The Ultimate Prank
By
Anya Merchant
Copyright © 2015 by Anya Merchant
All rights reserved
Kindle Edition
This is a work of fiction. All names, characters, places and incidents either are products of the author’s imagination or are used fictitiously. Any resemblance to actual events or persons is entirely coincidental. This work is intended for adults only. It contains substantial sexually explicit language and scenes that may be considered offensive by some readers.
CHAPTER 1
“Honey, do you want waffles or toast for breakfast?”
It was the first official morning of February break, and Jake was already awake and on his computer. The immense amount of school work that had been slowly piling up over the course of his senior year of high school was forgotten, and the only thing he had on his mind was relaxing and enjoying his time off.
“Waffles, mom,” Jake called in response. “I’ll be down in a couple of minutes.”
Jake clicked out of his internet browser, threw on a pair of sweat pants and a sweat shirt, and headed downstairs. It was early in the morning, and his body felt light and primed for the day.
Jake’s step mom, Heather, was dressed casually for the day, wearing a nice pair yoga pants and a sweater with an overly large neck hole. Heather had been a part of Jake’s life for almost a decade, and as the only mom he had ever known, she’d always been the main grounding force in his life.
“I’m surprised that you’re up so early, sweetie,” she said, not turning from the stove. “I was expecting you to sleep in until noon.”
Jake watched her as he took a seat at the dining room table. Heather was a petite woman in her mid-thirties, with large breasts and an ample butt. Jake had worked hard not to notice her sex appeal throughout his teenage years, which had been difficult given how involved his mom had been with the school and local community, and how vocal some of his friends had been about what they’d do with her if they ever got the chance.
“Yeah, well, it’s vacation,” said Jake “It’s easier for me to get up when I don’t have to worry about spending 8 hours in school.”
“Make sure you take care of all of the assignments your teachers sent home with you, Jake.” Heather turned and brought a plate over to him, bending forward and showcasing her tits for him as she set it down on the kitchen table. Jake turned his head, but his awareness was drawn to his mom’s figure out of the corner of his eyes.
“I will, mom,” he replied. “I just need a few days to recharge, first.”
“Well, take your time. It’s just going to be me and you until your father gets back from visiting your grandparents. I wish we could have gone, but there’s a school board meeting coming up and I can’t afford to miss out on the next vote.”
Jake looked down at the waffles on his plate, and then felt his phone vibrate in his pocket right as he reached for a fork. He pulled it out and saw a text from one of his friends, Katie.
“Hey. I’m coming over. Need new ideas for my next video.”
He smiled. Katie had been the girl next door for as long as he could remember, in a literal and figurative sense. Her family had moved into the house right beside his family’s back when he was in grade school, and ever since then, the two had shifted from being friends, to enemies, and twice back and forth again.
As they’d gotten older, Jake had grown up, and Katie had filled out. She was easily one of the most attractive girls at his school, with eyes and a smile that could make any man do her bidding. Jake was the first to admit that her flirty and charming nature had gotten more than a few favors out of him over the years.
“Hey mom, Katie’s going to stop by,” said Jake.
“Oh, that’s nice. Do you think she’ll want some breakfast?” Heather turned over her shoulder and looked at her son while she cooked, a posture that caused her butt to push out in a way that was inadvertently sexual and suggestive.
“Nah, she never eats anything,” said Jake.
He finished his food and headed into the living room. Ten minutes later, there was a knock at the door. Jake went over and opened it, and Katie stepped inside.
“Good morning Jake!” Katie pulled off her jacket, revealing a white blouse along with a short skirt underneath, clothes that were far too thin and insubstantial for the cold weather outside.
“Hey Katie, come on in,” he said. “I’m watching Friends on Netflix.”
“Wow, how exciting.” She gave him a sarcastic smile, but followed as he walked over to the couch and sat down. Katie pulled out her phone and tapped on it for a second, and then turned to him and clasped her hands together.
“So I’ve spent my entire morning wracking my brain for a new prank to do,” she said. “It’s actually a good deal more difficult to think of something than I expected it would be.”
“A new prank?” Jake clicked the volume down and looked over at her.
“Yeah, for my newest YouTube channel,” she said. “The problem is, everything interesting has already been done. I want to film something real, something that pushes boundaries and plays with people’s emotions.”
“Uh, well, good luck with that,” said Jake. “Honestly, I got nothing.”
Heather walked into the living room, still wearing her yoga clothes from before. She leaned over the couch and gave her son a hug from behind, ruffling his hair and kissing him on the cheek.
“Hey Katie, good to see you,” she said. “Jake told me you probably wouldn’t want breakfast, but I have some extra food left if you are hungry.”
“No thanks, Mrs. T,” said Katie. “I already had some fruit earlier today.”
Heather walked over to the closet in the living room and pulled a yoga mat out of it. Katie shot Jake a curious look as his mom walked over to a clear section of the living room and started spreading the mat out.
“Jake, do you mind if I use the TV so I can do my morning yoga?” asked his mom. “It will only take about an hour or so.”
“Well, I-“
“He’s fine with it, Mrs. T,” said Katie. “In fact, we were just talking about heading upstairs to use his computer.”
