Sex Night ndash Unexpected Surprises
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"Bob, will you quit arguing. We have agreed for some months now that we would shop
for clothes in Portland. It is just a simple matter of taking a morning plane from Tacoma
to Portland. Renting a car in Portland. Go to a couple of shopping malls to buy a
complete Christmas wardrobe for you. Spend the night on the town. And we return on
Sunday afternoon. Now don't distract me, I see the Airport exit is the next right and I
don't want to miss it."
"But Janice, I got cold feet. I just know that once I get there everyone will know I am a
27-year-old man trying to look like a woman. I don't want to do it."
"Bob darling, are you the same person that did that exotic dance in front of our bedroom
mirror last night? You looked so beautiful that I wanted to go out but all you could think
about was running into someone that would recognize me and see through your disguise.
So, we stayed at home, boring, and planned for this mini-trip for the thousandth time."
"I know the makeup, the clothes and my hair done up in a sweeping feminine style
completely hide my masculine features, no argument. But all it would take would be
your boss or mine to recognize you and the game is over."
"OK, so we agreed that you would not change into your outer feminine attire until we
reached Portland. But no one is going to be any wiser that you are wearing a bra, a
corset with gartered nylons and panties under your street clothes. Your bulky sweater
more than hides your breast forms and 23-inch waist. Your feminine slacks and nylon
stockings should not be apparent to anyone if you quickly take your seat on the plane.
And keep your raincoat on at all other times. As for your painted toenails, you should
have no problem as long as you keep your clumpy male shoes on. No one is going to pay
any attention to you, honey."
"I guess your right, my love. It's not any wife who would tolerate a nervous husband
under these circumstances. If it weren't for you I would just let my fantasies fester until I
could bear it no longer? But, I swear you get more of a bang out of this than I do, and I
take all the risks."
"You don't have any clue what it is like being married to you best girlfriend. I only wish
there was some way I could get Bobbi to go public. Anyway, there is absolutely no one in
Seattle except for me that knows the beautiful girl that lurks under those manly clothes.
O.K., here we are at the airport-you grab the suitcase while I sort out the tickets."
"Oh Janice, isn't that the most beautiful sunrise. Can you stand by the car while I take
the first photo."
"No Bob, this is your special trip, let me take a 'before' picture."
The pep talk had done me good. We were both quite relaxed as we walked through the
terminal. I picked up a copy of Cosmopolitan at the magazine stand while Janice checked
our big bag through. The gal behind the counter gave me a knowing smile and I made
lightly that it was my wife's favorite magazine. As we walked to the gate I was busy
looking from face to face so I could take evasive action if I recognized anyone. Before
we knew it, I was quickly removing my raincoat and sliding into the window seat hoping
no one could see my tell tale curves. I forgot to mention that I was wearing a baseball
cap that hid my long hair that had been pinned up in a bun. Janice had refused to let me
cut it since just before we got married. With a sigh of relief, we were soon in the air.
"Jan, the flight attendant just said something about San Francisco!"
"Oh really! Well Bob I guess the flight continues on to San Francisco after Portland."
"It would be just my luck that I have to get off at San Francisco instead of Portland and
our parents are there to greet us," I say as a mild wave of panic hits me.
I glance down to my lap and a second wave of panic hits me. It is quite apparent that I
have breasts in spite of the masking of the heavy sweater. To make matters worse, there
can be no mistaking that I am wearing ladies slacks as they are so shapely around my
crotch not to mention the all too apparent bumps from my garters on the top of each
thigh.
Before, I can do anything a flight attendant is about two feet from my face saying, "Mam,
let me bring your seat to a full upright position", and in the process knocks my hat off
which Janice catches. Jan completes the encounter by saying, "Don't mind my sister, this
is her first flight."
"Janice, what are you doing? I don't remember reclining the seat. Now she is certain
that I am a female." I whisper with a great deal of anguish, "What are we going to do?
The fight attendant knows. Oh, God, help me Janice."
Quick as a wink Janice whispers back "You got no choice Bobbi, you have got to switch
identities right here." She rummages in her purse and hands me her lipstick, Bing Cherry
perm-gloss. "Put on some lipstick while I look over the situation."
Unthinkingly, I find myself spreading lipstick on my pursed lips while holding a cosmetic
mirror. I can't believe I did this; it is like some robot is in control of my body and all I
can do is look on. It suddenly occurs to me I have just passed the point of no return.
Next she undoes the straps of her 3-inch tan colored heels and slides them over to me.
"Take off your clumpy shoes and put these on, quickly Bobbi."
If I didn't know any better, I would say Janice planned this. Her shoes perfectly match
my brown slacks. She adds, "Quickly, Bobbi!" and I am totally preoccupied in getting
the straps buckled while I am fixated on my perfectly polished Bing Cherry toenails.
