How I Became My Wife's Executive Assistant
"No way am I wearing that!" Bill shouted.
His wife raised a single eyebrow and calmly replied, "Want to bet?" She
was in no mood to negotiate.
"Come on Bill. We've been over this issue a dozen times. You agreed to
go to our company's costume party dressed as my sexy secretary, while I
go as your male boss. You look adorable, that outfit suits you," she
reassured him. "It'll be a real giggle. Now stop dragging your feet and
put on your heels. You've been practicing every night for a week and you
walk in them like a pro. You could strut your stuff with the best of the
hookers on Fourth Street."
Linda did what she did best. She had lied to get his agreement. She
knew his appearance was really more like amateur night on Drag Queen
evening at the local strip club. His look was just what Linda was going
for. Rather than some guy looking like a campy drag queen out for
laughs, he was dressed just smartly enough to appear he was making a real
effort to look believable.
She had him wearing a garter belt, nylons, panties and, of course, a bra.
She had glued long, salon-length fingernails to his hands and lacquered
them a deep red. She then carefully applied foundation, makeup, blush,
eye shadow, mascara, lipstick, and lip liner. Making sure it was all
over the top.
She created his matronly figure by stuffing his bra with old nylons.
Linda had tried to get a corset on him, but Bill put a foot down and
simply refused. Linda gave in when she realized his bulging tummy and
love handles would only add to the look she was going for.
Lastly, she hoped she could somehow get him excited to the point it might
show in the tight dress. That would clearly show he was also a pervert
who dressed for kicks. Her plan was coming together perfectly. She was
in a conservative costume a man's suit. While her main job competition
for the new position (her husband) showed up looking like a total tart
out on the prowl.
Bill quaked inwardly, "Please Linda, can't we reconsider this? I look
ridiculous."
"That's the idea. I wasn't trying to pass you off as a real girl, no
more than me wearing a suit and tie could be mistaken for a man. We are
going for laughs."
In his heart, Bill wanted to just say no! But he knew that would start a
fight. From past experience, arguing with Linda was a losing
proposition. So, he compromised and did things her way. He had to try
one last time.
"How about I stay home, you can go by yourself."
"Is that what you really want? Mr. Williams is going to announce which
of us gets the promotion. How would it look if you weren't even there?"
Bill sighed and had to agree, "You're right we both have worked so hard,
one of us deserves the promotion. Over the last fiscal year, between us
we have almost doubled our firm's portfolios."
Linda normally could get Bill to do what she wanted by using her wily
charm. When that failed, she shifted into her authoritative personality.
"Bill, I'll tell you what's going to happen, is that clear?" She said
this in a very stern and commanding voice.
"We will go dressed as we are, now get in the car. End of discussion."
She handed her husband his purse and announced, "Williams Investments
certainly owe us big time. Between us, we have tripled their profits.
I, for one, intend to eat, drink and be merry tonight. We'll worry about
what comes next another day."
Like he always did, Bill conceded to his wife's wishes.
Linda drove, Bill certainly didn't feel comfortable doing it in five inch
heels. He sat nervously and squirmed in his seat, sure that he was about
to become the laughing stock of the entire company.
The couple pulled into the parking lot, the music and merriment could be
heard from there. Linda rushed around and opened Bill's door in a sign
of good manners. She took Bill's hand and helped him out. She offered
him her arm to help steady him. "Come on Fiona. Hurry up! We're
missing all the fun."
"What's with the Fiona?"
"I can't call you Bill if you are dressed like a slutty secretary, now
can I? Call me Lin for the night. Remember, tonight I'm your boss. I
expect you to do as I say. Act as if you're afraid I'll fire you if I'm
displeased. In other words, be submissive toward me."
Bill internally sighed and thought 'That will be easy it will be just
like at home. God help anyone that crosses the Dragon Lady.'
She looked at her husband for a minute to make sure he understood her
directions and said, "Now what's with the scrunch face? Come on...go with
the flow. After a few drinks, you will have fun. Just wait and see."
As they reached the marble steps leading to the great entrance, the
background noise faded and all Bill could hear was the swishing of his
stockings and the clacking of his heals. His stomach was in turmoil.
Great beads of sweat ran down his back, his wig felt hot and itched. He
thought maybe he should have let Linda do his real hair like she wanted.
Which was now bunched up under the wig and it only added to his
discomfort.
He tried telling himself, 'It's a costume party it won't be as bad as I
suspect. What's the worst thing that can happen?'
Lin wore no makeup or jewelry and had her hair tied up in a severe bun.
She stopped to adjust her tie, satisfied that she looked the part.
Glancing at her husband, Bill had a tendency to look down when he walked,
concentrating on keeping his balance. He walked tentatively, making it
obvious he wasn't familiar with high heels. He looked the total clown
which was Linda's goal.
She ordered Fiona to repair his lipstick, he had chewed most of it off
his lower lip on the ride over. Fiona opened his purse, found a compact
and a tube of red lipstick, a color selected to matched his skin-tight
dress. He reapplied the red greasepaint and took a deep breath steading
himself for a night from hell. Linda asked to see Bob's purse. He gave
to it her, wondering what she had in mind. Linda put her hand in and
withdrew it holding a small glass bottle. She pointed it at her husband
and, before he could react, gave him a series of squirts of her best
French perfume. Linda smiled as this was not the cheap stuff, it would
be around for hours to come.
Satisfied, Lin picked up her briefcase and withdrew a pipe and put it in
her mouth. Playing the gentleman, she opened the door for her date.
"Come on sweet-cheeks, put a smile on your face. Let's go party. "
She wanted Mr. Financial Genius to make a total fool of himself in front
of their boss and the entire office. She was going to win that
promotion. The two made a grand entrance, coming in fashionably late.
Bill felt like every eye was turned to him. When in effect, hardly
anyone noticed the latecomers.
The room was packed with all sorts of strange creatures, Vampires,
Mummies, French Maids, tin soldiers, Werewolves were all present. Bill
begrudgingly entered the ballroom protected by a forcefield of sweet
smelling perfume. Bill saw a couple of other guys in poorly done drag
outfits so he felt a little better.
Their boss, James Williams, was there dressed as Abe Lincoln, top hat,
beard and all. His wife had passed away a few years ago and her sister,
Gloria, accompanied him as Mrs. Lincoln in a dowdy period dress.
Williams saw the Johnsons the minute they came in and hurried over to
them.
He greeted them with a hardy, "Glad you two came. It wouldn't be a party
without my two best account executives. Why don't you two join us at my
table."
He led them over to his table, followed closely by Lin, the rear was
brought up by the two ladies. At the table, Lin pulled a chair out for
his date, Jim did the same for his date. Without sitting, Lin asked what
the ladies would like to drink. Gloria asked for a white wine, Fiona
asked for a beer. Lin gave him a look that would melt an iceberg and
took off for the bar with Mr. Williams, who turned to Lin and said, "Just
for the night call me Jim."
