"Guess you're up next, right?" Cindy said to Jen, her voice so sweet that the sheer nonchalance flew past her fellow Nordic.

"Huh?!" Jen had almost forgotten about the full extent of the dare, only remembering it now but she felt bad for you and looked away in mild embarrassment.
"I-I think he had enough" She said, not wanting to force you into things because she suspected that while you apparently took Lillian's huge farts like a champ they'd still taken a toll on you, plus she didn't want to risk making you dislike her own butt though on the other hand, it was a pretty good chance to show that hers was better even if it wasn't as big.

In some ways, she regretted wishing for Lillian to have blasted you seeing that you not only didn't appear to be grossed out but even apologized, mistakenly believing that it had been your doing and that was without mentioning that she mostly wanted Lillian to embarrass herself, not put you through anything.

"This is gonna be a slippery slope, dares are either completed or not, no half-assing things here" Zuemy said in a slightly stern tone "I mean we of all people should really know better than half-assing stuff" She chuckled, playfully giving her own butt a smack that resonated around the room for a few seconds. If anyone ever had any doubts, meatiness for sure had a distinctive sound, this you could confirm.
"What do you say, wanna give up or are you down for finishing the dare?" Zuemy then asked you with a confident smile. Given what you'd already endured, it'd be stupid to let it all be for nothing so you simply nodded and gave her a thumbs up "Very well" She chuckled.

"_{He must really like you if he's still willing to go}" Cindy whispered to Jen, making her blush for a moment.

You hesitated for a moment but then began walking towards Jen. You'd already kissed her butt moments before though this would be even more intimate, still it didn't seem like she was complaining, even you could tell that she was trying to call things off for your sake. However, a problem became apparent as you got nearer Jen's sizable behind: Unlike Lillian, who was in her underwear, Jen was wearing jeans, meaning that it couldn't be possible to climb up from below as you'd done earlier.

Jen couldn't help but blush a little again when she realized that you were looking at her butt, wondering if you still liked hers better over Lillian's even though it was notably smaller, still pretty darn big for brob standards, pretty much any girl sporting a larger butt than her own was also quite a bit chunkier overall.

"I think you're gonna have climb up and then dive down the crack" Zuemy said, smirking as she saw Jen get flustered again and inferred that you did as well.

"Go ahead" Jen said in an uncharacteristically timid tone, though you didn't think much of this and simply began your task. Jen's butt was certainly smaller than Lillian's but it was damn massive, probably large enough to be comparable to a lillie city, at least the average smaller ones. Her black jeans hugged it tightly leaving little to the imagination when it came to her cheeks' size and curvature. Looking up, you could see that the back of her pants had ridden down a little, exposing a bit of her red panties or thong.

When you touched Jen's left cheek you felt your hand get all tingly on the inside, it was very soft and warm. Not gelatinous-soft as Lillian's but still, you could easily sink into the stuff and you were pretty sure it was better than any lillie bed. Your mom and Ariadne probably had a point making you sleep with them for most of your life, you did get used to the softness of their bodies and lillie beds have never felt anywhere near as comfy though the hammock your dad got you was surprisingly good to sleep on.

'It sucks there's nowhere to hang it on' You thought. Bringing your own bed would've been impractical even with a lillie's increased strength but the hammock was pretty light and didn't take up much room. But it did require 2 hooks to hang it on. Hopefully principal Arianna could get you those installed when they finally get the lillie accommodations but by the sound of it that was probably gonna take a while.

At that moment you snapped out of your thoughts and realized you'd been pressing your hand into Jen's cheek for a couple of minutes. Afraid to look at the girls' reactions you simply began climbing. The rough surface of those jeans made for quite good hand and footholds. Soon you reached her back pocket and stopped for a little breather. The immense meaty wall shook when you slid down and rested against it.

"I see someone likes my way of transportation for school" Jen giggled "Not complaining"

"Y-Yeah, it's very nice" You said embarrassedly. The soft, gentle warmth that radiated from the enormous glute was pretty comfy, it diffused into your body and eased the slight soreness in your muscles. After all, climbing up these girls' massive behinds was very much on a similar level effort to climbing up literal mountains and you didn't even have any gear to help you, just good ol' hands, feet, arms and legs.

