The Magic Fleshlight

Freddy groaned as his mom continued to nag, his eyes rolling a few times to express how much he didn’t want to do this. It was his college break, and he wanted to stay at school and game some more instead of having to come back to his family, but they had insisted that it was important for him to come home for Christmas, and he had agreed, though he wasn’t happy about it. He was twenty two years old and a typical nerd. He was tall, skinny, completely smooth shaven and spent most of his time either studying or playing computer games. He had a single mom (Mary) and a sister (Daphne), both of whom were pretty happy to see him again, to his dismay. 

His mom, Mary, had been single since his dad passed ten years ago. She was tall and curvy, her body similar to the rest of her mom friends. He had seen pictures of her in the past, and she was definitely way skinnier before she had given birth to him and Daphne. She had curly wavy hair, which she usually kept up in a ponytail when she did housework, and she was currently wagging her fingers at him mom-style, her head bobbing as she did so. “You’re not spending the entire break holed up in your room playing video games…” she continued, “go up to the attic and find the Christmas tree, or I’m going to really start with you.”

“Okay, okay. Sheesh,” Freddy knew there was no arguing with her, so he stepped out of the kitchen to escape her wrath. He traveled upstairs to the hall next to his bedroom and pulled the rope down, exposing the stairway up to the attic. He crawled up to it, coughing and sneezing along the way from the dust filled room. It was clear no one ever went up there. It didn’t take him long to find the Christmas tree, as it was the first box he saw, clearly labeled, but he was immediately distracted by the rest of the knick knacks littered throughout the room, particularly his dad’s research for when he was an archeologist. He’d always been fascinated by this father, since he barely knew him before he passed, and so he ran over to the boxes, sifting through his research, trying to find anything that could tell him more about his own dad. 

As he pulled out another leather-bound journal, he spied something shiny in the old box. He pulled it out, rubbing it as he removed the heavy dust covering it. He gasped as he bounced back, as grayish blue smoke began filling the room, and a deep voice said, loud and booming, “your three wishes?” 

“What?” He asked, looking all around the room but only seeing smoke.

“Three. Wishes,” the voice replied, sounding a little annoyed.

It felt like he was dreaming, but he tried to think of something as fast as he could, since the being seemed like it might disappear if he took too long. “Uh… can you make me a portal fleshlight? So I could fuck whoever I wanted but like, through a portal?” Three things had caused him to think of the concept. One, he had just been playing the game ‘Portal’ an hour ago before his mom called him down. Two, his mom was annoying and he wanted to teach her a lesson. Three, he’s never gotten laid, and he wanted to desperately.

He heard the being sigh deeply before all the smoke disappeared at once, leaving two things in his hand, a normal looking black fleshlight with a pink interior and a golden lamp, dirty except for the small spot he had rubbed on the side. “Holy fuck,” he said to himself. He needed to try it immediately, and so he ran down the stairs, completely forgetting the Christmas tree, and closed the door to his bedroom behind him, locking it with a ‘click’. He pulled his pants off, and stared down at his still flaccid skinny uncut cock, which had always been completely hairless. He closed his eyes and thought of his mom’s curvy body, and what he’d always wanted to do to her to show her who was really the boss in the household. He began stroking himself, though it didn’t take him long to get fully erect, his cock becoming veiny and very swollen. He didn’t know what he was supposed to do, as the wish didn’t come with instructions, but he held onto his new fleshlight and began thinking about his mom. At once, the fleshlight began transforming, expanding wider and wider until he could see a full ass and pussy in front of him. He could see a large tangled curly hairy bush, a plump clit that poked out from puffy lips, and hair that traveled all the way down to a perky swollen asshole. 