"Sure, thing Jim. What are you drinking?"
"Scotch on the rocks," was the reply.
Lin ordered two scotches, a white wine, and a pink cosmopolitan for his
date. Unseen, she slipped a valium into the cosmopolitan. On top of
everything else, she wanted her skanky date to appear drunk.
Back at the table, the two couples settled in to do some serious people
watching. Being at the boss's head table meant that the four of them
attracted a lot of attention. Everyone stopped by to kiss up to the
boss. Each time Lin just had to introduce her new secretary Fiona. As
Bill sat through the night, the tightness around his waist from the dress
nagged him. He once briefly entertained the thought that he should have
gone with the foundation garments like Linda had wanted.
Bill wasn't paying a lot of attention but his highball glass never got
empty, Lin and Jim seemed to keep it full the entire night. Bill had a
real buzz on and knew he had to be careful. He couldn't but notice the
red lip prints he left on his glass. The inch-long gloss red salon nails
that kept catching the light as he reached for his highballs. If they
weren't on his hands it would have excited him. Over the course of the
evening, Bill turned down four or five requests for a dance. The men
knew who he was and were only trying to embarrass him, he kept telling
himself.
Around midnight, Gloria accused herself to go to the ladies' room. Lin
insisted that Fiona accompany her, explaining that women always go in
pairs. Bill started to leave and Lin called after him with a feminine
lilt. "Don't forget your purse sweet-cheeks. When you return, I expect
your face to look as good as it when we left home, don't disappoint me."
Bill knew he was being set up but there wasn't anything he could do about
it. He smiled sweetly and followed Gloria through the throng, ending up
standing in a short line waiting to get into the lady's room.
Bill told himself that if Gloria didn't mind, he certainly didn't. He
had always wondered what the inside of the female sanctuary looked like.
Besides, he needed to pee.
At last it was their turn and Bill followed Gloria in and headed to a
stall. He had a hell of a time keeping his dress out of the way trying
to pee standing up. Eventually, he gave up and just sat down to relieve
himself.
Finishing, he found himself alone in the room. He stood at the mirror
and reapplied his lipstick. There was no need to reapply his perfume
because he still smelled like a French whore house. Satisfied that his
makeup would keep Lin happy, he headed back to his table. He would be
glad to get off his feet, even this short walk was murder on his feet and
calves.
Walking alone through a packed house dressed as he was proved
interesting. He had his butt pinched twice before he got back to the
table. Only Gloria was there so he inquired the whereabouts of the other
two. A drunk Gloria simply said, "The boys went outside to grab a smoke.
You know men and their damn cigars."
Bill would have loved to have joined them but he had noticed the only
thing in his purse were a pack of Virginia Slims. So, he sat and chatted
with Gloria, she was drunk enough to forget he wasn't really a girl.
It was nearly 20 minutes later when Lin and their boss returned to the
table, Lin's tie had been loosened and her shirt tail was out. Bill was
groggy and in a daze, his eyes wouldn't focus. Lin grabbed him by the
hand and said, "Come on babe it's time for us to go. I have some great
news to tell you."
As he stood, he felt himself swaying slightly as if he were floating, the
room spun dizzily. Linda had to assist her husband to the car. As they
reached the car, Bill became violently sick. He sobered up a bit once he
had emptied the contents of his stomach. When they were in the car,
Linda told her husband that she had won the promotion on a conditional
basis.
Bill was truly happy for his wife. He gave her a sincere congratulation,
then questioned the conditional nature of the job offer.
She replied, "To prove I am the right person for the job I have to
increase my client's investments by thirty-five percent in the next six
months. If I do, I will get the VP's office on the tenth floor."
"What about me? I have out produced you three out of the last four
quarters?"
"Hey, don't shoot the messenger. Sorry, but I don't know. I didn't
think to ask."
That sent Bill into a major funk and he said something he would live to
regret. "Hell, Linda what did you do suck his dick?. You only got the
promotion because you're a woman."
That comment started a heated argument that put both of them in a bad
mood. Bill was so mad that he used his phone to text his boss that he
quit. Linda thought that was a childish tantrum, but there wasn't
anything she could do about it now. Her strength had always been in
closing prospective clients. With her looks and personality, once she
had a client in her office, she could charm almost any man to sign on the
dotted line.
Bill on the other hand was the cerebral of the two. He would often
dazzle clients with his short and long-term plans. Linda thought 'it is
too bad we can't be a team. But the company had a very strict policy on
nepotism'.
They arrived home to a dark house.
"Didn't you leave the living room light on?" Linda asked.
Bill still felt dizzy and found concentrating difficult. "Hell, if I
know. I just wanted to get this night over with."
He led the way into the house and headed straight for their bedroom where
he threw his long brunette wig on the floor and kicked off his heels. A
floral perfumed scent hung in the air. Then he collapsed into his
stuffed chair, Linda was right behind him.
As she entered the room, the bedside light came on to reveal a muscular
man at least 6 feet tall and weighing over 200 pounds in an orange jump
suit with a long knife in one fist. Pointing at Linda, he said, "On the
bed baby."
Pointing the knife at Bill, he said, "You better stay right where you are
at if you know what's good for you. I've been locked up for a year and
I'm not going back."
Bill sat frozen in fear and decided that appeasement was the best tactic.
Even if the guy wasn't armed, he knew there was no way he could overpower
the behemoth, after all he was only 5 feet 5 and 160 pounds and wearing a
dress.
The convict forced Linda to lay on the bed on her back before joining
her. His body covered her.
From where Bill was sitting, it looked like he was kissing his wife's
neck. Linda said something to him and the man got up off the bed. He
looked at Bill and said, "Put your wig back on bitch. I'll be right
back."
Bill looked as his wife and said, "Honey, I saw the way he was kissing
you. I think the best thing to do is not to fight him and cooperate.
Just relax. It's just sex and it will be over before you know it. Once
he has had his fun I am sure he will leave us alone. Don't worry, I will
still respect you in the morning."
Linda gave her husband a smirk, he could see the fire behind her eyes.
She was still furious at him over their conversation in the car and his
last comments had not endeared him to her any further.
With a touch of venom in her voice she enlightened him. "Honey, I'm sure
he isn't going to hurt me. He wasn't kissing me. He was whispering in
my ear. He told me he hasn't had sex in six months. He also admitted he
was gay and thought you were really cute. He asked if we had any
Vaseline. I told him to look on the top shelf in the bathroom medicine
cabinet."
"Why would you do that?"
In a vengeful tone she went on, "You are the one who said to cooperate
and not make him angry, I was following your advice. Now I suggest you
relax and not fight him. Like you said it is only sex, it will be over
before you know it. Don't worry I will still respect you in the
morning."
