Black Bear Shenanigans
@hornybearszone.bsky.social
Lover of briefs and wedgies. Asexual bear
🔞 NSFW/Suggestive 🔞 (He/They). 21.
🔞 NSFW/Suggestive 🔞 (He/They). 21.
Pinned
Realized I never shared my reference over here, so this is me bear!!!
Reposted by Black Bear Shenanigans
#Spanksgiving!! Day 1 Brat
(Yeah I know it's day 2 don't worry)
Raising a son on your own has its challenges... sometimes it's trusting them with your ONLY truck, other times it's dealing with them in a bratty mood... but one thing can cure any brattiness!!
Well.. it can cure most of them...
(Yeah I know it's day 2 don't worry)
Raising a son on your own has its challenges... sometimes it's trusting them with your ONLY truck, other times it's dealing with them in a bratty mood... but one thing can cure any brattiness!!
Well.. it can cure most of them...
November 2, 2025 at 9:25 PM
#Spanksgiving!! Day 1 Brat
(Yeah I know it's day 2 don't worry)
Raising a son on your own has its challenges... sometimes it's trusting them with your ONLY truck, other times it's dealing with them in a bratty mood... but one thing can cure any brattiness!!
Well.. it can cure most of them...
(Yeah I know it's day 2 don't worry)
Raising a son on your own has its challenges... sometimes it's trusting them with your ONLY truck, other times it's dealing with them in a bratty mood... but one thing can cure any brattiness!!
Well.. it can cure most of them...
Reposted by Black Bear Shenanigans
#Spanksgiving!! Day 2 Magic
After getting bombarded by a bunch of magic hands, that took there time yanking and spanking!
Brad awakes in his room to the sound of his alarm clock thinking to himself was it all a dream?
Well... what do you think?
Anonymous comm for Spanksgiving!!
After getting bombarded by a bunch of magic hands, that took there time yanking and spanking!
Brad awakes in his room to the sound of his alarm clock thinking to himself was it all a dream?
Well... what do you think?
Anonymous comm for Spanksgiving!!
November 2, 2025 at 11:56 PM
#Spanksgiving!! Day 2 Magic
After getting bombarded by a bunch of magic hands, that took there time yanking and spanking!
Brad awakes in his room to the sound of his alarm clock thinking to himself was it all a dream?
Well... what do you think?
Anonymous comm for Spanksgiving!!
After getting bombarded by a bunch of magic hands, that took there time yanking and spanking!
Brad awakes in his room to the sound of his alarm clock thinking to himself was it all a dream?
Well... what do you think?
Anonymous comm for Spanksgiving!!
Reposted by Black Bear Shenanigans
#Spanksgiving Day 10 Hypnosis (Comm) @mavpanda.bsky.social
All these warriors have these large and chiseled bodies that can take blow after blow and equally dish them out! However- one disadvantage is their mind isn't exactly the strongest..
As uh- you can see- Well at least his tail is wagging!
All these warriors have these large and chiseled bodies that can take blow after blow and equally dish them out! However- one disadvantage is their mind isn't exactly the strongest..
As uh- you can see- Well at least his tail is wagging!
November 29, 2025 at 9:05 PM
#Spanksgiving Day 10 Hypnosis (Comm) @mavpanda.bsky.social
All these warriors have these large and chiseled bodies that can take blow after blow and equally dish them out! However- one disadvantage is their mind isn't exactly the strongest..
As uh- you can see- Well at least his tail is wagging!
All these warriors have these large and chiseled bodies that can take blow after blow and equally dish them out! However- one disadvantage is their mind isn't exactly the strongest..
As uh- you can see- Well at least his tail is wagging!
Reposted by Black Bear Shenanigans
#Spanksgiving Day 7 Hunter & Prey
A little game of cat and mouse is pretty fun! Well- until you realize that maybe your the mouse in this saying..
Well- at least it wont be too bad right? Gator tails aren't THAT strong.. right..?
Comm from @rookthederg.bsky.social
A little game of cat and mouse is pretty fun! Well- until you realize that maybe your the mouse in this saying..
Well- at least it wont be too bad right? Gator tails aren't THAT strong.. right..?
Comm from @rookthederg.bsky.social
November 8, 2025 at 6:07 PM
#Spanksgiving Day 7 Hunter & Prey
A little game of cat and mouse is pretty fun! Well- until you realize that maybe your the mouse in this saying..
Well- at least it wont be too bad right? Gator tails aren't THAT strong.. right..?
