JakeShepherd502
@jakeshepherd502.bsky.social
Dorky Shep | He/Him | AroAce | warning: 🎈💥 | Artist | 28 | 18+
FA: jakeshepherd502
FA: jakeshepherd502
Day 14: "Drunk"
These three off-duty cops decided to grab a few drinks after work. The usually no-nonsense Chief Wolfe has had a bit more than his two suboordinates, and is a sloshed beer-bellied machine downing beer after beer!
Cameo of @dextermalamute.bsky.social stumbling upon a big round wolf!
These three off-duty cops decided to grab a few drinks after work. The usually no-nonsense Chief Wolfe has had a bit more than his two suboordinates, and is a sloshed beer-bellied machine downing beer after beer!
Cameo of @dextermalamute.bsky.social stumbling upon a big round wolf!
November 14, 2025 at 4:35 AM
Day 14: "Drunk"
These three off-duty cops decided to grab a few drinks after work. The usually no-nonsense Chief Wolfe has had a bit more than his two suboordinates, and is a sloshed beer-bellied machine downing beer after beer!
Cameo of @dextermalamute.bsky.social stumbling upon a big round wolf!
These three off-duty cops decided to grab a few drinks after work. The usually no-nonsense Chief Wolfe has had a bit more than his two suboordinates, and is a sloshed beer-bellied machine downing beer after beer!
Cameo of @dextermalamute.bsky.social stumbling upon a big round wolf!
Day 13: "Rodomontade"
It's a typical night before the Pumped Peepshow opens up. Some of the employees like to get a little "pump practice" in before they open. Orlando's being cocky, pumping himself like crazy. Callais goads him, his plan being to get him to POP so he can have some peace for a bit.
It's a typical night before the Pumped Peepshow opens up. Some of the employees like to get a little "pump practice" in before they open. Orlando's being cocky, pumping himself like crazy. Callais goads him, his plan being to get him to POP so he can have some peace for a bit.
November 9, 2025 at 12:08 AM
Day 13: "Rodomontade"
It's a typical night before the Pumped Peepshow opens up. Some of the employees like to get a little "pump practice" in before they open. Orlando's being cocky, pumping himself like crazy. Callais goads him, his plan being to get him to POP so he can have some peace for a bit.
It's a typical night before the Pumped Peepshow opens up. Some of the employees like to get a little "pump practice" in before they open. Orlando's being cocky, pumping himself like crazy. Callais goads him, his plan being to get him to POP so he can have some peace for a bit.
Day 12: "Stroll"
Finally free enough to get back to these! Sorry for the delay... 🫠
Anyways. Here's Tanuki on one of his morning fishing trips to stock up on fresh ingredients for his restaurant. Of course, big guy has to keep his energy up, so he packed hiking snacks!
Finally free enough to get back to these! Sorry for the delay... 🫠
Anyways. Here's Tanuki on one of his morning fishing trips to stock up on fresh ingredients for his restaurant. Of course, big guy has to keep his energy up, so he packed hiking snacks!
November 8, 2025 at 4:43 PM
Day 12: "Stroll"
Finally free enough to get back to these! Sorry for the delay... 🫠
Anyways. Here's Tanuki on one of his morning fishing trips to stock up on fresh ingredients for his restaurant. Of course, big guy has to keep his energy up, so he packed hiking snacks!
Finally free enough to get back to these! Sorry for the delay... 🫠
Anyways. Here's Tanuki on one of his morning fishing trips to stock up on fresh ingredients for his restaurant. Of course, big guy has to keep his energy up, so he packed hiking snacks!
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.
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.
October 13, 2025 at 6:02 AM
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.
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.
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!
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!
October 13, 2025 at 5:16 AM
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!
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!
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.
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.
October 10, 2025 at 11:44 PM
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.
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.
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.
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.
October 9, 2025 at 8:10 AM
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.
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.
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!
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!
October 8, 2025 at 3:12 AM
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!
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!
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!
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!
October 7, 2025 at 4:10 AM
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!
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!
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...
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...
October 6, 2025 at 5:36 AM
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...
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...
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...
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...
October 5, 2025 at 2:45 AM
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...
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...
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!
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!
October 4, 2025 at 5:56 AM
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!
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!
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!
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!
October 3, 2025 at 4:41 AM
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!
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!
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!
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!
October 1, 2025 at 4:37 AM
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!
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!
Part 12/12 (finally)!!!
Sorry for the delay on this one!
Link and Titania run into Calam outside of the shrine and have a little camp dinner to discuss what happened in the shrine. Titania is wary of Calam's story, but given Link's guilty face, it seems that the mage isn't lying for once!