The convict returned with the jar of Vaseline. He stood over to Bill and
said, "I don't really think that outfit is made for what I have in mind.
Don't you have something a little sexier?"
Bill trembled. Linda spoke up. "There's a pink baby doll nightie
hanging in the closet."
"Thanks Toots. Change places with Alice over there while I go find my
girlfriend something to wear."
As they passed, Bill asked, "Linda, why are you helping him. Don't you
know what he intends to do to me? "
Using his own words against him she said, "Bill, I think the best thing
to do is not to fight him and cooperate. That is what I am doing. Just
relax it is only sex. Once he has had his fun I am sure he will leave us
alone."
The brute returned and threw the piece of fluff at Bill. Turning to
Linda he asked, "You wouldn't happen to have a pair of crotchless
panties, would you?"
"No sorry I don't have any."
The convict glared at Bill, "Put this on and remove your panties."
He took the panties from Bill and used the knife to cut out the rear
area. Then he made Bill put them back on and adjusted them so his ass
was accessible.
"Get on the bed with your head at this end," the man ordered.
Bill did as he was directed. He was grateful that the criminal had
turned off all the lights and pulled the drapes. The anonymity of
darkness helped, but he could still make out who and what was in the
room. He faced his attacker and was surprised to see he was naked. His
cock is so hard it pointed up, not out. Bill was commanded to get
started.
He was first forced to give the guy a blow job while a knife was held to
his throat. Bill knew what he himself liked so he tried to duplicate the
same technique, hoping to get it over as quickly as possible. Keeping his
eyes up looking the guy in in the face, he licked his way up and down his
shaft, watching him writhe under his tongue. His eyes remained on him as
he took him into his mouth. He began to run his tongue over the head and
suck as strong as he could.
The rapist moaned, so Bill felt he was doing something right. He took
him further and further into his mouth. Soon his nose is buried in the
guy's pubes, and then he started moving up and down his cock, making loud
slurping noises as he got to the head and back down again. He picked up
the tempo and got his hand involved, moving in unison with his lips.
Finally, the attacker took over. In short strokes, he fucked his face
until finally he erupted in Bill's throat and mouth.
Bill had hoped that the convict would be satisfied with just the oral
sex, but he found that was wrong as he was ordered onto the bed. He
tentatively got into position as directed, his knees tucked under him,
his head down between his hands, chin on the bed, his naked ass raised
high and defenseless in the air.
"You look so cute like that," the convict said, swatting Bill's rump hard
enough to leave a red mark. He firmly grabbed Bill's hips and pressed
the head of his cock against his tight asshole. Bill jerked forward.
"What's the matter?"
"It hurts!" Bill yelled into the bed covers.
"It always hurts at first. Relax, you'll get used to it in no time."
Then he held Bill's hips tightly and pushed.
"Ohhh!" Bill practically screamed from the pain and general sensation.
Linda fought hard to contain a giggle. Bill had once suggested he take
her that way. Now it was his turn. She hadn't thought that she would
enjoy this scene so much, but she was.
"That's it baby," the rapist encouraged. "Now don't tighten up on me.
Let it go all the way in nice and easy. Then the real fun can begin."
"Please stop, you are ripping me apart!"
The assault went on seemingly forever. The man's virility was
remarkable. Bill was repeatedly violated during the night. As the sun
rose, the room was lighted enough where Bill could see his wife still
sitting in the chair. He was again being violated, but his body had lost
the ability to feel. His arms couldn't even hold him up. The room was
filled with grunts and an occasional moan of passion. When he looked at
Linda, she gave him an exaggerated wink. His soul gave up as he cried,
"Somebody please help me."
During his lucid moments during that awful night, Bill felt dirty,
violated and used. He couldn't get the foul salty taste out of his
mouth. He comically vowed vengeance.
First his wife emasculated him by making him dress as a woman, then this
had happened. Did he invite this somehow? Why didn't he try to fight
his attacker off? Wasn't death better than the stigma of being a queer
whore? He knew he would have flashbacks of this night for the rest of
his life.
The last thing he remembered was being dismounted. He collapsed on the
bed and passed out.
@ @ @ @
The intruder cleaned up in the bathroom and left the house without even
looking at Linda. Once he was gone, she checked on her husband, who
still wore her favorite baby doll nightie that he had put on as ordered.
That and only his panties, nylons, bra and, surprisingly, his wig. There
were no obvious external injuries. He was bruised and filthy from the
abuse he had endured, but there were no signs of blood. The kiss-proof
lipstick she had him wear had survived better than she would have
expected. He had racoon eyes from his mascara running from his tears.
From what she could see and hear, it was obvious he hadn't gotten any
sleep last night. His boyfriend kept him busy one way or another. She
got some aspirin and two sleeping pills from the bathroom and got them
into Bill with some water. She covered him with a blanket and let him
sleep.
For the next 48 hours, she kept him drugged with sleeping pills and
valium. During that time, she perfected her plan. She made a call to
Jim Wilson and had her husband's severance check couriered over to the
house. She told the office that Bill was so upset over losing the job
that he had packed up and left her. She asked for two weeks off to
handle the situation. Jim was so considerate he told her to take three
weeks.
Her scheme was devious but it guaranteed her the best chance of securing
that corner office. It depended upon transforming her husband into an
executive assistant so that she could still make use of his skills. Bill
might not like being her subordinate, but he would have to suck it up.
While he was still in his semi-sleep state, she got Bill dressed in a
dress with matching heels. It took some work, but she managed to get him
into her car and they left San Diego for south of the border. Several
hours later, Bill was checked into a clinic under the name of Fiona
Jones, Jones being her maiden name. Linda spent quite some time
conferring with the doctor, settling on what exactly she wanted done to
her husband and negotiating the cost of the surgeries.
She kissed him goodbye and went the short distance to her bungalow at the
seaside resort that she had reservations at. His severance pay was being
well spent.
@ @ @ @ @
Two days later, Bill fought through the fog of drowsiness. His first
sensation he was aware of was pain, like he had been in a car wreck. The
sound of ocean waves breaking on the shore was the first thing he heard.
His house was nowhere near the beach so his first thought was his rapist
had taken him someplace. He opened his eyes and, to his relief, the
figure leaning over his bed was his wife.
"Where are we?" he croaked out. His voice a higher octave than normal.
His first thought was 'that thug had pushed his prick so far down his
throat he had damaged his vocal cords.'
She wiped his brow with a damp cloth. Smiling, she said, "Relax dear you
are safe. After your ordeal, I decided we both need a little time off.
We are at a beach resort in Mexico. We will stay here until you are well
enough to travel."
"What happened to me? Why do I hurt all over?"
Linda took another valium from the nightstand, knowing he would need it
once she explained her plan.
