What is Assertiveness?

Many do not realize that sexual assertiveness differs vastly from domination. Assertiveness has nothing to do with being pushy, aggressive or demanding. If you schedule a time with TSDee to experience sexual assertiveness, you get a sexy and sultry t-girl that uses a stern yet gentle manner to achieve sensual pleasure. A firm and sexy push makes you comply to TSDee’s whim to have you lay back so that she can have her way with you. A stern command to have you kneel before her to do as she firmly tells you. All this is assertiveness.

Sexual Control

The more men that are the decision makers in their jobs, the more often they just want to give up that type of control and be told what to do every step of the way when it comes to sexual pleasure. Let Toronto’s top shemale take control as she whispers and guides when and how every step of the way. All you have to do is listen and comply. Rest assured that T-girl Dee will never ask you to do anything that you are not comfortable with.

Interested in trying this? This can be conducted in person, via SKYPE or via LIVE SEX CAM. Book an appointment today for Assertiveness and Control.

Curious? Leave a comment below and let us know how YOU would like to be sexually controlled.



There are many different flavors of domination, from light controlled disciplined servitude and playful erotic stimulation to the heavy, dungeon, dominatrix style. Mistress Dee is a lover not a fighter so her style of domination is light to intermediate for the first timer or any individual who comes to her for the first time. She practice a individualized perfect balance between control, discipline and servitude with erotic sensual fun.

When asking for a session of domination with Mistress Dee, we hope that you come to us with an open mind, be flexible to exploration and non-judgmental. What we like to call a beginners mind, getting your first time, first taste of domination. The intention of an intro to domination, is to be no nonsense but still fun. There will be a mandatory discussion of expectations before you walk through my door, particularly covering your must-do’s and what must not do’s.

“I want this to be a playful, erotic, fun, exhilarating, releasing and engaging experience. My goal if for you to leave my studio happy and eager to come back for more… Pure Fantasy Fulfillment.” Dee


Are YOU be a First-Timer?

Should I? Shouldn’t I?

You’ve been checking my website every day, needing to see the new outfit for today. You’ve watched my YouTube videos so often you can repeat them word for word. You’ve looked at your phone so many times wanting to call.

Well today is the day that you see your first shemale.

Okay, you’ve never been with a shemale and you desperately want to try this but you hesitate. What is it going to be like? What does it say about me? There are SO many unknowns here, it’s hard to decide.

TSDee has a long list of regular and valued clients, but the one thing they all have in common is that they were all “first-timers” at one time. They got turned on, got brave and took the plunge. Ask anyone of them, they never leave my door unhappy and not eager to come back.

TSDee Gets It!!

TSDee has a lot of things going for her, but the one thing that sets her apart from all the others is her ability to make first-timers feel at ease and welcome. Her seductive smile and pleasant demeanor will make you feel immediately comfortable and ready to start on your new adventure with a gorgeous shemale. She lives in a discreet and upscale neighbourhood which will also help to make you feel safer taking this first step.

TSDee differs from other shemale escorts in that she provides you with an opportunity to walk in, talk to her, but if you change your mind, you may walk out. No cost, no obligations, no hard feelings. If you need to go slow, start with a meeting and go from there, no pressure. I make no assumptions about the kind of play we will engage in during your visits and neither should you. Don’t think that just because you visit a trans woman, that penetration or anal will be involved. I work to your pace and comfort level. Above all I am a lover not a fighter, I will be gentle.

Why not take advantage of TSDee’s 20-minute introductory session? You’ll not find another escort out there who will offer you a chance for a meet and greet at no cost and with no strings attached.

What are you waiting for?! What have you got to lose?!

TSDee also offers webcam services as an alternate way of getting to know her. Try it. You won’t be sorry.


Shemale TSDee’s Dick


“If life was a bowl of fruit, it’s ok to have a banana once in a while…it doesn’t mean you’re a banana!” Just because you may want to explore a penis for the first time or exploring it occasionally does not make you gay. It has been done since Adam was created

You have a penis and love to play/masterbate with it every day. If you could suck your own you would! So the idea of sucking a girl cock makes the lines of taboo blurred. No one every told you about “the rules” for sucking a women’s cock. Leave your guilt at church (respectfully), and live in the reality of living life to the fullest with all the beauty of discovering what life has to offer.

My girl cock is extra special…. I love to have it stroked, fondled and sucked. You’ve never had a girl cock like mine. In terms of size, I am bigger than average and cut but every size and variation is welcome through my door. I am a pleaser, I want you to enjoy your girl cock experience with me as much as I’ll love being played with. Your size, your girth, your performance and your cum load do not determine the amount of pleasure I get from playing with you.

