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JakeShepherd502 @jakeshepherd502.bsky.social · 1h

Day 11: "Reflection"

Another newbie! Here we have Isaac, a new Light Elemental Mutt who's a good friend of Ravix's and is just as into clubbing and inflation. He's recently acquired a pocket-sized air compressor and it seems to be filling him up nicely, leading to him wanting to take a few selfies.

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JakeShepherd502 @jakeshepherd502.bsky.social · 2h

Day 10: "Rotund"

Yù is going through Cosmic Overflow. Universal forces are making his body swell impossibly tight. Yù's respect for the spiritual aspects of the Crystal Curs' existence makes this an incredible ritual for him. He relishes in the groaning of his gut as he gets ready to BLOW!

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ジョー @flakjacket2023.bsky.social · 15h

wip

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JakeShepherd502 @jakeshepherd502.bsky.social · 1d

Didn't feel super well with a sore throat when I got home today, so Octummber stuff will be another day late while I try to make sure this doesn't turn into full-blown me being sick. Sorry! 😭

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JakeShepherd502 @jakeshepherd502.bsky.social · 1d

Me last night: works on Day 10 prompt for Octummber to actually try to get back on track.

Also me: realize that what I’m making fits Day 11’s prompt so much better.

Me today: now behind because I’m swapping around ideas so Day 11 is now Day 10 and vice versa.

a man in a black shirt and red shorts is standing in front of a computer monitor .

ALT: a man in a black shirt and red shorts is standing in front of a computer monitor .

media.tenor.com

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JakeShepherd502 @jakeshepherd502.bsky.social · 2d

Day 9: "Adjust"

Decided to do a prequel piece to last year's drawing featuring these guys! Early in his relationship with Bubbles, Añejo had to get used to inflating pretty quick. Thankfully, his best friend Annanie is well versed in pumping. Today's lesson is uh... a bit much for the poor guy.

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JakeShepherd502 @jakeshepherd502.bsky.social · 3d

Man you guys (here and on FA) REALLY like my pudding-pumped Cerberus, huh?… 😳

JakeShepherd502 @jakeshepherd502.bsky.social · 6d

Day 6: "Pudding"

Someone wants to make Cerberus pop with pudding! Each head is getting forcefed a different flavor, but sharing one gut means they're filling up FAST! Alpha, the central dominant head of the trio, tries to pull any of the hoses out of their mouths before their gut BLOWS!

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JakeShepherd502 @jakeshepherd502.bsky.social · 3d

The best pumpkins are always the floofiest and the roundest! 🎃

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GT_Grackle @gtgrackle.bsky.social · 3d

AAAAND here's a non painted tum version, because I guess you know, maybe you just want to look at a plain inflated werefox. I get it, it's fine. c':

A Platinum Werefox with glowy yellow eyes and wearing a black loin cloth is sitting on the ground(I guess???). He's holding a black rubber hose that's filling with air as he is gripping it quite hard. He's staring at it as it swells bigger and bigger.

A Platinum Werefox with glowy yellow eyes, wearing a black loincloth, is sitting on the ground, holding a rubber black hose. The hose is no longer inflated, and instead the Werefox is now the one who's inflated, as the hose was attached to his SOUTH MOUTH and the hose filled him with air.

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GT_Grackle @gtgrackle.bsky.social · 3d

OH HECK IT'S SPOOKY SEASON! :D

And what better way to celebrate SPOOKY SEASON than to get "pumped" with your local Platinum Werefox?

Looks like Crow the Werefox painted a lovely pumpkin on his tum! But what if he could make it... bigger? V:

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Cwadt @cwawtfsaunt.bsky.social · 3d

Stress testing my new duos partner

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JakeShepherd502 @jakeshepherd502.bsky.social · 3d

Day 8: "Amusement"

Another newbie! Here's Calliope, a clown Holiday Hound for the Circus! Being the only full-time clown in the show sounds rough, but with her hypnotic powers, she always has a troupe ready to go! While under her trance, they'll perform classic acts, but also get a bit... explodey.

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Kygen @kygen.bsky.social · May 23

Before heading to work, Felix always makes a point to stop by Sebastien's confectionery shop. The irresistible baked goods are simply to die for — it's impossible to leave with just one!

