Ainsley Wynter

Ainsley Wynter

Ainsley (they/she), is an educator and organizer originally from Toronto, now living in British Columbia. Ainsley is a genderfluid lifestyle submissive, embodying a blend of one part disarming innocence and one part misleading kindness.

They are a wholehearted submissive who enjoys donning their favorite bossy skirt and heels on the right occasion. When it comes to personal favorite kinks, Ainsley can easily be found engaging in excited discussions about D/s dynamics, high protocol, needle play, CBT, and chastity devices.

Ainsley originally found their love for teaching and organizing as a long serving organizer for TNG Toronto. Over the last year, they have been serving as the volunteer coordinator for Westcoast Bound, taught at Taboo Vancouver, Working out the Kinks Kamloops, and Kinkfest in Portland. Looking ahead, Ainsley will be an Educator for Westcoast Bound 2024, along with continuing their role as Volunteer Coordinator and continuing to grow and learn from their peers around them.

3:30 pm - 5:00 pm
Ballroom C

Sound Decisions - The Art and Allure of Urethral Sounding

Venture into the atmospheric depths of the dungeon, where a scene of profound intrigue awaits. The hushed whispers guide your attention to a masterful display of urethral sounding, where a gleaming metal rod embarks on a journey into uncharted depths, blurring the lines between pleasure and pain. Join Ainsley, a seasoned practitioner, in this enlightening exploration of sounding's artistry. Immerse yourself in the delicate balance of ecstasy and intensity that sounding offers. Arm yourself with the expertise to control a diverse array of tools, each with its unique nuances. Safety is paramount; thus, you'll gain invaluable insights to approach this intimate art with confidence, ensuring a foundation of trust, consent, and mutual respect. Delve into the psychological facets of sounding, where power, trust, and vulnerability intertwine, unveiling new dimensions of pleasure and connection. Please Note: This class will focus solely on sounding external genitalia.

9:30 am - 11:00 am
Birch Room

Intro to Sissification - Crafting an Environment of Feminized Empowerments

Imagine you place your hand on the door, slowly opening it into a party. The door opens, you struggle to keep your balance with each step you make in your heels. The metal lock clicking against your chastity cage is heard from under your short skirt with each step. You look in the mirror across the hall and see your perfect sissy self looking back. Join Ainsley as she dives into the world of gender fuckery aimed for all. Shining a light on creating your sissy identity and bringing it into your play we discuss common archetypes, protocols, outfits and toys. Let's talk about how to bring it all together while empowering yourself and growing your confidence. Grab your favourite heels, cutest outfit, and most of all don’t forget your questions as we look at developing your inner sissy. Please note: This class will NOT cover any form of gender based play as humiliation.