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MischiefPup

@mischiefpup.bsky.social

590 followers 1.1K following 54 posts

(he/him) Diaper Boi🍼, (Big) Dildo Enthusiast🍆, Pain Puppy🐶, Leather 😵‍💫, D&D🐉🧙‍♂️, Kayaker 🛶 📍 Chicago, IL

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MischiefPup @mischiefpup.bsky.social · 4d

OMG!!! I was there!

It was a really snug nap. 😴

CrewBiker @crewbiker.bsky.social · 5d

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.

MischiefPup @mischiefpup.bsky.social · 7d

HAPPY HAPPY BARKDAY!!!! @ruppy.bsky.social🐶

MischiefPup @mischiefpup.bsky.social · 7d

Locktober??

But what if.....I'm just sayin'....the key is just right there....

👉👈

MischiefPup @mischiefpup.bsky.social · 11d

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.

MischiefPup @mischiefpup.bsky.social · 15d

Omg looks tasty!!! I should make pizza again soon! 😎

MischiefPup @mischiefpup.bsky.social · 21d

Geezus! The veins and the details 🥵

I'm gonna need a minute. I've made a mess over here.

MischiefPup @mischiefpup.bsky.social · 22d

Join me in the hot tub???

MischiefPup @mischiefpup.bsky.social · 24d

I'm seeing excellent form, great rhythm, and spot on verbal components.
I think you're ready for the real thing pup!!! 😈
Let's get you mounted up in my hole!

MischiefPup @mischiefpup.bsky.social · 29d

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

MischiefPup @mischiefpup.bsky.social · Sep 5

I'm aroused- I mean listening! I'm listening. *sits like a good boy, looking up*

MischiefPup @mischiefpup.bsky.social · Aug 22

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. 🥹

MischiefPup @mischiefpup.bsky.social · Aug 21

Hello! Yes, I'd like to sign up to be a good boy for big strong dog. 🐶

MischiefPup @mischiefpup.bsky.social · Aug 18

Wrapping up Soggy Sunday like a champ!
Soaked, Soggy, Squishy, and Squirmy!

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MischiefPup @mischiefpup.bsky.social · Aug 15

No need to lift. Bring that squishy butt right over here and have a seat! 🥵

Excellent form, wonderful shape, 10/10!

MischiefPup @mischiefpup.bsky.social · Aug 15

Just PEEKing in to check on all y'all! 🤣🤣🤣

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MischiefPup @mischiefpup.bsky.social · Aug 10

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!

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MischiefPup @mischiefpup.bsky.social · Aug 5

OhMyDawg! That's a smooth pickup line. 🫣 The answer has to be yes. 🥵

MischiefPup @mischiefpup.bsky.social · Aug 3

Or I should be able to kick you in the shin 🤷‍♂️

MischiefPup @mischiefpup.bsky.social · Jul 23

Good morning dogs & degenerates! I found this tea here.

Is yours? ..... Is mine??

Is okay anyway, can I has sips? Awwrrrrrrrrr! 🐶

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MischiefPup @mischiefpup.bsky.social · Jul 15

I bet you want me to snoof it, huh? 😏

You want to grind that absolutely soaked and loaded pamper right down on my face, huh? 😈

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MischiefPup @mischiefpup.bsky.social · Jul 15

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. 😈

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MischiefPup @mischiefpup.bsky.social · Jul 8

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?! 🥹

MischiefPup @mischiefpup.bsky.social · Jul 2

Even the racoon on your pamp is making the suspicious face!
Idk dog, it's lookin' kinda like you might be a smol guy.

We'll need proof of a dry diaper by night-night time to conclusively prove Big Boy status 😎

MischiefPup @mischiefpup.bsky.social · Jun 21

No problemo pup!!
From Skokie, hop on the Yellow Line to Howard. Then take a Red Line train to Belmont, switch to the Brown Line and I'll pick ya up at Kimball.

I has treats!!! Arewooooooo!!! 🐶

MischiefPup @mischiefpup.bsky.social · Jun 19

🤩 Lemme snoof it