Chapter 4: Pitstop
Half an hour later, Luke's head jolted awake as the SUV stopped at a red light. He yawned slowly, and blearily opened his eyes. He was still naked from the waist down, his discarded jeans crumpled on the floor, and he looked down to see his cock oozing thin strands of pre-cum. In his sleep, his penis had grown harder, until it reached a familiar morning-wood firmness. He reached out to gently feel it, enjoying the thickness and warmth.
He'd cum four times that day, but it didn't feel worn out or sore. Instead, a slow itch grew in his groin, and he began to slowly pull up and down on his cock to loosen and prepare it to cum again. Luke knew he could easily orgasm a few more times today - his record was seven - but as he began to lazily work his dick, thoughts began to bubble up in his head. With his Mom and sisters here, eager and willing, and without any stupid distractions like having to sneak around his father, who knows if he could do eight? Fuck, why not go higher? Luke grinned, and began squeezing his cock as he masturbated. A slow trickle of translucent pre-cum seeped out, sliding down his penis.
The light clicked green and his Mother accelerated the SUV, pushing the engine a little. She listened to her daughters chatter with each other, mostly about boys.
"...and so like he's all 'What's the matter Caitlin, you never seen a guy shotgun a beer?'" Caitlin dropped her voice low in a bad imitation of a guy's voice.
"Oh God" Ana groaned in mock outrage. "He sounds like such a idiot. He's like Sasha's boyfriend, right? Is that still happening?" she asked, rolling a long, brown strand of hair through her fingers.
Caitlin giggled, "Yeah silly, why do you think we'd even hang out otherwise..." She trailed off as she noticed Luke had woken up. "Hey, sleepy!" she smiled at him. "Did we wake you up? We tried to keep quiet, but you know Ana is so loud-"
"Shut up! I am not!" Ana laughed.
Luke's mouth felt dry, and he moistened his tongue before he could speak. "You remember my bedroom last month, Ana? I remembered you shouting pretty loudly for more-"
"Oh that was not shouting, that was- I just enthusiastic that's all."
"Yeah, you were enthusiastic alright. 'Fuck me harder, bro?' Does that ring a bell?" Luke teased. He smacked his lips a little, wetting them in the humid air of the car. He could still smell the sweat and dried semen from the family's earlier fuck session, and as he looked across at Caitlin, he could see the seat between them was speckled with dried cum stains. She was snorting with laughter, and Ana's voice began to rise in embarrassment.
"Aww, you're so mean to bring that up!"
Caitlin watched her brother as he slowly pulled back and forth on his cock. Instinctively, she reached a hand over, grasping his penis at the base. Luke let go of his dick. His sister rubbed his shaft to coat her fingers in pre-cum, and began pumping up and down, faster than Luke had been.
Looking away from his cock, she addressed Ana again.
"Plus last week, he totally made a pass at Mrs Henderson in Math."
"The old woman with the glasses? She still teaches college Math? And Sasha's boyfriend made a pass at her? Wow..." Ana said in disbelief, dropping the strand of hair.
"Oh my god, Ana, she is like *so* ancient." Caitlin said, paused for a second, and lifted her hand from Luke's dick, before spitting saliva onto it with a loud, wet splat. She leaned over to resume jacking him off.
"Caitlin!" Her Mother's irritated voice called out from the driver's seat. "What have I told you about spitting?"
"'It's unladylike.'" Caitlin quoted, and sighed, pulling up and down on his penis. Luke didn't think she really needed the lubrication, but he found the gesture hot nonetheless.
"Right. I didn't raise you to behave like that" Tracey said. She stopped speaking, and the car was quiet for a moment. The only sound was the slow wet squelching of Caitlin's hand on her brother's cock. "Besides," Tracey continued from the front seat, her voice notably softer, "your brother... he sounds like he's wet enough as it is."
Caitlin rolled her eyes at Luke, feeling a rising sense of irritation that she'd been told off twice in an hour. Luke leaned back into his seat, eyes gently raised to the roof of the car as he enjoyed his sister idly masturbating him. After a long pause, Caitlin resumed talking.
"...and so yeah, I was thinking about talking to Sasha about it."
"About her boyfriend flirting with this woman?" Tracey cut in before Ana could speak.
"Uh, yeah..." said Caitlin, now a little nervous she was discussing her friends love-life with her Mom. She began pulling harder on Luke's cock and he groaned loudly in response. The loud, wet jerking sounds increased in intensity, and she spoke a little louder to compensate. "'Cause like, we're all in college now, and she's been dating him forever, like from high school, and she doesn't know half the stuff he does."
"You should tell her" said Tracey, firmly but encouragingly. She propped up her sunglasses and glanced in the rear-view mirror to make eye contact with Caitlin. "Wouldn't you want to know if you were in her position?"
Her eyes fixed on the mirror, watching the lewd sight of her son's pre-cum covered cock being jerked rapidly. After pulling on his shaft, Caitlin's hand slipped lower and groped his balls.
"Yeah, but the thing is she gets so mad when she gets into a fight with him." Caitlin continued. "Then he gets all moody too, and it takes them like a week to make up. The last time, Emma told her and they didn't speak for *two weeks*." She drew out the words for emphasis. "How messed up is that? Her boyfriend goes off flirting and he gets a week of silent treatment, but her friend gets two just for telling her?"
"Sasha is one of those girls." Ana spoke slowly, stretching out her long legs onto the dash. "She's totally insecure."
"Yeah. I'm so lucky we don't have to deal with that." Caitlin shared a look with Luke, and squeezed his dick. "Not everyone gets to have we have, right?"
"Ri-ight." he mumbled, his voice stumbling as he felt an orgasm building inside him. His sister was smiling at him, and he tried to give a casual smile back, but the warm rush in his dick was distracting him. He took short, sharp breaths to steady himself.
"Exactly, honey, and you shouldn't forget that." Tracey said, gently slowing the SUV. A truck began turning in front of them. She began to reminisce, her voice becoming wistful. "Do you remember that time at the lake, when we had that lodge to ourselves for the weekend?" Ana gave a casual "yeah", and Caitlin nodded as she toyed with her brother's dick. "There was that gorgeous wood deck, and we swam in the water by the pier, and Luke, remember those tiny blue swim trunks you had?"