He almost screamed in delight looking at it. He wasn’t completely sure if it was his actual mom, or if it was just some illusion, but he reached his hand out and pushed his finger into the portal, forcing his way past the pubes and directly into her pussy, not caring whether or not it was wet. He knew at once his wish had come true, because he heard a scream down in the kitchen, as if she could actually feel him through the portal. He was so startled that he pulled back, and fell onto the ground. His finger was gooey and covered with a sticky translucent fluid, which he pushed into his mouth. He tasted absolutely nasty and delicious, and he knew he was immediately obsessed. He couldn’t believe he just saw his mom’s pussy for the first time. It was so ungroomed, so mature, and so hot. So similar to the other mature pussy he’s masturbated to in the past. 

The portal had disappeared when he had dropped the device, but he knew he had something to do first before he experimented more. He had to call Tiff. 

Tiff was his best friend, though he wasn’t sure how he managed to find a friend that was so spectacular. She was the same age as him, twenty two, and one of the most gorgeous girls he’s ever met, with wavy brown hair, and an adorable face with little freckles. She had wide hips, a perky ass, thick thighs, and long legs, and though he’d always lusted over her because she was exactly his type, as most gorgeous women were, he knew he was already too lucky to have her as a friend, and didn’t want to push it further. They were forced to partner up for class, and though they were opposite in the people they hung out with (her the swimming club, him the computer nerds), they somehow had very similar types of humor, and ended up becoming inseparable, and even ended up going to the same college.

He was nervous and excited, and every single time he wasn’t sure what to think, he knew Tiff would be the person to ask. Besides, how could he have found such an amazing object and not want to share with his best friend? She was typically very non-judgemental, though he was a little nervous as he called her, wondering if she was going to be pissed at him for doing something so invasive. He was very secretive on the phone, but had told her to show up at the house ASAP, and she had hung up, telling her she would be there shortly. 

He bounded down the stairs as soon as he saw her car pull up, and he opened the door wide, a grin on his face as he watched her come out of her car. She was wearing a Christmas jumper and tight jeans, which showed off her ass amazingly as she bent down to pick up her purse. She walked to him, a bewildered expression on her face, as she said, “why are you staring at me like that? You’re literally always still gaming when I show up, something must be seriously up with you.”

“I told you it was an emergency!” He exclaimed. 

“You usually say things are emergencies, and then they end up being nothing,” she said, though followed him up to his bedroom nonetheless. He opened the door and shut it behind them, locking it before starting to ramble, starting from the moment his mom told him to grab the Christmas tree, though leaving out that he had already experimented with it, and who he had experimented on.

“You’re fucking with me, right?” Was her response.

He shook his head, “no, I’m so serious right now.” 

“Magic doesn’t exist, Freddy. I think you’re playing too many games,” she walked to the door, unclicking the lock. “I can’t believe you made me come all the way here on an ‘emergency’ for some crazy genie story you made up in your head.”

“No, let me show you,” he didn’t know if she would lose her mind, or call the cops, or tell everyone about this, but if he had one person in the world he would trust to let him have this, it would be Tiff. He just hoped that their friendship was enough for her not to backstab him with something as crazy as this. He pulled the magic device out from his pocket, and set it on his palm.

She stared at it, and said in a dead panned voice, “this is a normal looking fleshlight.” 

He did the same thing he did previously, with his mom now sitting in the living room holding a glass of wine as she watched the bachelor. He didn’t know why he didn’t think of someone else, since Tiff would think of him as such a perv to want to fuck his mom, but she was the only person he could think about, and when he did, the fleshlight transformed again, expanding from a circle, wider and wider until he saw her ass and puffy lips again. Panicking at the fact that he was now showing his friend his mom’s pussy, he stopped the magic at once, and the image went back to being a normal fleshlight. 

He looked at her, then bit his lower lip. God, this was going to be so bad. “Who’s… who’s pussy was that?” She asked, her eyes completely wide. “It looked so mature…” 

He paused, not knowing what to say, then let out a long and drawn out sigh, “my mom’s.” 

“Holy fuck.”

“I don’t know why, it was just the first one I thought of to show you.”

“Dude, I didn’t know you were into your mom like that.”

