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Reposted by Pup Milo

CERBERUS: Pup Dance Party @cerberusparty.com · 7h

WE’RE TWO FOR TWO! CERBERUS: Encore was another hit. We had over 170 pups, handlers and friends come dance and party with us all night. A big thanks to the community for showing up. Putting together this event is exhausting but seeing everyone laughing, smiling and dancing makes it all worth it. 💋

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Pup Milo @pupmilo.com · 28/09/2026

All good boys, keyholders, and the chastity-curious are summoned to the District Eagle for the launch of C.A.G.E.D. – D.C., a chastity social hosted by Pup Milo. 🗓️ Friday, Oct 9, 8PM 📍 District Eagle • No cover • Clothes check available • $5 drink specials if you're locked #teamlocked @kink3d.com

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Pup Milo @pupmilo.com · 26/09/2026

I have a feeling this party is going to be insane!!!

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Pup Milo @pupmilo.com · 12/09/2026

With #Locktober next month, I was thinking about organizing at chastity social at District Eagle. LMK if you'd come in the comments. #teamlocked #chastity #chastitysocial #gaychastity @kink3d.com

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Pup Milo @pupmilo.com · 08/09/2026

Let's go find some sea men! Milo is taking the pack to 5 stops in Navy Yard. This event is FREE!!! Pups/pets, handlers, and friends are welcome to attend. Sign up at partiful.com/e/mirNHiAEXn... #pupplay #pupkink #dcgays #dcpups #barhop #barcrawl

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Reposted by Pup Milo

CERBERUS: Pup Dance Party @cerberusparty.com · 07/09/2026

The first CERBERUS Pup Dance party was a hit! Next one is Sept. 26. Get FREE tickets at CerberusParty.com Photos by @andynasonphoto #pupplay #pupparty #pupkink #cerberusparty #dcgays

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Pup Milo @pupmilo.com · 16/08/2026

Bark your calendars! CERBERUS is only six days away!!! CERBERUS is a high-energy dance party for members of the pup, handler, and kink community. Join the event of the summer this Saturday, Aug. 22, at ICON. RSVP at CerberusParty.com #pupkink #pupparty

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Pup Milo @pupmilo.com · 11/08/2026

Go on walkies and drinkies with me and the bestest boys in town. I’m leading a BARk HOP this Friday in Shaw. See the stops at partiful.com/e/FE83sEeHoa... #pupplay #pupcommunity #dcgays

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Pup Milo @pupmilo.com · 27/07/2026

69 say have already RSVP’d for my party. Noice. partiful.com/e/gaCLHShjBB...

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Reposted by Pup Milo

Pup Tunder 🔞 @puptunder.bsky.social · 15/07/2026

Hi!!! I’m helping host a new dance pup party at ICON on 11th and U Street on August 22nd! You should totally come if you can 🥰! Partiful link - partiful.com/e/gaCLHShjBB... (Reposting cause I have been made aware that I posted the wrong date for the poster haha 🫠, am dumb dog it happens :P)

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Pup Milo @pupmilo.com · 15/07/2026

I've been a busy puppy! I have two events announced with many more in the works. 😮‍💨 🍸 July 18 - I'm leading a bar crawl in Baltimore. RSVP at pupmilo.com/barkhop 🐾 Aug. 22 - I'm co-hosting a pup dance party in DC RSVP at cerberusparty.com BOTH EVENTS ARE FREE!!! #pupplay #pupkink #pupparty

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Pup Milo @pupmilo.com · 07/07/2026

Just because you have a boring corporate job doesn’t mean you can’t have some fun with how you dress. For example, look how fun and colorful these socks are! 🧦🧦🧦

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Pup Milo @pupmilo.com · 04/07/2026

In honor of July 4th, it’s time that we bring freedom and Milo-ocracy to Baltimore. All are welcome to join my invading army — I mean — liberation force. We take Charm City on Saturday, July 18!!! Recruitment link: partiful.com/e/8kv9ddZ8Nx...

