Sex & Dating Classes in Chicago, IL

Apply Filters

Common Time Filters

Weeknights
Weekends

Days of the Week
What days are you free to take a class?

Class Times
What time are you able to take a class?

Class Schedule
When are you looking for a class?

Currently viewing classes from to

Where do you want to take your class?

Skill Level

Duration

Age

How many seats do you want?

Searching

Sex & Dating Classes Coming up in Chicago

7 classes have spots left

Prostate Pleasure

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

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 the male prostate, but all genders and orientations are welcome.

No Upcoming Schedules
Free

Head of the Class: Blow Jobs 201

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

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...

No Upcoming Schedules
Free

Be first to know about new sex & dating classes

Add this topic and we'll let you know about new classes, trending topics and last minute discounts

Follow

Blowjobs 201

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

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...

No Upcoming Schedules
Free

Female Orgasm Series

at Pleasure Chest - Chicago 3023 N Broadway, Chicago, Illinois 60657

This workshop is a four-part series dedicated to exploring the female orgasm.  First Part: Unblock Your Orgasm We will discuss pleasure-oriented exploration, basic anatomy, breathing, and common blocks that get in the way of achieving pleasure. Second Part: Vulva and G-Spot Massage In this session, we will discuss self-massage, hand techniques,...

No Upcoming Schedules
Free

CourseHorse Gift Card

Thousands of classes. No expiration. You choose the $ amount. Select a category or let the recipient pick.

Buy a Gift Card

Intimacy & Vulnerability in Power Exchange

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

“Show me that you love me by beating me like you hate me.” – Cherry Doll.  There is a lot of focus on trust in D/s relationships, but there’s another quality that is necessary for intimacy: the discomfort and risk of vulnerability for both sides of the power exchange. Can you risk being all of yourself, even the parts that you aren’t...

No Upcoming Schedules
Free

Pal-entine’s Sexy Self Care Celebration

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

Show yourself some love! Join Fun Factory and The Pleasure Chest for an afternoon of pampering for you and your pals. We’ll help you stock up for self-care at our wet bar, where you can use essential oils and dried petals to create your own signature bath salts. Plus, you can customize a candle for when you really need to banish some negativity. ...

No Upcoming Schedules
Free

Advanced G-Spot

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

Already found your G-spot? Wondering what else it can do? This class will help you take G-spotting to the next level, with tips for squirting, fisting, anal G-spotting, and becoming multi-orgasmic. Perfect for people who have attended a basic G-spotting workshop or anyone who already enjoys G-spot play. One lucky guest will win an OMG Spot...

No Upcoming Schedules
Free

Sex Toys 201: Toys for Boys

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

Think adult toys are for vulvas only? Au contraire! From prostate massagers and penis pumps to vibrating rings and sensual strokers, there are tons of toys to perk up your penis! We’ll introduce you to the best toys for boys, how they can enhance solo and partner sex, and how to hack products that are marketed for vaginal use for your own personal...

No Upcoming Schedules
Free

The Ultimate O

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

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!

No Upcoming Schedules
Free

Taking a class with friends or coworkers?

Explore private event options.

Learn More »

That's the Spot! G- and P-spot Basics

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

Everyone has a special spot of their own, and this class is going to give you the inside info on how to hit it just right. From finding the G-spot or prostate, to how to coax and stroke it, to what toys to use on it, our sex specialists will make it easy for you to approach your next prostate or g-spot expedition confidently!

No Upcoming Schedules
Free

Down & Dirty Sex Tips

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

Looking for ways to add a little zing to your holiday season? We've got you wrapped up! Come join us for a fun, idea-filled conversation about how to pick out the perfect gifts for your partner (or yourself), how to stay sexy during the hustle and bustle, and how to make a holiday evening to remember.

No Upcoming Schedules
Free

Suck & Blow

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

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 a...

No Upcoming Schedules
Free

Sex Magic

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

Craving more sensation and spirituality in your lovemaking? Curious about Tantra? Then this is the class for you! You’ll learn how to activate your pelvic floor muscles to extend orgasm and increase pleasure, move sexual energy throughout your body, use breath and touch together to create fuller, deeper sensations, discover new erogenous zones and...

No Upcoming Schedules
Free

Sexing the Transman

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

Pioneering filmmaker Buck Angel gives an audio-visual tour of trans male sexuality, including video interviews with a variety of trans men and the people who love them. Buck is your guide to re-defining gender and enjoying the fluidity of sexuality and individual expression of identity.  We’ll explore how to affirm and acknowledge individual...

No Upcoming Schedules
Free

Butt Sex Basics

at Pleasure Chest - Roscoe Village 3436 N Lincoln Ave, Illinois City, Illinois 60657

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...

No Upcoming Schedules
Free
Reset all filters.

No results found

Try removing some filters.