Taking that first step of wanting to play with a shemale can be scary and somewhat daunting but have no fear. First timers are more than welcome, and we can go as slow as you want. I take great pleasure in leading you down the glorious path of girl cock and can’t wait to share this experience with you.

Various Scenarios

You may be wondering about how I am going to take you down the path of experiencing Dee’s Dick. Some may only be willing to explore a trans women cock by imagining and believing that this is a girl dick or a women’s cock. Some of you may just want to see, touch or explore. Some may have the fantasy of being with a date they met at a bar and when they get home pleasantly discovering “her snake”. Some men love their Aunty Dee who teases her favorite nephew by sitting across from him reading and exposing her women cock enough to have her nephew go crazy with excitement and want to suck her cock. I have others who love being forced to suck dick, fantasizing you are my husband/neighbor/date/trans-boss into forced oral. These are just a few of the scenes I have done, maybe you have a fantasy you may want to share or explore today with me? Come over and meet my pet snake you will lover “her”!

Dee Topping

Most Important

My rate for topping is a MANDATORY $300 … NO EXCEPTIONS.

Another MANDATORY – you must be fanatically clean, anally internally and externally before you arrive or when you are here as part of your paid services. Douche lessons details are listed below.

I will be using a strap-on on you first, to test whether or not you can take any penetration at all and take my size.

I always use condoms.

“Straight” Men wanting to be topped is a Universal Fantasy!

It is probably the single most requested activity I, or any trans women escort/shemale, gets.

The ultimate taboo. Getting to be the “girl”.

FAQ (frequently asked questions)

Do I get hard? – yes
Do I top? – yes
How big is “it”? – bigger than 9 out of 10 men that come in my door
Is it thick? – yes, substantial girth
Do I come? – yes
Do I squirt?- no
Do I cum a lot? – average
Is liquid the most important thing to me? – no
Is orgasming important for me? – no
Will it hurt? – hard to say, if you have never been fucked, then yes very likely.
Does client size matter? – no

Dee’s Dick

I am cut and always clean shaven front to back.

My “pet snake” is a text book example of what a cock should look like.

You will almost always see me in cock and ball rings. I love the feeling of my cock being bound to make it shinny, purple and raging.

You preparing for being fucked

You must be;

  1. Fanatically clean externally
  2. Fanatically clean internally by douching prior to you coming or when you arrive
  3. Anally shaved
  4. You will be performing the ‘white tissue test’ on yourself before we begin (wrapping a white tissue around your finger and inserting it in your anus to determine cleanliness)

I reserve the right to not go there or penetrate you if you are not fanatically clean.

Douche Lessons

If you do not know how to douche, or it is your first time, then I do provide douche/enema lessons. It will take 10-15 min of your paid time to go through this lesson and prepare you properly for our play time. I will show you what you need to purchase. I do have new anal syringes for sale or you can purchase them at any drug store and there is one across the street from me. I will take you into the bathroom and show you on myself what needs to be done. I will be fanatically douched before hand and will show you what standard I expect you to achieve, by demonstrating passing clean clear soapy water myself. You will then continue to douche as I have shown you until you get the same results.

So you want to be the girl? … Get ready, here we go!!… Pure Fantasy Fulfillment!

Dee Bottoming

I Looooooove being a bottom!

Being a good, hygienic, health conscious bottom requires observing specific practices that no one may have ever shared with you. External and internal hygiene is extremely important, for both myself and my clients. I practice anal douching routinely throughout the day as a regular part of my lifestyle, even if I am not “working”. My muscular control and internal cleanliness is a very healthy result of this regular douching. It is important to me to feel clean and fresh.

External hygiene is achieved by shaving and anal bleaching. I am completely shaved and have practiced external skin bleaching which removes old discoloured skin and replaces it with new fresh baby like skin in both appearance and texture. For those who like to be oral with me anally, you will appreciate all of my efforts.

You can enjoy eating my rosebud or fucking me as much as you want. In fact I do have a potty chair, that gives you incredible access to my ass. I have done a short YouTube video that you can check out to see how much I love to use it. Some of my kinky customers sniff, kiss, lick and eat my ass for hours!

As far as me being fucked, so many men are very self conscious. I never judge a man’s size, girth, length, endurance, stamina or the amount liquid he produces. Men are really overly concerned about it and I will make you feel very satisfied regardless of what you have to show or give. I am the last person in the world who should judge others, being so so different from anyone myself.

