800.753.4536
Discreet Shipping

The Pleasure Chest is the oldest and most trusted sexuality boutique in the country, and we understand the importance of discretion. We ship every order in a plain brown box, with PC LTD on the return address. PC LTD (not The Pleasure Chest) will appear on your credit card statement.

Your purchases
are protected by


Pleasure Chest Chicago Workshops

Pleasure Chest Chicago Workshops

Here at our Pleasure Chest Boutique in Chicago we provide educational courses to help you implement new ideas, techniques and products into your sex life. Online registration is available for paid workshops and all courses are taught in a secluded area of our Chicago boutique. Feel free to browse our workshop schedule and check back regularly for updates and free events!

Join our Newsletter!

Join us on Facebook!

Follow us on Twitter!

Yelp about us!

3436 North Lincoln Avenue
Chicago, IL 60657
773.525.7151

Items [17]
Performance Anxiety- Comedy Night at The Pleasure Chest

Performance Anxiety- Comedy Night at The Pleasure Chest

Monday, July 21st 8-10 PM FREE!

Get your laughs and lube in the same place. Join us for Performance Anxiety, a comedy night hosted by Goodrich Gevaart and Kristin Clifford and featuring live performances by some of the best comics working today. As a bonus, all audience members get 15% off their purchases on the night of the show.

   
detailed info
Price $0.00
Qty 
   

G-spot and Female Ejaculation with Antoinette

G-spot and Female Ejaculation with Antoinette

Wednesday, July 23th 8-10 PM FREE!

Looking for an all-over orgasm? Seeking the ever-elusive female ejaculation? This class will provide you with tips and techniques to expand your orgasm, both with your partner and on your own. For years the existence of the G-spot has been rejected while some have hailed it as the ultimate pleasure center; come find out what the buzz is about!

Sex Specialist: Antoinette

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!

   
detailed info
Price $0.00
Qty 
   

Intro to Electro Sex with Ash

Intro to Electro Sex with Ash

Wednesday, July 30th 8-10 PM FREE!

It's true, some people love getting a charge with their sex! Electro-play offers a world of new sensations to enjoy, and in this workshop our Sex Specialist Ash will show you how to make it safe and pleasurable. Learn about everything from external electrostatic tickles to internal electro-stimulation. Whether you're cautiously curious or totally excited about electric sex, this class is perfect for you.

Sex Specialist: Ash

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!   
detailed info

Price $0.00
Qty 
   

Butt Sex Basics with Louie

Butt Sex Basics with Louie

Wednesday, August 6th 8-10 PM FREE!

In this workshop, no topic on taking it up the ass is taboo. Learn why a warm-up is important before anal exercise, why lube is your butt's bff, and how building comfort and trust with your partner can dispel common concerns such as pain or cleanliness. We'll show you our favorite toys, how to use them solo or with a partner, cover the perks of having a prostate, anal g-spot stimulation, and toy and partner safety.

Sex Specialist: Louie

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!   
detailed info

Price $0.00
Qty 
   

Prostate Play with Ash

Prostate Play with Ash

Wednesday, August 13th 8-10 PM FREE!

If you haven't thought about your prostate, you're behind the times! Unofficially known as the male G-Spot, the prostate is actually central to the male orgasm & can provide amazing pleasure, either solo or with a partner. Our Sex Specialist Ash will explain the role of the prostate, both physically & sexually, and offer tips and techniques to bring out the best in your bottom!

Sex Specialist: Ash

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!   
detailed info

Price $0.00
Qty 
   

Ask A Sex Educator Anything

Ask A Sex Educator Anything

Saturday, August 16th 2-5 PM FREE!

Have a question about sexuality that you want to get an expert opinion on? Curious about how to create better orgasms for you or your partner? Want to know what resources there are for you, both in and out of the shop? Never fear! Stop by the shop, and chat with one of our senior sex educators about whatever sex topic you're curious about. And after you chat, you'll get a discount coupon to use on your purchase that day!   
detailed info

Price $0.00
Qty 
   

Performance Anxiety- Comedy Night at The Pleasure Chest

Performance Anxiety- Comedy Night at The Pleasure Chest

Monday, August 18th 8-10 PM FREE!

Get your laughs and lube in the same place. Join us for Performance Anxiety, a comedy night hosted by Goodrich Gevaart and Kristin Clifford and featuring live performances by some of the best comics working today. As a bonus, all audience members get 15% off their purchases on the night of the show.

   
detailed info
Price $0.00
Qty 
   

Twisted Knitters, co-hosted by Sex Geekdom Chicago and Pleasure Chest

Twisted Knitters, co-hosted by Sex Geekdom Chicago and Pleasure Chest

Tuesday, August 19th 7-9 PM FREE!