He blushed, “I don’t know, she’s been so annoying all break, and I just wanted to show her who was really boss around here.”

“I can’t believe you were telling the truth about this genie.”

He nodded, “why would I lie about that? I never lie to you about anything.”

“Yeah but this is so wild. You have three wishes and this is what you decide to wish for?” She cocked her hip, “men,” she said, rolling her eyes. “I didn’t know I was best friends with a pervert.” 

“I’m not a pervert!” He replied.

“You just summoned a pussy of your mom, and you definitely  want to fuck it. I think that’s the definition of being a pervert.”

“I don’t want to fuck it,” he lied.

“I thought you never lied to me.” 

He sighed, “okay, I do want to fuck it.”

“Can you even fuck it?”

“Yes, earlier when I tried it, I heard her make a noise. She feels it, but doesn’t know who’s doing it,” he explained.

“Okay, then you have to fuck it. Right now,” she said. 

He shook his head, “no way.” He had thought Tiff might let him do what he wanted with the device, or not tell anyone about it, but he hadn’t thought she would be goading him on and telling him to fuck his own mom! She was always a bit more kinky than him, always teasing him about girls he had a crush on (which was most of them), but this was just too much. She approached him now, though, and grabbed the device from him. She thought of his mom, and her pussy showed up again, so puffy and looking like it would be amazing to fuck. Freddy didn’t know what she was planning, but his best friend proceeded to pull his pants down, revealing his briefs underneath. “HEY!” he yelled.

“Looks like you got a bit of chubs going on down there while looking at your mom’s pussy,” she said in a singsong voice. 

“No I don’t!” He lied again.

She rolled her eyes, then pulled his boxers down next. He couldn’t lie any longer. It was clear his cock was getting harder by the second, and that his best friend was staring at it for the first time. “I can’t believe I’m staring at your cock right now. I’ve always promised myself never to fuck you.”

“You were the one who pulled it down!” Freddy exclaimed, and proceeded to pull his pants and briefs back on.

She couldn’t stop laughing as she doubled over, wiping tears from her eyes as she collapsed down onto his floor, still holding onto the fleshlight as she did. “It’s always been so fun teasing you. I think that’s why we’ve been friends for so long.”

He rolled his eyes, and sat down next to her, staring at her and the device she was still holding, now shut off again. They were silent for a few seconds before she said, “seriously, though. You’re obviously turned on, are you really not gonna fuck her?”

“I hadn’t really thought about it seriously. I kind of just called you as soon as I realized the genie was real,” he admitted.

“But it’s clear she turned you on. I think you should just do it. What’s the harm?”

“The harm is she’s my mom!” How could she not understand that?

She smirked, “doesn’t that make it so much funner?” 

After what felt like forever of going back and forth, Freddy realized there was no point in trying to stop Tiff from getting exactly what she wanted from him. He made sure the door was locked again, then held onto the fleshlight before mustering the courage to summon his mom’s hairy pussy again. It didn’t take him long to immediately harden from staring at her, his cock becoming deep red and swollen once more as he took off his pants again. He was a little embarrassed with how much Tiff was staring at it, since he’d never imagined this was how she would see his cock, if ever, but she seemed super into it, which made him feel safer to do it around her. 

He hesitated for a second before pushing his fingers into his mom’s pussy again. It jolted, making them both realize she could feel it while sitting downstairs, but he pushed in deeper with one finger, sinking in as much as he could. She was so gooey inside, and so warm. He pushed his finger in and out before putting a second one inside of her. She began reacting to him, her pussy getting wet, and it encouraged him to push in and out even faster. “Dude, are you making your mom horny?”

Freddy jolted, forgetting that Tiff was watching him, and blushed furiously. “I don’t even know what I’m doing, I just wanted to touch her insides…”

“You know what would be better than using your fingers?” She said, edging him on again.

She was right, he couldn’t wait anymore. He had to feel what she felt like inside. He aligned his cock against her pussy, and sunk inside, inch by inch, and felt the heat of her wrap around him, squeezing onto his cock. 