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Pup Milo @pupmilo.com · 22/06/2026

Coming at you in 360 degrees!

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Pup Milo @pupmilo.com · 22/06/2026

DC Pride was a blast! Loved every minute celebrating with the pups.

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Pup Milo @pupmilo.com · 13/06/2026

Soooooo…. I got the job.

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Pup Milo @pupmilo.com · 09/06/2026

Off to a job interview! How would you rate this fit? Would you hire me? 👉👈

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Pup Milo @pupmilo.com · 05/06/2026

What can I say: I love being locked and riding trains. 🔒🚂🤪 #teamlocked #chastity

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Pup Milo @pupmilo.com · 14/05/2026

Bloomfies! Let’s help this puppy!!!

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Reposted by Pup Milo

Rex 🔜 MIR30, MAL27 @apuprex.bsky.social · 14/05/2026

🔒CHASTITY CHALLENGE🔒 Please LOCK me up and beg for mercy ♻️ 1 RT 6 hours ❤️ 1 Like 12 hours ✏️ 1 Comment: 12 hours ➕ 1 Follow 1 Day (1,750 followers) Ends May 20th at 11:59pm (max 4 comments)

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Pup Milo @pupmilo.com · 06/05/2026

Fine! I’ll play. Here’s a #humpday pic. #pupkink

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Pup Milo @pupmilo.com · 25/04/2026

Arwooo!!! Can't wait to see all the pups tonight for our Game Show Edition of BARK AT THE SPARK!!! #pupkink #pupplay #dcgays

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Pup Milo @pupmilo.com · 22/04/2026

Draw me like one of your French bulldogs. #pupkink #pupplay #chastity

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Reposted by Pup Milo

TailWags.Dog 🐶🐾🏳️‍🌈🏳️‍⚧️ @tailwags.dog · 31/03/2026

At a recent TailWags leadership retreat, we mixed up ayahuasca with catnip. During the haze of introspection, we found our 9 lives and made the decision: TailWags will henceforth be a kitten play community. Join us for our Meow & Munchies dinner to celebrate this hiss-torical change!

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Pup Milo @pupmilo.com · 23/03/2026

NO CONFLICT! Many pups are saying this is the greatest proclamation ever. Only Milo had the balls to do it. The others were too WEAK! Everyone is thanking me. We’re doing Pink like nobody has ever seen before. A TOTAL VICTORY for TailWags. YOU’RE WELCOME!!!

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Pup Milo @pupmilo.com · 11/03/2026

What's your favorite musical number from a movie or show that you love signing along to? DJ Pup Milo needs ideas!!!

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Reposted by Pup Milo

TailWags.Dog 🐶🐾🏳️‍🌈🏳️‍⚧️ @tailwags.dog · 09/03/2026

😎 The weather is gonna be paw-fect for this week's pup dinner! 🐾 Our weekly dinners are a great way to socialize with pups, kinksters, and friends in the DMV. 🗓️ Wed, March 11, 7PM 🏬 National Landing Water Park 🗺 maps.app.goo.gl/GAGnQgMHt9kk... Ⓜ️ Crystal City Metro #pupplay #DCpups #pupdinner

An orange promotional flyer for an event titled "Barks & Bites," hosted by "TailWags."

The central image features a stainless steel dog bowl overflowing with human "comfort foods," including fried rice, macaroni and cheese, fried chicken, spring rolls, and a slice of pepperoni pizza. A small "Puppy Play" pride flag (black and blue stripes with a white diagonal stripe and a red bone) is pinned to the front of the bowl.

The background is a textured orange with faint paw print patterns. White and yellow text at the bottom provides the event details:

Message: "Join us for a pawfect pup dinner!"

