• JACK TO JACQUI

    From a425couple@21:1/5 to All on Fri Dec 10 11:01:50 2021
    from
    https://www.literotica.com/s/jack-to-jacqui

    (same author, but written earlier, ? not connected??)

    JACK TO JACQUI
    STORY INFO
    Suddenly alone, Jack discovers his true self.
    2.5k words
    4.2985.6k21
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    MarkThyme
    MarkThyme
    23 Stories105 Followers

    Redundancy and divorce are two of the most catastrophic things that can
    occur to anyone. It is not entirely unusual for one to follow the other,
    but the hurt and feeling of devastating rejection are doubled when it
    happens.

    Jack Larbury went through just that. After 20 years, his job was gone as
    the company he'd joined as a 16-year old went through a process of "down-sizing". Within three months, as he made strenuous efforts to (a)
    find himself another job and (b) make the necessary economies at home to
    eek out his redundancy pay-off, his wife Carole upped and left him,
    after admitting to an affair with her boss.

    Carole had always loved living well, and was clearly uncomfortable to
    say the least with any suggestion that she should curtail her lifestyle.
    PA to a recently widowed company director, she had always got on well
    with her boss and, indeed, had openly bragged to anyone who cared to
    listen (including her husband) that she knew him even better than his
    wife. Now that wife was dead, after a sudden illness, and her boss was devastated.

    Jack had been understanding when Carole said that she was going to work
    from his house rather than the office in the immediate aftermath of his bereavement. The house in question was a five-story detached property,
    set in its own grounds, on the outskirts of the city and Carole later
    admitted that she had felt immediately at home there, from the minute
    she walked through the door.

    She also admitted that on only her second visit to the house, she had
    found her boss still in bed and apparently still upset. Her attempts to
    console him had ended with them "fucking like rabbits", as she told
    Jack, and they had made love at least once on every visit since.

    She walked out on Jack one Monday morning, saying that she would not be
    back and that someone would call to collect her things. No-one did, and
    Jack later learnt that Carole quickly decided that her new home would
    require a new wardrobe and that she wanted no reminders of her old life
    with him.

    They had never had children, despite trying in the first years of their marriage. Tests showed Jack to have a low sperm-count and that, plus his smaller than average penis - no more 5 inches when fully erect, at most
    - had turned Carole off sex with him anyway. She consented to
    intercourse with him once every six weeks or so, but always insisted
    that he finish her of with his hand, as he never satisfied her when they fucked. For his part, Jack resorted to reading porn and watching certain late-night cable TV channels and wanked himself off to secure physical
    relief. Occasionally he phoned a live 1-2-1 sex service, but when Carole
    saw the number come up on the phone bill, she would always ridicule him,
    there was often a row and their next intercourse session was postponed
    still further.

    So now Jack was alone. Quite alone. Only occasional part-time work, an
    empty house (thankfully mortgage paid) and a wardrobe full of Carole's
    things.

    About three weeks after she'd left, Jack woke feeling very, very horny.
    He'd allowed himself a rare night out the evening before, just having
    one drink with an old mate at a pub down the road.

    He was only in the pub for an hour at most, but the young women in their
    skimpy tops, tight jeans and spike-heeled shoes, developed a lust in him
    that had stayed in his head all night while he tried to sleep.

    He was semi-erect when he woke and he looked down, under the sheets at
    his tiny cock. Even in its nearly hard state, he could only just see the
    tip of it protruding from his pubic hair.

    He went to the bathroom and picked up a pair of nail scissors from a
    cabinet drawer. Slowly, carefully, he snipped round the bushy, wiry hair
    until it was almost trimmed away altogether. His erection did not
    diminish while this was going on; if anything, it got harder with the
    slight excitement of what Jack was doing.

    His cock was now exposed in a way that it never had been before. A pile
    of tiny black hairs lay on the bathroom mat and Jack brushed all but a
    small residue into the waste bin.

    Stepping back and admiring his work, he made a major decision. He turned
    on the tap and filled the washbasin with hot water. He opened the
    cabinet and found the lady shaving gel that Carole used to use when
    shaving her legs and armpits.

    Jack applied it to what was left of his pubic hair and using Carole's
    old lady razor turned what had been the seat of his bush into totally
    smooth skin. He didn't stop there, continuing the process for each leg.

