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Author’s Note: All Characters are of 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
Wednesday, September 14
1
Sara had another dream. This time she was at the doctor’s office again while her son’s cock was out. Naomi was stroking her son but it wasn’t working.
“I’m sorry, Sara,” Naomi moaned as she jerked Jack off like there was no tomorrow, “He can’t cum! I think there’s only one way to get your son to orgasm!”
“What’s that?” Sara moaned, she was in the bathing suit she wore when she was teasing her son in the dining room the other day. She had both her hands under the top and was playing with her massive boobs. She could feel herself working up to a massive orgasm just from playing with her tits. “I’ll do anything to help my son!” Sara said, her voice leaking sexuality.
“Anything?” Naomi asked and then lightly licked the tip of her son’s cock to swallow some of the copious amounts of pre-cum leaking from it.
“YES!” Sara moaned as she came, “I’LL DO ANYTHING YOU ASK!”
“Good, because the only way he’s going to cum is if you fuck him. He needs to fuck his mother’s pussy. It’s the only way to cure this specific condition.” The doctor explained, jerking Jack’s cock so fast Sara was worried she was going to rip it off.
Sara moaned again but quickly pushed her bikini bottoms out of the way as she straddled her son on the operating table. Soon, she was cumming like crazy on his massive cock as she fucked him like crazy.
When Sara woke up in her bed, this time it was after she had orgasmed. In fact, the bed was so wet this time that she was certain that she came multiple times during the night.
She quickly cleaned up the bed and had to change the sheets once again. After she had the laundry going, she took a shower. As the water cascaded down her beautiful body, Sara thought about what had been happening between her and her son.
Sara felt this was going to keep happening every day, changing her sheets after her nightly wet dreams, but wasn’t at all sure what to do about it. I need to stop having these sexual thoughts about my son. Sara pondered. How though? It’s not like I can make him suddenly have a smaller penis… She sighed as she fantasized about it some more, He’s got such a big dick… God! I really wish he wasn’t my son! She shut the water off in frustration and got out to towel herself off, Maybe I should talk to Rita about it? No! Just no. I don’t think she’d be a positive influence on the situation. She remembered how last time it escalated until Rita was giving him a handjob, something Sara did not want to happen again, I guess the best course would be to talk to Jack about it instead. I mean, after our movie watching yesterday things have felt a bit more normal between us. At least since I saw his penis last week… He gets to go back to school today maybe I’ll wake him and we can…talk.
Sara gulped nervously as she realized that something about this idea was making her very horny. She knew she had to keep it under control. She grabbed her robe, a normal white one that showed off her cleavage and hung down to her knees, and then walked across the hall into her son’s room.
2
Inside, Jack was still sleeping. Sara felt her breath catch in her throat as she saw him. He’s so handsome, she thought as she stood in his doorway and admired her son’s sleeping form, I just want to curl up next to him in bed… She halfway considered it but realized that she should just wake him up.
“Huh? What?” Jack yawned as he opened his eyes. He saw that it was his mother, looking sexy as ever with her damp black hair and soft robe. It was just a normal robe but it still looked hot on his mother’s voluptuous body. He tried not to ogle her breasts with Sara’s deep cleavage on display but it was too late. His boner made a very obvious tent in the blanket he was lying under.
Sara noticed this, “Oh wow, I mean, is that because of me?” She asked before she considered her words more carefully.
Jack blushed but nodded without thinking about it. His sexy mother sitting on the bed next to him was clouding his brain. “I mean-” He said but it was already too late.
“It’s okay, really,” Sara said with a kurtköy escort smile as she stared at the huge tent that was right next to her. “I know you have a problem.” Still thinking more about her latest sex dream than anything else, she took a hand and poked the tip of her son’s dick through the covers and said, “Poke.”
She gasped at herself, not believing she had just done that. Sara wanted to run out of the room but she looked at her son in his eyes instead to gauge his reaction to what she had just done.