Katie grabbed Jake’s hand and pulled him over to the stairs. He was a little confused, but went along with her, looking back at his mom as she began to lie down on her yoga mat. The two of them went up to his room, and then Katie shut the door behind them.
“What’s this about?” asked Jake. “You never want to hang out in my room…”
“Jake, your stepmom is hot!” Katie smiled mischievously at him, and Jake felt his cheeks begin to heat up.
“Come on, don’t say things like that,” he replied. “It’s weird…”
“What, you haven’t noticed?” asked Katie. “Jake, she’s hot, and super lovey dovey with you.”
“She’s my mom!” Jake walked over to his computer chair and sat down in it hard. He shook his head and frowned at Katie.
“Of course she is! But she’s still totally hot. And I think she might be exactly what we need…”
Jake looked at Katie, unsure of what she was getting at. She was at her most beautiful when she was thinking, and from the look on her face, he could tell that her mind was moving a mile a minute.
“What if… okay, just bear with me on this… what if you went downstairs and offered to help her stretch for her yoga?” Katie held her hands out and gestured in the air, as though she was trying to sell him on the idea.
“Why would anyone on the internet want to watch that?” asked Jake.
“Because the title of the video would be ‘Helping Mom with yoga and kissing her on the lips’.”
Jake st
ared at Katie, and then began to shake his head. He felt weird, embarrassed by her idea, but also strangely excited.
“No way,” he said. “Absolutely not. It’s ridiculous, and gross, and-“
“Are you sure you don’t want to help me out, Jake?” Katie moved in close to him, and set one of her hands on his leg. She leaned forward so that her modest boobs were hanging right in front of Jake’s face.
“Well… I mean, what if we toned it down a little.” Jake felt his resolve begin to give away. This was the affect that Katie had on men when she worked her magic. He was aware of what was happening, but felt powerless to stop himself from melting to her charm.
“It’s only going to be one video, Jake.” Katie let her hand slide further, getting closer to Jake’s quickly hardening cock. “And besides, it’s just a prank. We can explain it to her afterwards, even. None of it is for real, just a harmless joke.”
“…I guess I could give it a try,” said Jake. “But no promises. I’m not sure if my mom will even go along with it.”
“Perfect! I have my camera in my purse!” Katie jumped away from him and began rifling through her bag, a broad smile spreading across her face.
Jake stood up from the chair. His entire body felt heavier, as though weighted down by sand, but an odd sense of excitement ran through his mind. He walked out into the hallway, looking over his shoulder behind him and watching as Katie followed silently.
The sound of the yoga video that Heather was watching could be heard from the top of the stairs. As Jake made his way down, he saw that his mom was bent over, her palms and the bottoms of her feet pressed tightly into the floor.
“Hey mom your, uh, your form is a little off.” Jake felt stupid saying the words, and had to force them out. His mom looked over at him from her position with a puzzled expression.
“It is? Oh, jeez… can you help me out with it?” Heather wiggled her butt and smiled at him. “Just move me to where you think I need to be.”
Jake felt his heart begin to beat faster as he moved in closer. He didn’t dare to look back over his shoulder to see if Katie was filming, for fear of giving the two of them away. Instead, he leaned in, and let his hands touch either side of her waist.
“Am I off back here?” Heather wiggled her butt some more. “Or here?”
She moved her shoulders and upper body, causing her big breasts to bounce in an almost seductive fashion. Jake felt his face heating up, and along with it, his cock shamefully began to harden with excitement.
“Uh…you need to stiffen your back,” said Jake. He let one of his hands come to a rest on his mom’s upper butt. It felt soft, and he wondered for a moment what it would feel like to push his crotch up and into it.
“Like this?” His mom shifted position, pushing her butt even more under his hand, and smiled at him.
“Uh…yeah,” said Jake.
“More! You need to do more!” Katie was whispering to him from the bottom of the stairs, and Jake hoped that his mom wouldn’t hear. “Touch her chest! And kiss her, that’s the money shot!”
Jake felt his face heat up. He wanted to get the filming over with as soon as he could. It wasn’t just that it felt awkward and unnatural for him, it also was really exciting, almost thrilling. His body was reacting to touching his mom as though she was just another woman, one that was unusual, and off limits, but still very much a woman.
“Jake, come on, sweetie,” said Heather. “Where else should I stiffen up?”
“Oh, uh… you need to lift your shoulders a bit, mom.” As Jake spoke, he let his hand come to a rest on his mom’s breast. She didn’t react, and he felt blood rush straight to his cock as he gently massaged it under his hand. It was so soft, and so perfect, and he found himself wanting to press up against her.
“Stiffen up my shoulders… are you sure?” Heather turned and looked at him. Jake’s crotch was near her face, and he could feel and see a bulge beginning to poke out, as if it wanted to push up against her cheek.
“Oh yeah mom, that’ s perfect.” Jake wanted nothing more than to slide her down on the yoga mat and roll around with her. His mom looked up at him and smiled, and he felt his lips being drawn instinctively to hers. She looked perplexed as he slowly closed in, but once their lips met, Jake felt her body responding to his.
