Pinup Girl

by Stacey Zackerly

  The time went by very quickly and the war was still going on very slowly. Things were not looking so good for the Allies and Gloria started to feel a little guilty about dodging the draft, not that her presence in uniform was likely to turn the tide against the Nazis or the Japanese.

  The surgery would also be a process, not a one-shot thing where she would just wake up a beautiful woman. There would be several procedures and time needed for healing. It was a terrifying prospect but Gloria had come to trust the doctor. She knew that he would do his best. In some ways it almost seemed more important to him than it was to her. Dr. Lavinsky was a pioneer in a field that was years ahead of its time. He might not ever be able to take credit for what he was doing but he would at least have the satisfaction of knowing that he had done it.

  There was a lot of pain and swelling and little things here and there that always seemed to need some correcting or adjustment but finally the process was completed and Gloria could look at herself in the mirror proudly. She looked for all the world like a woman, even standing buck naked. The breasts she had grown were way too small for her show business objectives so the doctor had provided her with a rack that was more suitable to her needs. She wasn't huge by any means but she had plenty upstairs to hold up a low cut gown. Her hair had been growing out this entire time but it would probably need to get even longer but she could style it now in something that was fairly feminine and fashionable. And she had a pussy.

  Her vagina looked very convincing and seemed to even function remarkably well. That had probably been her biggest concern from the start. Looking like a woman was obviously important in order to avoid detection by the authorities but it would be a long and lonely life if she couldn't really function like a woman in the sack.

  Having been spared the expense of having the operation Gloria was able to pay some slick shysters for fake identification papers. In 1942 things were a lot less regulated than they are today and there were no computers and bar codes to keep track of people. The science of using fingerprints for identification was in use by law enforcement but one had to have their prints on file somewhere and those files were all just stored manually. There was no automated way of cross referencing them yet. Most states didn't even have photographs on driver's licenses. Gloria Gibbons could very easily identify herself in just about any legal situation. It was all a forgery of course but it was a very good forgery and it didn't come cheaply.

  It was actually a very sad day when Gloria finally packed her bags and prepared to move out on her own. She and the doctor had become very close and there was a side of her that wished that she could just stay there and take care of his house forever but that wasn't really possible. He had taken enough of a risk for her already and she needed to move away and start her new life somewhere else. It hurt the doctor to see her go as well but he also wanted his beautiful creation to be seen and appreciated by the world even if they never knew the truth. They promised to keep in touch, as people always do, but Gloria still wept openly as she packed her bags and made her way to the train station.

  It was time to move on and Hollywood was the place to be for an aspiring young starlet with dreams of fame and fortune. New York was the other possible choice given the opportunities on stage there for a dancer and singer but Gloria had always wanted to see California and was thrilled by the idea of just being so close to the movie industry so Los Angeles was her destination.

  Mabel, loyal as always, saw her off at the station. There were hugs and more tears and finally Gloria had to go. The porter reached out his hand to assist her as she was climbing onto the train, her first sign of being recognized as a woman. The first of many she would discover.

  Men stood up when she entered the dining car or doffed their hats as she walked by. Whenever she produced a cigarette there was always at least one man on the spot ready with an open lighter. As a poor kid growing up in bad neighborhoods this kind of politeness was unknown to her, as a man or a woman. It seemed like it was kind of nice to be treated so well by total strangers just because she was wearing a dress. The fact that it validated her femininity was even more satisfying.

  Her voice was definitely passable as female. More than that actually since she had been performing on stage as a woman for some time and could not only speak in a convincing feminine way she could sing like that too. In fact she thought that she sang better as a woman than as a man. The things that had made her seem "girlish" as a man were now all assets to be called upon. Acting had never been her main interest but she discovered that she was a pretty damn good actress. She had always tried to observe women and their habits and mannerisms to make her female impersonation more realistic but now she was getting to really put all of that into practice. She watched other women like a hawk, desperate to soak up anything that might add to her convincing performance. She also feared women more than men because she assumed that they would be able to see through her disguise more easily. Men were distracted by a pretty face or a nice pair of legs or a little bit of cleavage. Women seemed more likely to smell a rat.

  Fortunately no one seemed to smell anything except her perfume on that train journey out west. She even got a compliment from one lady on the shade of lipstick she was wearing. Having been in her unusual line of work Gloria was already far more acquainted with cosmetics than any man would ever normally be, unless they sold makeup for a living. She had been applying the stuff for a long time now.

  It was going to be a fairly long trip but Gloria felt ready to handle it no matter what little challenges might be in store.

  CHAPTER 4:

  "Are you waiting for someone?" the moderately-handsome, middle-aged man asked as he held his hat in his hand.

  "No, I'm traveling alone," Gloria replied, giving the guy the once over.

  "Me too and I hate to dine alone. Would you mind if I joined you?"

  "Not at all."

