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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!

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3436 North Lincoln Avenue
Chicago, IL 60657
773.525.7151

Items [20]
Strap On, Get Off with Antoinette

Strap On, Get Off with Antoinette

Wednesday, June 3rd 8-10 PM FREE!

Become acquainted with the arousing possibilities of strap-on sex. Our Sex Specialists will show you that strap-on sex can be fun for everyone! Among the subjects covered will be how to choose the best harness and dildo for you, enhancing mutual satisfaction, owning your strap-on cock, and why and how strap-ons can be worn by guys too. A perfect class for beginners of any gender or orientation.

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

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Queering Heterosexuality: Girlfaggery, Transattraction & Other Emerging Liminal Identities with Janet Hardy

Queering Heterosexuality: Girlfaggery, Transattraction & Other Emerging Liminal Identities with Janet Hardy

Wednesday, June 10th 8-10 PM FREE!

In an era when the definitions of such common words as "male," "female," and "sex" are unraveling, how can we still be certain about concepts like "heterosexuality" and "homosexuality"? Janet W. Hardy, author or coauthor of eleven books about alternative sexualities (including the bestselling The Ethical Slut and her recent memoir Girlfag: A Life Told In Sex and Musicals), will explore the ways in which girlfags, guydykes, transattracted people, androgynies, and others are expanding the boundaries of queerness and redefining the idea of sexual orientation.

Guest Educator: Janet Hardy

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

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GenderQueer Bondage: Rope for People "Between" and "Beyond" with Lee Harrington

GenderQueer Bondage: Rope for People "Between" and "Beyond" with Lee Harrington

Tuesday, June 16th 8-10 PM FREE!

Ever had to struggle with how to put a crotch rope on a woman who has a little something extra? Tied up a trans man who wanted chest bondage that didn't make him look like a girl? Perhaps you just want to explore some hot ways to tie up your lovers to make them feel androgynous and exposed? Then this class is for you. We'll be playing with crotch ropes and strap-on harnesses, alternative forms of chest and torso bondage (to emphasize and de-emphasize curves), and exploring a few other ties that can help us or our partner(s) feel seen as whatever gender they experience. Bring two or more pieces of rope, 25-30ft in length, for hands-on fun and exploration in this class for "the rest of us."

Guest Educator: Lee Harrington

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

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Sacred Kink: The Eightfold Paths of BDSM with Lee Harrington

Sacred Kink: The Eightfold Paths of BDSM with Lee Harrington

Wednesday, June 17th 8-10 PM FREE!

Using BDSM and Fetishism, you may already be doing sacred kink for your own magical, emotional, spiritual and energetic work without being aware of it! Exploring the eight major routes to altered states of consciousness, we will examine how we use the Path of Ritual for earning our leathers, Path of Rhythm for cathartic flogging, Path of Flesh for sensual bondage scenes, and so much more. Come learn how to be conscious of your own sacred kink workings, how these tools have been used for thousands of years, and how to incorporate new approaches to deepen your energetic connections in the future.

Guest Educator: Lee Harrington

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

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

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

Tuesday, June 23rd 8-10 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

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Anal Fisting with Sarah Sloane

Anal Fisting with Sarah Sloane

Wednesday, June 24th 8-10 PM FREE!

Fisting may seem intense, but it's also an amazing (and amazingly pleasurable) way to connect with a partner. In this workshop, Sarah Sloane will talk to you about the anatomy of the ass, warming it up, and of course safety considerations. She'll cover the perfect lubes for fisting, toys to help you get there, and the emotional and spiritual side of using your whole hand.

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

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Suck & Blow with Louie

Suck & Blow with Louie

Wednesday, July 1st 8-10 PM FREE!

Want to brush up your blowjob skills? Our Sex Specialists will teach you to suck it up and swallow your doubts, with enough tips and tricks to keep your lover begging for more. We'll teach you to navigate your partner's pleasure anatomy, use your hands to enhance your BJs, and of course, how to get past your gag reflex - or make it feel like you are.

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

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Sex Toys 201: Pleasure Each Other with Sarah Sloane

Sex Toys 201: Pleasure Each Other with Sarah Sloane

Wednesday, July 8th 8-10 PM FREE!

This class starts beyond the basics— we skip the intro and delve into tips, tricks, and techniques for using toys with your partner. From G's and P's, to vibes, dildos, and plugs, we'll talk about how toys can expand your intimacy and orgasms, and help you find the right additions to your collection.