Comm from @rookthederg.bsky.social
A little game of cat and mouse is pretty fun! Well- until you realize that maybe your the mouse in this saying..
Well- at least it wont be too bad right? Gator tails aren't THAT strong.. right..?
Comm from @rookthederg.bsky.social
Reposted by Black Bear Shenanigans
#Spanksgiving Day 8 Wedgie!
So- seems like Frank here was one of the victims of the Freshmen hunt? Funnily enough- this is his like- 4th time being caught today! And- also by the same guy?
What bad luck-
Comm from @thegreatmsteak.bsky.social
So- seems like Frank here was one of the victims of the Freshmen hunt? Funnily enough- this is his like- 4th time being caught today! And- also by the same guy?
What bad luck-
Comm from @thegreatmsteak.bsky.social
November 9, 2025 at 1:00 AM
#Spanksgiving Day 8 Wedgie!
So- seems like Frank here was one of the victims of the Freshmen hunt? Funnily enough- this is his like- 4th time being caught today! And- also by the same guy?
What bad luck-
Comm from @thegreatmsteak.bsky.social
So- seems like Frank here was one of the victims of the Freshmen hunt? Funnily enough- this is his like- 4th time being caught today! And- also by the same guy?
What bad luck-
Comm from @thegreatmsteak.bsky.social
Reposted by Black Bear Shenanigans
#Spanksgiving Day 21 Bullying
"C-come on!" Was all that could be heard from a torent of spanks to Box's ass! It was his own personal bully Brad who had taken it upon himself to welcome in their latest transfer!
He also wanted a memento from the occasion in the form of a video!!
Anonymous Comm
"C-come on!" Was all that could be heard from a torent of spanks to Box's ass! It was his own personal bully Brad who had taken it upon himself to welcome in their latest transfer!
He also wanted a memento from the occasion in the form of a video!!
Anonymous Comm
November 30, 2025 at 7:48 PM
#Spanksgiving Day 21 Bullying
"C-come on!" Was all that could be heard from a torent of spanks to Box's ass! It was his own personal bully Brad who had taken it upon himself to welcome in their latest transfer!
He also wanted a memento from the occasion in the form of a video!!
Anonymous Comm
"C-come on!" Was all that could be heard from a torent of spanks to Box's ass! It was his own personal bully Brad who had taken it upon himself to welcome in their latest transfer!
He also wanted a memento from the occasion in the form of a video!!
Anonymous Comm
Reposted by Black Bear Shenanigans
A wedgie selfie with my bully shark, Hector
December 16, 2025 at 3:14 PM
A wedgie selfie with my bully shark, Hector
Reposted by Black Bear Shenanigans
Wedgie war with your best friend
Commission for @rookthederg.bsky.social featuring our two dragonborns
Commission for @rookthederg.bsky.social featuring our two dragonborns
December 16, 2025 at 1:49 PM
Wedgie war with your best friend
Commission for @rookthederg.bsky.social featuring our two dragonborns
Commission for @rookthederg.bsky.social featuring our two dragonborns
Reposted by Black Bear Shenanigans
Tighty Whities Alt
December 16, 2025 at 1:49 PM
Tighty Whities Alt
Reposted by Black Bear Shenanigans
Truly an honor to get to meet @goddessergo.bsky.social after so many years of internet friendship. Had a great time turning them into an absolute nerd and putting them through the wringer. Here’s hoping they have a nice nerdy life ahead of them 😈
December 12, 2025 at 6:50 PM
Truly an honor to get to meet @goddessergo.bsky.social after so many years of internet friendship. Had a great time turning them into an absolute nerd and putting them through the wringer. Here’s hoping they have a nice nerdy life ahead of them 😈
Reposted by Black Bear Shenanigans
Commission for @goobingoober.bsky.social
After the Voodoo goat escaped from prison, The Chief decided to go and capture it himself. He didn't want a repeat of the humiliation that happened the first time, but it seems that the Voodoo goat was one step ahead and his butt paid the price
After the Voodoo goat escaped from prison, The Chief decided to go and capture it himself. He didn't want a repeat of the humiliation that happened the first time, but it seems that the Voodoo goat was one step ahead and his butt paid the price
December 9, 2025 at 7:08 AM
Commission for @goobingoober.bsky.social
After the Voodoo goat escaped from prison, The Chief decided to go and capture it himself. He didn't want a repeat of the humiliation that happened the first time, but it seems that the Voodoo goat was one step ahead and his butt paid the price
After the Voodoo goat escaped from prison, The Chief decided to go and capture it himself. He didn't want a repeat of the humiliation that happened the first time, but it seems that the Voodoo goat was one step ahead and his butt paid the price
Reposted by Black Bear Shenanigans
A chance encounter with tumblr: bros-in-tighty-whiteys , in my, Bully Sprout 🌱’s, wild habitat. The Saloon in Minnesota!
