Well WereLeaf and Mobian Leaf are essentially the same person (unless ya meant Anthro Leaf, different style and continuity.) Assuming Leaf's werefox form was a separate entity from Mobian Leaf (maybe cloned, who knows) in terms of statistics, Leafvee doesn't stand a chance and will be stomached easily. Mobian Leaf has a lil more mobility than WereLeaf, but his Werefox form has more strength and probably to some extent more durability.

In short, regardless of who samples whose soles, WereLeaf will devour them both easily and can sample their soles during the swallow. The only way Leafvee is sampling soles is while he's pinned underfoot by either predator, and if it works out differently, Mobian Leaf might get to sample Leafvee's while consuming Leafvee, but not long after will he get eaten by his lycanthropic counterpart. Not saying it's impossible for Leaf's fox form to devour his werefox form, but honestly, I'd say it's a flat d20 roll with a high DC to meet. Basically, the odds aren't in favor of fox Leaf getting the upper hand on werefox Leaf.

So actual Werefox Leaf will come out on top either way, to face the mysterious CHALLENGER because I think a champion was found between the competitors here already.

Don't think for years this hasn't crossed my mind, besides paws in maws of course. I've always wondered how the concept of "paw vore" would work and it never sat quite right with me in a way that made me say "this works, I can roll with it."

Closest to it is like absorption, whether physical or goo, and it's like the closest to it working.

With that said, I've seen a paw with a maw on it before, a couple of friends played with this idea and I'm not gonna lie, it's pretty cute and has me curious. If it was something I saw more, maybe I'd be interested? I know someone else that played with that concept with mouths manifesting on feet more particularly, but their character was also a human-shaped tentacle monster, so it had a lot more than that going for it xD

But yeah, I'm curious enough to see if that kinda thing would interest me to play with such an odd concept!

This is a tough one. If we're talking generally, it's easier for me to think of users than canon so... Cerin would be my rival, though it's a friendly positive rivalry, not a bad one. Other allies would just be other friends and the like. My boyfriend Phyre would be a great ally, as would Muki and Dewwy among many others.

I could probably speak better from a story perspective in regards on Mobian Leaf in a Sonic AU world, since I kinda have that canon going on, in which I accidentally tie him up with Shadow to a degree which at best can make them allies, or at worst affiliated. Still working that part of the story out. In more general/relative terms, I guess Leaf would rival Knuckles as a fighter, I tend to make Leaf pretty strong but not fast that he might be able to give Knuckles a run for his money in a fight, but while I had considered them crossing paths, there was never a necessary need for them to fight.

Story wise, the only canon rival I had was technically in a negative sense with Infinite, as I have a story idea in my head which runs parallel to Sonic Forces but as a B side of what things we don't see from either Sonic's perspectives or that or the Avatar. No major heroics until the very end, but while Infinite deals with Sonic independently, he has run-ins with Leaf and his crew Team Spectre multiple times and ends up cursing him with a virtual power that he suffers with for a couple years. In a post-Forces world, Leaf generally stays away from the resistance due to a grudge with them blowing up the Death Egg which still housed many captured mobians, those that Leaf and crew managed to save prior to the orb's detonation. I dunno about if there's any canon allies he becomes comfortable with worth mentioning, as the AU kinda focuses more on my own characters I made for that world, along with a city built on the ashes of old.

I still need to iron all that out, so if you want to know more, feel free to ask, but know while I have the ideas, I don't have anything written down so it's very spotty what I'm trying to bring together.

So this kind of question I need a lil clarity with typically, if we're talking among friends/mutual furs out there or characters in media! I'll answer on both, but know my answers are at time of writing and may be subject to change in the future.

For who I'd be chilling inside, the first person that comes to mind is Mukiro! He's a supremely wonderful somali cat that prefers safe endo vore. He's always comforting and lovely to be around! Another friend is Ily, very shy, very cute, I'm not sure if he does much predding, but he's someone I'd trust and chill in! For characters in media, C.J. from Animal Crossing would be a cute one to chill inside of, though I can see that being more accidental somehow! Perhaps Big the Cat too, such a chill friendly cat dude.

Whom I'd have chill inside of me? There's a few folks, a red dragon I call Henkou who likes to be a tiny snack, relatably a little kitsune who goes by Fizzle is similar! On a permanent or long term basis, I'd love to have Ruka chill in my gut! Seasonally, I also have Dewwy every 4 months, he's a delicious ott~ One more I want to say is Chris (PieMan) he's a cutie fox that needs to be protected!
Media characters, I'd want to chill in my gut... Crash Bandicoot? Bugs Bunny? Maybe even Goofy... Not something I think about in regards of folks chilling in my gut. The only rule I have is no footwear inside!

Now for the digestion side of things! Whom would I let gurgle me? My boyfriend Phyre of course! He's only gonna get bigger! Kero, it's impossible to say no to, impossible! Same with Kibibyte if I'm honest, some I swoon for I'd let just destroy me. Cerin I would, but I'd be feisty about it! Sometimes. And since they're on my mind (I doubt they'll see this) I'm gonna say Retnacinno and Kamunt, they're both hot with how they want to keep their prey, love their prey and utterly devour their prey~
Back on media characters, I wanna be gurgled by Infinite the Jackal, no question about it. Gargomon is a strong, solid option too! Perhaps Latch from Lethal League too if I'm being totally honest. Also my first character crush, Dingodile. I'd have to mention him!

As for whom I'd digest... I'd gurgle that green dragon FT! Easily! How could I not want to eat that tasty derg? My friend Tani I'd love to gurgle too! There's this goat I know called Key I'd want to get my jaws around and this big pooka bunny Jaelen I haven't had this guy in some time, that should certainly change! Oh, and Jay (tmanfox7) I've been meaning to eat for the longest time! He can't evade me forever!
As for media characters to gurgle... this might be the eevee form in me creeping out but I'd love to gurgle buisels! All of them! Yoshi would be a fun one to gurgle too. Also Daxter, I love that little ottsel and would love to eat him too! Also, this might be an unexpected one, but Alibaba from Magi: Labyrinth of Magic and Ugo (the genie) from the same anime.

For all of these, definitely have more friends to add onto all these lists and even mix onto other lists! (Like Muki could chill in me or me chill in him!) But I don't want this to go on as long as it already has. So yeah, here's just the tip of the vore iceberg of friends I'd eat or get eaten by, whether chill or gurgled! And some media characters, I'm more picky about them...