MischiefPup
@mischiefpup.bsky.social
(he/him)
Diaper Boi🍼, (Big) Dildo Enthusiast🍆,
Pain Puppy🐶, Leather 😵💫, D&D🐉🧙♂️, Kayaker 🛶
📍 Chicago, IL
Diaper Boi🍼, (Big) Dildo Enthusiast🍆,
Pain Puppy🐶, Leather 😵💫, D&D🐉🧙♂️, Kayaker 🛶
📍 Chicago, IL
Good morning boys, dogs, gimps, and fags.
I'm feelin spicy today so who's gonna be a good boy and arch their back so I can watch their butt wiggle while I drink my coffee?
I'm feelin spicy today so who's gonna be a good boy and arch their back so I can watch their butt wiggle while I drink my coffee?
November 14, 2025 at 3:34 PM
Good morning boys, dogs, gimps, and fags.
I'm feelin spicy today so who's gonna be a good boy and arch their back so I can watch their butt wiggle while I drink my coffee?
I'm feelin spicy today so who's gonna be a good boy and arch their back so I can watch their butt wiggle while I drink my coffee?
Monday...consider it SOAKED!
😎
😎
November 11, 2025 at 2:46 AM
Monday...consider it SOAKED!
😎
😎
What a compromising position to be caught in! 😱
Oh no!
First time trying out the whole 'mouth stuffed with a bandana and then duct taped' it was actually quite nice 👌
And yes, @sirmf1.bsky.social was standing by to take the bag off my head as needed 😎
Hashtag SafetyFirstBonersSecond
Oh no!
First time trying out the whole 'mouth stuffed with a bandana and then duct taped' it was actually quite nice 👌
And yes, @sirmf1.bsky.social was standing by to take the bag off my head as needed 😎
Hashtag SafetyFirstBonersSecond
October 22, 2025 at 6:45 PM
What a compromising position to be caught in! 😱
Oh no!
First time trying out the whole 'mouth stuffed with a bandana and then duct taped' it was actually quite nice 👌
And yes, @sirmf1.bsky.social was standing by to take the bag off my head as needed 😎
Hashtag SafetyFirstBonersSecond
Oh no!
First time trying out the whole 'mouth stuffed with a bandana and then duct taped' it was actually quite nice 👌
And yes, @sirmf1.bsky.social was standing by to take the bag off my head as needed 😎
Hashtag SafetyFirstBonersSecond
Cage and Coffee, not a Key in sight!
Happy Locktober 16th everyone! I certainly havent made it all 16 days 😖 but that's okay!
Remember, it's not about doing what everyone else is doing, it's about doing things that make you happy, and feel goooooood. 😏
Happy Locktober 16th everyone! I certainly havent made it all 16 days 😖 but that's okay!
Remember, it's not about doing what everyone else is doing, it's about doing things that make you happy, and feel goooooood. 😏
October 16, 2025 at 3:41 PM
Cage and Coffee, not a Key in sight!
Happy Locktober 16th everyone! I certainly havent made it all 16 days 😖 but that's okay!
Remember, it's not about doing what everyone else is doing, it's about doing things that make you happy, and feel goooooood. 😏
Happy Locktober 16th everyone! I certainly havent made it all 16 days 😖 but that's okay!
Remember, it's not about doing what everyone else is doing, it's about doing things that make you happy, and feel goooooood. 😏
OMG!!! I was there!
It was a really snug nap. 😴
It was a really snug nap. 😴
After an 11 mile hike in August, @lockedsoma.bsky.social and @mischiefpup.bsky.social enjoyed some outdoor sleepsack time. After the sun set, they eventually got some sacked star gazing too.
October 6, 2025 at 8:31 PM
OMG!!! I was there!
It was a really snug nap. 😴
It was a really snug nap. 😴
Locktober??
But what if.....I'm just sayin'....the key is just right there....
👉👈
But what if.....I'm just sayin'....the key is just right there....
👉👈
October 3, 2025 at 8:21 PM
Locktober??
But what if.....I'm just sayin'....the key is just right there....
👉👈
But what if.....I'm just sayin'....the key is just right there....
👉👈
Trying something new. Got this at the Leather Archives annual rummage sale.
Not a skirt kind of kiddo, but I do like the Roman/Spartan look of it 🤔
I'm open to your tho(ugh)ts, checks, snoofs, and knee bouncies.
Not a skirt kind of kiddo, but I do like the Roman/Spartan look of it 🤔
I'm open to your tho(ugh)ts, checks, snoofs, and knee bouncies.
September 29, 2025 at 5:13 PM
Trying something new. Got this at the Leather Archives annual rummage sale.
Not a skirt kind of kiddo, but I do like the Roman/Spartan look of it 🤔
I'm open to your tho(ugh)ts, checks, snoofs, and knee bouncies.