"Here take this it will help," she said handing him the pill and a bottle
of water.
Giving the drug time to enter his system, she pulled a chair over next to
his bed. She sat and held his hand. She didn't want to be cruel; but
she needed Bill to cooperate so she hit him with both barrels.
"I sat there that night and watched you be used like a common whore. It
changed things for me. There is no way I can ever view you as my husband
after what I saw and heard. I still love you, but things have to change.
There is no way I can ever get the image of you getting fucked out of my
head.
"I've had a lot of time to think. Since you quit your job, I really need
to get that promotion. The money will be more than both of our salaries
combined. The only way I can get and keep that position is with your
help as my assistant."
Bill's head lolled back and forth as he said, "There is no way I will go
back there as your assistant."
"No, of course not. The company would never let William Johnson work for
his wife...that's against company policy. But since Bill has left me, I am
going to divorce him and use my maiden name, Jones."
She saw that Bill was beginning to panic, despite the drugs.
"Relax honey, we are going to stay together, just not as legally wedded
husband and wife. I am going to hire Bill's sister Dorothy Darleen
Johnson. Or Dee Dee for short. It was rather expensive being this close
to the border, but I have acquired Dorothy Darleen a social security card
and California driver's license."
Even through the haze of the valium, a sense of abandonment chilled him,
he knew that he wasn't going to enjoy what came next.
"We both know simply dressing you as a girl would never fool anyone. So,
I used your severance pay to alter your appearance. That is what you are
feeling."
A feeling of panic bubbled under the drugs. His free hand snaked under
the sheets to see what was between his legs.
"Just what the hell did you do to me?"
"Relax your boy toys are still there, but watch your language young lady.
I have given you a new nose, a brow lift, cheek implants, butt and hip
implants, got rid of the love handles and, of course, a boob job. To
save you the trouble of doing makeup every day, I have had a professional
give you a makeover with permanent makeup. We didn't mess with your
little wee wee.
"In my humble opinion, you could get a job as a cosmetics model. Then
there is your hair, I had long hair weaved into your own so you won't
have to do anything other than comb and set it for the next six months.
I love the way it hangs down to your shoulders. I decided that my
assistant would be better as a bottle blonde so I had it dyed, it just
seemed big busted girls and blondes go together. Your own mother won't
recognize you.
Linda threw off his bed sheet exposing his new body. He tried to hold
the sheet protecting his modesty. She won the tug-a-war and exposed him
from the neck to the groin. She reached out and cupped one of his
breasts. She actually saw him shudder as she softly caressed his tit.
"You've got such lovely breasts dear! Why not show them off to the
world?" She lowered her lips until she could suck his hard nipple. She
heard him inhale as he caught his breath. She sucked and tongued his
nipple for a bit, then started on the other.
"Did that feel-good princess? Hummm?" Linda cooed in a chuckling,
feminine lilt.
She panted in a sexy voice as she moved her lips from one nipple to the
other and then back again. "Your nipples are so hard!" She said licking
her lips, then she motioned down toward his crotch. "It appears from
your erection that you like what I'm doing," she added.
He kind of nodded, but she wouldn't let him off the hook.
She asked, "Do you enjoy it? Does it feel good? Tell me. I want to hear
you say it! Tell me you like having your nipples suckled like a cheap
whore." She continued to tweak his nipples with her fingers while she
waited for him to answer.
It hurt and felt good at the same time; but his skin was as tight as a
drum. Bill didn't know what to say there didn't seem to be a right
answer.
As she continued to play with his tits he gave in and replied honestly.
"Yes, I love you suckling my nipples and it feels good." He said blushing
a dark crimson from the humiliation of his confession.
Linda had the sweet smile of victory on her face.
"Honey, there is going to be a lot to enjoy with you looking like a
woman. I will be here with you every step of the way."
Linda nursed on his boobs while playing with his little man. Bill was
about to explode he reached the panties she had him in and wiggled out of
them, freeing his manhood. Linda looked down and knew what he wanted,
she suddenly stopped and stood up saying, "I'm sorry dear I tried. I am
not a lesbian and there is no way I can let you fuck me, I keep picturing
you with that guy's cock in your mouth. Our sex life can never go back
the way it was."
She stood over him with her hands on her hips, "I know that is a lot to
take in, so I will leave you to think it over while I go to the bar to
get a drink. Can I bring you anything back?"
Through the tears that the betrayal of his wife caused, he choked, "Just
get out! "
"Alright have it your way. Don't even think of running off. Remember
you are in Mexico with no money or ID. Looking like you do now I don't
think you would enjoy your time in prison. I'll be back in half an hour
or so."
The moment Linda closed the door Bill swung his legs over the side of the
bed. What he felt was the essence of panic and fear. He had never been
very hairy but he certainly wasn't now, his legs and arms felt
beautifully smooth. He wondered how long they would stay that way.
As he sat there it felt like he was sitting on a set of puffy cushions.
Curiosity got the best of him. He stood up on shaky legs and staggered
over to the bedroom mirror his new breasts were jiggling with each
mincing step, it was like they had a mind of their own. He was in
disbelief his head spun and his stomach was tied in a knot as he went to
get a look at himself. What he saw looking back at him wasn't real. His
face was at best attractive with plump lips that gave the impression of a
perpetual pout.
Aside from his shriveled-up boy parts, the rest of the body looked like
it was a centerfold. His first thought was that his body was all out of
proportion for his frame. His boobs were gigantic, hell they could be
seen from space. He didn't just have breasts! He had tits, knockers the
kind normally reserved for pornstars. They must have also done something
with his waist it looked to be three to four inches smaller than before.
His hips and ass were large and curvy. There was no way he could pass
for a man with his current dimensions.
He slumped on to the end of the bed. His wife, the woman he loved, had
caused him to be mutilated and turned into a parody of a woman. He felt
like he wanted to break down crying, but those emotions seemed to be held
at bay, probably by the meds he must be on. Linda was right, he was
totally dependent upon her right now. If she walked away, he would be
stuck in a foreign country and unable to get home again. He would have
to cooperate with her.
Linda came pack almost an hour later. "Well DD, have you decided what
you are going to do? Let me warn you I will dump your ass and go home by
myself if you don't agree to my proposal to be my assistant."
"I guess I don't have a choice."
"That's not good enough. You have to be fully committed to this venture
or it will never work."
"I give in. You win. At work, I will be your assistant and do
everything in my power to ensure you succeed. What now?"
"I will be your tutor in in everything feminine. We both know you have
the sex part down. So, we merely have to work on your presentation.
When I'm done, you'll be as girlie as any woman your age. Come on cutie-
pie, let's get to work. We only have a couple of weeks to turn you into
a giggling blonde bimbo."
"Why would you want our assistant to be an airhead?"