Most men think that all i want is a big hard cock, but this is not the case. Too big is just painful and not enjoyable for me. I have always said it is so NOT about your size but what you are able to do with it. In fact, my most enjoyable anal experiences have been with average or less than average size men, who take their time and enjoy fucking me slowly. Gentlemen with average, even long thin cock, who are willing to take their time and enjoy a fantastic fucking experience with a Trans bottom, OH YES!! and all day long!

So call and book to see me today. Guys who want to sniff, kiss, lick, fondle, play with tongue and fuck me as much as you like get top priority. Just come over and fuck me!… Pure Fantasy Fulfillment


Submission is one of my favorite erotic activities. In fact, I define myself as a “switch” in having the ability and enjoying being both the submissive and the dominant.

In my day to day life I am a dominant alpha type personality. Interestingly in play or in the bedroom, I love being someone’s personal property, their sex toy, an object, something to use and take advantage of erotically. It gives me a big girl hard on serving and belonging to someone or some couple.

Some of my favorite submissive roles while engaging in verbal dialogue and physical play are: daddies dirty step daughter, the submissive cheating wife that needs to be taught a lesson, the nympho trans school teacher who has her male detention students gang fuck her after class, bound “tranny in trouble” who will be used by her owner, incestuous stem mom, slutty street-walker that needs a continuous stream of men using her as if it were her socially deviant duty. Bondage? yes Sir please and thank you! … Have I got your mind and cock going yet?

In my long practice of being an Elite Service Provider I have just about seen it all. A great deal of the men I see, come to me wanting to be submissive. I find that most men want to give up control, because they have more than enough of being in charge in their daily life. I refer to this as “Letting someone else drive”

Indeed the pressure and responsibilities and expectation of men in our world today demand the need for men to always do, or be, or perform or deliver, including in the bedroom. Men can experience performance issues under such pressure, and it can lead to a myriad of problems in and out of bed.

Men have a need to find someone who they can go to for releasing their time to time submissive side. Men will often incorrectly equate this to being a “sissy”, a weak man, or possibly even feeling they are developing gay tendencies. Feeling they are no longer “real men”.

I, more than anyone, see men engaged in submissive play. I see it as a need of human being behavior that is essential to all people. I embrace my submissive side. I do play hard in the mode. I do have a needs for it and I enjoy it thoroughly.

I want you to feel completely comfortable stepping into my world of freedom to explore all your erotic wants and needs. I encourage you to “take a walk on the wild side”, giving up your maleness alpha side for an hour or two as a health practice like exercise or proper eating. I want to see you express all your submissive interests and curiosities whether that means being passive or obedient or being a cock sucker or even being penetrated. If wearing a pair of women’s panties or pantyhose is the way you feel the strongest as a form of expression for giving up control and being submissive,z then you have found an outlet that is truly important. I am your outlet.

I so get submission because I live it daily and love it. … Pure Fantasy Fulfillment

Duo’s Trio’s and More

Unlike the majority of escorts in Toronto, TSDee offers the singular service of arranging and engaging in playtime with other women, trans women, or men to create duo’s threesome’s or moresomes. Having a threesome is a very common fantasy and Dee is happy to make your dreams come true!

When seeking a duo, threesome or more, a great deal of forethought and planning is required. We are happy to facilitate this organization on your behalf. Dee has several of play partners who would be eager to get involved so you only need to decide who you want to join the party. You must be specific.

You have the option of a woman, a trans woman like Dee or a man. Once you have decided who you’d like to invite to join you in a threesome, Dee will contact them. Please have a few dates and times in mind for the session, this will make it easier for Dee to co-ordinate everyone’s schedules.

Organising a play party is not for those of you who want the biggest bang for their buck. This is not a bargain basement sale, it is a VIP experience. Please think generously when considering your offer of compensation for the organization of a party where you are the guest of honour.

When booking a third or fourth person, please be aware that a minimum 50%, non-refundable deposit, per person, is required. Generally, the rates for these additional players are comparable to Dee’s, with a little bit of flexibility depending on the level of engagement and involvement you’d like with them.

Once the date and time have been booked for your fantasy encounter, we require a confirmation call 24-48 hours before our session, and a one hour call before our booked time to let us know that you’re on your way. If you change your mind about the players you’d like in your threesome, it is MANDATORY that you give us as much notice as possible, at a minimum 48 hours.

Photos of our play partners are available upon request, at the time of booking.