Downstairs, Mary was freaking out. She had just watched another date on the bachelor, and was about to call it a night when she felt fingers pushing into her pussy. It didn’t make sense, and she didn’t know how she knew it was fingers, since she hadn’t been laid in what felt like forever, but she knew at once there were digits pushing inside of her. Two, to be exact. It pushed and out of her, and she had begun moaning, feeling so good to have something inside of her for the first time in forever. She didn’t know what was happening to her, because when she pulled her panties down, she couldn’t feel or see anything. She had rushed to the guest bathroom downstairs and shut the door, worried that her son would see her in such a crazy state. The more the fingers touched her, though, the more turned on she was, and she eventually began holding the sink and grinding against it, moving her ass to get more sensation inside of her. She was a little disappointed when the fingers pulled out, but before she could right herself, she felt it - a bulbous head pushing into her entrance. She moaned, her body completely rigid as she felt it push deeper and deeper into her. It was so crazy, and none of it made sense, but she felt so fucking good she wanted to enjoy it as much as she could.

“Is she actually fucking you back?” Tiff asked as he started thrusting into his mom.

“Yeah, I think she’s super into it,” he moaned, unable to keep his eyes open. Her pussy was absolutely perfect, so puffy and milky and squeezing him like it loved him. It was hard fucking it while standing up, but he didn’t care, he was loving every second of it, and it was even better knowing that Tiff was watching and enjoying herself.

“Hey, lay back on your bed, I can help you move it in and out so you don’t even have to thrust,” she said suddenly.

He stopped his movements and stared at her. “Seriously? You want to help?”

She shrugged, “yeah, why not?”

He moved to the bed, not thinking about much else other than his now desperate need to cum. He laid back, and Tiff climbed up to the bed next to him. She grasped the fleshlight, and began moving in and out of him, over and over again, so hard that he gasped and arched off the bed from the pure pleasure of it. She looked down at him with a sadistic grin, like she was having the time of her life. She stared at his mom’s pussy, with her clit that was even more swollen than normal, and as he watched, she moved her fingers against the clit and started moving in circles. The pussy began squeezing even tighter around it, producing so much fluid it was dripping down his cock. “Fuck…. I can’t take this much longer,” he said. “It’s too good…” 

She continued to play with his mom’s clit while fucking him with the toy, and he realized at once that he couldn’t cum inside of his mom, no matter how much he wanted to, “wait, Tiff. You gotta stop… oh god…” he groaned, barely able to get words out.

“Hmm?? I can’t hear you. Kind of busy right now,” she said.

“Move it away…” he begged. It was too late, he could feel his balls tightening, and he didn’t have the chance to push Tiff away before he felt his cock explode, the cum streaming out of him over and over again as he came inside of his mother. He could feel the pussy milking around him more aggressively, like it wanted all of them cum inside of it, and he could see her whole body shake. He wondered if he had just made his mom cum too. 

In the bathroom, Mary was dripping onto the floor, gasping for breath. She looked at herself in the mirror, and she was a complete mess, her face bright red and looking like she just had an intense workout. She collapsed onto the floor, panting, as she pushed her fingers inside of her pussy, and felt the sticky goo that hadn’t been there before. She pulled her fingers out and looked at it. It was white, gooey, and definitely cum. “What the fuck?” She said, completely and utterly confused. Who the fuck had just cum inside of her?

Tiff pulled the toy out of Freddy’s now flaccid cock, laughing hysterically as she did. “I can’t believe you just came inside of your mom!” 

Freddy laid there, breathing hard as he said, “we both know you made me do it, Tiff.”

“Doesn’t matter, you were horny enough to cum inside of her. I didn’t know I was best friends with a perv,” she dropped the toy, which turned back to a normal fleshlight.

“You’re the real perv,” he said in response, though knew she would never one up him with what he had just done.

She turned to him, now looking serious again as she said, “wait, so what should we do next with this?”