Sorry for the delay on this one!
Link and Titania run into Calam outside of the shrine and have a little camp dinner to discuss what happened in the shrine. Titania is wary of Calam's story, but given Link's guilty face, it seems that the mage isn't lying for once!
September 19, 2025 at 2:47 AM
Part 12/12 (finally)!!!
Sorry for the delay on this one!
Link and Titania run into Calam outside of the shrine and have a little camp dinner to discuss what happened in the shrine. Titania is wary of Calam's story, but given Link's guilty face, it seems that the mage isn't lying for once!
Sorry for the delay on this one!
Link and Titania run into Calam outside of the shrine and have a little camp dinner to discuss what happened in the shrine. Titania is wary of Calam's story, but given Link's guilty face, it seems that the mage isn't lying for once!
(I’ll bite cuz this looks fun!)
Artists! Please show:
✨️ the first piece you did in 2025
✨️ your favorite piece of the year
✨️ your most popular piece
✨️ your most recent piece
Artists! Please show:
✨️ the first piece you did in 2025
✨️ your favorite piece of the year
✨️ your most popular piece
✨️ your most recent piece
September 16, 2025 at 2:27 PM
(I’ll bite cuz this looks fun!)
Artists! Please show:
✨️ the first piece you did in 2025
✨️ your favorite piece of the year
✨️ your most popular piece
✨️ your most recent piece
Artists! Please show:
✨️ the first piece you did in 2025
✨️ your favorite piece of the year
✨️ your most popular piece
✨️ your most recent piece
Part 11/12!
While she wants to teach Link a lesson, Titania also wants to just be done with this shrine. Using her magic, she pulls him back together to avoid Reformation Shrine fees and having to walk all the way back here. Link still seems to be relishing in his time with that water hose, huh?
While she wants to teach Link a lesson, Titania also wants to just be done with this shrine. Using her magic, she pulls him back together to avoid Reformation Shrine fees and having to walk all the way back here. Link still seems to be relishing in his time with that water hose, huh?
September 11, 2025 at 9:06 PM
Part 11/12!
While she wants to teach Link a lesson, Titania also wants to just be done with this shrine. Using her magic, she pulls him back together to avoid Reformation Shrine fees and having to walk all the way back here. Link still seems to be relishing in his time with that water hose, huh?
While she wants to teach Link a lesson, Titania also wants to just be done with this shrine. Using her magic, she pulls him back together to avoid Reformation Shrine fees and having to walk all the way back here. Link still seems to be relishing in his time with that water hose, huh?
Part 10/12!
With a loud gurgling groan, our overfilled hero EXPLODES like the overfilled furry water balloon he is! Water gushes everywhere. Hopefully Link's gear and our expressive fairy friend wasn't washed away in the deluge!
With a loud gurgling groan, our overfilled hero EXPLODES like the overfilled furry water balloon he is! Water gushes everywhere. Hopefully Link's gear and our expressive fairy friend wasn't washed away in the deluge!
September 10, 2025 at 4:15 AM
Part 10/12!
With a loud gurgling groan, our overfilled hero EXPLODES like the overfilled furry water balloon he is! Water gushes everywhere. Hopefully Link's gear and our expressive fairy friend wasn't washed away in the deluge!
With a loud gurgling groan, our overfilled hero EXPLODES like the overfilled furry water balloon he is! Water gushes everywhere. Hopefully Link's gear and our expressive fairy friend wasn't washed away in the deluge!
Part 9/12!
Titania panics as she watches her hero companion continue to grow. Link's massive belly is tight as a drum and ready to EXPLODE! As water continues to fill him up, he's stuck in a pure state of blimpy bliss, letting out another loud howl as his howl body rumbles and creaks ominously!
Titania panics as she watches her hero companion continue to grow. Link's massive belly is tight as a drum and ready to EXPLODE! As water continues to fill him up, he's stuck in a pure state of blimpy bliss, letting out another loud howl as his howl body rumbles and creaks ominously!
September 9, 2025 at 6:09 AM
Part 9/12!
Titania panics as she watches her hero companion continue to grow. Link's massive belly is tight as a drum and ready to EXPLODE! As water continues to fill him up, he's stuck in a pure state of blimpy bliss, letting out another loud howl as his howl body rumbles and creaks ominously!
Titania panics as she watches her hero companion continue to grow. Link's massive belly is tight as a drum and ready to EXPLODE! As water continues to fill him up, he's stuck in a pure state of blimpy bliss, letting out another loud howl as his howl body rumbles and creaks ominously!