  Gloria was seated in the dining car of the train waiting to order dinner. She guessed that the man was probably about 40 or so but it was a little hard to tell. For one thing young men tended to be in the service so she guessed that this fellow was probably past the age for it, although not terribly far past.

  They made their introductions and she learned that her dinner companion was named Hank Davenport and that he traveled on business, although he didn't bother to say what that business might be. We was rather dapper with slicked back hair that showed some gray in the temples and a very nice suit, although not terribly new. It looked like he had gotten some mileage out of it.

  He reminded her of the sort of man she used to "dance" with at the club, only more attractive. They were all businessmen too of some kind, usually trying to sound more important than they actually were. No one wanted to say that they were a grocer, they were always in the "grocery line" or something, as if they owned a chain of stores. Hank was no different. He was trying to impress her. The only difference was that Hank presumably thought she was a real woman and not a queer prostitute in drag.

  Hank made pleasant enough small talk and Gloria was actually happy for the company. She was also happy for the opportunity to practice her interpersonal relationship skills with a man who wasn't just going to pay her to go back into a booth and suck his cock. Of course she could use the money but she wasn't planning on starting off her new life as a whore. That was something she was hoping to leave behind.

  It appeared that they were both going all the way to Los Angeles and Hank guessed correctly that Gloria had stars in her eyes.

  "Say, you've sure got the looks to be a movie star," Hank said enthusiastically. "You're a real cutie. I could see you up on the silver screen for sure."

  "Thank you but I'm just starting out and it will probably take a while to learn the ropes," Gloria replied.

  "You know I might be able to help you. I know some people in the business. Agents and producers and whatnot. Maybe I could even get you a screen test," Hank suggested.

  "Really?"

  "Why sure! There are lo
ts of people who are always willing to do a favor for old Hank Davenport. All I have to do is make a few calls once I get out there."

  Gloria was not totally naive by any means, not after the life she had lived, but the man seemed very sincere and the idea of someone helping to open doors for her was terribly appealing. When he suggested that they go back to his compartment and have a drink and talk shop she was leery but she went anyway. She didn't really have much of anything to lose. If the guy got violent or something she could always tear her dress and call rape and the cops would be waiting to pick him up at the next station.

  They had a few drinks and Hank continued to brag about his big Hollywood contacts. When he was ready to make his move he sat quite close to her and put his arm around her shoulders.

  "Now honey we've talked about what I can do for you. Maybe it's time that we talk about what you can do for me," he said slyly.

  "What do you mean? Like a finder's fee or something?"

  "Well yes we could work out some kind of financial arrangement I suppose but I was thinking of something a little more personal. How bad do you want to make in show business honey?"

  "Well I'm moving all the way to Los Angeles to give it a shot," Gloria replied.

  "It's that kind of dedication that pays off sweetie, in all kinds of business, not just Hollywood. There are lots of pretty girls with talent but what separates one from another is how bad they want it and what they're willing to do to get it."

  "What did you have in mind?" Gloria asked, already feeling a hand on her breast.

  "Maybe you'd feel a little more comfortable if you slipped out of that dress honey. I'm sure you're not that shy if you've been dancing in a chorus like you said you have. I'm sure you've been seen in your skivvies plenty of times."

  So it looked like they were back in the booth after all except that Hank wasn't offering her money. He was offering her some vague promise of contacts once they got to town. His whole story might be bullshit. He might be getting off the train at the next stop for all she knew. Maybe he really could help her. If he could it would certainly be worth giving the guy head. At least he was attractive for an older man. If he hadn't been so blunt about his desires she might have been won over by his charms anyway.

  Figuring she didn't have much to lose she got out of her dress and let Hank fondle her for a while in her underwear. Then Hank unfastened his pants and pulled his dick out. She noticed that he wasn't erect.

  "Now why don't you be a good girl and help old Hank out. Sometimes I just can't get this soldier to stand at attention without a little special attention if you know what I mean," said Hank as he put his hand behind her head and pushed her down towards his penis.

  Gloria knew all about that kind of special attention and soon the soldier was ready for action. She had combined stroking and sucking his cock in kind of an alternating pattern, which seemed to do the trick. Hank was delighted and encouraged her to finish the job since she had done such a remarkable thing in getting him this far.

  As Gloria's head began to bob up and down on Hank's pecker the man stroked her hair and cooed many encouragements.

  "Oh yeah...I knew you were dedicated from the moment I met you. You can always tell what kind of girl is too stuck up to be friendly and what kind knows how to have a good time. You've got talent honey, yes you do. Why be a prude in this modern age when the whole world is blowing itself up anyway? We might as well all have as good a time as we can for as long as it lasts."

