Feminization

& Cross-Dressing

 

Calling all crossdressers, sissies, and explorers…
Every woman has her secrets…and your secrets are safe with us! We’ve been helping people live out their fantasies for 30 years here where discretion is paramount…we’ll protect yours! Since 1992, our Mistresses have taken great care and pride in creating incredible feminization experiences. We have a beautiful and fully outfitted spa to cater to your crossdressing needs and desires! Come to your safe haven of discretion, free of judgment. Step into a soft robe, slip your toes into a warm and bubbly pedicure bath, and start to really live your feminine dream-come-true. Whether you are experienced or a novice; we look forward to bringing out your Inner Diva!

Our mission is to transform you while you're completely comfortable and relaxed. We understand the true meaning of trust, and we pride ourselves in getting you where you need to be mentally for your personalized transformation. You will learn to let your mind and body go, enjoying every moment of everything that is happening to you! Not only will you look fabulous but you will feel like you belong. Chicago Illusions welcomes everyone from all walks of life and all identities! You don’t just have to be a crossdresser to explore feminization! Everyone from transgender individuals to the bi-curious or experienced drag queen is welcome and celebrated here. We will give you the confidence to really be who you want to be without fear of judgment.

Our Sessions:
Everything is all about you. During your pre-session interview we go over every detail of what you're looking to explore. That means that nothing will happen to you that you do not want to happen to you! Being the Lifestyle Mistresses that we are…we are all very spontaneous and enjoy living in the moment, but we ALL want you to know that we will NEVER be offended if we try something with you and it is not your cup of tea.

Cross-dressing experiences are not something we offer just for the sake of offering them. Feminization is something that each and every one of our Lifestyle Mistresses excels at and genuinely enjoys. We can turn almost anyone into a passable female. We have a gorgeous collection for ALL shapes and sizes of everything you could possibly imagine. Our collection consists of different styles of lingerie, clothing, accessories, styled wigs, large sized shoes/heels and cosmetics. Our specialty cosmetics and techniques are designed to make your masculine features feminine.

We will teach you how to walk properly, in and out of heels; confidently flaunting your powerful new look of femininity! Makeovers, body movement, vocal tuning, glamor shots, burlesque dancing, pole work, and teaching you how to enjoy sensuality with your feminine self are among many of the things we deeply relish in…

There are endless possibilities for a crossdressing and feminization session with our Crossdressing Specialists and each session is tailored to YOU. Take inspiration from some the ideas below…or maybe even try a little bit of everything…

Makeup for crossdressers used during forced feminization sessions at our Chicago dungeon.
  • Full Transformations and Crossdresser Makeovers: A relaxing spa day with our team of Ladies, each applying her expertise to your hair, nails, make-up, attire, and more. When we’re done with you, you’ll look into the mirror and fall head over heels for your new, true self. Read more here...

  • Forced Feminization: It’s time to be put in your place. We are going to transform you into the superior gender, and there is no escape. Whether we hold you down and force you into panties or we strap you into our bondage salon chair…. We are going to have our way and you are going to love it…whether you like it or not! Read more here...

  • Slut Training: Have you ever caught yourself thinking about what it would be like to be transformed into a true slut? Have you ever fantasized about being bent over and used? You will be used for our pleasure and amusement. You'll finally be living out all of those hidden desires that you have always been afraid to admit, and you will become whatever we aspire you to be. Slut training has many aspects and we take pride in teaching our sluts how to please. Read more here

  • Sissificiation/Sissy Play/Dollification: Chicago Illusions' Mistresses adore little sissy playthings. We will make you into our "living doll". We will teach you how to walk, talk, and dress femme and become our owned little bitch. We will direct all of your thoughts, and your mind will be absolutely useless. We love domestic little bitches as well and maybe we will decide to make you into one of our slutty little sissy maids if we deem you worthy!


Stop hiding your wants and needs and live for today. Don’t worry, your secret is safe here…