The Ultimate Prank (Taboo Erotica)

by Anya Merchant

  Jake felt as though he had never been more ashamed in his life. He had known the video was a bad idea, and found himself wanting to go back in time and stop it.

  “Whatever, I don’t care,” he said. “Anyway, I have to head back inside. Mom is just finishing up with dinner.”

  As he turned to open the door, Katie grabbed his hand and stopped him. Jake turned back to her and saw a very determined, yet slightly embarrassed look on her face. Suddenly, he felt like he knew exactly why she had called him outside to meet her.

  “Jake… is there any way I could convince you to make another video?” Katie leaned towards Jake and batted her eyes at him, tipping her chest forward in a way that showed of her modest cleavage.

  “What? No!” Jake shook his head, even as he found his eyes unable to pull away from his crush’s breasts.

  “Look, you don’t understand,” said Katie. “That video got over a million views in just a couple of hours. If put another one up I could really jumpstart my YouTube channel. This could turn into something that I could make money off, support myself with. Making internet videos as a career, Jake, that’s my dream…”

  Katie slid one of her hands up Jake’s thigh. He stared at her, surprised and incredibly turned on, and felt his cock slowly begin to harden at her touch.

  “Katie… I don’t know.” Jake stared at her, and the only thing he could see was the raw look of sex in her eyes.

  “Please, Jake,” she said. “This is such a perfect thing. I would do anything for your help.”

  The pretty girl slowly began to massage Jake’s growing bulge. It felt incredible even through her clothes, and more blood rushed down to Jake’s cock, turning it into a hard rod, ready for action.

  “I, I don’t even think mom would go along with it again,” said Jake. “Last time we went about as far as I think she’ll go.”

  “It wouldn’t hurt to try, though, would it?” Katie began unzipping his pants, and leaned her head in closer to his crotch. Jake gave a worried look to her friends in the front seat, but Katie just smiled.

  “Relax, that’s part of the reason why I had them come along,” she said. “In case you need further convincing.”

  “Oh man…” Jake moaned as Katie pulled his cock out of his boxers. She had a pleased look on her face, as though she was totally aware of the power she had over him. One of her friends leaned back through the seats and set one of her hands on Jake’s other leg. He couldn’t believe what was happening.

  “Katie, are you really going to…?” His words trailed off as the girl brought her mouth down to his member and began to suck. Pleasure shot through Jake’s body as though it had been injected, and he instinctively pushed his hips up and away from the seat.

  “I knew this would work,” said one of the girls in the front. “You were right, Katie…”

  Jake felt confused and embarrassed. He had dreamed of finally having Katie’s attention, but it was never like this. Still, it felt amazing to have her lips rubbing up and down his hard, sensitive cock, even if two of her friends were watching. Even if it was all just a sham.

  “Sabrina, help me!” said Katie. “He needs more convincing.”

  The girl that was looking back at them wedged herself in between the two front seats further, enough so that she could reach down and take hold of Jake’s cock. She brought her head down next to Katie’s and the two of them slowly began to lick at his dick, looking up at him with impatient looks as they did.

  “Oh god,” moaned Jake. “That feels…”

  It felt amazing, but his mind was too fogged over with pleasure to get an entire sentence out. Katie moved her head upward and sucked on the head of his cock, letting it pop out of her lips out of a second with a noise that was reminiscent of a little girl pulling a lollipop out of her mouth.

  “This is taking longer than it should,” said the second girl. “Would it help you if we pretended to be your mom, Jake?”

  The girl in the driver’s seat laughed, and Jake felt his face flush even brighter red.

  “Ha ha, yeah, I bet it would,” said the girl upfront. “Just pretend that it’s your sweet, sexy mommy, Jake, and one of her friends from the book circle.”

  Jake wanted to glare at her, but as Katie and the other girl moved their mouths back in and began working his cock again with their warm, wet lips, it was hard for him to keep the thoughts out of his mind. He struggled to push them away, but it was impossible. The more he tried not to think about his mother, to not imagine her as one of the girls sucking his cock, the more vivid the fantasy became.