Come out and play with yarn and enjoy yummy snacks and great conversation with the folks from both The Pleasure Chest and Sex Geekdom Chicago.   
detailed info

Price $0.00
Qty 
   

Advanced Anal Play with Louie

Advanced Anal Play with Louie

Wednesday, August 20th 8-10 PM FREE!

For those who like to push the boundaries of butt loving, we're excited to offer this advanced workshop on everything from anal douching and enemas to safe and sexy anal fisting. We'll cover smart ways to engage in extreme ass play, double penetration for all genders, and help dispel the myths and shame around this enjoyable orifice.

Sex Specialist: Louie

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!   
detailed info

Price $0.00
Qty 
   

Bend Over Buddy: Anal Pleasure for Him with Ash

Bend Over Buddy: Anal Pleasure for Him with Ash

Wednesday, August 27th 8-10 PM FREE!

Is your bedroom buddy just begging for some anal attention? In this workshop, we'll teach you how to get your guy on-board for some ass loving. If you don't know how to approach the subject (or their sphincter), we'll give you tips on communication, the pleasures of perineum and prostate play, strap-on sex, anal sex safety, and the best toys and tricks to arouse him anally. This class will focus on bending over your boyfriend, but all genders and orientations are welcome.

Sex Specialist: Ash

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!   
detailed info

Price $0.00
Qty 
   

Pleasure Her Perfect with Antoinette

Pleasure Her Perfect with Antoinette

Wednesday, September 3rd 8-10 PM FREE!

Our Sex Specialists have the lady-loving tips and tricks to make you more pleasure proficient. Discover techniques for expanding a woman's orgasm, out-of-this-world oral sex, G-spot stimulation, and much more! Whether solo or with a partner, this class is perfect for anyone interested in being a connoisseur of female sexuality.

Sex Specialist: Antoinette

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!

   
detailed info
Price $0.00
Qty 
   

Head of the Class: Blowjobs 201 with Louie

Head of the Class: Blowjobs 201 with Louie

Wednesday, September 10th 8-10 PM FREE!

Want to give an even better blowjob? Let our Sex Specialist show you some new tricks and techniques. Learn how to find the perfect grip and mouth movement. Discover how to use your whole body to go the distance. Find new ways to tailor your blowjob to your specific partner. This class is for anyone who feels confident in giving head, but wants to take their skills to the next level.

Sex Specialist: Louie

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!   
detailed info

Price $0.00
Qty 
   

Performance Anxiety- Comedy Night at The Pleasure Chest

Performance Anxiety- Comedy Night at The Pleasure Chest

Monday, September 15th 8-10 PM FREE!

Get your laughs and lube in the same place. Join us for Performance Anxiety, a comedy night hosted by Goodrich Gevaart and Kristin Clifford and featuring live performances by some of the best comics working today. As a bonus, all audience members get 15% off their purchases on the night of the show.

   
detailed info
Price $0.00
Qty 
   

Twisted Knitters, co-hosted by Sex Positive Chicago and Pleasure Chest

Twisted Knitters, co-hosted by Sex Positive Chicago and Pleasure Chest

Tuesday, September 16th 7-9 PM FREE!

Come out and play with yarn and enjoy yummy snacks and great conversation with the folks from both The Pleasure Chest and Sex Positive Chicago.   
detailed info

Price $0.00
Qty 
   

Chastity Play with Sarah Sloane

Chastity Play with Sarah Sloane

Wednesday, September 17th 8-10 PM FREE!

Curious about this very intimate form of restraint? This class will cover ways to play with chastity with and without specific devices, the health factors of short and long-term chastity play, how to correctly fit a chastity device, troubleshooting issues with them, how to negotiate with a partner or practice solo, and ways to play games and have fun with it.

Sex Specialist: Sarah Sloane

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!   
detailed info

Price $0.00
Qty 
   

Ask A Sex Educator Anything

Ask A Sex Educator Anything

Saturday, September 20th 2-5 PM FREE!

Have a question about sexuality that you want to get an expert opinion on? Curious about how to create better orgasms for you or your partner? Want to know what resources there are for you, both in and out of the shop? Never fear! Stop by the shop, and chat with one of our senior sex educators about whatever sex topic you're curious about. And after you chat, you'll get a discount coupon to use on your purchase that day!   
detailed info

Price $0.00
Qty 
   

G-spot and Female Ejaculation with Louie

G-spot and Female Ejaculation with Louie

Wednesday, September 24th 8-10 PM FREE!

Looking for an all-over orgasm? Seeking the ever-elusive female ejaculation? This class will provide you with tips and techniques to expand your orgasm, both with your partner and on your own. For years the existence of the G-spot has been rejected while some have hailed it as the ultimate pleasure center; come find out what the buzz is about!

Sex Specialist: Louie

We do not offer advance registration or reserved seating for free workshops or events. Attendance is on a first come, first served basis. Early arrival is recommended to secure your spot!

   
detailed info
Price $0.00
Qty