"I heard about having someone in your pocket but I don't think they meant it so literally" Zuemy teased "I mean, it does seem like it'd be a cozy spot if you're that small" Jen and Cindy nodded in agreement while Lillian kept quiet, still heavily embarrassed by her incident.

You almost drifted off to sleep but snapped out of it just in time and resumed your climb until you reached the waistband, gulping a little as you saw a pale fleshy wall that reached higher into the sky, Jen's back. Very slowly you climbed up until you had to grab onto her skin but instead of going up, you began shimmying sideways. There was a brief tremor as Jen shuddered and you noticed that the previously smooth surface got bumpy as Jen was having goosebumps and that turned out to come in handy because they were better handholds than the smooth skin before.

Seeing that her pants had ridden down, when you got to the middle of her jeans you basically had a front row seat to the titanic fleshy canyon, vaguely covered by a triangle made of red cloth that was too small for the sheer acreage of ass it was supposed to conceal. Using it as a guide, you took a deep breath and dove down into the crevice, trying your best to follow it along though soon light grew so dim that you could only barely spot distinctive shapes but without being able to tell their color, then again Jen's own flesh was like borderline porcelain white so it kinda helped reflect some extra bits of light that shone in from the outside.

"Whoah!" The gigantic meaty walls at your sides suddenly closed in on you, encasing you into their tremendous mass. Thankfully, they were still too soft to cause any real harm but they pinned you in place.

'Damn! That feels so good' Jen thought, partially aware that she was clenching her butt. She couldn't help it though, she was loving the feeling of your diminutive form enveloped by her own flesh, and all in the 2nd most intimate crevice in her body. She had already plans to get you there but she hadn't anticipated she'd get an early taste and she was relishing it.
'I wish you could stay there for a bit longer, we could have some fun' She thought while rhythmically clenching and unclenching her cheeks, a double purpose thing as she wanted you to feel good while savoring feeling you in there herself.

'Wait, what did I do wrong this time?' You wondered, assuming that Jen was clenching her butt due to an itchy feeling or that you irritated her in some other way.

Sure, your mom and a few other ladies who were mostly her friends and family did this as a show of affection but you were always under the impression that it was more of a 'her' quirk that the others just shared. Though all in all, getting engulfed by Jen's massive cheeks didn't feel half bad, they were still extremely soft and plush and their warmth felt good, your body eagerly took said warmth in as lillies didn't retain enough body heat in spite of their accelerated metabolism.

"Lulu wasn't kidding, lillies lose their warmth pretty quickly, feels like I got a tiny ice cube back there" Jen said to Zuemy and Cindy, who were both making mental notes. Cindy had already felt you on her chest so she could confirm but she still wanted to experience having you cuddling with her larger bottom assets.

Having no idea whether this was intentional or not, you decided to try and push your way down. It was like trying to swim in marshmallow, Jen's slightly firmer booty gave you a harder time, making your movements all the more difficult and intensive. Luckily you had the energy to spare but this was definitely a workout. In hindsight, your big sis making you do workouts by climbing on her body and other silly stuff she came up with most likely was coming in handy right now.
'I guess I owe Ariadne a bit of an apology and some thanks for that' You thought, shuddering as you were reminded of the fact that everything around you was Jen's ass, everything you saw and everything you touched, making your heartbeat quicken.

You briefly stopped, wondering if this was really okay but Zuemy insisted on completing the challenge and Jen seemed to be fine with this. You shook your head and kept climbing down, thinking that it was best to get this over quickly. They wouldn't think you're doing this to take advantage of them in some way, would they? It wasn't even your idea! But who knows, with your size and being a guy you have the deck stacked against you should things go awry. You then remembered the promise Jen asked you to make about never being afraid of her.
'Oh, right... she asked me not to be afraid of her, guess that means I should trust her? I'd hate it if the girls pulled something but they seem alright, I don't think they're like the lillie girls' You thought

Meanwhile, Jen noticed that your movement stopped when you were only about halfway deep into her crack and wondered why that was, hoping that it wasn't anything bad on her part.
'Maybe he's enjoying his time in there?' She thought, smiling subtly and wishing for that to be the case.