Commissioned by @bearinbriefs.bsky.social for @tanukidad.bsky.social B-day!

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WereTanio 🔜 Aquatifur @tanio.bsky.social · 4d

Keeping you in check, keeping you obsessed~ 🔥

(4 of 15 weres for Were-A-Thon 2025! For @aylevon.bsky.social!)

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JakeShepherd502 @jakeshepherd502.bsky.social · 5d

Day 7: "Full"

Hallow's curse is acting up, but that won't stop him from giving his all in a fight, especially when ruffians start taunting him by calling him his least favorite insult (hint: it's piñata). He draws his cursed sword, ready to explode his foes with candy before he does!

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JakeShepherd502 @jakeshepherd502.bsky.social · 5d

I think a sizable collection of air tanks, pumps, and compressors would work well for any of em 👀

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JakeShepherd502 @jakeshepherd502.bsky.social · 6d

Day 6: "Pudding"

Someone wants to make Cerberus pop with pudding! Each head is getting forcefed a different flavor, but sharing one gut means they're filling up FAST! Alpha, the central dominant head of the trio, tries to pull any of the hoses out of their mouths before their gut BLOWS!

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JakeShepherd502 @jakeshepherd502.bsky.social · 7d

Day 5: "Flattery"

Rott was just doing his job when he began swelling up! Of course, his boss is behind it! Rott hates being an unwilling advertising balloon for the club and would rather just do his job. Ravix showers him with compliments and motivation, but Rott doesn't seem too receptive...

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GT_Grackle @gtgrackle.bsky.social · 7d

HECK! Hello, hi, it's been a hot minute since art. D:

I wanted to do more... tied up stuff, so I tried my hand at some Shibari stuff with my Thievul, Pica! (Pronounced Pike-Uh)

Even being a bit tied up (consensually of course), he will -still- pilfer your water. What a rascal!

An anthro Thievul, a fox like pokemon, is tied up with dark red rope participating in what is known as shibari. He's wearing only a red jockstrap, and is on his knees above a buttplug attached to a hose that's connected to a large hanging water container behind him. There is a large grey clamp on the hose keeping the water from leaking out of the altered buttplug.

The theivul is looking to the side, presumably to an off screen assistant, he's got a slight blush on his face.

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JakeShepherd502 @jakeshepherd502.bsky.social · 7d

He’s a playboy who isn’t shy about what he likes that’s for sure

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JakeShepherd502 @jakeshepherd502.bsky.social · 8d

Octummber 2025 Day 4 - "Service"

Choc is at his usual coffee shop for a hot coffee on a cool Fall day. While the drinks are good, the view is better, especially if the cute barista has been snacking a bit and is letting his bloated belly out. Choc is taking his sweet time to put in his order...

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JakeShepherd502 @jakeshepherd502.bsky.social · 9d

Octummber 2025 Day 3 - "Feast"

Oasis invited a couple of her fellow Earth Elemental Mutts out to her humble home deep in the Cainine Complex's desert to get to know them a bit better. They bond over scarfing down a few of her garden's massive watermelons, and the boys admire her giant appetite!

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Stoned Bowser Enjoyer (Sokka) @weedpup.bsky.social · 9d

"Just remember helium is used for pup-bots that are meant to be in a safe and contained area. NO USE of helium in expeditions. Make sure to treat pup-bots with care, they are part of the team. Don't forget their pup module will requiere some praising and pets every so often to keep them happy."

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JakeShepherd502 @jakeshepherd502.bsky.social · 10d

Octummber 2025 Day 2 - "Crown"

Never disrespect a vicious queen bee and her territory, especially if she has enough honey to make you pop a dozen times over! Burl is learning that the hard way it seems as he's been stuck up against one of her hive's walls to be force fed to bursting!

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JakeShepherd502 @jakeshepherd502.bsky.social · 12d

Octummber 2025 Day 1 - "Miracle"

A new doggo to start off this year's prompts! Here's Gamble, a New Years Holiday Hound who's enjoying his time at a casino where more winnings = bigger belly! His miraculous winning streak is just too tempting to stop anytime soon!

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