Part 8/12!
Wanting to get to the Howling Stone, Titania tries to unhook Link, but the hose seems to be stuck! While she's dealing with that, the flow from the spigot suddenly cranks up! While Titania panics, Link's loving every second of it as his hide tightens from the growing pressure in his gut!
Wanting to get to the Howling Stone, Titania tries to unhook Link, but the hose seems to be stuck! While she's dealing with that, the flow from the spigot suddenly cranks up! While Titania panics, Link's loving every second of it as his hide tightens from the growing pressure in his gut!
September 8, 2025 at 4:26 AM
Part 8/12!
Wanting to get to the Howling Stone, Titania tries to unhook Link, but the hose seems to be stuck! While she's dealing with that, the flow from the spigot suddenly cranks up! While Titania panics, Link's loving every second of it as his hide tightens from the growing pressure in his gut!
Wanting to get to the Howling Stone, Titania tries to unhook Link, but the hose seems to be stuck! While she's dealing with that, the flow from the spigot suddenly cranks up! While Titania panics, Link's loving every second of it as his hide tightens from the growing pressure in his gut!
Part 7/12
KACHUNK!
The pressure plate flashes blue as it's fully weighed down. A musical flourish plays. The puzzle has been solved! With their way to the Howling Stone open, Titania is ready to be done with this shrine and Link's hijinks. The wolf whines, begging for more water, but she refuses.
KACHUNK!
The pressure plate flashes blue as it's fully weighed down. A musical flourish plays. The puzzle has been solved! With their way to the Howling Stone open, Titania is ready to be done with this shrine and Link's hijinks. The wolf whines, begging for more water, but she refuses.
September 7, 2025 at 11:01 AM
Part 7/12
KACHUNK!
The pressure plate flashes blue as it's fully weighed down. A musical flourish plays. The puzzle has been solved! With their way to the Howling Stone open, Titania is ready to be done with this shrine and Link's hijinks. The wolf whines, begging for more water, but she refuses.
KACHUNK!
The pressure plate flashes blue as it's fully weighed down. A musical flourish plays. The puzzle has been solved! With their way to the Howling Stone open, Titania is ready to be done with this shrine and Link's hijinks. The wolf whines, begging for more water, but she refuses.
Part 6/12! We've reach the halfway point and Link is still really enjoying himself! Titania wants to do her best as a hero's companion to help him in his trials, which (to her dismay) now means encouraging Link to get big enough to weigh down the button. She's hoping that's sooner rather than later.
September 6, 2025 at 4:43 AM
Part 6/12! We've reach the halfway point and Link is still really enjoying himself! Titania wants to do her best as a hero's companion to help him in his trials, which (to her dismay) now means encouraging Link to get big enough to weigh down the button. She's hoping that's sooner rather than later.
Part 5/12! Link manages to get back on his feet despite his rising weight and girth. He playfully jostles his belly and admires his growing form as Titania's irritation continues to simmer... until she sees a blue light from the pressure plate, indicating that this dumb plan is actually WORKING?!
September 5, 2025 at 6:08 AM
Part 5/12! Link manages to get back on his feet despite his rising weight and girth. He playfully jostles his belly and admires his growing form as Titania's irritation continues to simmer... until she sees a blue light from the pressure plate, indicating that this dumb plan is actually WORKING?!
Part 4/12! The water begins to flow through the hose and into the belly of the hero wolf! He pants in pleasure and pushes in on his soft furry belly, feeling it slosh under his hand. Titania is angry, adamant that there is NO WAY that THIS is a possible solution to this puzzle.
September 4, 2025 at 8:06 AM
Part 4/12! The water begins to flow through the hose and into the belly of the hero wolf! He pants in pleasure and pushes in on his soft furry belly, feeling it slosh under his hand. Titania is angry, adamant that there is NO WAY that THIS is a possible solution to this puzzle.
“POV: the savior of your realm is a degenerate” - a friend of mine
Again. I’m so proud of this expression. One of my absolute favorites I’ve ever done. Need to draw more characters just being over other doggos’ inflating habits.
Again. I’m so proud of this expression. One of my absolute favorites I’ve ever done. Need to draw more characters just being over other doggos’ inflating habits.
September 3, 2025 at 3:53 PM
“POV: the savior of your realm is a degenerate” - a friend of mine
Again. I’m so proud of this expression. One of my absolute favorites I’ve ever done. Need to draw more characters just being over other doggos’ inflating habits.
Again. I’m so proud of this expression. One of my absolute favorites I’ve ever done. Need to draw more characters just being over other doggos’ inflating habits.