Madison Winter Madison Winter


Photo of Madison Winter

How do I set up a date with you?

Please send me an email introducing youself! This is a date after all! Let me know perhaps where you live, and anything else you think I should know about you. Do you have any experience in the realm of companionship? Please include your screening information, along with your requested date length in your initial email.

Or, simply fill out my booking form under ‘Contact Me’.

Emails that are missing the information aforementioned, or impolite, will likely not be responded to.

What information do I need to provide?

I screen not only for safety, but for chemistry. Along with an introduction, please include at minimum your name, email address, and any applicable board handles.

I will also require one of the following:

  1. A recent, reference from another independent provider,
  2. Your fully filled out Linked-in profile with photo or lastly,
  3. An unaltered, scanned piece of your photo ID.

Do you have a Deposit/ Confirmation Policy?

To mitigate against cancellations and no-shows, I require a non-refundable deposit of 25% for in person dates. If our booking is rescheduled, with a minimum of 48 hrs notice, your deposit will be applied to the new date.

Photo of Madison Winter

Photo of Madison Winter

What can I expect during our date?

I’m very much a loving and tactile girlfriend. I’m particular with who I spend time with, and enjoy connecting with suitors I truly enjoy being with. I’m the type of lady who asks questions. I enjoy truly connecting with you in a way that’s natural and organic. I want to forge a friendship, a level of comfort, and establish a mutual relationship that surpasses the confines of a bedroom.

I love to start my dates with a meal, or tea, see where our time takes us. My suitors agree that time spent behind closed doors is significanty more enjoyable once we’ve had a chance to break the ice, connect as people and let our guards down. I hope that as we continue to meet, our friendship grows and evolves as we do, leaving us both longing for the next encounter.

When will you be visiting my city?

I’m afraid I currently do not tour. I’m available in other Canadian cities on travel bookings only. Please see my “rates and travel” page for details. Please note, I can not travel to the United States. The US has a law prohibiting women such as myself from entry, and unfortunately, enforces it. As such, I legally cannot enter the United States. I only see clientele in my home country of Canada. (It is, however, incredibly economical for you to fly here!)

Photo of Madison Winter

Photo of Madison Winter

Can I give you a gift?

Gifts are always appreciated, but never expected! E-gift cards to Mariott (I love their hotels and spas!), Air Canada, Lululemon, Anthropology, or always go to good use!
I’m a non-drinker, so if you’re looking for something on the day of our date- kombucha, flowers, or candles are my absolute favourite.

Do you see couples or female clients? Will you see my friend and I?

While I’m super flattered, unfortunately, I do not meet with multiple clients at once, or see female clientele. I am open to joint platonic dates with other companions, however, otherwise I am available to meet with gentlemen only.

What are your ‘stats’?

I’m 5’6 in height, and I’m 30 years old. I do have three small tattoos and only ear piercings. My photos show my figure in detail, however, I don’t believe it’s necessary to include my weight or any other sizes in order for us to have a meaningful connection.

Photo of Madison Winter

I drive 4-5hr to spend a couple of hours with Madison then drive another 4-5hr back home on the same day. That is how amazing my time with her is, no amount of distance would keep me away

- Marc