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Chapter 31
by
Zingiber
How does Gary find out his mom and dad's cruise is over?
First, turnabout with Josh Rubin, two days later
Two days later.
Bernie Bernstein sat, curled up in a chair in the corner of the Rubins' bedroom as her boyfriend Gary serviced the married couple whose husband was Gary's doctor and whose wife was Gary's odd-jobs employer.
"Oh, honey," Dr. Rubin said. "Oh, honey, he's doing it, he's doing it for you." He sat on the bed watching Gary Menard take his wife Sonia up the ass. Josh Rubin was nude, his cheeks pink with excitement and his circumcised cock erect.
"Yes, Gary, yes, Gary, yes," Sonia Rubin said. "So big! So good!" Sonia's fingers strummed fast across her clitoris as Gary took her ass in missionary position, her legs raised high.
Gary felt the tingle of pleasure wash over his body as Sonia's ass gripped his cock. He kept his strokes slow and steady, breathing evenly. He couldn't finish in Sonia, as much as he wanted to.
"AH yes, AH yes, AHHHH!" Sonia cried out. She flushed from forehead down to nipples, adding a rosy glow to her golden skin. Her neck tensed and craned forward, then dropped her head back on her pillow.
Gary held still, using his willpower to hold out, hold back, keep from going over the edge as Sonia's ass squeezed down on his cock. "Uhhh," he groaned, feeling his cock swell inside her, but he kept back his impending orgasm. "Ahh," he sighed. He waited until Sonia was quiet. His back ached a little from holding himself in place, so he shifted his weight and prepared to withdraw.
"Easy, easy, Gary," Sonia said. "Ahhh...ooh!"
Gary's cock popped out of Sonia's ass.
"Ready, Gary?" Josh Rubin said.
Gary peeled off the soiled condom and suited up with a fresh one.
"Okay Doc, how do you want to take me?" Gary said.
"On my back," Dr. Rubin said. He lay back on the bed and raised his knees.
"Oh Josh," Sonia said. "Let me put a pillow under your tush." Josh opened his mouth to protest, but Sonia waved a hand and shushed him. "You have no butt," she said. "Here." She tucked a pillow underneath her husband's butt to raise it up for Gary. "There, that's better." She looked at Gary and said, "Before I was a mother, I was a little flat in back, so I was the one who needed a pillow."
Naomi Bernice Bernstein watched her boyfriend prepare to conquer a second Rubin family butthole, a quiet smile on her face. She felt a glow inside, a sexual contact high. As long as she was there with Gary, Bernie felt like she was still first in his mind, even if his cock was in someone else's mouth, cunt, or ass.
It took a while to get Gary's thick, broad-headed cock situated inside Dr. Rubin's asshole, but after they'd made the difficult entrance, things moved quickly. Josh tilted his head back, raising a hand to give Gary a sign -- faster, slower, there, just right -- deeper, no, stop, not so deep, there, just right, keep going.
"That good, Doc?" Gary said, giving Dr. Rubin slow, steady shallow strokes up his ass.
"Yes, Gary, just like that, like that," Dr. Rubin said, stroking his cock. "It's as good as I dreamed it would be. Ahhh, yes. Yes."
It was special for Bernie just to watch Gary in action, his beautiful body moving, thrusting his cock inside his partner, watching Gary's expression change with the sensations he felt. She smiled, watching Gary give pleasure to Dr. Rubin, taking the older man's anal virginity. Her smile broadened to a grin as Josh Rubin groaned, his erect cock swelling.
"Oh, oh, OHH!" Josh Rubin cried out, shooting his load over his belly with Gary's cock up his ass.
"Ha-ha!" Sonia said, raising her camera. "Got it! Now Gary, come on out, lay your cock next to Josh's, I want a picture of you together."
"Uh-hah!" Josh said as Gary's thick cock head slipped out of his anus. He lay back, breathing heavily and perspiring. Gary stripped off the condom and laid his thick, uncut cock on Dr. Rubin's belly next to the older man's softening penis.
Click. Click. "Got you!" Sonia said. She laid the camera aside. "Gary, honey, let's see you come, huh?"
"Ah?" Gary said.
Sonia pouted her lips in a kissy-face and held up her heavy breasts. "Where do you want to come, Gary?" she asked. "In me? On me?" She raised her brassy voice in a laugh. "On both of us?" She grinned.
What does Gary say?
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When The Cat's Away
Parents' sex cruise lets college kids play until their surprise early return.
Updated on May 20, 2026
by Zingiber
Created on Jul 16, 2003
by Zingiber
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