"When I succeed, I don't want anyone suspecting my assistant deserves any
credit. This is my time in the spot light. Don't worry. You play your
part and I will take good care of you, trust me on that."
DD got a concerned look on his face, "Linda what about us?"
"Why, what do you mean us?"
"You know in the bed room."
She just smiled one of her wicked smiles and said, "Oh that! If there is
time and I have the energy, we can still play. But spending the night in
my bed is a no-no. Afterward, I expect you to sleep in the spare
bedroom. I can't have people gossiping about my assistant trying to
sleep her way to the top. By the way, don't ever even dream about being
on top from here on out. If we have sex, I'll be in the superior
position."
@ @ @ @ @
The rest of the day was spent on developing his feminine mannerisms,
little things like using his hands when he talked. When his long locks
fell into his face, he learned to either tuck it behind his ear or flip
it off his face. One thing she drilled DD at was to have him sit with
his legs crossed at the knees and have him flip his shoe back and forth
with his toes to where they would almost fall off. A trick she had
learned early in life that drove men wild.
The next day was spent on walking, standing, sitting and crossing his
legs. They worked from breakfast till lunch. After lunch, it was
exercise time. Linda had DD doing laps for almost an hour in the pool
every afternoon. Then the two of them spent an hour sunbathing. She had
to do some real arm-twisting the first day to get DD into her yellow
bikini, the first trial run showed they had to do something with his
johnson. A quick internet search showed how, with the help of a little
tape, Bill could tuck his man bits back out of sight. Linda loved the
way her husband's tan lines were coming along.
The routine kept up for ten days. Every morning, Bill sat at the vanity
having taped his man bits back under then picked up a hair dryer and
turned his hair into a silvery mob of curls that danced around his face.
Having finished with his hair, he did his nails and coated his lips with
bright layers of shinny lip gloss and then turned to his eyes, fattening
his lashes with mascara all the while his mind was screaming in disgust
at what he was doing to himself.
He tried to convince himself that he was going through the programmed
movements of his feminization in the hopes of getting back home where he
can escape. The ever-present threat of Linda just picking up and
abandoning him in Mexico with no money or identification kept Bill in
line. He made sure he was always quiet and soft-spoken in her presence.
After the required daily tanning secession, Linda told DD they had to
return to the clinic for his wellness checkup. His cherry lips trembled
in abject fear. He closed his eyes, listening to the blood pulsing in
his temples. Knowing he had no choice he did as he was told. Still in
his bikini, he wrapped himself in a pastel beach cover-up that Linda
threw at him. It was flimsy enough to be almost sheer. It did little to
hide his feminine shape. Linda handed him a small beach bag to suffice
as his purse that had a wallet and makeup in it. They took a cab to the
clinic.
On the ride, there he squirmed, fearful of what was about to happen.
Linda studied his appearance and knew what was wrong. She reached into
his beach bag and withdrew a lipstick case. She handed it to Bill and
said, "Young lady, you know what to do!" An emotionally defeated Bill
rolled the tube up and began applying the gloss red lipstick to his lips
in broad heavy strokes. He had learned that, to get along you go along.
The humiliation of his situation was more than unpleasant to be sure,
but, the thought of being on the street in Mexico made his head spin and
took the fight right out of him. He was red faced, only slightly
flustered as he dropped the lipstick back in his bag and fished around
until he found a tissue that he used to wipe his brow and upper lip.
Linda waited until they were in the waiting room full of people. DD's
ever present floral scent wafted through out the waiting room. Linda
dropped another bomb on her sissy husband. "DD before you see the doctor
there is something I need to tell you. After all our expenses, there
wasn't sufficient money left over for your double D cup implants. So, I
worked a deal with the doctor. Who took quite a fancy to you by the way.
He agreed to upgrade you from a single D to a double D cup on the promise
that you would service him as a thank you."
Bill had a hard time keeping his voice down, "Just what do you mean
service?"
"Don't be so na?ve, you know exactly what I mean. It isn't like you're
are a virgin. Just do to him what you did to your boyfriend in our
marital bed. Remember? I was there."
Bill was aghast she would ask him to go through that again. He wanted to
tell her off. The room full of people convinced him to cool down.
He resorted to simply announcing, "I won't do it!"
"I can't believe that now you are getting squeamish on me. You weren't
that way last time. In the dark, I may not have seen your performance.
But I certainly heard it. I heard a lot of whimpering, although I never
hear the word NO come from your mouth. If you back out now what happens
when he reports you to the police for running out on your debt? Do you
really want to go through that? Can you even fathom what would happen to
a large-breasted gringo sissy in a Mexican prison?"
Bill tried to think of a way out of his situation, but he was out of
ideas. So, he reluctantly acquiesced, letting out a huge sigh as he
forced his racing heartbeat to slow.
He rose when the nurse called his name with as much dignity as he could
muster. His entire body was a quivering cloud of fear. Linda, never
losing her benevolent expression, smiled sweetly and said in a low voice
so only her husband could hear, "Cheer up sweetie, there is an upside,
since he is a doctor you know he is disease free."
Then using his own words against him, "Remember, I'll still respect you
in the morning. " She smiled, nearly beside herself with satisfaction.
That was very little comfort to Bill. He picked up his purse and covered
his crotch with it as he minced out of the room, holding his breath.
Repeating the mantra 'its only sex.'
@ @ @ @ @
Bill went through the indignity of servicing the Doctor orally. He put
his best effort in it. Figuring the sooner, it was over the better.
Then the Doctor had him kneel on the examination table. Gave him an
injection, claiming it was an antibiotic. The doc thoroughly lubrivated
his backdoor and his penis. He was gentile and almost lovingly took him
doggie style. Bill had an out of body experience. His mind left his
body, he felt nothing. This time there was no pain only a sense of shame
and anger that he wasn't man enough to prevent this from happening. When
it was over the doctor gave DD paper towels and let him use the bathroom
to clean himself up.
Linda waited patiently for her husband to return. When he did, he
practically ran through the waiting room. The only thing he said in
passing was, "I'll wait for you outside."
The doctor brought Linda into his office. Linda asked, "Well are we
even?"
"Oh, good heavens, yes. That was the best piece of ass I have had in
years. I was so delighted I gave Dorothy what I told him was an
antibiotic shot. Just between us, it is an experimental hormone shot.
If the manufacturer is to be believed, it will increase the patient's
breast size a full cup in just three months."
He paused for a moment and added, "There are a few side effects that I
think you will be pleased with. Expect to see a real softening of his
muscle toning all over his body. There will be nothing that is well
defined muscle tissue left. His biceps and thighs will become as soft as
a marshmallow. I think you'll like the results."
Then the doctor passed over a prescription to her. "Feed him these once
a day and it will accelerate the development. Unfortunately, his man
parts will shiver and eventually become nothing but lumps of useless
flesh."
