Loraine
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Loraine free porn video
Loraine
by Bashful
Jack walked into the office of his new boss for the first time. He had
just started at the insurance office. His boss, Mr. Johnson, was in a
meeting so Jack had to wait in the outer office. Jack didn't mind the wait,
he got to meet Mr. Johnson's pretty young secretary. Her name plate on
the desk read Loraine Walker.
She was a true beauty, long blond hair the color of honey, sky blue eyes
and flawless skin. She had perfect C cup breasts and the dress she was
wearing showed off all her attributes tastefully. Not a bimbo, she was
bright and articulate, she was good looking but she was also a competent
worker. Jack started salivating almost as soon as he saw her.
Jack walked up and introduced himself.
She stuck out her hand and said, "Hi, my name is, coincidentally
enough, Loraine."
Jack didn't notice the remark about her name, he was too busy fantasying
about this lovely, intelligent young woman. Jack wanted to be in her
panties. Not have sex with her, he wanted to be a woman, this woman.
Jack had known he was supposed to be born a woman since he was
seven years old. He tried on one of his older sister's dresses one day and
his father caught him. The beating Jack received made it clear to him
that he was never to let his father see or know anything thing about his
desire to be female ever again.
Jack went to extremes to keep up the pretense. He played sports in high
school lettering in baseball and track. His father never mentioned the
dress incident but he bragged about his son, the jock, to any who would
listen.
Jacks older sister had a story book wedding 3 months ago and Jack set in
the church and watched her walk down the aisle dreaming he was the
bride. Jack went to college and played baseball there as well.
He even got a tryout with a farm team for the Texas Rangers but he
really didn't want to play pro ball and he wasn't picked up.
Jack had been a cross dresser, in secret, ever since he got his own
apartment. He had a few dresses he bought through the mail along with
undergarments, wigs, jewelry and makeup, but it was unsatisfactory to
him. He had much too masculine a body to dare go out in public so he
dressed up in the house and had his fantasies.
Jack dated women several times a month for appearances and he had
even had sex with a couple of them. It wasn't good sex and he didn't
really have an interest in it, not with women.
He was skillful at creating the image of a young, athletic, stud but he
really wanted to be a woman. He had never had anything even close to
sex with a man, the chance he could get caught and what his father may
do to him was too frightening.
Jack also felt having sex with a man when he was still as a man wasn't
right for him. Jack could dream about sex with men but only if he was a
woman in his dreams, a real woman.
Jack considered a sex change but the fear of his father kept him from
even speaking to anyone about it. Jack enjoyed the company of women
and all his dates had good times when they were out with Jack. He
thought about finding a woman who would help him with his dressing up
but he was afraid to reveal his secret to anyone.
Jack had another secret. He had a wish, not a hope or a dream kind of
wish, a real wish. One day while running on the beach he had found an
ornate bottle. When he picked the bottle up and removed the stopper, a
cloud of smoke shot out of the bottle and a man in a long robe appeared.
Jack looked around for some sign of a camera, figuring this for a
television stunt but there was no one in sight. The man began speaking
to Jack in a foreign language. The man was very insistent and kept
repeating the same thing over and over.
Jack finally said, "I wish you would speak English" and the man spoke to
him in English!
The man told Jack he was a genie sentenced to spend a thousand years in
the bottle. He was just starting on his 757th year. Any one who opened
the bottle was granted 3 wishes, anything they wished was theirs, except
more wishes.
Jack was non-believing at first, still thinking it was a joke. Just in case it
was and he was being videotaped, he wished for $1,000,000.00 tax free.
The genie said done and Jack's cell phone rang. Jack's father had called
to tell him that he had just deposited $1,000,000.00 in Jack's trust fund
and had found a way to avoid all taxes.
'Great,' Jack thought, 'now all I have to do is turn 45, or get married and
father a child and I actually get the money.'
Well the wish came true and he did have a tax free million.
"Do I have to make my other wishes now?" Jack asked.
"One wish, you already used two. One got you the million dollars and
the other was that I could speak English," The genie said.
"Hey, that's no fair!" Jack protested but the genie just shook his head.
"Hey, if I made the rules, I wouldn't be in the damn bottle," the Genie
said. "You can make your wish whenever you want but if you say the
words I wish... whatever follows will come true and be forever final.