It’s so fun seeing my prey marked naturally….
(This was minutes after meeting him!)
#wedgie #wedgiekink #gay #pupplay
It’s so fun seeing my prey marked naturally….
(This was minutes after meeting him!)
#wedgie #wedgiekink #gay #pupplay
December 1, 2025 at 1:27 PM
A chance encounter with tumblr: bros-in-tighty-whiteys , in my, Bully Sprout 🌱’s, wild habitat. The Saloon in Minnesota!
It’s so fun seeing my prey marked naturally….
(This was minutes after meeting him!)
#wedgie #wedgiekink #gay #pupplay
It’s so fun seeing my prey marked naturally….
(This was minutes after meeting him!)
#wedgie #wedgiekink #gay #pupplay
Reposted by Black Bear Shenanigans
This is the only pawbert drawing youre getting for now #pawoffbert
December 1, 2025 at 2:43 AM
This is the only pawbert drawing youre getting for now #pawoffbert
Reposted by Black Bear Shenanigans
December 1, 2025 at 2:08 AM
Reposted by Black Bear Shenanigans
December 2, 2025 at 3:18 PM
Reposted by Black Bear Shenanigans
November 3, 2025 at 5:24 PM
Reposted by Black Bear Shenanigans
Oh the mechanical and butt-chafing horror! First night on the job only to discover the animatronics are haunted! And the gator one likes dishing out nuclear wedgies to rabbits?!...
Happy Halloween y'all! 👻
(🎨: my pookie @maverickdraws.bsky.social )
Happy Halloween y'all! 👻
(🎨: my pookie @maverickdraws.bsky.social )
October 31, 2025 at 9:51 PM
Oh the mechanical and butt-chafing horror! First night on the job only to discover the animatronics are haunted! And the gator one likes dishing out nuclear wedgies to rabbits?!...
Happy Halloween y'all! 👻
(🎨: my pookie @maverickdraws.bsky.social )
Happy Halloween y'all! 👻
(🎨: my pookie @maverickdraws.bsky.social )
Reposted by Black Bear Shenanigans
Halloween Special Act 2
Lets- get back on track- when we found you-
"Yup spanked red and left hanging by my underwear! Man what did that look like!?"
It looked uh- fine-
"Heh heh! It must of!"
You know it doesn't seem like your too bothered by this?
"What!? No it was uh- the worst.."
(4/4)
Lets- get back on track- when we found you-
"Yup spanked red and left hanging by my underwear! Man what did that look like!?"
It looked uh- fine-
"Heh heh! It must of!"
You know it doesn't seem like your too bothered by this?
"What!? No it was uh- the worst.."
(4/4)
October 31, 2025 at 11:48 PM
Halloween Special Act 2
Lets- get back on track- when we found you-
"Yup spanked red and left hanging by my underwear! Man what did that look like!?"
It looked uh- fine-
"Heh heh! It must of!"
You know it doesn't seem like your too bothered by this?
"What!? No it was uh- the worst.."
(4/4)
Lets- get back on track- when we found you-
"Yup spanked red and left hanging by my underwear! Man what did that look like!?"
It looked uh- fine-
"Heh heh! It must of!"
You know it doesn't seem like your too bothered by this?
"What!? No it was uh- the worst.."
(4/4)
Reposted by Black Bear Shenanigans
Halloween Special Act 2
And then did it-
"Yup gave me the flossing of my life!"
Um ok, I'm so sorry-
"Like both the front and the back of my underwear dude!"
Yes.. again I'm so sorry-
"Hoo boy! I've never been wedgied THAT hard! I though my butt was gonna have a new crack!"
... yeah..
(3/4)
And then did it-
"Yup gave me the flossing of my life!"
Um ok, I'm so sorry-
"Like both the front and the back of my underwear dude!"
Yes.. again I'm so sorry-
"Hoo boy! I've never been wedgied THAT hard! I though my butt was gonna have a new crack!"
... yeah..
(3/4)
October 31, 2025 at 11:45 PM
Halloween Special Act 2
And then did it-
"Yup gave me the flossing of my life!"
Um ok, I'm so sorry-
"Like both the front and the back of my underwear dude!"