Jack blinked at her because he couldn’t believe it either. Part of him wanted to do… something. But his sexual inexperience was biting him in the ass once again as he wasn’t exactly sure what he wanted to do to his own mother. “Um, did you want to talk to me about something?” He asked after a moment of silence, not wanting to address that his mother just, kind of, touched his penis.
Sara decided to just ignore what just happened as well, “Um, well, I, um,” She muttered nervously as she tried to find the right words to say to her son that she felt like she was always moments away from rushing up to him and fucking his brains out. She lost the confidence to brooch the subject and decided to just lie, “I only came in here to make sure you were up for school. You’ve been sleeping in a lot lately and I don’t want to miss any now that you get to go back.”
“Oh, okay. Thanks, Mom.” Jack said as he lay his head back down on his pillow, “I actually could use maybe five more minutes.” He said as he closed his eyes.
Sara bit her lip as she glanced at the obscene tent that Jack’s gigantic cock was making in his blanket one more time. She really really wanted to rip the blanket off of him just so she could see it again but knew that really wouldn’t help her taboo lust for him.
Sara sighed and got up and left the room without saying anything else to him. She didn’t come back to wake Jack up five minutes later either. Instead, she just went to the living room and did her morning yoga.
Soon after Jo and Clara joined her like they usually did in the morning. Jack eventually came down and went for a jog like he usually did as well.
3
After Sara dropped Jack and the girls off at school. Jack showed the doctor’s excuse that Naomi wrote to the principal.
He read it out loud, “Sorry about the inconvenience with Jack and his…penis.” The principal adjusted his reading glasses as he continued, “Jack has a medical condition that makes his penis and testicles amazingly large and near-constant erections is, unfortunately, to be expected. He also can’t…um, reach orgasm, ahem, on his own. It is a consequence of this that Jack will have erections throughout most of his classes. Unfortunate incidents like the one in his history class will probably happen to Jack all the time throughout his life.”
The principal thought the wording was a little weird but he accepted Jack back into the school and told him, “Despite what this note says, I trust there won’t be any more incidents like this while you’re at this school.”
Jack assured him there wouldn’t be. Then he went to his first-period class. Beth Ryder, the history teacher, was so surprised to see him that she rushed up and gave him a hug, “Oh thank God you’re back. And thank you so much for taking the blame for that and letting me keep my job.” She whispered to him as they hugged.
Beth’s big breasts were pressed into Jack’s chest for quite a while and it was having an effect on him. He tried to break the hug but she wouldn’t let go and soon he had a giant erection pressed against his teacher’s body.
Beth pretended not to notice, but truthfully, since she accidentally pulled Jack’s dick out in the middle of class over a week ago, it’s all she’s been able to think about. She didn’t plan on doing more than what she was doing right then, just to feel that huge hunk of meat pressed up against her body for just a moment. It felt heavenly to her, just such a big manly cock… Beth only wished that Jack wasn’t her student…
She broke the hug and Jack quickly took a seat before anyone noticed his erection.
After school, his mother was avoiding him again. Jack wasn’t even sure why.
When Jack went to bed that night, he felt like he had been erect most of the day. He hated that he couldn’t jerk off and cum when he wanted to like he assumed every other guy his age could. Still, there was nothing he could do about it now. It just seemed like he was going to have to suffer until he got a girlfriend. And he felt like such a loser, he knew that probably wouldn’t happen until he was out of high school next year. It was going to be a very frustrating year, he decided.
Thursday, September 15
1
Another day, another sex dream staring her son.
As Sara changed her sheets this time, her sister Rita was still there, it was earlier than Sara aydıntepe escort normally got up.
“Oh hey sis,” Rita said to Sara as she came into the living room after putting her laundry in where Rita was watching the morning news on mute, so as not to wake anyone, like she did almost every morning, “You’re up early.”
Sara obviously couldn’t admit she’d been having sex dreams about her son, “Um, just trouble getting to sleep,” is what she said instead.
“I’m sorry,” Rita said compassionately, “Is something troubling you?”