"Can I ask questions about this wish, without making it? you know so I
can get it right?" Jack asked.
"Of course, I wouldn't want you to have to suffer for a foolish error," the
genie assured him.
This all happened 3 weeks earlier. Jack had made the decision to become
a woman, not just female but a young, beautiful, intelligent, educated
woman. He had given this much thought. If he wasn't specific enough,
he might just become a female version of himself. He knew he would
have a worse life looking like a sex change recipient. Also, he needed to
have the correct credentials and documents to be legal.
He didn't want to be a child as appealing as growing up as a woman
might be. Little girls were too often the subjects of abuse and they were
too weak to protect themselves.
Jack had spent the last three weeks looking for the perfect woman to
become. He had decided it would have to be a body swap. That way he
got the body he wanted and the life to go with it. It did mean forcing
some young woman to become a man, but he was single-minded in
achieving his goal and wasn't going to worry about what happened to
someone else. Besides, his life and body wasn't that bad, maybe the new
inhabitant would even learn to adapt to being a man, she may even like it
more than he did.
Jack made a date with Loraine for lunch. She was eager to meet this
good-looking, successful, young executive. He looked like he could be
good in bed. Jack picked her up and they went to a quiet restaurant
across the street and had a very pleasant lunch. Jack let her talk about
herself and listened closely.
Jack heard all the right things, she was new to the job, just moved to
town, no family, her parents were killed in an accident last year after her
college graduation. She had a degree in marketing and hoped to move up
in the company from her current position, which everyone agreed was
just temporary.
Jack knew this was the one, the life he had to have. He felt a little bad
about stealing Loraine's life but got over it soon. Jack took Loraine back
to work and finished out his only day at the insurance company as an
account manager. Tomorrow he would be Mr. Johnson's executive
assistant Loraine. Less money, no trust fund but what a body and a life!
If Loraine, in his old body, said anything, he would deny it. Who in their
right mind would believe they actually changed bodies?
After work, Jack called forth the genie and explained what he wanted to
wish for, being very careful not to use the words 'I wish...' in his
explanation.
The genie asked Jack if that was really what he wanted because once the
wish had been spoken, there was no going back to being Jack. Jack said
yes. The genie explained that body swaps were easy but they did cause a
few moments of disorientation so he needed to be sure that the other
person was somewhere safe before wishing for the swap. Jack decided
to wait until tomorrow at work. Jack would call Loraine at her desk and
when he was sure she was there, he would make his wish.
The next morning came slowly for Jack, he couldn't sleep the night
before. He showered and got dressed for the last time as a man. He was
not really going to miss shaving his face or standing to pee.
When Jack got to his desk, he sat down and took a deep breath, this was
it, he picked up the phone and called Loraine's direct line.
A female voice said "Mr. Johnson's office, Loraine speaking, how may I
help you?"
Jack opened the bottle and the genie appeared, Jack covered the
mouthpiece and said, "I wish that I would swap bodies with Mr.
Johnson's assistant Loraine Walker."
Jack saw black for a second and then felt very dizzy. At the same time,
although Jack wasn't there to see it, the bottle and the genie disappeared.
He opened his (her) eyes and saw a feminine hand with long nails,
painted red, holding a beige phone. Jack looked down and saw a white
silk blouse covering two breast shaped mounds on her chest. She had
done it, she was now Loraine!
She hung up the phone and pushed the chair back from the desk and
looked down. Loraine had dressed in a green business suit with a pleated
skirt that day. The skirt extended to her mid calf and her feet were
wearing black patent leather pumps with 1 inch heals. Loraine had
dressed a little more conservatively today. She stood up and again felt
weak. That should pass soon though.
She looked around, there were no mirrors in the office and she had to see
herself. Before leaving her desk, she pushed the intercom key to Mr.
Johnson's office and told him she was going to the ladies room. Her
voice sounded different but she thought that was because she was
hearing it from the inside now.
Mr. Johnson asked if she was feeling okay and there was concern in his
voice. She told she was fine and went down the hall to the restrooms.
She had expected to be shorter but she seemed to be shorter than she
remembered. She walked up to the door and a woman walked out.