He kissed her passionately, forgetting about the prank in the moment and enjoying his mother’s taste. One of his free hands groped at her breasts, and he felt his mom run her fingers through his hair. The moment felt like it went on for an eternity, and then the two of them finally parted.
Jake felt like he had just woken up from a bad dream. His mom was looking at him, clearly confused and embarrassed, and all he could think about was his hard, throbbing cock.
“Well… I should get back to my yoga now.” Heather spoke slow words, each laden with emotion and sexual potential. “Thank you for all of the help, Jake.”
“Uh… yeah, no problem mom.” Jake was cringing on the inside and berating himself with the harshest of words as he stood up and walked across the living room and towards the stairs. Katie was sitting on the bottom one, grinning like an evil mastermind.
“Nice work,” she said as the two walked back towards his room. “You felt up and kissed your own mother! As though it was the most natural thing in the world!”
“Shut up! It was your idea!” Jake’s cheeks felt hot, and his mind was still full of thoughts that went beyond the yoga.
“I’m just teasing you, that was perfect,” said Katie. “The footage we got is… beyond what I was expecting. It was weirdly hot, watching the two of you. It looked almost like you were enjoying it.”
“I, I wasn’t!” said Jake. “I swear, it was all just an act!”
“Whatever, it doesn’t matter. I’m going to head home and edit this into a video ASAP. It should be up tonight, and I can tell you what the reaction is.”
Jake stared at his friend as she gathered her stuff from his room. He’d almost forgotten that it was going to be a YouTube video. He found himself hoping that his mom never caught wind of it, and never saw the part she’d played in it. Then again, it had been both of them that had shared the kiss.
“Anyway, I’ll talk to you later, Jake,” said Katie. “Thanks again.”
She walked over to him until she was a little closer than she should have been, and then leaned in and kissed him. Jake kissed her back, and felt his cock spring back to life. Before he could do anything about it, Katie had pulled away and left the room, and all Jake had to keep him company were his confusing, embarrassing thoughts.
CHAPTER 2
Jake went through the next few hours in a walking daze. It was hard for him to understand what had happened between him and his mom, why it had happened, and just what it meant. He thought about Katie, and felt a little like she had taken advantage of him and his feelings towards her.
For the most part, Jake managed to avoid his mom, mostly staying in his room and only popping out for quick trips down to the kitchen to grab food. She left to run errands about an hour after she finished her yoga, and Jake was glad for it. He had no idea just what, if anything, he could say to her about what had happened.
It was closing in on dinner time when Jake got another text from Katie. The sun had set outside, and the only thing he could see in the window of his room was his own face and surroundings reflected back. He pulled out his phone and took a look at it.
“I’m outside your house. Come meet me!”
Jake sighed, and then walked out into the second floor hallway. He could hear his mom making dinner, and it was easy enough for him to head downstairs and out through the front door without interacting with her. There was a car parked a couple dozen feet down the street from his house, with loud pop music seeping out from the closed off inside. He walked over and the back window unrolled.
“Get in, Jake.” Katie was smiling at him, and Jake felt his heart start to beat a little faster as he looked at her. He felt powerless to resist, an
d walked over to the other side of the car to join her.
The second he had sat down in the other backseat, girlish laughter broke out in the car. Jake recognized two of Katie’s friends sitting in the front, girls from his high school that managed to be as attractive as they were catty.
“So, what’s up?” asked Jake. Katie was still smiling, almost like she had an important secret. She licked her lips and then put her hand on his shoulder.
“The video, Jake,” whispered Katie. “It’s gone viral…”
“Insanely viral!” said one of the girls upfront. “I saw it on reddit before you’d even sent it to me, Kate.”
“Wait, what?” asked Jake. “I thought it was just going on your channel?”
“That video tripled, if not quadrupled the size of my channel in just a couple of ours, Jake!” Katie was beaming, clearly very happy with the situation. “Thank you, Jake. Thank you, thank you, thank you!”
“Uh, no problem… I mean, I guess,” he said. “Wait a second though, so everyone has seen a video of me kissing, er, playing a prank, on mom?”
The girls upfront began laughing again in high pitched tones, and Katie’s smile deepened.
“Relax, you can’t even tell that it’s the two of you in the video,” said Katie. “Well… maybe you can a little, but that’s not important!”
“I still can’t believe just how far you went with it,” said the girl in the driver’s seat. “You are a pervert, Jake! That kiss you gave your mom was insane!”
Jake felt blood rushing to his face, and shook his head.
“It was just pretend,” he said, not believing the words even as they left his mouth. “Just a show for the camera, that’s all. It’s a prank, remember!”
“Most people couldn’t do that kind of thing with their mom, even as a joke,” said the girl. “But I watched the video, and you almost seemed to like it. Were you… oh, shut up Sabrina, of course I’m really going to ask him… did you have a hard on when you kissed her?”
“Allison!” Katie yelled at her friend from the backseat and then turned towards Jake apologetically. “I’m sorry, Jake. My friends can be obnoxious, sometimes… well, almost all of the time, actually.”
The Ultimate Prank (Taboo Erotica) Page 1