  “Oh god!” cried Jake. His cock began to explode with cum, spurting white hot jets of it onto Katie and the other girl’s faces with little warning. The two of them reacted with embarrassed anger and glared up at him, but too much pleasure was shooting through his body for Jake to care.

  “Hey, I guess it did work,” said Katie, moving back to her seat and wiping her face in her shirt. “Just so you know, Jake, you owe us big time now. I’ll be by tomorrow morning, and we’re going to shoot another video.”

  He looked at Katie and slowly nodded, not seeing any other way out of the situation.

  “Something tells me that you won’t mind taking things a little further with your mom.” Katie smirked at him, and though it made Jake feel ashamed and a little disgusting, he couldn’t help but agree with her.

  CHAPTER 3

  Jake woke up to a text from Katie the next morning. He groaned when he saw it, part of him wishing dearly that he could just hit a button and eject himself out of the situation.

  “I’m outside. Let me in but don’t let your mom see that I’m here.”

  He walked out of his room and downstairs quietly, taking care to watch for his mom as he went. She was in the bathroom, taking a shower, or at least that was what it sounded like.

  Jake opened the front door and Katie stepped in through it, grinning and holding her camera in one hand. She pointed up to his room, and Jake turned and led her up, neither of them saying anything until they had made it in and shut the door.

  “Alright, let’s get this over with,” said Jake. “What do you want me to do, this time?”

  “Simple. Just wait until your mom gets out of the shower, and then ask her if she wants to watch a movie with you?”

  Jake looked at her and shook his head.

  “How is that going to lead to anything?”

  “Are you stupid or something?” Katie was still smiling, but now with more condescension in her expression. “Your family has a couch. When you start watching the movie, bring her over and have her lie down on it with you. And then, well, I’m sure even you can guess what comes next…”

  Jake blushed. He felt like he was trapped, with no way out of what he was about to do. He looked at Katie’s camera and thought for a moment about calling the whole thing off.

  “Jake? Sweetie? Can you bring me a towel?” The sound of Heather’s voice cut into the room from down the hall, in the upstairs bathroom. Jake froze, and looked over at Katie.

  “Do it!” she said. “This… this could be even better!”

  Jake stood up slowly.

  “Uh, alright mom,” he yelled. “I’ll bring one in for you…”

  His lower half was tingling with excitement as he walked into the laundry room and grabbed a fresh towel. Katie had her camera out and was following him with it posed for action, and Jake realized that she was already filming.

  Jake stopped for a moment when he reached the bathroom door. It didn’t feel right, opening the bathroom and revealing his beautiful, naked mother for the entire internet. He looked back at Katie and shook his head.

  “Just record the sound,” he said. “Don’t actually film into the bathroom.”

  “What? No, but-“

  “Sweetie, is that you?” Heather’s voice sounded impatient in the bathroom, and after shaking his head one last time at Katie, Jake opened the door and stepped inside.

  “Sorry mom, I had trouble finding…
one.” Jake felt his words trail off as he looked towards the shower.

  Heather was peeking out from behind it. She was doing her best to shield her big breasts and exposed crotch from his view, but there was still more than enough skin on display to instantly turn Jake on. He slowly walked closer to the shower, feeling his cock pushing out tight against his boxers.

  “Thank you, honey,” said his mom. “I feel so absent minded, forgetting a towel, of all things.”

  She pulled open the curtain and reached out for it, expertly keeping her nipples hidden from view in a fashion that was almost more erotic than total nudity would have been. Jake moved in closer, until his mom’s body was just inches away from his own, and placed the towel in her hand.

  “Here you go, mom,” he said. His cock throbbed as he stared at her, and his body felt hot, both from the steam of the shower and from his own burning desire.

  “Perfect. Thanks, sweetie.” Heather leaned in and gave him a kiss on the cheek. It took all of Jake’s willpower to keep from grabbing her and pulling her in close to him. In that moment, he didn’t care about anything other than her nudity, her beautiful unclothed body, and how badly he wanted her.