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

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Pleasure Your Vulva — For Women* Only with Antoinette

Pleasure Your Vulva — For Women* Only with Antoinette

Wednesday, July 15th 8-10 PM FREE!

The orgasms you experience with your lover start with you. Our Sex Specialists will cover anatomy, techniques for self-touch, and, of course, our favorite toys, lubes, and erotic accessories. The more you know about your own response patterns, the better your sex life will be, whether partnered or solo! This workshop will be a safe space for women & trans* identified people only.

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

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Blowjobs 201 with Ash

Blowjobs 201 with Ash

Wednesday, July 22nd 8-10 PM FREE!

Want to give an even better blowjob? Let our Sex Specialists 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: 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
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G-spot and Female Ejaculation with Sarah Sloane

G-spot and Female Ejaculation with Sarah Sloane

Wednesday, July 29th 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: 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

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Booty-palooza

Booty-palooza

Sunday, August 2nd 1-6pm FREE!!

Looking for a booty-full start to Anal August? Stop by your favorite neighborhood sex shop and enjoy tasty treats, mimosas, and some free mini-workshops that will help you delve into your deepest fantasies! One lucky Pleasure Chest shopper will win a $250 Ass-tastic Gift Basket!
2:00Butt Plug Basics — How to choose, wear, and get the most fun out of your plug
3:00Anal Sex Achievers — For the giver and receiver, these tips will help you enjoy your anal penetration play.
4:00Go Big or Go Home — For those folks that want to take it bigger, our sex specialist will help guide you to the best toys (and lube) to help you shoot for the moon!   
detailed info

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Butt Sex Basics with Antoinette

Butt Sex Basics with Antoinette

Wednesday, August 5th 8-10 PM FREE!

Ready to explore the final frontier? Our sex specialists have the knowledge you need to make your fanny happy, from positions to plugs to prostate play. We'll teach you how to warm up your butt for a good time, fill you in on the best toys and lubes for solo and partnered anal play, and address common concerns about comfort and cleanliness. All butts welcome. Bums away!

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

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Prostate Play with Louie

Prostate Play with Louie

Wednesday, August 12th 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 can actually be central to orgasm & can provide amazing pleasure, either solo or with a partner. Our Sex Specialists 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: 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

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Advanced Anal Play with Ash

Advanced Anal Play with Ash

Wednesday, August 19th 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: 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

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Bend Over Buddy with Sarah Sloane

Bend Over Buddy with Sarah Sloane

Wednesday, August 26th 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: 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

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EPISODE IV: A New Rope with Graydancer

EPISODE IV: A New Rope with Graydancer

Wednesday, September 2nd 8-10 PM FREE!

There are lots of "Rope 101" classes for beginners, and they're fairly standard in what they offer, unchanged from the early days of the San Francisco, NYC, and Chicago scenes of the mid-80's. Graydancer challenges that paradigm in this class, based on research conducted all over the world with rope instructors. This is the "Rope 101" that they wish they'd had, with the extraneous or erroneous or boring stuff left out and the juicy sexy useful stuff stuck in. Whether beginner, novice, or expert, you'll come out of this class with perspective and skills to create a hot rope scene. If you'd like to take advantage of the hands-on instruction, we recommend bringing a partner, some rope, and comfortable clothing, but you can also just come and enjoy the ropetastic ambience. Rope will also be available for sale.

Sex Specialist: Graydancer

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

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Introduction to Tantra with Antoinette

Introduction to Tantra with Antoinette

Wednesday, September 9th 8-10 PM FREE!

Learn tantra techniques that will take sex to the next level. This class will introduce you to ways to create and use sexual energy in the bedroom, solo or with a partner. Discover different styles of breathwork, energetic approach to orgasm, integrating kink with tantra and more.

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

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Getting Cocky with Louie

Getting Cocky with Louie

Wednesday, September 16th 8-10 PM FREE!

Want to learn the techniques that will assure stronger, harder, longer-lasting orgasms? In this class, Louie will discuss the anatomy of the penis (and beyond), toys to use alone or with partner(s), how to communicate your desires, and how to increase your libido. This workshop is open to anyone interested in learning new ways of getting off, staying harder longer and how to have those elusive multiple orgasms (oh yes, it's possible!).

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
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Open Relationships with Ash

Open Relationships with Ash

Wednesday, September 23rd 8-10 PM FREE!

What are open relationships and how do they work? From polyamory and consensual non-monogamy to swinging, we'll explore how to negotiate these often challenging relationship models. Learn the pleasures and pitfalls of open relationships, improve communication and discover how to find other non-monogamous people.

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

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