Copyright 2022 Charlie Flemming
Author's Note: All Characters are over the age of 18
This story begins in 2022
Main Characters
Jack-18, 16" cock, light brown hair, blue eyes, 6'3" tall
Sara-Mom-36, GG-sized tits, black hair, brown eyes, fit but very tone and curvy.
Rita-Aunt-37, FF-sized tits, blonde hair, blue eyes, similarly amazing body to Sara but not quite as hot
Josephine (Jo)-sister, 18, EE-sized tits, twin to Jack, red hair, green eyes most popular girl in school
Clara-Cousin, 18, EE-sized tits, brown hair, kinda dumb but very kind
Beth Ryder-teacher, 28, FF-sized tits, redhead
Naomi Moore-38, doctor, FF-sized tits, African American
Rose (Ro)-18, DD-sized tits, Jo's best friend and a popular girl in school, brunette hair
Thursday, September 22
1
Jo had set an alarm for much earlier than she normally woke up but since Aunt Rita was so hard to catch lately what with her working late almost every night, the only good time to catch her was really early in the morning like right then.
Jo practically ran out of her room and down the stairs but when she got to the kitchen she acted like she hadn't been rushing.
"Good morning," Jo said to her aunt as she came into the room.
"Morning," Rita said back to her niece as she sipped her coffee at the table. She was in her nurse's scrubs already, "You're up early."
"Yup," Jo said, she was too excited not to just cut right to the chase, "so, um, I heard about, uh, Jack's medical condition..." she put out into the air between them.
"What about it?" Aunt Rita replied.
"I, um, was just wondering what's wrong with it," Jo felt she wanted to be more specific so nothing was left to chance, "His, uh, penis, I mean." She added.
Rita cocked an eyebrow, "I mean, that really isn't any of your business."
"I know," Jo explained, "But I'm just wondering why, um, he's incapable of having an orgasm. Just seems strange to me." She hoped that was a good enough excuse.
Rita looked at her niece suspiciously but then her features softened when she decided,
it is a strange condition. Of course she's curious about it,
"It's not that he can't orgasm, he just can't do it by himself," she remembered what Dr. Naomi told her the last time they talked, "Well I guess he can when, umm, an actual woman poses for him, but porn doesn't work."
Now Jo looked at her aunt suspiciously, "How did you figure that out?"
Rita took a very long sip from her coffee to give her some time to come up with some excuse. She decided it didn't matter since she wasn't the one who did it, "Dr. Naomi Moore, she's a specialized doctor for this sort of thing. I guess she found that out in some kind of laboratory experiment." Rita said casually. It was sort of true.
"Oh, interesting." Jo said, she got what she came for, "well, I should go back to sleep now, g'night!" And she basically ran back to her room.
That was weird...
Rita thought but noticed she had to leave for work. She forgot all about the interaction as she left.
2
Sara woke up covered in sweat and her own pussy juices. She had her usual nightly wet dream staring her son. This time she dreamed that she came to him in the shower and sucked his cock until he came all over her face and then she let him fuck her until he came again deep inside her pussy. That's when she woke up cumming all over herself.
God damnit,
she thought,
every night now!? What the fuck is wrong with me!?
Sara tried her best to calm down but instead she just started thinking about Jack's last doctor's appointment two days ago. How hot it was watching him jerk his thick cock, how good his semen felt dripping down her skin, how good it tasted. Even after having such an explosive wet dream, Sara started feeling very horny once again almost immediately.
Sara still refused to masturbate though. Especially not while thinking about her son, no matter how humongous his cock was
She got up and went to take a shower but Jo was in it already. Sara scoffed at the bathroom door as she heard the water running from the other side.
Sara's pussy pulsed as she realized her son was sleeping soundly in the room behind her. Overwhelmed with conflicting emotions, and before she even realized what she was doing, Sara pushed her way into her son's room. She closed and then locked the door behind her, again, Sara wasn't exactly sure what she was doing but she knew she wanted at least some time alone with Jack.
She turned to his bed. He was sleeping on his side. Sara knew her son slept naked and realized that she was only in her robe and nothing else. She thought to turn and leave but her pussy twitched again, egging her onward.