Not a skirt kind of kiddo, but I do like the Roman/Spartan look of it 🤔
I'm open to your tho(ugh)ts, checks, snoofs, and knee bouncies.
Join me in the hot tub???
September 19, 2025 at 3:17 AM
Join me in the hot tub???
Sometimes, even the Big Pups have accidents!
But...maybe you should put your face in there, just to check 🤷♂️
Hashtag Oops-I-Wet-My-Jock
But...maybe you should put your face in there, just to check 🤷♂️
Hashtag Oops-I-Wet-My-Jock
September 12, 2025 at 3:53 PM
Sometimes, even the Big Pups have accidents!
But...maybe you should put your face in there, just to check 🤷♂️
Hashtag Oops-I-Wet-My-Jock
But...maybe you should put your face in there, just to check 🤷♂️
Hashtag Oops-I-Wet-My-Jock
I've been on a real diaper kick lately 🤷♂️
It's comfort in a stressful time. 🙂
Anyway, here's how I started the day on BigDiaperFriday™️
I absolutely wrecked this thing. Waking up warm and soggy sorta melts my mind and makes me feel like the littlest puppy. 🥹
It's comfort in a stressful time. 🙂
Anyway, here's how I started the day on BigDiaperFriday™️
I absolutely wrecked this thing. Waking up warm and soggy sorta melts my mind and makes me feel like the littlest puppy. 🥹
August 22, 2025 at 2:07 PM
I've been on a real diaper kick lately 🤷♂️
It's comfort in a stressful time. 🙂
Anyway, here's how I started the day on BigDiaperFriday™️
I absolutely wrecked this thing. Waking up warm and soggy sorta melts my mind and makes me feel like the littlest puppy. 🥹
It's comfort in a stressful time. 🙂
Anyway, here's how I started the day on BigDiaperFriday™️
I absolutely wrecked this thing. Waking up warm and soggy sorta melts my mind and makes me feel like the littlest puppy. 🥹
Wrapping up Soggy Sunday like a champ!
Soaked, Soggy, Squishy, and Squirmy!
Soaked, Soggy, Squishy, and Squirmy!
August 18, 2025 at 2:16 AM
Wrapping up Soggy Sunday like a champ!
Soaked, Soggy, Squishy, and Squirmy!
Soaked, Soggy, Squishy, and Squirmy!
Just PEEKing in to check on all y'all! 🤣🤣🤣
August 15, 2025 at 5:28 AM
Just PEEKing in to check on all y'all! 🤣🤣🤣
Sometimes you just need to relax, breathe, and let the pain cleanse your mind. 😎
Thanks @crewbiker.bsky.social for quite a nice evening.
Also I absolutely love all the color in this photo!
Thanks @crewbiker.bsky.social for quite a nice evening.
Also I absolutely love all the color in this photo!
August 10, 2025 at 6:52 PM
Sometimes you just need to relax, breathe, and let the pain cleanse your mind. 😎
Thanks @crewbiker.bsky.social for quite a nice evening.
Also I absolutely love all the color in this photo!
Thanks @crewbiker.bsky.social for quite a nice evening.
Also I absolutely love all the color in this photo!
Good morning dogs & degenerates! I found this tea here.
Is yours? ..... Is mine??
Is okay anyway, can I has sips? Awwrrrrrrrrr! 🐶
Is yours? ..... Is mine??
Is okay anyway, can I has sips? Awwrrrrrrrrr! 🐶
July 23, 2025 at 2:30 PM
Good morning dogs & degenerates! I found this tea here.
Is yours? ..... Is mine??
Is okay anyway, can I has sips? Awwrrrrrrrrr! 🐶
Is yours? ..... Is mine??
Is okay anyway, can I has sips? Awwrrrrrrrrr! 🐶
I've somehow ended up in this Dom Bottom era and I'm leaning in to it.
So....just cause I'm locked up, just because I'm riding you, none of this means you get to cum. 😈
So....just cause I'm locked up, just because I'm riding you, none of this means you get to cum. 😈
July 15, 2025 at 3:21 PM
I've somehow ended up in this Dom Bottom era and I'm leaning in to it.
So....just cause I'm locked up, just because I'm riding you, none of this means you get to cum. 😈
So....just cause I'm locked up, just because I'm riding you, none of this means you get to cum. 😈
It's called 'working out' and apparently it makes dogs big and strong.
The big gym bros keep saying that I've gotta be naked and wear this silly cage on my weiner. 🤷♂️
They know what they're doing though......right.........right?! 🥹
The big gym bros keep saying that I've gotta be naked and wear this silly cage on my weiner. 🤷♂️
They know what they're doing though......right.........right?! 🥹
July 8, 2025 at 7:28 PM
It's called 'working out' and apparently it makes dogs big and strong.