    He found dealing with the top of the rear of his thighs awkward and he
    knew that he hadn't been completely successful, so another plan
    developed in his mind. Before putting that into action, however, he
    shaved his armpits and was about to do the same to his arms, but stopped
    when he decided that plan B would deal with that.

    He gave himself a regular face shave and went back to his bedroom.
    Opening Carole's drawer he found, as he knew he would, a selection of
    panties. He picked out a black pair, silk trimmed with lace, with a
    thigh-high style. Pulling them on he registered consciously that he had
    lost a lot of weight in the last few months.

    The worry of all that had happened had affected his appetite markedly
    and he was down to around nine and a half stone. At 5'10", he had never
    weighed much more than eleven stone, but the weight had dropped off him
    just lately.

    It also occurred to him that, as a result, he was now pretty close to
    Carole's size and build and his mind was now racing. Contenting himself
    just with her panties for now, Jack dressed in his own clothes - shirt,
    a pair of jeans, socks and loafers and almost ran downstairs to his
    study where he reached for the Yellow Pages.

    He quickly found what he was looking for and dialled the number. It was answered promptly and, within a few minutes the arrangements were made.
    The lady on the phone had been more than helpful and sounded very
    understanding and sympathetic, as though she dealt with such requests
    every day. "Maybe she does," thought Jack, and he felt his erection grow
    again against his now hairless body.

    The drive took no more than twenty minutes. He parked at the rear of the premises for privacy, as the lady had suggested and he almost ran to the
    rear fire escape type staircase she had told him to use.

    He pushed on the doorbell and waited no more than a few seconds before
    being greeted with a gentle smile and genuinely warm welcome by the lady
    who introduced herself as Shirley. She showed him through the back of
    the salon, away from other customers and into a small white consulting
    room. There was a small desk with a chair on one wall while a work
    surface, including a washbasin, hot water system and a row of white
    plastic bottles ran the length of another. In the middle of the room was
    a table, covered with two white towels.

    "Get undressed, my love, and make yourself comfortable on the table,"
    cooed Shirley. "I'll be right back."

    She closed the door and left him to it. He did as she instructed and he
    had hardly sat on the table, when Shirley returned, locking the door to
    the consulting room behind her.

    They talked and Jack explained what he wanted, repeating what he had
    told her on the phone.

    She cautioned him that doing all that he wanted in one go was unusual,
    simply because it could be fairly painful, but he insisted. They agreed
    that they would go on for as long as he could take it.

    Two hours later, Jack emerged, hot and stinging in places, but with a
    totally smooth, shiny, waxed body and an appointment to return to
    Shirley in a couple of weeks. His face was also immaculately made-up,
    with a soft shade of green eye shadow and satin pink lips, a bonus
    treatment that Shirley only provided for special customers.

    Back home, he made himself a cup of coffee and sipped it carefully, not
    wanting to smudge the lipstick.

    He picked out just what he wanted from Carole's wardrobe and swapped his
    own clothes for hers. His choice was a cream skinny rib top and navy
    mini skirt, and a pair of black patent high-heels. The shoes were
    half-a-size out and pinched at the toes; he resolved that he would have
    to buy his own.

    Looking in the mirror, he combed his hair forward and sprayed it to hold
    it in place. He looked at the full effect and caught his breath. He
    looked well, fantastic - if he did say so himself. There were just two
    areas of concern. No tits, and the skinny rib needed tits for full
    effect and his cock, tiny though it was, made an outline in the skirt.

    Hitching the skirt up, he tried something he had read about only
    recently in a porn magi, where a transvestite comedian had explained the intricacies of dressing as a woman. Reaching inside the panties he
    pushed his balls back into himself and pushed his penis so it lay back
    against where his ball sac had been. It was a quite painless process,
    but it took him three goes to get it right. When he did, he pulled the
    panties tight against him and brushed the skirt down.

    Checking in the mirror again, he knew he looked good. The tits were
    something he would have to sort out, but he could get away with it for
    now, by wearing a jacket.

    Twenty-five minutes later, "Jacqui", as he decided he must now call
    himself in such instances, was driving into the countryside with one destination in mind - a lay-by where he knew that men went to meet with
    men. What he was going to do when he got there, he had no idea, but his
    heart was beating faster and faster as he got closer to it.