The woman, who Jack never had met, took Loraine's hand and held it.
"Loraine, it's so good to see you back again." The woman hugged her
and said, "Let me know if I can do anything for you."
Jack was confused, Loraine just started here, what was this about being
back? She walked into the ladies room and crossed to the sinks with the
large mirror.
She stared in shock, an older woman, at least 50 years old, stared back.
The woman was pale and drawn looking, she may have been attractive
once but she was not now. No long blond hair, it was short and curly
and mousy brown, worse than that, she realized it was a wig. She pulled
the wig off and gapped at the bald head that was revealed. She quickly
put the wig back on. She felt her chest and discovered her breasts were
not real, they were breast forms!
She went into a stall and pulled up her long skirt and saw with some
relief that she indeed had female genitalia, she confirmed this with a
brief exploration beneath her panty hose. That was something anyway,
but not much.
Straightening her clothes, she sat down on the toilet and tried to figure
out what happened, just then a woman entered the room and called out
her name. She answered and came out of the stall. The woman said Mr.
Johnson had asked her to check on Loraine.
The woman then started telling Loraine about the company cancer
support group. Loraine half listened, not sure why she was being told
this. Then it hit her, cancer, that explained the bald head, the pale skin,
the drawn stressed look. This woman must be taking radiation or chemo
therapy.
She went back to her desk and sat down. A few minutes later, Jack
walked in the door. He looked at Loraine and smiled, a warm considerate
smile.
"You probably wonder what happened, I'll be glad to explain at lunch,
okay?" The new Jack said.
The new Loraine just nodded, still in shock. Her first lunch date with a
man, the man she used to be but she wasn't the woman she expected to
be.
Loraine tried to concentrate on her duties but time dragged until Jack
showed up, smiling and full of energy ready to take her to lunch. At the
restaurant across the street, Jack told Loraine about her battle with breast
cancer, the double mastectomy and the grim prognosis for her recovery.
With luck, Loraine had 6 months to live. It was possible that she may
survive but the odds were against her. Jack told her the chemo therapy
was rough and caused her to miss work about one week in four.
"That's were I was yesterday when you met the other Loraine. That
Loraine is a new hire in the marketing department with secretarial skills
who fills in for me when I'm out sick. Well, I guess she'll be filling in for
you now, Loraine."
Jack took Loraine's hand in his and thanked her for saving his life. He
offered to help her experience sex as a woman when she felt strong
enough. Her husband had prostrate cancer the year before and wasn't up
to it any more. Jack said he knew it was cheating for a married woman
but they could be discrete.
Loraine was now close to passing out from shock and fear. She was
going to die, she wasn't young or pretty or even healthy.
Jack smiled sympathetically at her and said " I wouldn't wish what you're
going through on anyone, but then, I didn't make the wish, did I?"
Loraine started crying. Jack held her in his strong arms and talked
soothingly to her. He rubbed her back as sobs racked her slight, cancer-
ridden body.
Somewhere a genie in a bottle thought, "Be careful what you wish for, it
might come true."
Epilog:
Loraine completed her chemotherapy 5 months later and her cancer went
into remission soon thereafter. The company presented her a plaque for
25 years faithful service, 3 months later. She continued to work for Mr.
Johnson until her retirement 6 years later at age 62. Her husband, who
also survived his cancer, retired that same year and they spent the next 5
years traveling. They were good friends but her husband was no longer
capable of performing sexually.
Jack kept his word and had sex with Loraine just before her next
chemotherapy treatment when she was feeling her strongest. Jack had
become fairly adept at sex as a man and he enjoyed the experience.
Loraine reached orgasm but was still upset about the turn of events and
couldn't bear to be in bed with her old body again.
That was the only sexual experience with a man Loraine had as a
woman. Loraine was sexually frustrated by this, but because the effects
of her chemotherapy had affected her looks so much and due to her
advanced age, she was unable to attract a lover.
Jack started dating the younger Loraine, they got married. She was
pregnant 3 weeks after the wedding.
The older Loraine acted at the younger Loraine's mother of the bride
since her mother was dead. When the older Loraine cried during the
wedding it was assumed she was happy, only Jack knew why she was
crying.
(fin)
Mara
- 28.08.2021
- 14
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