Pup Milo
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pupmilo.com
Pup Milo
@pupmilo.com
2.3K followers 1.1K following 2.4K posts
Your friendly service/beta pup and serial replier. Witty online, bumbling IRL, and struggling to keep the @tailwags.dog pups in line.

📍Washington DC

#dcpup #dmvpup #pupplay #pupkink
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pupmilo.com
And here are some pics during the Pup Ride!

Pics w/ @scruffware.duck.dog, @apuprex.bsky.social, @pupoberon3.bsky.social, @pupuno.bsky.social, and Scout
Photo of me and Duck in Gallery Pl station Photo of me and Rex in a Metro car Photo of me and Obi going up an escalator Photo of me, Uno, and Scout in the Smithsonian station.
November 16, 2025 at 9:47 PM
pupmilo.com
Pupping out on the National Mall before the @tailwags.dog Metro Pup Ride.

Pics with @pupoberon3.bsky.social, @pinkpupace.bsky.social, @apuprex.bsky.social, @pupruby.bsky.social

#pupplay #pupkink #dcpups #dmvpups
Photo of me and Obi in our pup hoods, capitol building in the background. Photo of me on the grass of the National Mall, capitol building in the background. Photo of me and Ace, capitol building in the background. Photo of me, Rex, and Ruby. Washington Monument in the background
November 16, 2025 at 9:36 PM
pupmilo.com
What about those of us who can't get erect? 😖
Me kneeling on a beach with my pink pup hood and cage on. The Golden Gate Bridge is in the far background.
November 5, 2025 at 12:31 PM
pupmilo.com
A few pups were ready to watch the 17th Street High Heel Race when a couple of women squeezed in front of us and blocked our view.

Milo was not happy.

#pupplay #dcpups #getoutofoursafespaces

📸 Pup Reddy
October 29, 2025 at 4:00 PM
pupmilo.com
Oh?? What if we tried something different until you start to enjoy being a good locked boy?
Me in my pink pup hood, holding a bottle of Tabasco sauce, and looking at the camera.
October 8, 2025 at 5:02 PM
pupmilo.com
Helpz!!! I'm drowning in balls!!!
My pink pup is barely visible as its being covered by colorful balls.
September 26, 2025 at 12:42 AM
pupmilo.com
Baarrrk!!! I is here to have my booty plundered. 🏴‍☠️
Me in my pink pup hood with a captain’s hat on, in front of a black and white dog skull flag.
September 20, 2025 at 12:56 PM
pupmilo.com
Just because I’m locked doesn’t mean my little guy can’t enjoy some fresh air.

#fcf #caged #locked #chastity
September 19, 2025 at 6:49 PM
pupmilo.com
Had a good time getting sized for my new pink @kink3d.com cage at @mrsleather.bsky.social

Cage is so comfortable. No reason to take it off. 😈

#pupplay #pupkink #chastity #publicnudity #exhib
I’m standing nude inside of Mr. S Leather with just a pink hood and pink chastity cage on.
September 5, 2025 at 2:07 PM
pupmilo.com
Perfect day to be with these cuties, @scruffware.duck.dog and
@storm-pup.bsky.social, for @midatlanticrbbr.bsky.social and @dc.bluf.social's monthly social ‪@tradebardc.bsky.social

📸: @kaloramaphoto.bsky.social

#BLUF #pupplay #rubber
Pup Storm, Pup Milo, Pup Duck standing outside, in front of a brick wall
August 11, 2025 at 11:47 PM
pupmilo.com
Told you. At the office with Milo.
Open book bag with a pink pup hood peaking out.
July 15, 2025 at 1:59 PM
pupmilo.com
It’s not where you go. It’s the pups you meet along the way. ❤️❤️❤️

@puptunder.bsky.social
@pupsaki.bsky.social
@apuprex.bsky.social
@puphawks.bsky.social
Group of human pups wearing a different pup hoods laying on top of each on a sofa.
July 14, 2025 at 3:01 PM
pupmilo.com
Maybe it’s a pup thing but food tastes better from a dog bowl on the ground.

#pupplay #pupkink
I’m wearing my pink pup hood on all fours on the ground. Staring at a dog bowl filled with food.
July 12, 2025 at 7:30 PM
pupmilo.com
Another reason to visit Spark Social House…. They has puppuccinos!!!!

#pupplay #pupkink #dcpups #dmvpups
I have my pink pup hood on staring at a puppuccino cup that’s balanced on my snoot. Behind me is a bag with the Spark logo on it.
July 10, 2025 at 7:55 PM
pupmilo.com
If you aren’t taking nudes in the airplane lavatory, did you really fly?

#pupplay #pupkink
I’m in an airplane lavatory. Nude with my pink pup hood on. One hand has my phone up taking the photo. My other hand is gripping my hard penis.
July 9, 2025 at 1:59 AM
pupmilo.com
One visit to @regulation.store and now I’m officially a pink rubber pup.

Love how it feels!

#rubberpup #pupplay #rubberkink
I’m in a changing room, wearing a black rubber surf suit, holding my phone up to take photo from mirror reflection, and wearing a pink pup hood.
July 7, 2025 at 7:11 AM
pupmilo.com
My Pride season continues at #LondonPride

I walked the parade with the wonderful pups from @pupout.london
Me in my pink pup hood. With Eros (Shaftesbury Memorial Fountain) in the background Me in front of sign that reads “Pride in London” Me with Big Ben in the background
July 5, 2025 at 5:53 PM
pupmilo.com
I cannot express the level of disappointment when you’ve flown across an ocean, got yourself clean, only to realize it looked bigger in their Grindr profile. 😝
Me in my pup hood in front of the Elizabeth tower in London.
July 4, 2025 at 7:06 PM
pupmilo.com
I assume you play the queer card to get a seat — as is your right!
June 26, 2025 at 2:47 PM
pupmilo.com
Found some sexy good boys at District Eagle. 🐾

@puma-pup.bsky.social @pupjace3.bsky.social @pupoberon3.bsky.social

📸: @tailwaggerxxx.bsky.social

#pupplay #DCpups #DMVpups
Four sexy human pups wearing pup hoods.
June 20, 2025 at 11:55 AM
pupmilo.com
Wish I could but I’m locked and horny too
Laying on a white sheet. Hands behind my head. Wearing a pink pup hood and black chastity cage
June 17, 2025 at 12:25 AM
pupmilo.com
Remember pups: When you are riding your bike, you should wear multiple safety protections.

It’s dangerous out there for biking dogs.

#pupplay
I’m wearing a pink pup hood. Naked in a shower. Pointing to my helmet on my head and my caged nub.
June 12, 2025 at 1:26 PM
pupmilo.com
Working in the office today with headphones…
They don’t know I’m listening to gay music. Yes we do queen. You’re dancing in your cubicle.
June 10, 2025 at 1:39 PM
pupmilo.com
Panda needs a day to recover after #WorldPride
Black and white stuffed panda leans against a tree on the sidewalk with a bottle of Don Julio between it's legs and a take-away box next to it.
June 9, 2025 at 10:41 AM
pupmilo.com
This is a real ad on Metro — just in time for #WorldPride.

10 out of 10. No notes. 👏🏆
Poster ad on Metro car for closet company that says, “Custom storage for tops, bottoms or whatever you're into.”
May 29, 2025 at 3:42 PM