WebCam SexCam PhoneSex





The next best thing to being there!

Shemale Escort TS Dee has a unique gift for taking her clients to new heights through verbalization. Her ability to guide you from one erotic scene to another creates a powerful impression during intimacy. It is always colourful and imaginative. Dee initiates this provocative dialogue for her WebCam appearances, over the phone and “in-person” appointments as well.


WebCam: Refers to my interaction with you using audio video and chat

SexCam: Using a WebCam service specifically for erotic and sexual interaction involving genital exposure

FootCam: Using my WebCam specifically for Foot Fetish teasing and voyeurism

PhoneSex: This service is very popular which uses audio only, ideal for consulting coaching tutoring mentoring or erotic fantasy dialogue


Dee’s Desktop Viewer: This is a viewing window which opens a new tab and can be found on my nav menu or is the center grey icon of a camera lens in TSDee Today. A grey box in the center turns into a large image of me when I am broadcasting. This can be made full screen.

Dee’s Mobile Viewer: This is another set of windows which open a new tab and can be accessed on my nav menu. Either upper or bottom windows are used for you to view me and talk on your mobile device or cell phone or tablet where I broadcast from my fixed location desktop. I can also broadcast from my mobile device to your mobile device.

SKYPE: This is a very popular service used quite a lot for international communication. It makes use of audio video and chat which is a way to text and send documents.
You must be a member and have and account which is easy and quick to do. SKYPE also allows you to make a phone call over the internet using the SKYPE network instead of your cell service provider. My SKYPE name is “”.
Please be mindful of International Time Zones when calling as I am in EASTERN TIME ZONE so try to book for a session using my Contact tab

FaceTime: A very convenient and contemporary video and audio service if you have and Apple cell phone or tablet


Personalized WebCam: A part of my Elite Escort Experience, I custom tailor our web time interaction to meet your specific needs and desires. Unlike most “canned / pigeon holed” webcam sites services that have predetermined categories and countless same old, same old entertainers, I personalize exactly want YOU want. I am there for you! Your only limit is your wildest fantasy and imagination.

Companion WebCam: My VIP Companion WebCam Experience is for those who are looking for a very special companion. Are you lonely a lot of the time? Are your Friday nights without someone to engage in personal, romantic or companion togetherness? Are you like most who are older, or divorced/widower and unhappy with a disappointing club/bar level of meeting people? Would you like to have someone like me to be a friend with, a remote special lady, an internet companion who could be there for you on a occasional or regular basis? We can set up weekly, bi-weekly or monthly internet dates. It really is the next best thing to being here… and we would be practicing safe sex!

Consulting WebCam: My Consulting WebCam is for those of you can’t come to see me for an in person consultations. You will love the idea of having a clear, vivid, “face to face” meeting with me on-line to address all you personal needs. I have used this type of on-line interaction extensively to provide consulting, coaching, tutoring and mentoring as a Transgender Life Coach for years. Cross dressers on their journey can ask a variety of help related topics such as coming out, identifying, make up, hormones, surgery consideration, whatever you want to discuss. Because of my specialized psychology degree with over 40 years of experience as a trans women I am able to provide a variety of physiological perspectives.

Erotic WebCam: My Ertoic WebCam Experience is my SexCam experience. I am using my SexCam to interact specifically for erotic, sexual or fetish voyeurism. Please be respectful of setting up an appointment in advance, as we may not necessarily be sitting with our clothes off at the same time you decide to call. Also please do not call with you exposed and stroking yourself! Courtesy, respect and professionalism will get you so so much further.


  1. Call as early as possible on the day you want and leave a message if necessary to request a time you would like that day.
  2. You can request an appointment using my Contact tab. Once you submit 1, 2 or 3 times that are good for you I will approve one and you will get a notification 1 hour before not to forget
  3. Call no later than 30 min before your booked time to confirm we are still a go
  4. At that time we will also test our WebCams at both ends to make sure all things/technologies are working.
    1. Email Money Transfer is my favorite as it is secure and discreet if you are in Canada.
    2. You can also use credit card, loadable / instant credit cards are the best for discretion and you can purchase at any convenience store for any amount or load up the card with any amount you want, call it your “Emergency Card”. Purchased instant or loadable cards if not in Canada must be able to make internet/international payments.
    3. PayPal is very easy too. You need to be a member and go to their site. At the top select “Send Money” icon then “Send money gift to a friend” tab. Then simply typing my phone number 1 416 743 6253 (same as 1 416 SHEMALE) and make your donation.