  “Hey mom,” said Jake slowly. “Do you… do you want to watch a movie after?”

  Heather smiled at him. She shifted her arms, and for one split second Jake thought he was going to see her naked nipples in their full exposed glory. But she was quick, and the towel was wrapped around her body before his eyes could process what was going on.

  “Sure!” she replied. “I don’t have anything planned for today. Let’s curl up on the couch, and watch something fun.”

  Jake nodded and felt a broad smile creep across his face. He felt a little ashamed of how excited he was, but tried to subdue it as he finally turned from his mother and walked out of the bathroom. This wasn’t his idea, he reminded himself. It was all for the YouTube video.

  He walked back into his room with Katie and shut the door. She stared at her camera’s screen for a moment, and then looked up at him.

  “This is perfect, we can use it as an intro.” She had a devious look in her eyes, one that made Jake feel a little nervous, and more than a little guilty.

  “Look, all I’m going to do is lie on the couch with her,” said Jake. “You can edit it however you want, but I’m not taking things as far as they went last time.”

  “Of course, just lie down with her, Jake,” said Katie. “But judging from what I’ve seen with you and her that’s all it will take.”

  Jake sighed, and shook his head. He didn’t want to admit it, but his cock was still hard, and only became harder as he thought about what was to come.

  “Jake, do you want to pick something out on Netflix?” Heather’s voice came from downstairs. Jake took a deep breath, and then walked towards the hallway, his excitement growing with every step that he took.

  “Uh, yeah mom, I’ll pick something out,” he answered.

  Katie followed behind him silently, staying low to the ground. She waited until Jake had made it down into the living room and waved back to her, signaling that his mom was looking at the TV, and she could move into position.

  Heather was lying on the couch. She only had on a thin nightgown, and as far as Jake could tell, she wasn’t wearing any underwear underneath. She had wrapped a small towel around her hair, and she smiled as he walked over.

  “Do you want to squeeze in behind me, sweetie?”

  Jake nodded. He really, really did.

  He climbed onto the couch and fit himself down into a spot behind his mom. His cock was hard, and as it rubbed up against her butt, a warm, intensely pleasurable sensation began to wave over him. Jake remembered that Katie was filming, and felt a little guilty for being so turned on.

  “Are you comfy, honey?” asked his mom. Jake rubbed her shoulder and nodded.

  “Oh yeah mom, very comfy,” he said. His cock had shifted so that it was pushed right in between her buttocks, and it throbbed with pleasure. He wondered just how it was that she hadn’t felt it, and did his best to ignore how much it made him feel like a dirty pervert to enjoy the sensation so intensely.

  Jake glanced over his left shoulder and saw Katie crouched low on the bottom steps of the stairs. She was filming the two of them with an odd look on her face, as though the sight was confusing for her, and possibly even a little erotic. He caught her eye for a second, and watched as Katie glanced away.

  “Well, what do you want to watch, Jake?” His mom was angling the remote in front of his face. Jake turned to grab it and snuck a peek down into his mom’s beautiful cleavage, both of her milky globes looking almost like they had an erotic aura to them.

  “Uh, yeah, how about ‘Orange is the New Black’?” Jake wasn’t really listening to himself talk. He clicked through the Netflix browser in a trance, his attention totally focused on his mom’s soft, sexy body pushed up against him. Every breath she took caused her body to shift slightly, sending waves of pleasure reverberating through him.

  Jake clicked the show on, and then dropped the remote on the side table and settled into his spot next to his mom. The intro began to play, and it was almost as though the lights had dimmed in a movie theater. He was acting the part of the horny teenager, eager to feel up his date and push things as far as they would go.

  “Jake? What are you doing?” asked Heather. He had begun to move slightly, rubbing his achingly hard cock against his mom’s butt, and sliding his hands up her waist.

  “Oh, uh, I’m just…” Jake felt his hips taking over, pushing him against her harder, and faster. “Just trying to get more comfortable, mom.”

