getting married and moving on with
their new lives, I made a decision to start my new life
with Jeff.
After dithering for months, I gave up my apartment and
moved in. I came out to my family, mostly to save myself
future embarrassment. My mother cried and demanded I see a
psychiatrist. For months she called Jeff 'That Queer that
stole my Son.' The two brothers that had caught me screwing
with Mike were happy I had someone again. The rest of the
family was surprisingly indifferent.
I was glad a few months later. Jeff and his firm were
always in the newspapers for doing something good around
town. One Sunday morning, there was a picture in the
society column naming Jeff and his constant companion,
Alice Bairdron. Of course, I was asleep and had not seen
the papers when there was a knock at the door. Jeff
answered the door to find my mother waving the paper and
demanding to know what the hell was going on over here.
"What the hell have you done to my son? Now you are forcing
him to dress up like a tramp?"
"Mother Bairdron, perhaps you would like to ask your son
how he feels about the way he dresses," Jeff said coldly
while staring down the irate mother.
"Don't you EVER dare to call me 'Mother'! Get Alvin out
here, now!"
The commotion woke me up. I wrapped a heavy terrycloth robe
around my body and shuffled out to try to bring order.
"Alvin Francis Bairdron, what in the blazes has gotten into
you? Are you trying to kill me? I can never show my face
around town again!"
When she uses all three names in that tone, there is no
talking to her. I knew she would not listen to anything I
had to say.
The attack came launching across the room. She had me
backed up to the wall and was pointing and making hex signs
I had never seen. Somewhere along the line, my robe fell
open and she stepped back with a gasp.
"And what are you doing now? Planning a sex change or
something?"
I tried to divert the attack. I wrapped my robe tightly
around myself and suggested that Jeff make a pot of tea. It
got him out of the room and out of my mother's sight.
"Mom, there are some things we need to talk about. You
never wanted to hear and I wish Dad was still with us to
explain."
"Leave your dear father out of this. This is about what you
are doing to yourself."
"No, Mom! It is about the relationship I had with Dad. He
would not tell you things years ago because you did not
want to hear them."
"Please sit down. Now! I need to tell you a lot of things
about myself that I never meant to keep from you," I
implored even as she was pacing like a mother tiger.
She hissed and moaned and finally said, "I will let you
talk as long as that evil faggot stays away from me and
you."
"Mom, how do you know I am not an evil faggot, too? If you
come into our house, you will not insult Jeff or me. I love
him very much and if I have to make a choice between the
two of you, you lose."
It was like I had slapped her in the face; the expression
that I got. Maybe a wake up call was what it was going to
take.
"Do you remember when I was a freshman in college and Dad
took me to a bunch of doctors?"
"How am I going to remember something that happened 15
years ago? What the heck are you talking about?"
"When I was about 20, I began having funny pains in my
chest. My nipples got puffed up and were itchy all the
time. Dad said it was nothing; but it got worse. Dad took
me to a whole series of doctors at the medical center who
all said it was normal growing pains."
"I remember that your brothers had growing pains too.
Theirs were in their belly and legs. You mean yours were
different?"
"When I was a teenager is had the belly and leg things but
I got the nipple thing later. Dad was taking me to the
doctors because my breasts were growing like a woman's."
"And all those doctors couldn't do anything for you? Why
didn't your father say anything to me?"
"At first we were both a little embarrassed and kept it to
ourselves. One of the doctors said it would clear itself up
in a year. The next year, they were bigger. I started
wearing sweatshirts all the time to hide my developments."
"I told Dad that I was gay while I was still in high
school. He said I should tell you but you never seemed to
want to listen."
"Sure I wanted to listen but you were just young and
confused."
"Mom, please! Didn't you find it strange that I was still
going on sleepovers when I was 16?"
"I thought you were going on Boy Scout camping trips."
"I was never a Boy Scout, though I might have sleep with
one or two."
"I don't want to hear this! I don't need to know this!" she
interrupted, "what was your father saying about all this?"
"Dad said to get it out of my system. I miss him so much.
He was my rock! We could talk about anything."
"Yes, he was my rock also. I have missed him every day
since he was taken from us so young."
I thought I was making real progress with Mom and pressed
further, "I could go to Dad and whine when I was dumped by
my latest love. He would tell me that Steve or Bill or
whoever was just not worthy enough."
"And your father was accepting of your choice? I find that
hard to believe! Your father hated fags as much as I do."
I ground my teeth and said, "Mother, the word is 'gay' not
'fag'! And if you hate me, you can leave now."
"Okay, okay, don't get your dander up. You are starting to
sound just like your father."
"Dad understood why I moved out when I did. I could not
bring a date home for the night and none of my friends had
their own place."
"I have a bunch more questions but I think I need to ponder
on this information first. Would you take your rickety old
mother out to lunch?"
"Mother, I will take you anywhere you want to go," I was
starting to feel relief.
Jeff was obviously listening from the kitchen because he
took that opportunity to walk in carrying our tea set.
Mom glared at Jeff but managed to hold her tongue, "no tea
for me right now. I am going home to get dressed for
lunch."
