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
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
Reposted by Black Bear Shenanigans
Isaac loves taking pranks to the next level on Halloween. He'll dress up as his favorite killer and reaps on unsuspecting victims, drag them by their waistbands and hang them like trophies. Beware of the Slaking Bully or you'll be next~!
Thanks again @brieflyy33n.bsky.social for this amazing piece!
Thanks again @brieflyy33n.bsky.social for this amazing piece!
October 28, 2025 at 8:22 PM
Isaac loves taking pranks to the next level on Halloween. He'll dress up as his favorite killer and reaps on unsuspecting victims, drag them by their waistbands and hang them like trophies. Beware of the Slaking Bully or you'll be next~!
Thanks again @brieflyy33n.bsky.social for this amazing piece!
Thanks again @brieflyy33n.bsky.social for this amazing piece!
Reposted by Black Bear Shenanigans
Art is by Derdaniels on deviantart, I highly reccomend!
Weyoun belongs to my boi looker14
Hopefully he rips down in time for his big mission!
#tightywhitieswedgie #bouncingwedgie #hangingwedgie #wedgie #tightywhities
Weyoun belongs to my boi looker14
Hopefully he rips down in time for his big mission!
#tightywhitieswedgie #bouncingwedgie #hangingwedgie #wedgie #tightywhities
October 4, 2025 at 4:39 PM
Art is by Derdaniels on deviantart, I highly reccomend!
Weyoun belongs to my boi looker14
Hopefully he rips down in time for his big mission!
#tightywhitieswedgie #bouncingwedgie #hangingwedgie #wedgie #tightywhities
Weyoun belongs to my boi looker14
Hopefully he rips down in time for his big mission!
#tightywhitieswedgie #bouncingwedgie #hangingwedgie #wedgie #tightywhities
Reposted by Black Bear Shenanigans
Art thou scared yet?! Devilish Halloween Ziggy YCHs part 2/2! Featuring:
@actualcatguy.bsky.social
@bunbriefs.bsky.social
@numou.net
@actualcatguy.bsky.social
@bunbriefs.bsky.social
@numou.net
October 28, 2025 at 10:19 AM
Art thou scared yet?! Devilish Halloween Ziggy YCHs part 2/2! Featuring:
@actualcatguy.bsky.social
@bunbriefs.bsky.social
@numou.net
@actualcatguy.bsky.social
@bunbriefs.bsky.social
@numou.net
Reposted by Black Bear Shenanigans
Clucky's clientele isn't the most forgiving. Poor Glorlox found that out the hard way.
If you haven't watched My Dad the Bounty Hunter, please do. Do it for the burly alien man here.
Artwork by @haxsmacks.bsky.social! Thanks, buddy!
If you haven't watched My Dad the Bounty Hunter, please do. Do it for the burly alien man here.
Artwork by @haxsmacks.bsky.social! Thanks, buddy!
October 27, 2025 at 11:20 PM
Clucky's clientele isn't the most forgiving. Poor Glorlox found that out the hard way.
If you haven't watched My Dad the Bounty Hunter, please do. Do it for the burly alien man here.
Artwork by @haxsmacks.bsky.social! Thanks, buddy!
If you haven't watched My Dad the Bounty Hunter, please do. Do it for the burly alien man here.
Artwork by @haxsmacks.bsky.social! Thanks, buddy!
Reposted by Black Bear Shenanigans
Oh gosh i completely forgot to post that haha! I got a comm from the great @haxsmacks.bsky.social featuring my favorite dorky skeleton in quite the unfortunate situation, he doesn't seems to mind however ;3
October 27, 2025 at 6:01 PM
Oh gosh i completely forgot to post that haha! I got a comm from the great @haxsmacks.bsky.social featuring my favorite dorky skeleton in quite the unfortunate situation, he doesn't seems to mind however ;3
Reposted by Black Bear Shenanigans
UGHH. @thegreatmsteak.bsky.social can sometimes be such a bully! For my birthday, he tricks me into the locker room and gives me a wedgie?!
B-day gift from @thegreatmsteak.bsky.social and art done by the wonderful @haxsmacks.bsky.social!
B-day gift from @thegreatmsteak.bsky.social and art done by the wonderful @haxsmacks.bsky.social!
October 26, 2025 at 11:06 PM
UGHH. @thegreatmsteak.bsky.social can sometimes be such a bully! For my birthday, he tricks me into the locker room and gives me a wedgie?!
B-day gift from @thegreatmsteak.bsky.social and art done by the wonderful @haxsmacks.bsky.social!
B-day gift from @thegreatmsteak.bsky.social and art done by the wonderful @haxsmacks.bsky.social!
Reposted by Black Bear Shenanigans
Commission for Murphy!
In which our intrepid agent Ziggy finds out what happens when you cross SPACE PIRATES -- the rough way!!
In which our intrepid agent Ziggy finds out what happens when you cross SPACE PIRATES -- the rough way!!
October 9, 2024 at 10:49 PM
Commission for Murphy!
In which our intrepid agent Ziggy finds out what happens when you cross SPACE PIRATES -- the rough way!!
In which our intrepid agent Ziggy finds out what happens when you cross SPACE PIRATES -- the rough way!!
Reposted by Black Bear Shenanigans
Reposted by Black Bear Shenanigans
Reposted by Black Bear Shenanigans