  “It is a pretty tight fit, here on the couch,” whispered his mom. “I… I think I need to get more comfortable, too.”

  Jake felt his mom shift underneath him. She moved up towards the end of the couch, just far enough so that his cock slid in between her thighs. Her legs clamped together, sandwiching Jake’s cock in between her luscious legs, and giving him a taste of the outskirts of paradise.

  “Is that better for you, sweetie?” Heather turned her face back to him and whispered the words gently, as though she fully understood what was going on, but didn’t want to openly acknowledge it. Her cheeks were red, and her body felt hot against his.

  “Oh yeah mom, that’s so much better,” said Jake. “I can hug you tight like this…”

  He was ashamed, but it felt like his body had been taken over by a demon that was bent on only one thing. His hands slipped up his mom’s stomach and came to a rest right below her big breasts, cupping them on the soft bottom edge. He pushed his crotch forward against her rhythmically, letting his cock slide against her legs and essentially be jerked off by her thighs.

  A sound came from behind them, from the direction of the stairs. Jake looked over his shoulder and saw that Katie had crept a little closer. She was staring into the screen of the camera, and her pretty mouth was hanging wide open. On top of that, Jake noticed that she was rubbing her crotch with her free hand, openly touching herself to the erotic scene she was witnessing in front of her.

  Jake began to hump his mom harder and faster, doing little to make it seem like anything except what it was. He was dry fucking her, and it felt amazing. His mom’s body was so soft and hot, and his cock craved more of her. He let one of his hands grope her breasts openly, and heard his mom let out a little gasp as the other one pulled up her gown and then slipped down his pants, allowing his hard member to touch her naked skin.

  Jake realized that he was going to fuck her. He was going to fuck his own mom, and something about the reality of it was too hot to turn away from, even with all his willpower and the knowledge of Katie filming the two of them. His mom apparently realized it too, and suddenly turned around on the couch so that she was facing him.

  “Jake, sweetie…” She looked at him, and then started to look up, over his shoulder.

  Jake leaned in and kissed her, stopping her from seeing Katie and exposing the truth of
what was going on. His cock pushed against his mother’s soft folds, and he felt the wetness waiting for him. His mom let out a moan, and then did something unexpected.

  Heather reached her hand down and wrapped her fingers around her son’s cock. She looked at him with a strange mixture of emotion in her eyes, everything from embarrassment, to confusion, to arousal.

  “Honey, you can’t,” whispered Heather. “Mommy is off limits.”

  Jake realized that she was just shifting his dick away, moving it carefully, as though it were heat seeking missile on target to her hot, horny cunt. Jake felt his cheeks begin to heat up as he stared at his mom, and really began to understand just how wrong what he was about to do had been.

  “Mom, I, oh…” Jake was still focused on the sensations flooding his body. His mom was slowly moving her hand up and down his shaft, and whether she realized it or not, she was giving him a hand job. Jake grabbed her breasts and leaned in to kiss her again, and Heather continued jerking him off.

  “Honey, we should just watch the show.” Heather was pumping his cock up and down even faster. Her face was bright red, and Jake realized that he’d never seen her so embarrassed in his life. He felt the same way, but his intense need to cum felt like it outweighed anything else.

  “We… we are watching the show,” whispered Jake. “Oh yeah, mom… oh, god.”

  “I, I have to stop!” Heather pulled her hand away, and Jake felt cold disappointment hit him like a brick wall. He couldn’t help himself, and reached down and began jerking his own cock.

  “Mom, I, I…” He didn’t know what to say. His body was on autopilot, and before he understood what was happening, he had pushed closer against his mother.

  “Jake, oh sweetie!” His mom had never looked so sexy and erotic to him, not in his entire life. He was on top of her, pushing his cock in between her legs, pushing it closer, and closer…

  Jake heard a noise from behind them, and glanced back to see that Katie had set the camera down. She was seated on the stairs, her legs spread wide and her hand down her pants. A horny look was on her face, and she was biting her lower lip as she rubbed herself off.