And in her characteristic parting shot, she suggested, "why
don't you put on a nice suit before you come for me,
Alvin," and she was running out of the house.
I turned to Jeff with relief, "well, that didn't go so bad,
did it?"
Jeff planted a kiss on my head and left with, "you are a
master of understatement."
Lunch
Taking Mom out for lunch was the greatest thing I could
have done. I made a reservation at a very nice restaurant
and requested a secluded table where we could talk. I knew
that Mom would control herself, because she hates it when
others make a scene in public.
"Son, you look very nice in your suit. Where are you taking
me?"
"Have you ever been to the Wilson Club? Didn't think so.
Everything is on me today."
"Alvi," Mom was feeling warmer to me again, maybe a good
omen, "baby, how long have you been dressing like a woman?
Since you were a child?"
I giggled, "believe it or not, but the first time I dressed
up was ten days before I met Jeff. My friends, Amanda and
Serena wanted me to enter a Halloween Costume contest.
Things just got out of hand."
"Got out of hand? You were in the damned newspaper wearing
a dress with your boyfriend. Next you will tell me you are
planning a sex change."
"That, I will not be doing! Jeff and I like the equipment
just the way it is."
"So tell me about this dress thing."
"The girls were going to put a silly looking dress on me
for the contest. When they saw my boobies, they changed
their mind and went overboard. They liked their 'creation'
so much they dragged me to the mall for a real life test.
"The night of the party, I was not entered in the contest.
Instead I was introduced to Jeff. He knew what the score
was and we have been together since."
Mom questioned, "So Jeff forces you to dress this way?"
"We are at the restaurant. Let's table this and I will tell
you the rest over lunch."
As we entered, the maitre d', Herman came over, "ah, Alvi,
so glad to see you again. I have a table picked out just as
you said."
"Herman, might I introduce my mother, Rosalie Bairdron.
Mom, this is Herman."
Herman nodded and shook her hand, Mom absolutely dimpled. I
had not seen that smile in years. I slipped Herman a ten
dollar bill as he led us through the restaurant. Herman is
the most discrete restaurateur, he knows me as both Alice
and Alvi. He always knows how to address me proper form.
We were seated at a discrete table where we could see
everyone in the place. We ordered and returned to our chat.
"Mom, Jeff would never force me to do anything I do not
want to do. You remember, you could not force me to act
like you wanted when I was a kid."
"So, where does this dressing thing come from?"
"Look around this room. These are the people that Jeff grew
up around. These are doctors, lawyers, captains of
industry, and other society people. They are not like us.
You and Dad were always merchants. These people never
worried about paying the bills.
I saw a question coming up, held up my hand and continued,
"Jeff is going to be the next chairman of the family
business. These are unenlightened times we live in. Jeff is
expected to have a vivacious wife at his side. His parents
have known he was gay since he came out to them at 15.
"I came along at just the right time. Several people had
told Jeff that he had to meet me. It was even before the
girls had the idea for the Halloween party. We were
supposed to go on a blind date the next week.
"Jeff's little brother was throwing the party. The girls
just made sure that we met early in the night."
Mother looked shocked, "You mean your girlfriends were
setting you up to meet a strange man while you looked like
a woman?"
"Precisely, Jeff wanted a man; but needed a visible woman.
I wanted and needed a new man in my life."
"I think I am getting too much information. Please do not
tell me what you two do behind closed doors."
"That is exactly what happened. They were and still are my
girlfriends. We had sex once or twice just to see what it
was like. I was bored."
"You mean there is hope that you will change?"
"No, I tried girls and ran back to guys. That part will
never change," I glanced around the room and saw Jeff's
parent seated in the middle, "Mom, would you like to meet
Jeff's folks?"
Jeff is such a dear. He called his parents to make sure
they were going to their favorite spot for Sunday brunch.
He warned them about what I was telling Mom and not to
approach me until I gave a signal.
"Mom, you see Jeff's mother. Every week she is in the
society columns for doing some notable work around town.
She is always hosting charity dinners or presenting a check
at the hospital. When Jeff is chairman, his companion will
be expected to do the same."
I stretched my arms behind my head with a flourish. I saw
Jeff's folks get up from their chairs.
"I see that the Wadsworth's coming this way. Should I shoo
them away?"
"No, I guess I have to get this over with someday, why not
now?"
As a distinguished couple stopped at our table, I rose to
meet them, "Mister and Missus Wadsworth, so nice to see you
again. May I introduce my mother, Rosalie Bairdron?"
Mr. Wadsworth bent to take to take her hand, "so happy to
finally meet you. I am Bill and this is my wife, Marilyn. I
have heard so many nice things about you."
Mom dimpled again. Twice in one day? "You are Jeff's
parents?" she said with some surprise in her voice.
Jeff's mother really broke the ice, "isn't it wonderful
that the boys got together. I can almost hear wedding
bells."
Mom frowned. I knew that she was hitting information
overload. Bill and Marilyn could see it too. Bill turned
and said, "It was nice meeting you. I think I see