#MarketDaysChicago
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prestonbrok.bsky.social
So Long Chicago, it’s always a blast 😏💪🏼.
#beefybear #marketdayschicago
August 10, 2026 at 4:59 PM
prestonbrok.bsky.social
#MarketdaysChicago 2026 😎💪🏼
August 12, 2026 at 5:23 PM
coconutpapixxx.bsky.social
Picked up my first ever Nasty Pig merch at #marketdayschicago tonight and, I must say, I'm a fan!
August 11, 2024 at 1:47 PM
puppup-tex.bsky.social
Made it to Market Days!!!! Awrooooooooooooo! Lets GOOOO!!!!
#pup #pupplay #pupmask #puphood #humanpup #gaypup #gayseattlepup #gay #gaynsfw #gayseattle #Thursday #thirstythursday #dick #bone #balls #goodboy #marketdays #marketdayschicago #chicago #boystown
August 6, 2026 at 10:20 PM
puppup-tex.bsky.social
Monochrome monday and Market Days is over, time to head back to Seattle 😭😭
#pup #pupplay #pupmask #puphood #humanpup #gaypup #gayseattlepup #gay #gaynsfw #gayseattle #mcm #Monochrome #monochromemonday #dick #cock #balls #flaccid #marketdays #marketdayschicago #chicago #boystown #northaldsted
August 11, 2026 at 12:19 AM
puppup-tex.bsky.social
Fat Cock Friiiiiiiday!
#pup #pupplay #pupmask #puphood #humanpup #gaypup #gayseattlepup #gay #gaynsfw #fcf #fatcockfriday #dick #cock #bone #flaccid #mirrorpic #marketdays #marketdayschicago #gaychicago
August 7, 2026 at 3:09 PM
thedenchicago.bsky.social
🏳️‍🌈 Market Days is next month, boys. Pack less. Play more. 😈

Book your men-only, clothing-optional stay at The Den off Eastlake—your Chicago home base for freedom & a little trouble.

#MarketDaysChicago #GayChicago #ClothingOptional
July 6, 2026 at 3:00 AM
garethgreatwood.bsky.social
His hole needed some remedial training for #MarketDays and what better way to train it than the BANNER regiment? #MarketDaysChicago @wyldryder.bsky.social
@nothosaur.com

Links below for disounts on the toy. ⬇️⬇️⬇️
August 10, 2025 at 12:24 AM
aidenmoorexxx.bsky.social
It's Market Days weekend!! Excited to see some performances and ready for some fun. Plus it's #FCF! #ForeskinFriday #FatCockFriday #GayChicago #MarketDays #MarketDaysChicago #GayNSFW
August 7, 2026 at 1:50 PM
egoistunderwear.bsky.social
Feat. Water Cheeky swim briefs by PUMP!
www.egoistunderwear.com/collections/... (shop swimwear)

#poolvibes #upf50plus #swimbriefs #bikinibriefs #chicago #beachbum #marketdayschicago #gaycruise #gayspeedo #gayswim #fip #chicagogay #bunday #saturgay #gaychicago #gayusa #chicagogays #hotboysummer
August 9, 2025 at 8:51 PM
pupwintermpls.bsky.social
Posing for anyone peeking though my hotel window from my time in Chicago. 😋😜😈

#jockstrap #pup #pupplay #humanpup #gay #bubblebutt #hotel #sexypuppy #petplay #gaypup #treasuretrail #usedjock #feelingsexy #marketdayschicago #marketdays #puppyposes #fetish #kink #playfulpup #puplife
August 14, 2025 at 7:32 PM
gaygarak.bsky.social
If you’re bored after market days, come sing karaoke with me at Lark!! You can even borrow my microphoner! 🎤
#marketdays #marketdayschicago
August 9, 2025 at 6:14 PM
thedenchicago.bsky.social
Market Days is almost here, and your room is waiting… but not for long. 😈

❗️Only 1 room remains for Market Days. Built for the kind of Chicago weekend that doesn’t end when the festival does. 😈

Book Today!

#MarketDaysChicago #gayref="/hashtag/gaytravel" class="hover:underline text-blue-600 dark:text-sky-400 no-card-link">#gaytravel #ChicagoTravel #ClothingOptional #gay
July 25, 2026 at 5:16 PM
stuntcockmalone.bsky.social
Gays at the baggage claim checking out the talent landing in Chicago for #marketdays2025 #MarketDaysChicago
August 8, 2025 at 11:09 PM
thedenchicago.bsky.social
Market Days is coming and your clothes may not make it past check-in. 😈

❗️1 room left for Market Days. Keep the fun going after with your men-only, clothing-optional stay!

#MarketDaysChicago #NorthalstedMarketDays #GayChicago #GayTravel #StayPlayBelong
July 19, 2026 at 12:22 AM
virgothots.bsky.social
Some reflections ahead of #marketdayschicago. Last year, I had a lot of fomo bc I hadn’t built my #queer community yet. This year…very different. So, immense gratitude. See y’all outside!
August 8, 2025 at 12:19 PM
qtanium.bsky.social
Still wishing I could’ve shown @boomerbanks.bsky.social how much of a fan I was 😜😜😜 lol #marketdaysChicago
November 23, 2024 at 10:56 PM
redlitepup.bsky.social
Packing for Pup's first Market Days!

#marketdayschicago
August 6, 2026 at 3:01 AM
atouchofthetism.bsky.social
#MarketDaysChicago
August 10, 2025 at 1:15 AM
thedenchicago.bsky.social
After Market Days, don’t take the party back to a boring hotel. 😉

The Den off Eastlake is your men-only, clothing-optional Chicago stay for guys who like less fabric, more freedom, and better company.

1 room left! Book Now!
#MarketDaysChicago #GayChicago #GayTravel
July 20, 2026 at 3:04 AM
chgowaterbuddies.bsky.social
Make this year's Market Days Weekend more memorable! Details and registration at: ChgoWaterBuddies.com
#marketdayschicago #kinkychicago #gaypiss
July 31, 2026 at 5:50 PM
thedenchicago.bsky.social
🏳️‍🌈 Market Days starts Friday. The street gets loud, the drinks get cold, and at The Den… the clothes don’t stand a chance. 😈

👉🏼 Check in, strip down, and let the weekend get comfortable before it gets wild.

#MarketDays #MarketDaysChicago #GayChicago #ClothingOptional #StayPlayBelong
August 5, 2026 at 12:31 AM
egoistunderwear.bsky.social
Raise the bar and set the Standard

Destination: www.egoistunderwear.com/collections/...

#boystown #hotboysummer #swimthong #marketday #chicago #thongswim #gaycruise #mensswim #ptown #gayswim #marketdayschicago #chicagogay #poolparty #gaychicago #gayusa #chicagogays #bunday #vibes #sundaybunday
August 10, 2025 at 12:57 PM
chgowaterbuddies.bsky.social
Add more fun to your Market Days Weekend..... Attend the Hottest and Wettest event in the city! chgowaterbuddies.com to register. #marketdayschicago #gaypiss #kinkychicago #gaychicago
July 27, 2026 at 5:10 PM
jackhammerchicago.bsky.social
Enter the dark. Tighten the restraints.
PRIMAL is back this Friday of Market Days.
🐾 Leather, latex, or bare skin – dress how you feel.
📍 Jackhammer
🎟️ Grab your ticket now!
#GetPrimal #MarketDaysChicago #BDSMParty
August 7, 2025 at 12:20 AM