As Sara got to the side of Jack's bed, in his sleep, he turned onto his back. Sara gasped when she saw the gigantic tent her son's morning wood was making in his blanket.
Holy shit! It's even bigger than I remember it being...
She thought bitterly,
God dammit! Why is it that I have to be cursed with a son who's so fucking hung!
Sara bitterly sighed as she suppressed the urge to reach under the covers and grab it. She decided the real reason she came in there was just to wake her son up for school. She put a hand on his shoulder, her cunt spasming again at even that much contact with the object of her sexual fantasies, and then shook him lightly.
"Huh? What?" Jack said as he came out of sleep. He was having a dream about his sister Jo, in it she was kissing him and he kept pushing her away but then he'd give in and she'd kiss him again until her pushed her away again, then gave in, and round and round it went. When his Mom woke him up, he was painfully aware of his erection and once again bitterly upset that he couldn't do anything about it. "What's up Mom?" He said to her pretending there wasn't a huge tent in his blanket.
"Just waking you up for school," Sara told him with a motherly smile. She glanced at the tent again, and for a brief moment she really wanted to ask Jack if he needed help taking care of it.
Obviously he does since he can't cum
without
help. But I need to get my mind out of the gutter.
She briefly considered coming clean with her son about her feelings, but then thought,
no, I can't do that! I'd traumatize him for life! Ugh...
she thought as she realized,
He's probably traumatized already from cumming all over his mommy's face...twice! How can he ever forgive me after that?
Sara looked back into her son's eyes. He was staring at her strangely, "I think..." She said slowly, "I think we should talk..." Sara wasn't sure how to start the conversation so she let that hang in the air for a moment.
"Okay," Jack said, wondering what the hell was wrong with everyone lately as his mom continued to glance between his face and the obvious erection he had under his blanket, "What do you want to talk about?" He asked finally.
Sara still wasn't sure this was a good idea, "Well," She stated, "It's about what happened in the doctor's office. You see-"
She was interrupted when someone out in the hall tried the doorknob, "Hey Jack!" Jo's voice came, "Why is your door locked? You've never locked it before."
Sara looked very scared at her son's face, not sure what to do.
Jack looked at his mom, then shouted, "I'm, um, changing." He said feeling stupid. He slept naked so why would he lock the door to change his clothes?
Jo didn't seem to notice the discrepancy, "Oh, cool." She said, though really she was worried he was locking
her
out because of what she did last night. "Um, well, Clara's not here. I think she stayed over at a boyfriend's house last night. Um, so I thought I'd drive the two of us in to school. What do you think?"
At that point Jack just wanted her to go away so he said, "Sure, sounds great!" Before he realized that he just agreed to be alone with his sister.
"Okay, cool. Um, I'll let you change." Jo said, feeling better then, but still worried her brother was trying to avoid her.
Sara thanked her son for not giving away that she was in there. When she crossed the hall to take her shower, she wondered why she was even worried her daughter caught her. But was also glad she didn't admit to her son that she had feelings for him.
That's just something I'll have to sort out on my own.
Sara decided.
3
Jack did manage to avoid his sister throughout breakfast by taking his cereal to his room. Once they were in the car. He tried to concentrate on the window and hoped that Jo didn't feel like talking.
Jo took a bit trying to figure out what she was trying to say to her brother.
For one thing, I kind of just want to park somewhere and see if I can convince to make out in the backseat all day, but I know I freaked him out SO much yesterday...Ugh, this is a stupid place to be in, trying to do more stuff with Jack will only drive a bigger wedge between us, but as I do this stuff with Jack I just keep wanting to do more!
Jo thought about what they did last night in their bedroom,"You're an amazing kisser." She said without thinking about it. She blushed profusely after that and would have buried her head if she didn't have to keep her eyes on the road.
"I am?" Jack asked. But then realized his sister was fucking with him. "Oh, shut up. I get it, I've never kissed anyone before, I'll always be terrible, leave me alone." He said, though this actually made him feel a little better,
Jo's just back to her bitchy self. Maybe things will go back to how they were where she's back to hating me instead of...whatever she thinks of me now...
Jo bit her lip, then turned up a side street that didn't lead to school but Jack didn't notice. "I'm serious." She said, "You have a gift, Jack. A natural talent."