Yes.. again I'm so sorry-
"Hoo boy! I've never been wedgied THAT hard! I though my butt was gonna have a new crack!"
... yeah..
(3/4)
And then did it-
"Yup gave me the flossing of my life!"
Um ok, I'm so sorry-
"Like both the front and the back of my underwear dude!"
Yes.. again I'm so sorry-
"Hoo boy! I've never been wedgied THAT hard! I though my butt was gonna have a new crack!"
... yeah..
(3/4)
Reposted by Black Bear Shenanigans
Halloween Special Act 1
S- sorry That was unprofessional- So please what happened next.
"W- well after that he uh left me dangling in that tree-"
B- by your-
"Yeah by my underwear-"
BWAHH HAH HAH, Yer UNDERWEAR!!!
"S- STOP LAUGHING! AREN'T YOU MEANT TO BE HELPING!!"
End of Recording
(4/4)
S- sorry That was unprofessional- So please what happened next.
"W- well after that he uh left me dangling in that tree-"
B- by your-
"Yeah by my underwear-"
BWAHH HAH HAH, Yer UNDERWEAR!!!
"S- STOP LAUGHING! AREN'T YOU MEANT TO BE HELPING!!"
End of Recording
(4/4)
October 31, 2025 at 6:08 PM
Halloween Special Act 1
S- sorry That was unprofessional- So please what happened next.
"W- well after that he uh left me dangling in that tree-"
B- by your-
"Yeah by my underwear-"
BWAHH HAH HAH, Yer UNDERWEAR!!!
"S- STOP LAUGHING! AREN'T YOU MEANT TO BE HELPING!!"
End of Recording
(4/4)
S- sorry That was unprofessional- So please what happened next.
"W- well after that he uh left me dangling in that tree-"
B- by your-
"Yeah by my underwear-"
BWAHH HAH HAH, Yer UNDERWEAR!!!
"S- STOP LAUGHING! AREN'T YOU MEANT TO BE HELPING!!"
End of Recording
(4/4)
Reposted by Black Bear Shenanigans
Halloween Special Act 1
"He- he then scooped me up-"
How sir?
"I- do I have to say it-"
It's for the record sir.
"H- he ugh- wedgied me-"
. . . . *Snrk*
"Ugh- a- and then he hoisted me over his shoulder and s- spanked me-"
. . . . *SNRK*
"STOP LAUGHING!"
(3/4)
"He- he then scooped me up-"
How sir?
"I- do I have to say it-"
It's for the record sir.
"H- he ugh- wedgied me-"
. . . . *Snrk*
"Ugh- a- and then he hoisted me over his shoulder and s- spanked me-"
. . . . *SNRK*
"STOP LAUGHING!"
(3/4)
October 31, 2025 at 6:03 PM
Halloween Special Act 1
"He- he then scooped me up-"
How sir?
"I- do I have to say it-"
It's for the record sir.
"H- he ugh- wedgied me-"
. . . . *Snrk*
"Ugh- a- and then he hoisted me over his shoulder and s- spanked me-"
. . . . *SNRK*
"STOP LAUGHING!"
(3/4)
"He- he then scooped me up-"
How sir?
"I- do I have to say it-"
It's for the record sir.
"H- he ugh- wedgied me-"
. . . . *Snrk*
"Ugh- a- and then he hoisted me over his shoulder and s- spanked me-"
. . . . *SNRK*
"STOP LAUGHING!"
(3/4)
Reposted by Black Bear Shenanigans
"Hey guys, I got this Ouji board, let's go hang at the abandoned house on the corner! What, are you scared?" 👻🍑👀
October 31, 2025 at 4:39 PM
"Hey guys, I got this Ouji board, let's go hang at the abandoned house on the corner! What, are you scared?" 👻🍑👀
Reposted by Black Bear Shenanigans
October 31, 2025 at 11:26 PM
Reposted by Black Bear Shenanigans
Bit of a re-post, so apologies. Here are both pieces side by side because I just love the transition. It's a very well-executed set-up and payoff.
Art by @dibblesart.bsky.social
Art by @dibblesart.bsky.social
October 31, 2025 at 4:48 PM
Bit of a re-post, so apologies. Here are both pieces side by side because I just love the transition. It's a very well-executed set-up and payoff.
Art by @dibblesart.bsky.social
Art by @dibblesart.bsky.social
Reposted by Black Bear Shenanigans
Can finally fulfill a proper wedgie vid now that I have tighty whities hehe
October 29, 2025 at 12:57 AM
Can finally fulfill a proper wedgie vid now that I have tighty whities hehe