    There were five other cars and a lorry parked there when he arrived. All
    the cars were empty, with the occasional movement in the adjacent woods
    the clue as to where their occupants were.

    Jacqui sat and waited, though he didn't really know what for. No one
    returned to their car, no other car arrived.

    "What the hell," he said to himself and, checking his face in his
    rear-view mirror, he got out of the car.

    The path alongside the lay-by was narrow but he walked on it, feeling
    perfectly at home in the skirt and heels. He walked along the line of
    cars and past the lorry. He saw no one and turned to walk back. As he
    did, he looked up into the cab of the lorry and saw the driver peering
    at him over the top of a newspaper.

    As he walked back alongside the lorry he heard its door open.

    "Jump up," said the driver. "Here, let me help you."

    A big, hairy hand reached out and without thinking, Jacqui grabbed it
    and was hauled into the cab.

    The driver was middle-aged, unshaven, but ruggedly good-looking. He
    appeared to be quite fit and obviously muscular, happy to wear just a
    razorback vest to show off his pecs and biceps.

    "And what's your name then sweetheart?" he asked, stroking his hand on
    Jacqui's thigh as he spoke.

    "Jacqui. What's yours?"

    "My friends call me Hub."

    By now Hub's hand was under Jacqui's skirt and making its way rapidly to
    her knickers. Jacqui's heart pounded.

    Hub stopped when he felt the base of Jacqui's tiny cock tucked
    underneath her.

    "Ah," he said with a smile. "What have I found here? Is this for me?"

    "I - I guess," Jacqui replied nervously.

    "Let's go in the back," said Hub and he pulled back the curtain behind
    the seats and ushered Jacqui into a an area where a sleeping bag was
    laid out and the walls decorated with pictures of page three girls and a
    couple of boy bands.

    Hub unzipped his jeans and dropped them to his ankles in one movement as
    he lay down on the sleeping bag. He pulled Jacqui down alongside him and
    held her firmly in his arms. He looked in her eyes and kissed her
    strongly on the mouth.

    Jacqui tried to respond as she thought was right and their tongues met.

    Hub's hand reached for Jacqui's knickers and pulled them down. He sat
    up, shuffled down so that his face was alongside Jacqui's now erect cock
    and took it in his mouth. As he sucked it, Jacqui closed her eyes and
    for just a second thought "what the hell am I doing?", but the thought
    was shelved when she felt herself being turned on her side, her ass
    facing Hub.

    His left arm reached for her shoulder, while his right hand guided what
    felt like a massive rock against Jacqui's ass. Sensing it would need
    help, Hub reached out for a jar in the corner of his unit. Daubing two
    fingers with the jar's contents he pushed them into Jacqui's ass, slowly
    at first, then further and further in.

    Jacqui squealed and moaned - but not with pain. It felt like nothing he
    had ever experienced before - but then he hadn't experienced it before.

    Hub's massive cock soon replaced his fingers and felt even better,
    specially when he reached his arm round Jacqui's waist and started to
    wank her baby cock.

    Hub fucked and fondled Jacqui firmly but gently, squeezing the base of
    her lady-cock whenever he thought she might not be able to hold on.
    Then, when he knew he was going to cum himself, he fucked harder and
    faster, moving in, out, in, out, in, out of Jacqui's ass, and wanking
    her faster too.

    As the cum shot out of her little prick, Jacqui felt Hub's hot creamy
    cum pumping up inside her. He went on and on, cumming till she thought
    he was going to fill her whole body with his spunk.

    After they uncoupled, they lay together for a while, Hub confessing to a fantasy that he had his own lady-boy to visit. They swapped mobile
    numbers and promised that they would meet again.

    Back home, Jack showered and cleaned out his ass and removed Jacqui's
    face with cold cream that Carole had left behind. He knew his life would
    never be the same again and that some big decisions lay ahead.

    For now though, he was content to put Jacqui back in the wardrobe,
    until..., well, maybe that night...

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    MarkThyme
    MarkThyme
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    1 COMMENTS
    Anonymousover 17 years ago
    Hot and sexy ..
    Although the speed of the transition is unreal ... the results are very beleivable ... Keep writting your talents will guide you ...

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