My thanks to James r. scouries (sic) for the picture he posted which gave me the inspiration to write this story of Pauline and how she won the title of Pumpkin Queen.
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All her life, Pauline Palmer had yearned for a chance to put her lovely face and sexy body on display and that the exhibition would lead to an escape from the boredom of the small city where she had lived all her life. Hollywood was her goal and, when she heard about the first of what would become an annual Pumpkin Festival, with a beauty contest to determine the Pumpkin Queen, she was highly interested. That interest vastly increased when she learned it was to be held the Saturday before Halloween, mostly because the only criteria in determining a winner would be the attractiveness of the entrants. There would be no knowledge of current affairs required, nor any judging of talent or personality, just hotness. Pauline knew her experience as a cheerleader, combined with her beauty would make her one of the strongest contenders, especially because of some of her unusual facial and bodily features.
When she filled out the application, her hair color was listed as "red," which was correct, but it was actually more of an orange-red, not far from the color of a pumpkin. Her oval-shaped face, with its green eyes and silky complexion, was liberally sprinkled with freckles, as was much of her body. Most of the cute little marks were shapeless, but more than a few, to a person whose thoughts were on pumpkins, bore a strong resemblance to the big gourd, and their color was almost the same as her hair.
There was another reason too, which she expected to prove more important. The chief judge of the beauty contest was to be, of course, the city mayor, and Pauline knew what a lecher he was especially toward girls who looked like she and the other contestants did. Here Pauline was at a big advantage, because she was 18 years old, and fair game. No other entrant she knew of was older than 17, and she knew of one who was only 16. Not wanting any problems with the law, the mayor would make no sexual advances toward any of the other girls, and reject those made by them, if any occurred, but he would certainly not turn down hers, as long as they were circumspect.
If she were caught in bed with the mayor, Pauline would be considered a slut, but she already had that reputation, and didn't expect it to make any difference in her future. If one of the younger girls were caught in that compromising situation, she would be considered a victim, no matter who had suggested the tryst, and the man would be branded a pedophile and thrown into jail, ending the political career he obviously enjoyed so much. It was extremely unlikely he would take that chance just for a few hours of carnal pleasure.
Mayor William Rakelech really did enjoy his position, partly because of the hot women he had access to. On Friday, eight days before the Pumpkin Festival, he was sitting in his office looking over the descriptions and pictures of the young women who had entered the associated beauty contest. They were all sexy and beautiful, especially in their skimpy bathing suits, and his cock was stretching his pants, but his good spirits were waning as he read their descriptions. He had high hopes of fucking or being sucked off by some of the young lovelies, but everybody he had looked at until then was under 18 years old -- in other words, jailbait.
"Don't any girls who are old enough to fuck want to be Pumpkin Queen," he muttered to himself.
He turned another page in the slick paper brochure he had commissioned just for his own use, and one of the sexiest women he had ever seen appeared. Her tits looked larger than those of the others, although that might have been the result of the tiny bikini top that couldn't even start to contain them. Her name was Pauline Palmer and, when he read her description, his spirits soared high. Because she had achieved that magical age she was fair game, but she would still have the desirable girlish qualities he loved so much -- the soft skin, the firm flesh, the stamina to fuck for a long time, the.... Bill decided it would be better to avoid thinking about things like that, because he felt the inseam of his pants give slightly as his cock tried to rip its way through.
Pauline was not particularly turned on by the thought of sex with the mayor. He was not bad looking and, although relatively young for the high position he held, he was still a few years her senior. She had no qualms against fucking or sucking him off or against sex with him in general, but she was not looking forward to doing what she felt she had to do. The sexy redhead was quite sure she would be able to hold up her part of any bargain that might be struck, although it would probably be more fun if the judge were younger and more handsome. She also hoped he wouldn't want to fuck her ass, the way one of her boyfriends had while she was in her menses, but Pauline would do that too, if she had to.
At nine o'clock the next morning, she approached the desk of the mayor's private secretary, Mabel Brown. "I'd like to see the mayor," Pauline announced in a rather shaky voice.
"I see. Do you have an appointment? What is this regarding?"
"I don't have an appointment, but this is about the Pumpkin Festival."
"Well, the mayor is taking a very personal interest in the festival, and he isn't too busy. I'll ask him if he will see you. What is your name?" To say he was not busy was an understatement, because Mayor Rakelech was sitting at his desk doing the morning newspaper's crossword puzzle.
"Pauline Palmer."
Mabel buzzed the inner office. "Sir, there's a Miss Pauline Palmer here to see you. She says it's about the Pumpkin Festival."
The mayor was amazed. He had just been thinking about Pauline and about how much he wanted to arrange a meeting to offer her the title of Pumpkin Queen in exchange for sex, and now she was coming to see him. "Send her in," he ordered, hardly able to believe his luck.
Pauline was elated with her good fortune too, to find the mayor in and not too busy to see her. Mabel saw no need to escort the visitor to the door to the inner office and, on the way there, the young hopeful unbuttoned her Cardigan and the top three buttons of her blouse. Since she was not wearing any bra, the creamy white, freckled upper surfaces of her breasts were clearly visible. She took a deep breath to reduce nervousness, turned the doorknob and entered.
Believing his visitor would be far more interesting than Greek letters or Norse gods, Bill had put aside the crossword puzzle. He was leaning forward as he eagerly waited for his first look at the girl whom he expected to fuck before naming her Pumpkin Queen in just over a week. He knew her face and breasts were among the most beautiful he had ever seen but, on that day, he was expecting to be treated to a view of some of her other qualifications for the title and, hopefully, arrange for a lot more than just looking at her.