  It was kind of funny to hear a guy talk this way. At the club there was always a little bit of flirting before the action started but those men were paying for a service and they knew they were going to get it. Some of them liked to pretend that Gloria was really a girl and some of them liked to talk about her dick and got off on calling her a fag and a homo. Obviously they were just as gay as Steven was and had come to the club to satiate that desire but everyone has their little game to play. By degrading the man in the dress they were somehow excusing their own actions. They were still above the whore and therefore not really a party to something homosexual and perverted.

  Whatever else he was Hank was obviously a salesman. He couldn't help himself, that was just what he was. He felt like he needed to sell her on the idea of taking her dress off and getting his dick hard and sucking him off. It was sort of a jumbled mix of praise and bartering and philosophy that Gloria found amusing. She didn't really need his sales pitch, she knew how to give head, and once she had decided to do it she was going to do it to the best of her ability.

  Hank didn't last too long and he generously offered her another drink to wash the taste from her mouth. He made another offer too that Gloria decided to accept. It appeared that they were going to be living together for a while when they got to Los Angeles, ostensibly so that Hank could keep her informed of the progress he was making. At least it looked like he was going all the way to California.

  CHAPTER 5:

  Gloria didn't know anyone in Los Angeles and didn't have a ton of money. If Hank was willing to pay for her room and board for a while she would be able to hold onto her limited road stake for a bit while starting to get the lay of the land. Of course she knew that she would be the lay of Hank's hotel room but that wasn't the end of the world. She was putting her faith him and hoping for the best.

  She signed the hotel register as Mrs. Davenport and nobody questioned it despite the age difference. They had luggage and they were renting by the week so there was no reason to assume that there was any sort of impropriety going on. In those days a respectable hotel would never rent a room to an unmarried couple.

  It was a modest place but certainly not a rat trap or a dump. Gloria had lived in some pretty shitty places in her time so even this humble hotel was a step up for her. Hank said he needed to go out on business and left her some spending money if she wanted to go out on her own for a while.

  It was thrilling beyond belief to be in Hollywood, although Gloria was kind of surprised at how spread out everything was in Los Angeles. Hollywood wasn't really one big city it was more like a collection of cities in the area where the various movie companies had their studios. Still she was here and she was excited, even if her living arrangement wasn't exactly what she had envisioned when she got on the train.

  One of the first things she did when she arrived in town was send postcards to Mabel and Dr. Lavinsky telling them that she had arrived safely and that the place was very beautiful with palm trees everywhere. She didn't mention Hank.

  Gloria got a little nervous when she saw how beautiful the women were out here. It looked like everyone could be a movie star, even the girls who worked at the drugstore or the waitresses at the coffee shop. That was probably a bit of an exaggeration but not that far from the truth. Hollywood had been a magnet for pretty girls with dreams of stardom for as long as the movies had been located there. Most of them ended up waiting tables or hopelessly trying for auditions before their money ran out and they headed for home. If they were lucky they might meet a guy and get married but with the war on that probably meant that their husband was shipping out in a few days and might never come home again.

  The place was very lively and there was little evidence of a war going on, not like the cities in Europe that Gloria saw on the newsreels at the movies. There seemed to be bombing and devastation everywhere. England seemed to be hit especially hard by what people were calling the Blitz. It looked like the Germans were relentlessly bombing the country into rubble with no concern for civilians or non-military targets. Everything and everybody was a target in this war apparently.

  There were air raid drills and a blackout at night to make it harder for bombers to find their targets and everyone was a little nervous that the Japanese might show up in a sneak attack as they had done at Pearl Harbor but otherwise life was pretty good in Los Angeles in 1942. There were also a lot of servicemen and Mabel was right that it was hard to resist a man in uniform.

  Life settled into a little routine fairly q
uickly for Gloria and Hank. In the morning Hank would put on his suit and go do business, whatever that meant, and Gloria would be free to explore the town. The spending money that Hank gave her easily covered the cost of a few gossip magazines or a ticket to the movies, which was her favorite way to pass the time. For a quarter you could see a double feature and probably a newsreel and a cartoon or two as well. Gloria had always loved the movies but it resonated even more with her now that she was here in Hollywood where the movies were made. She desperately hoped that she could be a part of that process soon, even if it wasn't as a star.

  Hank would come home smelling of liquor, which wasn't necessarily odd in that most salesmen did a fair amount of drinking with their clients no matter what they were selling. He would always have some cheerful report about some producer he bumped into who was excited to hear about Gloria or some agent who was anxious to meet her but nothing ever materialized.

  They would go out to dinner and possibly a nightclub after that for some drinks and dancing. It was nice to actually just dance for a change instead of being a prelude to prostitution but she ended up on her back afterwards just the same.

  Gloria had been very anxious to have sex with her new body so it was quite a thrill when she got to lie back and spread her legs for Hank. Dr. Lavinsky had given her some kind of a fake penis to insert in her vagina after the surgery to help keep it open and to give it depth so she knew roughly what it felt like to be penetrated but there was no substitute for the real thing.