Sara sighed and sat next to her sister on the sofa, “Yes but I don’t think I can talk about it. Not right now anyway.” She really didn’t want Rita to know, but felt like maybe in a few years when her son had moved away, then, and only then, could she talk about it. At least that’s how she felt at that moment.
Rita looked thoughtful and decided to take a stab in the dark, “If this is about the doctor’s appointment yesterday-“
“What?!” Sara said surprised, “How did you know?! Did you talk to Naomi?!”
Rita smirked, “No, I haven’t had time yet, but I think you just admitted that something did happen.” Rita put a hand on her sister’s shoulder comfortingly, “You know you can talk to me about anything, right?”
Sara opened her mouth but closed it again. “I don’t know…” She admitted.
“Well, if you don’t tell me I can probably get Naomi to tell me.” She said, though truthfully Naomi probably wouldn’t because of “doctor-patient confidentiality.” Naomi might be a nymphomaniac but that didn’t mean she wasn’t also professional and considerate most of the time.
Sara sighed. She really wished she had someone else to talk to about it, only because she was worried that Rita might take things too far again, but she also knew that Rita wouldn’t blab what she was about to tell her to other people either. “Okay, I’ll tell you. But please don’t tell Jack, or anyone else for that matter, that I told you.”
“I promise,” Rita said, and she meant it. Her sister could trust her…usually.
But Sara didn’t know how to admit to her sister that she’d been having very sexual feeling for her only son, so she just said, “I’ve just been a bit…frustrated is all.”
“I could let you borrow my dildo if you want,” Rita said. Then she laughed at Sara’s embarrassed reaction, “don’t tell me you still don’t masturbate.”
Sara blushed. That was answer enough for Rita.
“Well, I think that might be your problem right there.” Rita said, “I’m sure if you get a few orgasms out of your system, you’ll stop being so pent up.”
Sara blinked, but she decided she still didn’t want to tell Rita about her wet dreams, “Um, I don’t think lack of orgasms is the issue.”
“Well, you won’t know until you try.” Rita commented as she checked her watch, “Well, I got to get to work. We’ll talk about this later though. Maybe after work?”
Rita ended up working late and leaving early the next day so Sara didn’t see her again for a bit. Sara avoided her son outside of taking him to school and picking him up again.
For Jack, life seemed to go back to what he considered normal. His sister and cousin were gone all the time. Rita was usually working. His Mom just ignored him. His boring life was back to its most boringest.
Friday, September 16
1
This time, Jo was the one who woke up in the middle of the night. She had been dreaming about her brother. Most specifically about when she walked in on him with an erection alone with their cousin Clara in his room.
When she woke up she thought about that memory. There’s just no way, she thought, my brother with a cock like that? The guy is more virginal than, well, most virgins! He doesn’t know a thing, not a thing! When it comes to anything sexual. He’s…just… a loser! There’s no way he has a cock that size, there’s just no way…
Jo knew she must have been imagining it, twice now, and she got up out of bed to go prove to herself, once and for all, that Jack’s cock was just as average as most of her boyfriends’.
She snuck down the hall. Jo heard the shower on as she passed the bathroom and she knew that her aunt was getting ready for work, and she would have to be quick.
She snuck up to her brother’s bedroom door. It was closed but she knew he never locked it. She slowly turned the knob and walked in. She closed the door behind her and it was too dark to see anything now. Jo was worried about waking her brother now but didn’t know what else to do. She turned on his light.
Jack was lying on his back, snoring soundly. Jo wondered if he slept naked. She tiptoed to the side of his bed and grabbed the side of his covers. She lifted and gasped.
Jack did sleep naked. And his limp cock was right there for her to see. It lay along his leg and Jo could clearly see that it stretch almost down to his knee. His cock was completed by a bulbous tuzla içmeler escort cockhead that was almost as big as her fist. Jo was spellbound by it, and she couldn’t help herself. She reached out at grabbed that meaty cock.
