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, works too much
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, nymphomaniac
Rose (Ro)-18, DD-sized tits, Jo's best friend and a popular girl in school, brunette hair, kinda mean
Saturday, October 1 (cont.)
6
Jack knocked on his sister's door, not sure if he was really about to go through with this.
"Who is it?" Jo asked from the other side. Worried that it was anyone but Aunt Rita.
"It's me." Jack answered.
Jo sighed, "It's unlocked." She said.
Jack came in and closed the door behind him, "Can we talk?" He asked.
Jo sat up in her bed so that Jack could sit down beside her, "We're talking." She said simply, her emotions in conflict with each other.
Jack took a breath, not sure how or where to begin, but he had wanted to get this off his chest to Jo either way, "I want you to know, I wanted to tell you about everything since...well, since everything started." He admitted. "I guess it weirded me out at first that you, my only sister, wanted me in a sexual way. I thought that if we did anything together it would immediately screw up both our lives and, at the very least, send one or both of us to a mental institution or something."
"Well," Jo said, "I guess I was
crazy
about you." She said it so sarcastically that both of them started laughing about it. "Haha," Jo added as they calmed down, "Sorry, couldn't resist."
Jack sighed and looked away from her, "I know now that, well,
I'm
not crazy, but I think I've more or less accepted that I'm a perverted freak-"
"You're not a freak," Jo interrupted, feeling more sympathetic for her brother as she could tell it was taking him a great deal of effort to tell her this, "Or if you are, I guess I am too." Jo added when she remembered, bitterly, that she was the one who was forcing herself onto Jack and not the other way around.
Jack smiled at that, feeling comforted, "Thanks. Really. But I need to tell you something, and I know you're going to freak out, but, I'm going to tell you anyway." Jack held his breath for a moment. Jo looked back at him expectantly. He just blurted out, "I had sex with Mom last night."
Jack was right. Jo did freak out, "WHAT THE FUCK!? YOU DID WHAT?!" All her anger flowed right back into her.
"I didn't mean for it to happen!' Jack shouted back, defensively. He said in a normal tone after that, "I was just, I don't know, I guess just testing to see if she even wanted me. And, well, I guess she did..." He admitted, his face flushing red in embarrassment.
"How were you 'testing' her?" Jo asked, suspiciously, "I don't even know what that's supposed to mean?"
"Um, if you want, I could show you." Jack said, "Um, it's a little intimate though." He warned.
"Well, in that case, you
definitely
have to show me," Jo insisted, still angry but also curious.
"Okay, um, well, I was just kinda doing this," Jack put a hand on his sister's leg. He started rubbing up her thigh, then back down, then a little higher up, then a little lower down, then almost high enough he brushed against her panties underneath her skirt then back down again. He repeated like that.
"Hmmm, well that does feel good," Jo said as she felt herself getting horny again since her cousin ate her out, "But I don't see how that made mom fuck you." She said, she was starting to doubt what her brother was saying.
"Um, maybe it'd be better if I did this too," Jack said. Then he moved in and kissed her. Jo kissed back, but then he stopped kissing her lips, moved to her neck. Jo moaned in pleasure knowing he was about to grab her pussy, but he didn't, he moved his other hand to just below her breast, but didn't grab it, he moved his hand from his leg to her back, moving down, stopping just above her ass and moving back up. Jo was getting frustrated.
After doing this elongated teasing a few more times, Jo couldn't stand it anymore. She pushed her brother back on the bed, pulling her skirt up and over her head. She never put her bra back on after fooling around with Clara so she was just in her panties as she straddled her brother and held him down with her body as she kissed him passionately.
Jack had really just been showing Jo what he did, more or less, but teasing her for even that long seemed to appropriately "test" her just as it had worked with the other women.
Man,
Jack thought as his sister Frenched him and he moved his hands to her amazing tits,
Naomi really does know her shit...
Jo stopped kissing him to sit up and start undoing his pants, "I don't fucking care, Jack." She said as she whipped his cock out and moved her panties to the side, "I've been waiting for this for a
long
time and I'm going to fuck you now." She grabbed his dick and lined it up with her pussy, "There's nothing you can do to stop me anymoooooorrrrreeee!" She shouted as she impaled her quivering cunt on her brother's thick shaft.
Jack sat up to embrace his sister and Jo kissed him again. She ground against him, loving how his humongous cock filled her all the way up. Loving it completely, loving his cock, loving him... "Fuck me! You're so big!" She shouted as she pushed Jack on his back again and kept her arms on his chest so she could push off Jack to move up and down on his cock.
Jack was loving his sister's pussy possibly even more than she was loving his cock. She was tight, at least as tight as their mother, and her pussy juices flowed like a river, making fucking her that much more intense and pleasurable as his dick easily slid in and out of his sister's cunt.
"This is amazing!" Jack shouted from beneath his sister as she continued to fuck him, "I think I'm gonna cum soon!"
"Me too!" Jo announced, "Wait for me! Let's cum together! I'm really close!' She moaned out as she bounced on his cock, getting faster by the second.
"I can't hold it!" Jack said, his sister's cunt seemed to be getting tighter as she road him, if that were possible, and he felt his balls tighten, "HERE IT COMES!" He shouted as his eyes roled back into his skull and he unleashed an epic load of semen deep into his sister's cunt.
"I'M CUMMING TOOOOOO!" Jo shouted as her pussy juices seemed to explode around Jack's cock, she was squirting so much it splashed off Jack's chest and hit him in the face, "I'VE NEVER CUM LIKE THIS BEFORE! I LOVE IT!" Jo shouted at the top of her lungs, then, before she could stop herself also shouted, "I LOVE YOU!"
Jack was cumming so hard, filling up his sister's pussy with his incestuous seed, that her yelling this didn't register in his brain at that moment. He just continued to shout in guttural moans as his pleasure overtook him and he came inside her cunt for what felt like an entire hour (but really it was only about 30 seconds).