The Newbie's Prize

“Yeah, whatever,” Janet shot back, with a bit of a smirk. She was, of course, having quite the tough time getting her boobs through the bars of the chair. She had managed to find a way to do it, but progress was so slow that it was little better than random struggling. Still, she had committed to the strategy, and she was now shifting her body first upwards, then quickly downwards, then left, then right, and, inch by inch, her breasts were making their way through the wooden slats. They were halfway through, now, the hardened tips of her nipples providing a formidable obstacle as she tried to force the rock-hard tips through to the other side.

“Hnnngh…” she groaned, looking over to see how Racy Tracy was doing. “Iâ€m going to enjoy playing with you once Iâ€ve made it through and youâ€re still stuck like Pooh bear!”

Rachel squirmed in the hole. "Thinnnk....aaaaa.....GAIN!" she yelled as her boobs popped through. The breasts swung wildly in the space below the chair, and the redhead whooped as she started sliding through more. Her flat stomach slide through nicely, but with a thunk her hips hit the wood.

"Hnnn-NNNGH!" Racy Tracy groaned, forcibly shoving her hips through. Her rear quickly filled the hole. "Ha-looks like I'm ahead!" she said, hoping Janet didn't notice just how big the size difference between her rump and the hole was.

“Hnnnnghh! Rrrrah!” Janet groaned and grunted, as she kept working her breasts through the bars of the chair, slowly but surely making progress. Of course, her nipples were the toughest part, and, for a few seconds, her progress was halted as those hardened tips refused to budge. But, finally, they slipped through, and once they did, the rest of her breasts could be pushed through with little difficulty.

She laughed triumphantly as she slid her stomach through the chair. “Iâ€m in the lead!” she declared, only to hear a similar declaration from the redhead as she, too, had managed to push her chest through. The two of them were still neck and neck—or, as it were, rump and rump. It would come down to which of them could squeeze her generously-proportioned hindquarters through the bars faster—if, indeed, it was a feat that either of them could pull off. Janet would heave herself forward, her chair creaking as she made little progress.

“Ha, looks like youâ€ve had a little too much honey, there, Tracy the Pooh!” Janet taunted, as she watched the redheadâ€s rear end squish against the bars of her chair.

Rachel giggled at the pooh gag. "From the sound of it your chair doesn't approve of your eating habits either." she called back. Internally, though, she worried. Her rump squished and smooshed, but only a tiny bit had slid through the hole. She could feel it jiggle and shake as her feet kicked the carpet, trying to shove her forward. "Hnnngh-nnngh-NNNGH-OOOOOOH Come on!" she cried, putting all her weight into her arms gripping the chair legs.

Janet scoffed at Rachelâ€s retort. “Nonsense, this is going to be a piece of cake—something which, judging by your predicament, youâ€re just a little too familiar with, Tracy!”

Despite the confidence which she displayed to Rachel, Janet really was at a loss as to how she was going to make it through this chair. Without Tracy giving her assistance, the Lakota girl really wasnâ€t sure whether or not she could make it through at all—of course, it didnâ€t seem like the redhead would be able to make it through, either, but that meant little to Janet, who actually was hoping for her friend to get stuck so that she could fool around with her. But she had to get out of her own predicament first.

Grabbing onto the sides of the chair, Janet would ram her whole self forward, trying desperately to get her big bottom through. “Aaargh! Hnnnnn!” she groaned. “Come on!” She planted her feet solidly on the ground and shoved, but, after all that effort, only the tiniest bit of her booty meat had made it through the bars, and the situation was looking more and more hopeless.

Rachel squirmed and shook. "NNNNaaaaahhhHH! GO THROUGH!" Rachel nearly shouted, thrusting her arms to try to shove through. A weak smile crossed her face. "Cake can squish...can ice cream do the same?" she taunted, trying to keep an air of competitiveness as she desperately fought the chair.

Janet raised an eyebrow at Rachelâ€s taunt. Cake could squish, but ice cream couldnâ€t? “What the heck does that mean, Tracy?” the Native American girl asked, between deep breaths. Not waiting for the answer, she would throw herself forward again, only to, once again, be stopped by the chair. It was looking truly hopeless for her now—her rump was just too big to fit through that tiny opening without a lot of help. Her only consolation was that her redheaded competitor seemed just as stuck as she was.

“Haah…hah…” Janet panted, taking a bit of a break to try to catch her breath. She looked to her left, and Rachelâ€s rear end filled more than half of her field of vision, just a couple of feet away. Janet watched it jiggle and shake for a few moments before, unable to help herself, she gave it a nice, hard slap, leaving a red handprint that would fade only slowly from Rachelâ€s creamy flesh. “You caused this trouble, you big fatty! We need to get you on a diet!” she teased.

Rachel shrieked at the slap. "He-hey, I'm not the only chubby chick, you know!" She razzed. The redhead was worried though. She could see Janet making teeny tiny inches of progress, whilr her own rump simply plugged up the bars.

Janet laughed as she heard Rachel shriek at the slap. “Thatâ€s right, tubby! Squeal for me!” she cackled, feeling a little villainous as she would deliver another spank to Racy Tracyâ€s wide bottom. Then another. Then another. She was spanking Rachel in earnest now, every now and then thrusting herself forward in an attempt to make it through the wooden bars—though, as far as she could tell, she was not making much progress. She was too considered with abusing the redheadâ€s rear end to really concern herself with how stuck her own was. For now, anyway.

Rachel shrieked and squealed as Janet spanked her. The feeling was a rush for her, and every slap distracted her from her shoving. She waved her arms in the direction of the Lakota's ass, but from under the chair she was just out of reach.

"Ah! AH! OOOH!" she squealed when the brunette hit a sweet spot. She wiggled her legs, almost resigning to the wooden prison she was in. Almost.