"Now, take off your sweater." I was wearing a tan colored see through blouse under the
bulky sweater. The blouse was designed to show a lot of cleavage, and a lot of my
cleavage it did show. The frilly designs on the breast of my slip and my bra did nothing
but confirm there was a totally female body underneath as if the tapering to the twenty-
three inch waist and the subsequent widening of my hips wasn't enough. Before I could
question the command the sweater was being put in the overhead bin along with my
clunky man shoes. Janice brought down a pair of strap sandals for herself.
She looks me over and immediately focuses on my wedding band. As she slips her
engagement ring off she instructs me to remove my wedding band. She then puts some
cream on her ring, takes my hand, and slips it on the second finger of my left hand. I
soon adorn the emblem of an engaged woman. I had given Janice the engagement ring
about a year ago. If it weren't so damn expensive I would have gotten a duplicate. But I
knew the ring would fit as it did the hundred or so times I tried it on before giving it to
Janice.
Finally, she says "OK you are passable but once the fasten seat belt signs go off, I want
you to go to the restroom to finish your makeup." It took all my willpower to stop
shaking. In less than five minutes, the man in 21A was magically transformed into a
young lady. This was in no small way due to the two hours of preparation this morning
to adorn my lingerie, shave very close and make sure my eyebrows were passably unisex.
"Are you settled in now, mam?" The pretty flight attendant asked looking me squarely in
the eyes and wearing a most incredibly beautiful smile.
I smiled back, look at her nametag and demurely responded, "Yes Kathy, you were in
such a rush to get my seat upright that you startled me. I sure could use a cup of coffee,
just cream."
"I will bring you some once the lights go off. How about you mam, as she turns to my
wife." She is off before the thought registers that the flight attendant saw nothing peculiar
in me.
Simultaneously with the fasten seat belt light blinking out, Janice says, "Now, quickly." I
am up like a shot, snake past my wife as she hands me her purse and into a restroom. My
heart is racing and I can see that I am blushing just thinking that someone will point to
me and say, "Look at the man dressed as a woman." I start to shake as the reality of the
last ten minutes replays in my mind and am forced to undo my belt and slacks with the
back zipper. I pull down my panties and am rewarded with a stream that lasts a good
fifteen seconds.
Having regained my composure, I do myself up and survey the mirror. I have to admit
that it is far more likely the face in the mirror is female than male, and I set about with a
vengeance to increase these odds by as much as I can. The ritual that I have been doing
now for fourteen years begins and in a matter of minutes my face is transformed into a
beautiful young lady. Large golden hoop earrings adorn my pierced ears. My brows are
shaped into exquisite arches. The tan colored eye shadow sets off my wavy chestnut
brown hair that falls around my shoulders. My complexion is flawless thanks to Max
Factor and my skill. My lips are neatly outlined with a lipstick pencil and flawlessly
filled in. A touch of color on my cheeks give the illusion that they are much higher than
nature had provided me. Finally a few drops of perfume add to my presentation of
femininity.
When I emerge from the restroom my whole body language is changed. I know that
several people are staring at me, not because I am a man but because I am knockout
gorgeous. I sway up the aisle and stop in front of my wife. She looks up at me and her
mouth falls open.
"Boy, am I jealous! You are beautiful. You are going to have to apply your skills to me
tonight."
As I get to my seat I look out the window to see Portland racing by us. Before I can
question why we are not landing at Portland, Kathy brings me my coffee. She smiles at
me, "You are one gorgeous chick when you are made up." There was the unmistakable
look of lust in her eyes. Once, she leaves, Janice leans over and whispers, "Can I watch
you two making mad passionate love."
I blush and she adds, "Are you sure you are not a female? We are going to have to do
some serious exploring at our first opportunity."
By now Portland is way to the rear of the plane. "Where are we going Janice? What is
going on?"
"I'm afraid I have set you up for a few surprises. Yes, we are going to San Francisco. I
knew you would chicken out if I told you before we left Seattle. You almost wouldn't go
to Portland. It is time Bobbi came out of her closet and what better way than to have a
coming out party with close friends and parents."
Janice adds. "There is going to be a welcoming party at the airport in about an hour from
now. Your parents will be there. Mine as well. We managed to get the whole wedding
party to show up. There is no turning back at this point I'm afraid. While you were in the
restroom, I went into the one next to you and destroyed that bulky sweater, those damn
shoes and your cap. Besides, you will never be able to get my rings off so I don't see how
you will get by being anything but female."
I was in a full state of panic. What was I going to do? How could I face those people at
the airport looking like this? What is more, I was on the verge of tears, another indication
that I was altogether a female.
"Oh Bobbi, go with the flow. Yes, your mom told me of your 'hobby' the week before
we were married when the six of us were together to finalize arrangements. The three
women were in the kitchen when she made her revelation saying she didn't think you
were aware she knew your secret. She told me about the time she came home early and
saw you making yourself up in her mirror. She decided not to let you know she was home
and hid behind the living room drapes. When you entered the living room she said it took
her breath away. In all ways up to that time you had played the part of the perfect son.