"Thanks doctor. I am not sure I want to go that far. I will keep this
in reserve if I think it is necessary." With a nod, Linda left the
office and joined her husband. She hailed a cab back to their resort.
On the ride home Bill was miserable and stared out the window. Linda
took his hand and asked, "So how was it this time?"
"Disgusting. Damn it Linda I am not gay!"
"Of course not. To the world you are a woman. Having sex with MAN would
never make you gay. I don't want you ever pretending to act like a man
you used to be. One way or another you're going to learn to be feminine,
submissive, ladylike, and demure." Linda hissed as a thin vengeful smile
crossed her lips.
At that moment, Bill began to wonder if he was capable of murder.
That night, Linda broke out her lap top and had DD practice her typing.
Before she started as her assistant, she wanted DD typing at least 80
words a minute like any good secretary.
@ @ @ @
At the end of their two- week stay at the resort, two very tanned women
were ready to go home. Linda spent hours getting DD ready for the trip.
First came the nylon briefs that pushed his testes up tight into their
cavity like ovaries, his flaccid manhood tucked secure and out of sight.
She spent some time and effort on his long hair. The hairdo she decided
on appeared to Bill to be more suitable for a starlet of the 40's. Linda
called the style retro-glam. His hair was worn past the shoulders and
carefully rolled into luscious sensual waves. A waist cincher proved
effective if uncomfortable. When he complained Linda said, "Get used to
it!"
Linda had moved their luggage to the car while Bill stood in the
bathroom, looking morosely at the feminine face before him. Linda was
obviously in a hurry to leave because came to the door and yelled, "Get
into the car so we can go DD."
He glared at her. He was so tempted to say, "It's Bill" through his
gritted teeth but thought better of it.
He reluctantly got in the passenger side, trying his best to be elegant
and not flash too much stocking top or knicker as he did so. Not an easy
task. Nor was putting on a seatbelt when you've acquired melon sized
breasts and long finger nails.
They drove in silence. Bill was glad that Linda left him alone instead
of continuing to go on about how girly she expected him to be as her
administrative assistant. The line of cars to cross the border back onto
American soil was long, but it moved along smoothly. As they approached
the border guard, Bill tried to pull his dress down to cover more of his
legs. As he squirmed in the seat, smoothing his dress he could hear the
slip rustle and his nylons zip, feeling the tightness of his corset and
tasting his gloss red lipstick.
As they rolled up to the check point, Linda gave DD a liberal dousing of
perfume. He choked back a dry nervous swallow as the guard leaned in to
inspect the car. He held his black purse in his lap clutching it so
tight his knuckles were white. The perfume appeared to sufficiently
convince the guard that Bill was a woman that he did not look closely at
him. Linda handed both passports to the border guard and returned them
to her purse when he handed them back almost immediately. He appeared to
only have eyes for Bill's breasts in the too-small brassiere Linda had
insisted upon.
They reached their home in the San Diego suburbs about an hour later. As
Linda pulled into their driveway, Bill had mixed feelings. He wasn't
sure he could ever sleep in that bed again. He unpacked what few things
he had, but they went into the bureau in the guest bedroom, as Linda had
told him.
When he was done, Linda informed him they would be going shopping. "We
need to start your work wardrobe, you can't be wearing my hand-me-downs
all the time." She drove to the town's largest mall and they spent the
rest of the day shopping.
They hit every major dress shop in the mall. Linda made DD try
everything on and she rejected everything that didn't accentuate DD's
magnificent bust. All the outfits were body-hugging low-cut tops and
short tight skirts. There was a number Linda thought were outrageously
sexy. They would have been perfect for the role of eye candy she
envisioned for her husband. But alas they never would have passed muster
with the company's dress code. She did push the envelope with a couple
of keyhole tops that put DD's double Ds on display.
They carried everything to the car, after a quick dinner of drive through
burgers they went home and unloaded everything.
The next morning, Linda was up first. After a private call to the owner,
Linda dropped DD off at her spa with a dire warning that if Bill did not
fully cooperate, he would be finding his own way home.
She left him here there while she went to the office, she needed to talk
to Human Resources. Her first order of business was to change her last
name back to her maiden name, announcing she was filing for a divorce.
Then she approached the head of department about hiring her new
assistant, Ms. Dorothy Darleen Johnson.
With no prior experience, Ms. Johnson starting salary was just above
minimum wage. It wasn't much but Linda knew that it would keep her new
assistant dependent on her.
Late in the afternoon, she picked up a very despondent and angry DD.
"How did it go, Dear?"
"The mud bath and facial were enjoyable; but did I really need a full
body waxing? That hurt like hell! Why couldn't I just have shaved."
"You needed it of course. Any sign of stubble would be a dead giveaway.
Don't worry it will hurt less each time. I have you scheduled for a
treatment every second Saturday. I am told the laser treatments on the
face are painless. Won't it be pleasant to never have to shave again?"
"It would have been nice if you discussed this with me beforehand. "
"Nonsense, you would just have argued with me. DD, you need to accept
that is your life for the foreseeable future. This will help with the
charade of being my sultry assistant, no more make-believe. You will be
what you appear to be."
Linda had kept DD's identification papers well hidden. When he had the
opportunity, he had searched their bungalow for them.
@ @ @ @ @
Bill's first day at work was traumatic. He was sure someone would
recognize him as the fraud he was.
Linda drove them both to work. He sat holding her briefcase in his lap.
Linda pulled right up to the front and parked in her reserved spot. He
balked at getting out of the car. "What if I'm recognized? Or even if
they see a man dressed as a woman."
"Don't be ridiculous," Linda scoffed. "With what you've got up top, no
one will even look anywhere else. That's why all your tops are so tight.
Believe me, a nice set of tits are a crossdresser's best friend. If you
ever think someone might suspect thrust your chest out. Point those
headlights at them."
She got out and headed for the front door. She took off across the
parking lot in her patented coquettishly walk. Linda was not above using
her sexuality to get ahead.
DD was left far behind to catch up as best he could. He struggled to
keep up in his tight skirt and 4-inch heels. He caught up to her when
she stopped at the security desk. The guard who Bill had often chatted
with gave him a long once over.
Bill stood like he had been taught, his feet together, head cocked
slightly to the side. shoulders back a position that caused his breasts
to push the bodice of his top out predominantly.
"Miss, you look familiar, but I can't place the name. Have you been here
before?"
Linda said with a smirk, "No, this is her first time. She is William
Johnson's sister. I have just hired her as my new secretary. I will
make sure she gets a company ID card this morning."
He trailed behind Linda and just made the elevator as the doors closed.
Much to his surprise, it was occupied by not only his wife but the big
boss, Mr. Williams. Jim nodded his head politely and said, "Good morning
ladies." Looking at Linda he said, "I don't believe I have had the
pleasure of meeting this young lady."