It was heavy. Jo lifted her brother’s cock a few times and dropped it on his leg so it made a mighty SLAP every time. She was getting turned on as she played with Jack’s penis, and as she touched it, she felt it getting hard. Soon, one of the biggest cocks in the whole world was standing rigid at attention in her hand and something changed inside Jo. Something major…
She started to stroke Jack’s cock with one hand. Then two when she realized there was no way she could grip it all the way around with just one of her hands. She loved her brother’s cock. It was so thick, veiny, and meaty, she knew that her pussy would be split in two in the most wonderful way if she ever fucked it.
Jack let out a loud snore and before the sound of it was over, Jo had gone from his room, turning the light off behind her, and was back in her room with her door locked and on her bed in the dark.
She ripped her clothes off and threw them on the ground. Something’s different, Jo thought as she pet her pussy while images of her brother’s dick filtered through her brain, I’m not sure what it is but something feels very different…like I have a purpose, or something…I don’t know. She stopped thinking about it as her fantasy of fucking her brother started to get going. Within ten minutes she was cumming harder than she’d ever cum on any of her boyfriend’s cocks while thinking about fucking her brother. After that, she fell asleep naked without even her blanket over her.
2
Jo didn’t know what had changed then and wouldn’t until near the end of the day. She was out on a date with one of her boyfriends. They were at the movie and making out in the back of the theater like they typically did. But Jo really wasn’t into it and eventually stopped it.
“What? What is it Baby?” That guy said, an obvious, average-sized boner in his pants.
“I think…” Jo said not sure but then knew, “I think I don’t want to see you anymore.”
Jo got up and walked away before he could complain. As she was leaving she vaguely heard him complain “…blue balls…” But she honestly didn’t care what the dumbass had to say anymore.
She came home late to her house. Too late to talk to Clara or call Rose. Too late to talk to her brother either, though she considered waking him up. She knew what was different about herself now. Jo had been in denial about her brother before. She thought that just because he was a loser and unpopular that meant he didn’t have anything to offer, well, anyone really. Especially not Jo herself. But Jo realized as she touched his hard dick that morning that he wasn’t a loser, he was special. A diamond in the rough, as they say in old Disney movies.
She knew he was a virgin, and, like she had thought that morning, probably didn’t even know the first thing about kissing let alone sex. But his cock was something special, and that meant that so was Jack. Her brother Jack was a sexual beast, Jo realized, even if he didn’t know it yet.
Jo also knew that she was bored with her current casual dating system. She didn’t realize until she touched her brother’s cock that she actually didn’t like any of the men she was using for sex, not even a little bit. She mostly only dated them because they were popular, not because they actually turned her on any more than she could turn herself on with her dildo. She was bored with it, bored with taking the easy way out when it came to orgasm. Jo didn’t want that anymore.
And besides, she thought as she started texting each and every one of her boy toys telling them “It’s over!” And then deleting their numbers and blocking them, I’m the most popular girl in school, maybe even town, and I deserve the very best… My brother’s cock is the very best!
Jo then proceeded to take her 7″ dildo out from her bottom drawer where she hid it, and masturbate herself to two orgasms in a row as she imagined her brother’s cock, knowing her dildo didn’t compare to the mammoth beast she saw in the other room.
Once that was over she calmed down and realized that lusting after her brother was not something the most popular girl in school should do. She decided that she wouldn’t do anything with him, as that would be too weird, but she didn’t regret breaking up with all her boyfriends one bit.
I can’t fuck him, but I can at least help him gain some sexual experience. She thought as Jo’s mind was already coming up with other fantasies once again. I wonder if I could hook him up with someone… She began fantasizing about her brother hooking up with her as she worked herself up to a third orgasm before falling asleep once again.
Saturday, September 17
1
“Hey what’s up?” Clara said to her cousin Jo after they finished yoga and took turns using the shower.
Jo was sitting on the couch in the living room and reading a fashion magazine, “I’m reading.” She responded casually, not looking away from her magazine.
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