And yet, standing in front of her was a beautiful daughter she desperately wanted but
could never have. She said that she shared the revelation with your dad that night and he
confessed he knew about it but did not want to bring it up to her. He had seen you several
times and too had to confess you were totally and unbelievably beautiful."
"It was with great relief when we announced our marriage. But that night she said she
couldn't let me marry you without telling me your secret."
"Here let me do your fingernails while I talk."
She grabbed the package in pouch in front of her and held out a package of fake nails and
some crazy glue. I had never had false nails put on in all the time I was dressing up. All I
could think about was having long fingernails and the panic was quickly being replaced
with this erotic obsession.
Janice continues, "My mother suggested that I better make sure that you were able to
perform sexually before we got married. Remember, that was the first night we had sex, I
told you that I was so horny I practically raped you. You, poor darling, felt you had taken
unfair advantage of me and was begging me for forgiveness. One thing was clear; you
had given me a first sexual experience that I will never forget. Recall I couldn't stop my
orgasms. You instinctively knew how to turn on my buttons and we couldn't find how to
turn them off. As far as I was concerned, if you decided to become a female I would
have to pay the price and become a lesbian."
"By the third night of lovemaking, I confessed to you that I had always had a fantasy that
I would marry a man who I could dress up. I insisted you wear my panties that night and I
returned home with my juices running down my legs. I told you I didn't want you to
remove them until we met the next day." Smiling she says, "You were the perfect
martyr, my love. Within a week you were wearing a garter belt and nylons all the time.
When we were married we both had identical lingerie on. Only your corset wasn't laced
tight until we were alone in the honeymoon suite."
"I think the two of us in bed on our honeymoon with matching underwear was the most
sexy sight I have ever had. It has now been seven months since that night and you still
have complete control over me. I am getting very wet right now thinking about it. So
why am I doing this to you?"
"In our seven months of marriage, you have never gone out into the public as a woman
until this flight. Yet I know that you want to do this deep down. I have tried everything:
trickery, crying, begging, threatening and hormones. Yes dear, I have had you on female
hormones for over three months. I am surprised you have not mentioned your developing
breasts to me yet. But in another month you will have a beautiful set of B-cuppers and it
will be difficult for you to appear in public in male clothing. In short I want you to be a
girlfriend as well as my husband."
"Oh look there is the Golden Gate Bridge. Don't your nails look erotic, what with that
beautiful solitaire and all? Now take my advice, act as if you have always been the
daughter to your parents, daughter-in-law to my parents and girlfriend to the others that
will meet us. Let your hormones control."
"I want to take an 'after' picture. Oh, here's Kathy. Kathy, can you take a moment to
take our picture. Smile Bobbi."
"Kathy, can you take another, I want to share a secret with Bobbi, and you can catch her
reaction. Bobbi, hold my hand so your engagement ring will show in the picture"
Janice leans over and whispers, "The coming out party will be our second wedding, but
this time you are to wear my wedding dress. Your dad has already agreed to give you
away to me."
The flash caught me with my mouth open and eyes bugging out, but the expression was
one of pure pleasant surprise or abject horror.
"Your hair appointment is at 2:30 so we will have to rush once we meet the welcoming
party"
As Bobbi walked in front of Janice up the platform to the loading area a smile came over
her lips. She was so in love with her husband. But she was the aggressive one. Wait till
Bobbi sees his boss at the wedding. Janice had told her about the plan two months ago
and was surprised when she was told they already knew of Bob's fetish at work. He was
a very valuable employee and they would make room for him, male or female. But she
had taken on the role of Bob's mentor and very much want to come to the wedding if it
could be arranged.
She couldn't help but be pleased at the outcome of her months of preparation. Bobbi's
home perms had left her with beautiful cascading hair that fell to the top of her bra. As
she looked at the hourglass figure in front of her she smiled. I wonder if Bobbi really
knows how much her behind as spread.
She could see some of the welcoming committee up ahead. Bobbi seemed to increase the
sway of her hips as the came into view. Miss America could do no better in making an
entrance. Oh, they had a banner "Congratulations, Bobbi" and were cheering. Bobbi's
mom now ran toward her new daughter with hands outstretched. Take a picture-get it
while the hips are to one side to capture the sway. She overtakes Bobbi as he and his
mother embrace. There are tears streaming down both faces. Time for another picture.
She kisses her mom, dad, and father in law on the cheek. Bobbi now turns to hug his
dad, who murmurs, "Welcome home honey."
Hugs for his in-laws. They tell her how happy they are for the both of us. The friends
are all over both of us. Bobbi's mother has done a good job in preparing them for this
moment ? it is as if Bob was always Bobbi.
Uma
- 06.09.2022
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