Linda fought back a smile and said, "No sir, this is my new secretary.
If she looks familiar it's because she's Bill's sister. I hope that is
alright?"
"Normally, I would say no. However, since I heard you are divorcing Bill
for deserting you, I will make an exception in this case."
"Thank you, Mr. Williams. I will make sure Ms. Johnson earns her pay."
Jim got off at the next floor. Bill turned to his wife and asked, "Why
do you keep referring to me as your secretary?"
"Don't be a ditz. You can't start as my executive assistant. You will
have to work your way up to that position. Just be glad I didn't start
you in the typing pool. Your desk will be right outside my door. To
start with, you will also be my receptionist. We will slowly work you up
to the position of secretary."
Linda led Bill over to his old work area. She asked Bill's old secretary
to take the new girl to HR and show her the ropes. "Sally, will you
please show DD around the building? Then take her to HR to finish her
paperwork."
After the introduction, Sally asked Linda, "Is DD really her name?"
"No, of course not. It's a nickname given to her in high school and has
stuck. In fact, now it is the only thing she responds to. She isn't the
brightest bulb in the pack."
Bill was ready to bolt right there. Linda took him aside and said, "This
is the ultimate test. If Sally doesn't recognize you no one will. Now
stand tall and push your chest out like you are proud of them. Those
puppies will distract anyone. Don't forget to put some wiggle into your
walk. Most girls working here are looking for a husband. Play that role
and you will blend right in."
Bill followed Sally throughout the building nodding approvingly as he
went, she showed him where the girls went for their smoke breaks and the
only bathroom the lowly secretaries were allowed to use. The women they
passed eyed him up and down, whether it was with knowing looks,
admiration or jealousy, he wasn't sure but it was certainly a look he
wasn't used to.
When they arrived at the end of the tour at HR, it seemed that Linda had
already provided them with everything that was needed, all he had to do
was sign the forms. He did notice that his pay was to be direct
deposited into Linda's account. He was given a security badge in the
name of Dorothy Darleen Johnson. That was alright, but his tummy did
flipflops when they handed him a name tag with just DD on it. Bill was
sure it was one of Linda's cruel jokes.
He made his way back to his desk in front of Linda's large spacious
office. When Linda was free he went in and closed the door intending to
confront her. Things did not start well as she stood and firmly informed
her receptionist, "You never enter my office without knocking and wait
for permission. Do I make myself clear?"
Bill reached deep and got his nerve. "Now wait a minute Helen. I may
look like your lackey but I am still your husband and deserve some
respect. After all, you need my help!"
"Nice speech Dum Dum, I'm impressed with your audacity. You might still
have balls. Unless you want me to let the world know who you are, you
will do as your told. Having a bimbo sitting outside my office adds a
certain "je ne sais quois" to my position. Now get back to your desk.
Or you just might find yourself out of work and homeless. Working the
streets to feed your face."
The next several weeks were interesting, every male in the company found
some excuse to stop by and visit the new girl. Bill received a number of
strange looks, but no one gave any indication that they suspected who he
really was.
That night on the way home, Linda lectured her husband, "DD you were a
little too retiring today. Get over your shyness, you need to become
more outgoing and even a little flirtatious. I want you to act like a
slightly oversexed girl who is only working here in search of her MRS
title."
@ @ @ @
Bill found every day to be a challenge. He was constantly at a tug-of-
war with his short skirts. When he sat at his desk, he would always pull
the skirt down as it embarrassingly rode up his thighs. A few guys tried
to strike up conversations, but DD was way too busy for mere chit chat.
Linda had him reviewing every one of her old clients to see if he could
develop a better portfolio. He made great progress, his only problem was
his long red fingernails made typing a chore.
He was having trouble feeling comfortable as DD. The other woman shunned
him, he wasn't part of their clique. The men hit on him, it was
terrible. Eventually DD got the reputation of being a cock tease.
Surprisingly, that made things better. He still noticed the lascivious
looks he received, but ignored them.
@ @ @ @ @
His home life was no better than at work. Linda made it clear she could
no longer consider him her husband.
Their roles at home were the same as at work. She was the boss at home
just like at work and she never let Bill forget it.
His days were long and exhausting. When Bill arrived home, he was
responsible for all the cooking, cleaning, washing and ironing, as well
as the shopping, while Linda rested from her stressful day. Linda was
quite happy with the idea that Bill was becoming so domesticated.
Despite his frequent whining, she wouldn't give in. He would do what he
was told under threat she would notify the authorities about his
fraudulent documentation. Bill felt he had no other options. So, he
buckled under.
Their role reversal continued even in the bedroom. They only had sex
when she wanted it, and DD would end up doing more for her than anything.
Their intimacies were restricted to lesbian love. Bill learned how to
please Linda like he never had before. Linda always took the lead, which
DD did not mind at all, but after a while, Bill began to feel if he was
there for her pleasure only. She used him as if he was her living dildo.
She would finish him off with her hand as fast as she could afterwards.
Then she would turn over and go to sleep.
The only saving grace was his work, Bill could get lost for hours in the
numbers. He kept looking for a way out. He slipped away one day at
lunch to see a doctor about removing his permanent makeup and his
implants. What he heard was not encouraging and was so expensive there
was no way he could afford it. Unfortunately, he couldn't think of
anything. He decided to bide his time and see what happened.
@ @ @ @ @
In the mornings, a blonde woman stared back from the mirror, there was no
hint of maleness at all. Over time he rationalized that maybe his
situation wasn't so bad, to be transported from the frantic-paced world
of high business to the relaxed and carefree world of a secretary. There
were no more pressure-packed decisions, the only ones he made now where
weather to go with an underwire bra or not. Linda laid out his uniform
for work and dictated what his accessories would be.
But Bill felt constantly humiliated, always being on display. The bounce
on his chest forced an entirely new way to walk. He tried to glide to
keep them in check. Looking like a big breasted bimbo with no brains,
got to him sometimes. He was always forced to wear short tight skirts,
along with spiked heels, that were a constant source of discomfort. Most
of the men who stopped by to visit treated her just as she appeared to
be: a large boobed blonde bimbo. He loathed how sexy he appeared. His
appearance made people think that there was nothing between his ears
other than air.
He told himself that he just had to hold on to his sanity and wait things
out. Once Linda got the VP position, maybe she would let him go. Where
he would go, he didn't know yet.
Whenever a new client showed up, DD was expected to sit in on the meeting
to discreetly take notes. In reality, Linda wanted him there so he could
hear firsthand what the client was looking for in a financial advisor.
This meant that things were going swimmingly for Linda. Her client base
was climbing at an astronomical rate and Mr. Williams dropped by
frequently to tell her how pleased he was. In each trip, he would always
find time to visit with DD.