Time: Wednesday, March 11th @ 7 PM

Location: Nation Landing Water Park, 1601 Crystal Drive, Arlington (Crystal City Metro)

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Pup Milo @pupmilo.com · 03/03/2026

The tariffs have come for pup dinner!!! 😧 #BrokePupProblems

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Reposted by Pup Milo

TailWags.Dog 🐶🐾🏳️‍🌈🏳️‍⚧️ @tailwags.dog · 28/02/2026

@pupmilo.com really needs to end this week with some paws-itivity! What better way to unwind than with some cheap, strong drinks and the best damn group of good boys in the world? 📍 Uproar — 639 Florida Ave NW 🗓️ Saturday, Feb. 28. Starts at 5 PM #dcpups #pupplay #pupkink

SIT STAY SIP

UPROAR
SATURDAY, FEB. 28th @5:00 PM
639 FLORIDA AVE NW, WASHINGTON, DC 20001

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Reposted by Pup Milo

Pup Oberon @pupoberon3.bsky.social · 25/02/2026

A little wag for y'all on humpday 😘 #humpday #Musclepup #gaypup

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Pup Milo @pupmilo.com · 20/02/2026

You pups better come tonight! I binged watched this season of #DragRace so I know what’s going on.

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Reposted by Pup Milo

TailWags.Dog 🐶🐾🏳️‍🌈🏳️‍⚧️ @tailwags.dog · 18/02/2026

Bark at the Spark: Drag Race Edition ⚡️ This Friday, the TailWags pack is crashing Spark’s Drag Race watch party. Wear your hood and howl for your favorite queen! 📍 Spark Social - 2009 14th St NW 📅 Friday, Feb. 20, 8PM 🎟️ No Cover 🐾 18+ Pups, Handlers & Friends #pupkink #pupplay #dcgays

Promotional poster for an event titled "Bark at the Spark," a RuPaul’s Drag Race Watch Party and "Pup, Handler & Gear Social." The event is hosted by Tail Wags and Spark Social.

The background features elegant, draped tan fabric arches. In the center are two individuals in stylized drag and pup play gear: one on the left wears a white blouse, a long red feathered boa, leopard-print shorts, red platform boots, and a red pup mask; the one on the right wears a metallic gold cutout bodysuit, gold boots, and a black and lime-green pup mask.

Event Details:

Date & Time: Friday, Feb. 20 @ 8 PM.

Location: Spark Social House, 2009 14th St NW, Washington, DC 20009.

Requirements: 18+ event.

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Pup Milo @pupmilo.com · 13/02/2026

Now that I got your attention, come join my pup crawl.

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Pup Milo @pupmilo.com · 13/02/2026

I was told I haven’t posted hole in a while. So here you go horny dogs. #pupplay #pupkink #puphole

My butt and hole are facing the camera. I’m turning my back to look. There’s a pup pride flag on the wall in front of me.

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Pup Milo @pupmilo.com · 03/02/2026

Cage check while doing my STI tests and PrEP injection. That's got to get me extra good boy treats. #cagedpup #teamlocked #pupplay #pupkink

I'm in a restroom. My pants are lowered showing my pink cage. I'm wearing my pink muzzle and hat that says, "WOOF"

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Pup Milo @pupmilo.com · 19/01/2026

The Pink Pup Photo is one of my favorite moments from #MAL 💗 #pupplay #pupkink

Group of human pups wearing various pink pup hoods.

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Pup Milo @pupmilo.com · 19/01/2026

Arwoooo!!! That’s a wrap for my first #MAL. Such a wonderful time meeting new pups and finally meeting virtual friends IRL. Loved being in a sex and kink positive environment and friendly community. ❤️❤️❤️ #MAL26 #pupkink #pupplay

In my pink pup hood in front of a large crowd at MAL.

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Pup Milo @pupmilo.com · 16/01/2026

If you come to Spark Social tonight, I'll share my Scooby snacks with you. #MAL #MAL26 #pupkink #pupplay #dcpups

I'm naked with my pink pup hood on holding a box of Scooby snacks, which are hiding my caged nub.

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Reposted by Pup Milo

Pup Oso @puposo.bsky.social · 14/01/2026

Ep 7 - Mid-Atlantic Leather, Old Guard Vs New Guard, Nuts got Jokes

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