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theholechicago.bsky.social
The Hole Chicago
@theholechicago.bsky.social
Chicago's Fetish Headquarters
thehole.club
THIS MONTH IN THE HOLE
December 1, 2025 at 5:05 PM
9PM TONIGHT. Unleash your inner canine at BARK AFTER DARK! This unique event brings together pup play enthusiasts for an evening. Embrace your inner trainer or puppy and join us for an unforgettable experience that will set your tail wagging and your heart racing. 🐾
November 28, 2025 at 5:40 PM
Surprise! The Hole will be open today (Wednesday 11/26) @ 9PM. Coat + Clothes Check will be available.

We'll see you tonight!
November 26, 2025 at 3:16 PM
🔥 TONIGHT @ 9PM 🔥

Calling all chubs, chasers, cubs, bears, gainers, encouragers, and admirers—this is your night. 💥
Join us in a fun, body-positive, and inclusive space where we celebrate Big Bears, Beautiful Bellies, and the folks who love them. 🫶
November 1, 2025 at 8:33 PM
🔥 PRIMAL: APOCALYPSE 🔥

Halloween isn’t over—it’s reborn.

⏰ 9PM–4AM

Feel the raw pulse of the underground.

HOLE: Barker 10–1 | Harry Brenn 1–4

Instinct takes over. Darkness takes hold. 🩸
October 28, 2025 at 10:12 PM
🔥 SATURDAY 11/1 @ 9PM 🔥

Calling all chubs, chasers, cubs, bears, gainers, encouragers, and admirers—this is your night. 💥
Join us in a fun, body-positive, and inclusive space where we celebrate Big Bears, Beautiful Bellies, and the folks who love them. 🫶
October 27, 2025 at 6:33 PM
🔥 PRIMAL: APOCALYPSE 🔥

This Halloween, the end is just the beginning.

⏰ 9PM–4AM

One raw, untamed night—
HOLE: Barker 10–1 | Harry Brenn 1–4

Step into the dark. Surrender to instinct. 🩸
October 25, 2025 at 11:02 PM
🔥 SATURDAY 11/1 @ 9PM 🔥

Calling all chubs, chasers, cubs, bears, gainers, encouragers, and admirers—this is your night. 💥
Join us in a fun, body-positive, and inclusive space where we celebrate Big Bears, Beautiful Bellies, and the folks who love them. 🫶
October 23, 2025 at 6:34 PM
Ready to play? Slide into the weekend and indulge in all the fun you can handle at PLAYLAND, FRIDAY at 10pm.

Drink Specials:
-$8 New Amsterdam & Red Bull
-$8 WYNK THC
October 22, 2025 at 11:31 PM
🔥 PRIMAL: APOCALYPSE 🔥

This Halloween, the end is just the beginning.
⏰ 9PM–4AM

One raw, untamed rhythm—
HOLE: Barker 10–1 | Harry Brenn 1–4

Step into the dark and let your instincts run wild.
October 21, 2025 at 10:03 PM
Embrace your inner trainer or puppy and join us for an unforgettable experience that will set your tail wagging and your heart racing at BARK AFTER DARK in The Hole, FRIDAY at 9pm. 🐾
October 20, 2025 at 11:45 PM
⚡ CIRCUIT BREAKER ⚡
TOMORROW • 9PM–4AM

The grid can’t handle this power surge. Beats, bodies, and lights collide in a high-voltage circuit party that’ll blow the system.

💥 DJs: Saint Devera • Ethan Cole • BARKER • Ryan Gorey
🔥 Hosts: McLean • Lance Woods • Kolten • Rush • Valor • Rodgers • Noah
October 16, 2025 at 10:01 PM
SWITCH: MUTATE ME — SATURDAY 9PM–5AM @ Jackhammer 💿 Blu9, Suzi Sudoku, Harry Brenn, Miss Toto 💋 Hosted by nightlife creatures. A body-horror glam fantasy of alien visuals, glitch fashion & queer chaos. 🎟 Tickets in bio — don’t resist the mutation.
October 16, 2025 at 12:01 AM
Embrace | Celebrate | Explore 
This week in The Hole
🔥 CIRCUIT BREAKER: Fri @ 9pm
⚙️ GEAR: Fri @ 9pm
👹 SWITCH: Mutate Me: Sat @ 9pm
🤼 WrestleFest Wrestling Event: Sat @ 12pm
🎵 FUNK STICK: Sun @ 8pm
🛳️ CRUISE: Sun @ 9pm
October 14, 2025 at 9:05 PM
Skip the apps and keep your eyes on the prize at CRUISE, SUNDAYS from 9pm–4am in The Hole. 🕳

🔩 NO COVER | NO CODE
October 12, 2025 at 11:24 PM
🔥 MEGAWOOF AMERICA brings the beef, the booty, and the bad boys TONIGHT @ 9PM Celebrating the 10th Anniversary! Let’s make it sweaty, loud, and a little filthy — how Chicago likes it. WOOF 🐾
October 11, 2025 at 6:02 PM
🔥 MEGAWOOF AMERICA brings the beef, the booty, and the bad boys TOMORROW @ 9PM Celebrating the 10th Anniversary! Let’s make it sweaty, loud, and a little filthy — how Chicago likes it. WOOF 🐾
October 10, 2025 at 6:03 PM
🔥 FRIDAY FEELS. YOU KNOW WHERE TO BE. 🔥

It’s the weekend, and The Hole is wide open. Let’s get into it:

TONIGHT: PLAYLAND — 10PM
SATURDAY: RAINBOW RAVE — 9PM
SUNDAY: CRUISE — 9PM

3 nights. 1 Hole. You ready?
September 26, 2025 at 10:38 PM
Strap it up TONIGHT at 9pm in The Hole for STRAP'N. FREE clothes check. Indulge all your senses in The Pit.

🥃 THURSDAY SPECIALS:
$3 House Shots
$5 New Amsterdam Cocktails
$5 Miller Lite Tallboys
September 25, 2025 at 9:01 PM
Unleash your inner canine at BARK AFTER DARK! This event brings together pup play enthusiasts for an evening of lighthearted discovery every fourth Friday of the month. Embrace your inner trainer or puppy for an event that will set your tail wagging and your heart racing.
September 23, 2025 at 8:01 PM
Sept 25 · 9PM · The Hole

Gear up. Strip down. Stay dirty.

The weekly jock strap party with zero shame and nowhere to hide.
Free clothes check. Pit room open. Sponsored by Full Kit Gear + Video Head Cleaner.

#STRAPN #TheHole #JackhammerChicago #GearUp #QueerUnderground
September 22, 2025 at 6:31 PM
🚨 Dive into The Hole TONIGHT from 9pm–4am for CRUISE, where you can flag a hanky or discover a new kink in a safe and discreet atmosphere. Keep those eyes peeled and those desires hard all night long.

🔩 NO COVER | NO CODE
September 21, 2025 at 8:36 PM
Class is back in session and you’re about to major in bad decisions.

Power shifts. Limits blur. And by the end of the night, you'll forget who was in charge.
No dress code, but you already know what to wear (or not).

#SWITCH #BackToFilth #TheHole #JackhammerChicago
September 18, 2025 at 6:03 PM
💃🏽⚡ Latin rhythms meet futuristic beats.

Friday, September 19th — TRAXXIÓN transforms Jackhammer Chicago into a pulsing underground. A queer, sweaty, unbridled night made for the bold.
September 17, 2025 at 5:34 PM
Embrace | Celebrate | Explore 
This week in The Hole
September 16, 2025 at 8:25 PM