Then it happened, a mega client called for an appointment. A quick check
revealed the guy was a multimillionaire. He was the CEO of a marketing
internet commerce firm. He was looking for someone to handle his 20-
million-dollar account. When he walked in every eye on the floor turned
his direction. Even Bill had to admit he was ruggedly handsome in a Paul
Bunyan sort of way. Bill thought, 'My lord, his muscles have muscles.'
He was a perfect gentleman and introduced himself to DD as Tom Robinson.
Bill was impressed, he looked her in the eyes the entire time. His
glance never once went to his chest. DD brought Tom in to meet his boss.
Once he was seated, Linda had DD fetch refreshments. Linda wanted
coffee, Tom asked for ice water.
Bill served the refreshments and went to take his customary seat to take
notes when Linda snarled at him, "What do you think you are doing? Get
out and close the door. If I need anything, I'll call you."
Bill overheard Linda comment to Mr. Robinson as he left, "Excuse her, she
is a minority hire. According to federal regulations, every office has
to have one dumb blond bimbo. She can be such a ditz at times."
Bill sat at his desk and found make-do work to keep himself occupied. It
was way past quitting time and Bill was concerned that Linda and Tom had
been in there for a long time.
Eventually the door opened and Tom exited first followed, closely by
Linda. She told Tom to go ahead, she would meet Tom at the elevators.
Then turning to her husband, she threw a notebook on his desk.
"DD here is what Mr. Robinson wants from us. I want a detailed
investment plan on my desk by 9 tomorrow morning. I expect it to be your
best work. Don't disappoint me."
Bill got a cup of coffee and got to work figuring he would be there all
night. He was lost in thought when he noticed someone sit on the corner
of his desk. Startled, he looked up to find Jim Williams looking down at
him, perched on the edge of his desk dressed in a beautifully cut double
breasted grey suit.
He glanced at what Bill was working on. "What are you doing Dorothy?"
He always called Bill Dorothy, rather than the disparaging DD.
Bill instinctively replied, "I'm working up an investment plan for Ms.
Jones' newest client." Even as he finished, he realized that he had just
made a major gaffe. After all, he was supposed to be just an air-headed
bimbo secretary.
Jim stood beside DD's desk with his hands clasped behind his back and
stared out at the deserted cubicles. Bill gnawed at his lower lip
waiting for the boss to say something.
Williams reached out to tug the notepad from Bill's hand. "Let me see
what you have so far." As he looked over Linda's page of notes and
Bill's page after page of added notes and analysis, he said without
looking up, "You know if we land Robinson as a client, it will be our
largest single account?"
Bill nodded in acknowledgement. "Yes, sir, I am aware of that."
Jim looked up from the papers he held and said, "Let me ask you one more
thing Bill. How do you plan on doing that?"
There was a long silence as Bill realized what the president of the
company had just said, the feeling in his stomach
"It is you, isn't it Bill?" Williams was still looking at him
expectantly.
Bill's mouth felt dry, he could barely speak as he got out, "Yes sir.
What gave me away? Linda thought my disguise was perfect."
His boss smiled down at him.
"Bill, I have been in this business a lot of years. A person's financial
investment plans are like finger prints. I knew something was up when
Linda's investment plans suddenly became so much stronger. I saw your
influence and decided to wait and see how this played out."
"Sir, in her defense, she just wanted to secure the VP position and
recruited me to help her."
Waving his hands at Bill's body, Jim said, "So you voluntarily did all
this to your body?" His tone of voice was incredulous.
Not sure how to answer, Bill decided that honesty was the best and wisest
policy. "Voluntary is not exactly the word I would use."
Mr. Williams nodded in a bit of satisfaction. "I thought as much. Now
grab your purse and touch up your makeup. You are going to be my date
for dinner so I can hear the whole story."
Going out to dinner on a date was something Bill could not even imagine
and certainly not with his boss.
"I can't possibly go to dinner with you!"
Jim smiled gently. "Why is that?"
Bill thought quickly, looking for any possible reason to escape further
humiliation.
"Two reasons, first I have to finish this project and, more importantly
despite what you see, I am a man."
Jim rocked back and forth on his feet, "To quote from my favorite movie,
'Nobody's perfect'. That's from 'Some Like It Hot.'"'"
Bill was quiet and ran the tip of his tongue back and forth over his
lower lip. His eyes glazed over. He eventually reached a decision
before sighing and giving in to the inevitable. He adjusted his bra
strap, for some reason all of his bras felt as if they had shrunk, made
eye contact with Jim and said, "Alright just so you are aware, I am not
gay."
"That's fine with me. I'm not gay either. This will be a man taking an
employee to dinner. It is a happy coincidence that my dinner partner
appears to be an attractive woman."
Bill stood and picked up his purse, "Good. This date has a strictly no
touching policy. Now take me somewhere outrageously expensive." He
smiled as he issued his demand so that Jim knew that he was teasing.
Jim returned his smile as he offered Bill his elbow. "Trust me, I will
be a perfect gentleman and I will do my best to show you a good evening."
After a moment of hesitation, Bill got out from behind his desk and stood
to take her boss' arm.
"Thank you, sir. I would be very happy to accompany you to dinner."
They took the elevator down to the parking garage level where the
company's executives had private parking. Williams led Bill over to his
car and opened the passenger door for him.
Bill stood back to look at the sleek machine and looked up at Jim with a
bit of a smile. "For some reason, all I can think of is a knight on a
white charger riding to my rescue." He sat down in the seat and swung
his feet in, keeping his legs together as Linda had coached him.
Bill returned his smile and said, "I never thought of myself as the white
knight, but let's talk about this over dinner." The door swung closed
quietly and he rounded the car to his own door. For all of his money,
Jim Williams preferred to drive his own car instead of dealing with some
sort of chauffeur and livery service. The white Dodge started with a
quiet purr and they drove out of the garage.
"Tell me," Williams said, "Would you prefer that I call you Bill or
something else?"
Bill sat quietly, mulling the question. The past weeks had taken its
toll on his male ego. He had been subjected to being DD for so long and
so intensively that it was becoming difficult to be Bill convincingly.
"I still think of myself as Bill, but I have had to think like a brain-
dead woman. Ever since Linda brought me back from Mexico. Please call
me anything but DD. Who would ever believe that I'm Bill Johnson inside
of this dress? So why don't we go with Dorothy."
Bill had spent quite a bit of his time wondering about his future. Now
it all came boiling to the surface. Linda had made it plain that their
relationship as husband and wife was over and any sexual contact that
they had was purely about Linda's gratification. More than one night had
found Bill crying in bed, which scared him somewhat. He had frequent
unexplained emotional outbursts. He wasn't sure if he would ever be able
to think of himself as a man again.
He tried to think back on his marriage, trying to find the point where
things had gone s