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Chapter 3
by Tinylittlecocked
What happens to Jake today?
Tricked while helping a cheerleader.
It was early spring, more than halfway through Jake's senior year. Jake was excited it was Friday and that he had finished all his work or the weekend already. Jake was playing on doing nothing all weekend, since his parents were out of town. Jake was planning on enjoying himself and doing whatever he wanted to do. Of course this made his last few classes of the day drag by.
Before his last class of the Day,Jake was at his locker. Jake put everything away, since he had study hall for his last class. Jake knew this was going to be a very long period, since he had nothing to do. That's when Jake saw his crush and head cheerleader, Ashley walking towards him. Jake couldn't help but stare at Ashley as she approached him.
Ashley was a tall and beautiful girl. This was now her third straight year being the head cheerleader for the varsity cheer team. Ashley had long black hair, a sexy hour glass figure and a beautiful face. She was dressed up in a black short tight skirt and a tight black tank top. Jake was in awe of how much her boobs were popping out of her shirt.
"Hey it's Jake doe right?" Ashley asked as she got up to Jake.
"Yeah why what's up?" Jake said nervously.
"I was wondering if you could come over after school and help me with my history project. My family is supposed to be heading out of town this weekend so we will have the place to ourselves." Ashley asked, trying to look as innocent as possible.
"Yes of course I can help you!" Jake said, clearly too excited to hide it.
"Great I'll meet you in the parking lot after school!" Ashley said as she gave Jake a hug.
Then Ashley walked off and left Jake standing there, the most turned on he had ever been. Jake had never had a popular girl hug him before, so he felt like he was super cool now. Jake went to study hall and it really dragged by. Jake spent the entire class day-dreaming about Ashley. Jake couldn't help but hope she wanted to do more than just study.
Jake's little dick was rock hard and twitching like crazy in his pants. Once class finally got out, Jake rushed to the parking lot. Jake was one of the first students to get to the parking lot. After a few minutes, Jake saw Ashley come out of the school. Jake rushed over to Ashley and she gave him a giant hug, making sure her boobs were pressed up against him.
Then Ashley lead Jake over to her car. As Ashley went to unlock her car, she purposely dropped her keys but acted like it was an accident. She made sure to give Jake a great look at her ass, as she picked up her car keys. Jake couldn't believe he was getting into a car with his crush and the most popular girl in school. Once they were both in the car, Ashley drove out of the school.
Jake couldn't take his eyes off of Ashley the entire ride. After they arrived at Ashley's, she lead Jake inside. Ashley's house was a single story house, that was still pretty big. Once they were in Ashley's bedroom, she told Jake that her project was on the industrial revolution. Since Jake was really smart, he was able to get finish Ashley's project in like 20 minutes.
"Wow you are so Smart, you just got through my entire project in less than a half hour. Well since that's all done, would you like to have some private fun with me." Ashley said in a very seductive tone.
Jake couldn't say anything, but he shook his head saying yes. Ashley then walked up to Jake and tossed her arms around him. Ashley kissed Jake on the lips, then quickly went to kissing his neck. Jake was so excited and surprised he just stood their as Ashley rubbed her sexy body all over him. Jake had never been so horny in his life as his little boner twitched like crazy.
Ashley then grabbed Jake's shirt and took it off. Jake let Ashley remove his shirt and that was followed by his pants and boxers. It took all of Ashley's strength to not burst out laughing at Jakes twitching little two inch boner. However Ashley kept a straight face as she took her shirt off. Drool started leaking out of Jake's mouth, once he saw Ashley's big tits in just her bra.
Next Ashley slipped her skirt down and stepped out of it. Once Ashley was in her underwear, she started to dance for Jake. Ashley turned away from Jake and she bent over and shook her ass. Jake's jaw dropped as he thought this was about to be the luckiest day of his life. Suddenly the two of them heard a door shut down the hallway.
"Oh shit my family must be home early! Oh no no no, you need to get out of her now! they will kill me if they find us in her naked about to have sex. Quickly go out the window, I'll get your clothes for you." Ashley said, sounding nervous.
Without saying a word, Jake hoped up and darted for the window. Jake quickly opened the window, as Ashley gathered up his clothes. The naked nerd quickly climbed through the window onto Ashley's side yard, that could be seen from the street. As Jake turned around to face the window, to get his clothes, Ashley slammed the window shut. Jake was really confused, until Ashley broke out laughing at him.
What's next?
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Jake's senior year in highschool.
Jake is one of the schools bully's, but he has a little secret of his own.
Jake, one of the most popular guys in school and a bully, but has a tiny penis. No one knows about the size of Jakes penis, but that is about to change.
- Tags
- Sph, Enm, Cfnm, Small penis humiliation, Prank, Tricked, Set up, Tiny dick, Loser, Virgin, Exposed nerd, Exposed, Enf, STEP SISTER, MEAN STEP SISTER, CRUEL, HUMILIATING, Wrong locker room, STEP BROTHER, STEP SIBLINGS, CFENM, Trick
Updated on Jun 29, 2025
by Tinylittlecocked
Created on May 19, 2022
by Tinylittlecocked
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