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MischiefPup

@mischiefpup.bsky.social

(he/him) Diaper Boi๐Ÿผ, (Big) Dildo Enthusiast๐Ÿ†, Pain Puppy๐Ÿถ, Leather ๐Ÿ˜ตโ€๐Ÿ’ซ, D&D๐Ÿ‰๐Ÿง™โ€โ™‚๏ธ, Kayaker ๐Ÿ›ถ ๐Ÿ“ Chicago, IL

589 Followers  |  1,080 Following  |  54 Posts  |  Joined: 23.08.2023  |  2.3872

Latest posts by mischiefpup.bsky.social on Bluesky

OMG!!! I was there!

It was a really snug nap. ๐Ÿ˜ด

06.10.2025 20:31 โ€” ๐Ÿ‘ 6    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

HAPPY HAPPY BARKDAY!!!! @ruppy.bsky.social๐Ÿถ

03.10.2025 20:23 โ€” ๐Ÿ‘ 0    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Locktober??

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

๐Ÿ‘‰๐Ÿ‘ˆ

03.10.2025 20:21 โ€” ๐Ÿ‘ 6    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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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 ๐Ÿค”

I'm open to your tho(ugh)ts, checks, snoofs, and knee bouncies.

29.09.2025 17:13 โ€” ๐Ÿ‘ 9    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

Omg looks tasty!!! I should make pizza again soon! ๐Ÿ˜Ž

25.09.2025 22:51 โ€” ๐Ÿ‘ 2    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

Geezus! The veins and the details ๐Ÿฅต

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

20.09.2025 01:43 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Join me in the hot tub???

19.09.2025 03:17 โ€” ๐Ÿ‘ 11    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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I'm seeing excellent form, great rhythm, and spot on verbal components.
I think you're ready for the real thing pup!!! ๐Ÿ˜ˆ
Let's get you mounted up in my hole!

17.09.2025 04:17 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Sometimes, even the Big Pups have accidents!

But...maybe you should put your face in there, just to check ๐Ÿคทโ€โ™‚๏ธ

Hashtag Oops-I-Wet-My-Jock

12.09.2025 15:53 โ€” ๐Ÿ‘ 5    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

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

05.09.2025 12:35 โ€” ๐Ÿ‘ 2    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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I've been on a real diaper kick lately ๐Ÿคทโ€โ™‚๏ธ
It's comfort in a stressful time. ๐Ÿ™‚

Anyway, here's how I started the day on BigDiaperFridayโ„ข๏ธ
I absolutely wrecked this thing. Waking up warm and soggy sorta melts my mind and makes me feel like the littlest puppy. ๐Ÿฅน

22.08.2025 14:07 โ€” ๐Ÿ‘ 17    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

Hello! Yes, I'd like to sign up to be a good boy for big strong dog. ๐Ÿถ

21.08.2025 16:46 โ€” ๐Ÿ‘ 0    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Wrapping up Soggy Sunday like a champ!
Soaked, Soggy, Squishy, and Squirmy!

18.08.2025 02:16 โ€” ๐Ÿ‘ 85    ๐Ÿ” 6    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0

No need to lift. Bring that squishy butt right over here and have a seat! ๐Ÿฅต

Excellent form, wonderful shape, 10/10!

15.08.2025 14:23 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Just PEEKing in to check on all y'all! ๐Ÿคฃ๐Ÿคฃ๐Ÿคฃ

15.08.2025 05:28 โ€” ๐Ÿ‘ 107    ๐Ÿ” 11    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0
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Sometimes you just need to relax, breathe, and let the pain cleanse your mind. ๐Ÿ˜Ž

Thanks @crewbiker.bsky.social for quite a nice evening.

Also I absolutely love all the color in this photo!

10.08.2025 18:52 โ€” ๐Ÿ‘ 96    ๐Ÿ” 8    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 1

OhMyDawg! That's a smooth pickup line. ๐Ÿซฃ The answer has to be yes. ๐Ÿฅต

05.08.2025 14:17 โ€” ๐Ÿ‘ 0    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

Or I should be able to kick you in the shin ๐Ÿคทโ€โ™‚๏ธ

03.08.2025 13:54 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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Good morning dogs & degenerates! I found this tea here.

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

Is okay anyway, can I has sips? Awwrrrrrrrrr! ๐Ÿถ

23.07.2025 14:30 โ€” ๐Ÿ‘ 15    ๐Ÿ” 1    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

I bet you want me to snoof it, huh? ๐Ÿ˜

You want to grind that absolutely soaked and loaded pamper right down on my face, huh? ๐Ÿ˜ˆ

15.07.2025 19:17 โ€” ๐Ÿ‘ 2    ๐Ÿ” 0    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0
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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. ๐Ÿ˜ˆ

15.07.2025 15:21 โ€” ๐Ÿ‘ 23    ๐Ÿ” 0    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0
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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. ๐Ÿคทโ€โ™‚๏ธ

They know what they're doing though......right.........right?! ๐Ÿฅน

08.07.2025 19:28 โ€” ๐Ÿ‘ 15    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

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 ๐Ÿ˜Ž

02.07.2025 14:50 โ€” ๐Ÿ‘ 0    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

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!!! ๐Ÿถ

21.06.2025 15:53 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

๐Ÿคฉ Lemme snoof it

19.06.2025 01:25 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0
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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!

18.06.2025 21:49 โ€” ๐Ÿ‘ 30    ๐Ÿ” 1    ๐Ÿ’ฌ 3    ๐Ÿ“Œ 0
Preview
a man in a suit and tie sits in a chair with his hand on his knee ALT: a man in a suit and tie sits in a chair with his hand on his knee

Honestly THIS is what I wanna see when a guy stretches up and his tummy shows. That crinkly little waistband!!!

18.06.2025 15:17 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

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. ๐Ÿ‘Œ

17.06.2025 01:28 โ€” ๐Ÿ‘ 8    ๐Ÿ” 0    ๐Ÿ’ฌ 1    ๐Ÿ“Œ 0

Chicagooooooo! ๐Ÿ˜€

09.06.2025 18:53 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

Small steps are good steps! Keep on steppin, and waddlin ๐Ÿ˜‹

04.06.2025 15:41 โ€” ๐Ÿ‘ 1    ๐Ÿ” 0    ๐Ÿ’ฌ 0    ๐Ÿ“Œ 0

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