It didn't take very long for you to realize that you were in Jen's crack and not moving, this could definitely give her the wrong idea so you resumed your descent, in a way wanting to get this over quickly but on the other hand you were enjoying feeling her warm skin and soft plush flesh. As you went deeper down the air felt thicker and heavier, somewhat steamy but without much of a particular smell. There was a subtle sweet fragrance to it and when you breathed it in your heartbeat quickened considerably and goosebumps formed all over your arms and the back of your neck.

'What is even that smell?' You wondered, remembering experiencing something similar when you were on Jen's and Lillian's laps, also in Lulu's enormous butt. The three different instances were all distinct enough but you still recognized that these were scents you'd never smelled before and yet they were making you feel strange. In a way you could tell Lulu's was stronger but the one that affected you the most was Jen's and right now it was stronger than when you were on her lap.

Back outside, Jen was enjoying this a hell of a lot more than she expected, her loins were essentially on fire, yet paradoxically they were practically flooding. Cindy, who was sitting next to her noticed but she decided not to make mention of it, figuring that having you crawling down between her cheeks already must feel amazing but it's even better for Jen since she has a crush on you.

"You think he's actually trying to get the wedgie or is he just copping a feel back there?" Zuemy asked with a teasing smug smirk. Jen blushed but Cindy smiled with that sweet innocent characteristic of her.

"I wouldn't blame him if he did but I think he's actually trying. I don't think he's that sort of guy" She said, making Jen smile and Zuemy simply nodded, agreeing with Cindy's assessment of your personality though that only made her want to mess with you more. She then noticed that Jen was subtly grinding her hips against the floor, she was really enjoying feeling you back there but also seemed desperate for more pleasure.
'Damn, if we keep turning her on he might not even make it past the first day' She thought, amused at the potential outcome.

Back in Jen's crack you were making your descent, still pushing back against the rhythmic pressure from the massive meaty walls at your sides but you were making progress. It was a bit strange that Jen's ass was proving harder to travel through compared to Lillian's, much larger and heavier but then again, that one was incredibly doughy to the extent that it was much closer to feeling like pudding and it didn't resist your movement that much. On top of that, you had been climbing up from the floor instead of crawling from above.

Several minutes later you stopped because you felt like you were seeing something you shouldn't: Jen's asshole, as the thong didn't even cover it completely. Seeing that pink, almost perfectly round pucker and knowing to whom it belonged made you shudder. Instinctively you knew that this was way more intimate of a view than you should have, specially of someone you might have a romantic interest on. The fleshy orifice twitched a little though not as much as Lillian's which you took as a good sign, carefully crawling closer until you could grab the thong itself and undo the wedgie.

"Eep!" Jen realized that you were extremely close to her sensitive backdoor and while this was part of her plans, she didn't think she'd get you there so soon and couldn't help but be a tad self conscious, wondering what you thought of it and hoping that you liked what you saw. She had a strong temptation to push you against it and let you feel it for yourself but she was putting every bit of self-restraint she had into preventing herself from doing so. She craved so much to rub you against it that it almost hurt. Her crotch felt so hot that her juices might as well have started boiling.

Cindy and Zuemy noticed that Jen's face got redder and was even sweaty but they could tell that she was really turned on and decided not to make fun of the situation. Meanwhile, Jim, Joel and Pete also noticed the change in Jen but like yourself, they didn't even understand what was going on, though Jim at the very least suspected that you were the direct cause of it.

You gave Jen's thong a tug, trying to be way more careful than with Lillian and fortunately, Jen's fleshy pucker didn't have much of a grip on it, however as the cloth slid against it the rubbery-looking hole began twitching wildly, as if it had been eagerly awaiting any kind of touch. You gulped nervously and decided that if Jen asked you about your experience here you'd best say it was too dark to see things. Your entire self-contained world then began to move from side to side, Jen was grinding her hips against the floor again.

