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With a final curious fondle of Cliff's balls, soaked with Jo's pussy juice, and a finger teased into her pussy, he took ahold of her fantastic arse cheeks, prized them apart and aimed his throbbing, pre-cum seeping and very lubed up head between them. With a hand he held them there, steadying her hip movements, and with the other he guided his knob right to her pink little sphincter, and pushed ever so gently, wedging it, ready for the push. "Jack, babyyy ..." Jo started to complain, feeling the size of the thing teasing her open. "Shhhhh, baby ... I won't hurt you." Jack assured her, and he really meant it. "Hey, Jo don't worry it'll be GREAT." Cliff told her momentarily stopping his breast work. Jo felt an enormous pressure as Jack's strong hands kept her from pulling away as he pushed his enormous cock-head into her only recently-awakened asshole, Cliff, holding onto her ribs for his own stability also helped to keep her in place, his cock firmly inside her pussy. It was monster rape initially frustrating as Jack's cock slipped out of her hole and in between her cheeks a couple of times, but on the 3rd try she felt that almost ripping sensation of anal intrusion by something a lot bigger than should be possible in there, and going in the wrong way! Jack grunted with satisfaction as his head popped in, albeit with resistence, but Jo let out a long, low moan. She started to pant again as she slowly adjusted to the foreign object and Cliff slowly began to push in and out of her slightly-less-wet puss. She had started to dry up a little with the not-so-keen anticipation of getting butt-fucked again.
She almost yelled in pain as she bit her tongue with the feeling of Jack pushing into her, she could almost see the inches she felt disappearing into her. Cliff enjoyed forcing his cock into her new sandpaper tightness as she'd monster rape got a little nervous. Feeling the presence of Jack inside her body with his prick really turned him on! Jo began to loosen again in both her holes as the pumping began ... and again, her ass resisted the cock less as it grew accustomed to its presence, slowly being pushed in and out. It actually felt quite wonderful once it became obvious it wasn't going to harm her as it was slowly and gently pushed in and out, the head never leaving her as Jack pushed and pulled to a depth of about half his thick shaft. Jack was enjoying the immense pressure of his first taste of Jo's tight ass, and worked to match his in and out movements to counter Cliff's; so as Cliff was all the way in, his shaft was withdrawn; and as Cliff was 6" out he was pushed in about 5" deep ... they kept up this with Jo's moans of pleasure and much else ... cock deep in ass ... cock deep in pussy ... cock deep in ass ... cock deep in pussy ... it wasn't long before Jo was screaming quite differently as it became clear that what she was feeling wasn't only pain.

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