The big gym bros keep saying that I've gotta be naked and wear this silly cage on my weiner. 🤷♂️
They know what they're doing though......right.........right?! 🥹
The big gym bros keep saying that I've gotta be naked and wear this silly cage on my weiner. 🤷♂️
They know what they're doing though......right.........right?! 🥹
You can't keep the puppy outta the summer!
Went to the first street fest of the season! Was a good enough boi that I got a sticker!
Went to the first street fest of the season! Was a good enough boi that I got a sticker!
June 18, 2025 at 9:49 PM
You can't keep the puppy outta the summer!
Went to the first street fest of the season! Was a good enough boi that I got a sticker!
Went to the first street fest of the season! Was a good enough boi that I got a sticker!
Took a nap
Jerked off
Ate a torta from the street vendor, Had a crisp can of coke
Watched the birds from the balcony
A perfect night. 👌
Jerked off
Ate a torta from the street vendor, Had a crisp can of coke
Watched the birds from the balcony
A perfect night. 👌
June 17, 2025 at 1:28 AM
Took a nap
Jerked off
Ate a torta from the street vendor, Had a crisp can of coke
Watched the birds from the balcony
A perfect night. 👌
Jerked off
Ate a torta from the street vendor, Had a crisp can of coke
Watched the birds from the balcony
A perfect night. 👌
Okay....to all you wetsuit pups.....I get it.
Puppy got a new wetsuit for summer activities.
Puppy got a new wetsuit for summer activities.
May 28, 2025 at 2:13 AM
Okay....to all you wetsuit pups.....I get it.
Puppy got a new wetsuit for summer activities.
Puppy got a new wetsuit for summer activities.
See you sluts at IML2025!!!
I'll be around Saturday evening, Sunday and Monday!!
I'm terribly faceblind at kink events so please introduce yourself and say hi!!!
#InternationalMrLeather2024 #IML2025
I'll be around Saturday evening, Sunday and Monday!!
I'm terribly faceblind at kink events so please introduce yourself and say hi!!!
#InternationalMrLeather2024 #IML2025
May 22, 2025 at 2:02 AM
See you sluts at IML2025!!!
I'll be around Saturday evening, Sunday and Monday!!
I'm terribly faceblind at kink events so please introduce yourself and say hi!!!
#InternationalMrLeather2024 #IML2025
I'll be around Saturday evening, Sunday and Monday!!
I'm terribly faceblind at kink events so please introduce yourself and say hi!!!
#InternationalMrLeather2024 #IML2025
Broke out the full formal leather last night to take a puppy to a 'normie' gay bar.
It's my favorite bow tie, and I always feel extra spiffy!
Remember: (Most of) the normies are just curious. Be kind to them, you never know who you'll meet!!
It's my favorite bow tie, and I always feel extra spiffy!
Remember: (Most of) the normies are just curious. Be kind to them, you never know who you'll meet!!
May 5, 2025 at 7:16 PM
Broke out the full formal leather last night to take a puppy to a 'normie' gay bar.
It's my favorite bow tie, and I always feel extra spiffy!
Remember: (Most of) the normies are just curious. Be kind to them, you never know who you'll meet!!
It's my favorite bow tie, and I always feel extra spiffy!
Remember: (Most of) the normies are just curious. Be kind to them, you never know who you'll meet!!
It's a small world after all! 🍼
April 4, 2025 at 7:16 PM
It's a small world after all! 🍼
Locked up weiner alert!
How long will I last this time?
Who has the key?
Will I ever escape?
Tune in to the 11-o-clock news for the complete story!
#GayChastity #LockedUpCock
How long will I last this time?
Who has the key?
Will I ever escape?
Tune in to the 11-o-clock news for the complete story!
#GayChastity #LockedUpCock
January 23, 2025 at 7:50 PM
Locked up weiner alert!
How long will I last this time?
Who has the key?
Will I ever escape?
Tune in to the 11-o-clock news for the complete story!
#GayChastity #LockedUpCock
How long will I last this time?
Who has the key?
Will I ever escape?
Tune in to the 11-o-clock news for the complete story!
#GayChastity #LockedUpCock
A baby's gotta do, what a baby's gotta do.
🤙
🤙
January 11, 2025 at 7:01 PM
A baby's gotta do, what a baby's gotta do.
🤙
🤙
With that (faux) fur rug....imagine the luxury!
🤣🤣🤣
Thanks @hankeystoys.bsky.social @toppedtoys.com @friendlytoys.ca
🤣🤣🤣
Thanks @hankeystoys.bsky.social @toppedtoys.com @friendlytoys.ca
January 4, 2025 at 10:16 PM
With that (faux) fur rug....imagine the luxury!
🤣🤣🤣
Thanks @hankeystoys.bsky.social @toppedtoys.com @friendlytoys.ca
🤣🤣🤣
Thanks @hankeystoys.bsky.social @toppedtoys.com @friendlytoys.ca