New York Spanking Parties

Cheeky is a social group for New York spanking parties; we have a party downtown at least every other month (though sometimes more). Twice a year we also run a "Cheeky Preparatory Academy" full day school immersive that allow adults the full headspace - a day of classes, homework assignments, tests, and of course - punishments if you misbehave. (For more on the lore and structure of Cheeky Preparatory Academy, view our history page.) All attendees to our events must be vetted; you can start the process here. Vetted attendees get all our updates, including info about dates and times of our parties. We can't wait to see you there!

Why Cheeky's New York Spanking Parties?

  • Immersive Experiences: Our new york spanking party events go beyond simple adult fun—we create full roleplay scenarios and shared headspace.
  • Safe & Consensual: Every participant completes our vetting process to ensure a trustworthy, respectful community.
  • Downtown NYC Location: Conveniently located in downtown New York City for easy access to our adult events.
  • Regular Events: Ongoing spanking parties and special themed events throughout the year.

Upcoming Events

Interested in attending a Cheeky event? If it's your first time joining us, you must first complete our vetting process.

Cheeky Spring Fling

Sat, Mar 14 at 7:30 PM to Sun, Mar 15 at 1:30 AM

Cheeky All-Day Hangout and Play Party

Sat, Apr 18 at 12:00 PM to Sun, Apr 19 at 1:00 AM

Cheeky Summer School Immersive and Play Party

Sat, Jun 20 at 12:00 PM to Sun, Jun 21 at 1:00 AM

Cheeky August Play Party

Sat, Aug 15 at 7:30 PM to Sun, Aug 16 at 1:30 AM

Cheeky Immersive Fall School Event

Sat, Oct 17, 2026 from 12:00 PM to 4:00 PM

Spooky Spanks Halloween Weekend

Sat, Oct 17 at 7:30 PM to Sun, Oct 18 at 1:30 AM