Her unexpected movements had the side effect of the thong sliding against her pulsating asshole a few more times, further exacerbating its wild, erratic movements. Somehow, it seemed to you like this was some sort of hungry maw that it was best to stay away from, lest you end up devoured by it. And yet... as you stared into those pink folds that kept pinching themselves over and over, there was something deep down that called you. You remembered that phrase someone said about staring at the abyss and having the abyss stare back but you didn't think it'd be true to this extent. You gulped and struggled to take away your gaze from the bizarre spectacle, trying to focus your efforts into the task at hand.

Your thoughts somehow felt like they were cloudier and blurrier, the more you breathed this moist air laced with whatever that mysterious scent was, which was even stronger in here, the more it was becoming hard for you to think straight. Deep impulses that laid dormant for long began to awaken, turning your thoughts into more of a jumbled mess. You wondered if drugs felt like it because your own thoughts slipping away and out of control wasn't a pretty feeling, you couldn't picture anyone willingly subjecting themselves to having their brain scrambled like this.

With every ounce of determination in your body you began to climb up more slowly than you did with Lillian but still pulling the thong with you and hopefully without any embarrassing accidents. Even if you didn't think it was too likely, you figured Jen might never want to have anything to do with you if you made her embarrass herself in front of everyone like that.

"Welcome back!" Zuemy and Cindy said somewhat teasingly as you emerged from the top of Jen's crack, having pulled her thong undoing the wedgie it was giving her. You tried to let go of it as slowly as possible but even though you averted it snapping back, it still got mostly sucked back into the dark depths of that massive fleshy crevice.

"Had fun?" Cindy then asked with the most genuine and adorable smile, as well as the sheer sweetness in her look. Maybe there was a bewitching quality to those gorgeous blue eyes of hers because you found yourself blurting out a "Yeah!" without even thinking and nodding as well. Upon hearing your voice Jen felt like her own face could start boiling any time soon and began to quietly take deep breaths to cool herself off and calm down.

"That was a pretty tough dare and yet you pulled it off without complaining. What do you say, guys? Should he get a reward?" Zuemy said, before she even finished her phrase Jen swiftly picked you up and placed you on one of her massive boobs.

"How about we let this be his permanent spot for the game?" She eagerly suggested. You on the other hand were surprised by how fast she had moved. Good thing that you didn't suffer much vertigo, having been used by some rough handling courtesy of family and friends of your mom's that weren't as experienced with lillies.

"I dunno, what do you say, Blaise? You like that reward?" Zuemy asked, looking at you.

"Y-Yes" You said, struggling to utter that single word as you were blushing intensely and it was as if any words you wanted to say were getting caught in your throat. You had already been acquainted with Jen's enormous chest back during classes but you could feel that there was more significance to her having you here now. You tried to be discreet about it but enjoyed the sheer softness of the humongous mammary you rested on, almost as soft and pleasant as her butt without the risk of any funny "incidents" happen. You could even feel her powerful heartbeat and noticed that it was pretty quick just like your own.

"I'll give you another reward" Zuemy said "I'll give you a free immunity, if you want, you can completely deny a given truth or dare without facing a punishment"

"Neat! Thank you" You said and then resumed resting on Jen's boob. You then heard a sound you didn't immediately recognize but that felt like you should, a rapid yet gentle and soft buzzing that could be mistaken for a rumbling. Wait, is this like some kind of purring? You weren't even sure where it came from, it sounded like came from above and behind you but that made no sense. The sound was quite soothing though so you weren't complaining, just curious.

Jen then spun the bottle on your behalf and it ended up pointing at Jim with the smaller end and Cindy with the larger end. You chuckled, assuming that this would get interesting.

"Truth or dare?" Cindy asked.

"Dare!" Jim replied boldly.

"I dare you to let me sit on you until your next turn" Cindy said, winking at you though you weren't sure why exactly. Jim gulped, seeing that Cindy was the second heaviest among the 4 gals but he already knew that her body was really soft. She couldn't possibly mean any harm so he reluctantly nodded and walked towards her. Once he got close Cindy raised her hip and Jim walked more until he was right under one of her enormous mountain-sized cheeks, which she then slowly brought back down and made him disappear in an instant, thoroughly engulfed by countless tons of gelatinous booty fat. You gulped, knowing more or less how that felt...

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October 28