1. Highschool Whore Stories - Cheerleaders Fundraiser


    Date: 4/23/2024, Categories: Fiction Blowjob First Time Group Sex Older Male / Female, Prostitution, Virginity Author: spacybickerson

    ... cheerleader, and they were ready to win Maggie.
    
    “Well, gentlemen,” began Mike Delaney, “we have only one virgin pussy left for auctioning. Sweet little Maggie here has the last cherry to be popped, so let’s start the bidding at one thousand dollars.” The bids came in quickly and the amounts went up fast. At six thousand dollars, things began to slow down.
    
    “Is six thousand dollars the final bid?” asked Mike. “Going once…” A large man from the back of the group who had remained silent on the other bids spoke up, “I’ll give you ten thousand dollars for her.” The other men looked around, but none were willing to go that high.
    
    “Sold, to the man in the back for ten thousand dollars!” proclaimed Mike. “Maggie, it looks like you are going to have your work cut out for you.”
    
    With a graceful bounce, Maggie hopped off the stage and took the man to the bed. His hand was huge and she felt very small against him. He was at least 6’4” tall and had a very muscular build. Judging from the size of the bulge in his trousers, he must have also been very well endowed as well. Once they were at the bed, the man ordered her, “Strip, you little whore.” Taken aback at the rough attitude, Maggie quickly removed her clothing, leaving on only her tennis shoes.
    
    “I said STRIP, bitch,” growled the man. “Everything and I want you to start fingering your little cunt as well.” Maggie kicked off her shoes and started rubbing her tiny pussy and clit. She barely had a covering of light blonde ...
    ... pubic hair covering her pussy, and she looked like she had none at all. She gently played with her pussy while watching the man undress himself. He WAS huge and had the body of a weight lifter. When he removed his boxer shorts, Maggie gasped at the size of his cock, still soft his cock was as thick as her wrist and his large balls hung down heavily. She had sucked some on Mike Delaney’s cock, but this one was much larger and she wondered if she would be able to get it in her mouth, much less her tiny, virgin pussy.
    
    “Let’s see what a good cock sucker you are,” said the man. “You know what to do, now do it.”
    
    Reaching up with her right hand while still fingering herself, Maggie took the soft cock up to her lips. She extended her little tongue and licked tentatively at the head before opening her mouth wider and taking it in between her lips. His cock had a slightly salty taste, and she soon began working her tongue against the underside of the cock in her mouth. She pumped with her hand and could the penis growing thicker and longer. Within a few minutes, it had reached its full erect length. Maggie was still only able to get a couple inches of it in her mouth but tried using her hand to satisfy the man.
    
    “Come on, whore, you can get more cock than that into your mouth,” said the man. He put his hands on either side of her small head and began thrusting his cock deeper into her mouth. He was using her face as a fuck toy and watched as she gagged and her eyes watered. With ...
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