The Envelope | jessicasinclaire

The Envelope...

Each experience I offer is curated with care, attentiveness & genuine presence—regardless of the time we share.

The consideration reflects not only my time, but the space & energy I devote to creating something truly special for us.

To ensure I can give you my full attention & provide a seamless experience, I kindly ask for a minimum of 48 hours’ notice for all bookings.

Rates are listed in CAD, and I honour a dollar-for-dollar USD exchange.

An effortless introduction.

Toronto:

Incall & Outcall

1 Hour - $600
90 Min - $750
2 Hours - $1000

Additions

+$50 Outcalls

+$400/hr Extensions

+$300 Couples

+$100 Same-day

Time to truly indulge…

Toronto/ GTA

Dining & incidentals required

Lunch Date (3hrs) — $1,500

Dinner & Date (4 hrs) — $2,000

Dinner & a Show (6 hrs) — $2,500

Dinner Date & Breakfast In Bed (12 hrs) — $4,500

Full-Day Escape (24 hrs) — $6,500

Two Days (48 hrs) — $8500

Patronage

· Limited Availability · Pre Paid · By application only

Starting at $3000 - Up to 8 hrs of Dining Dates

*Premium option: $4000 - Up to 13 hrs- Combining 1 Lunch Date, 1 Dinner Date & 1 Dinner & Show

+Priority booking

The fine print, made easy...

Deposits:

To confirm your booking, a deposit is typically required — often 20–50% depending on the length and nature of our date. This ensures mutual commitment and holds your place in my calendar with care. Deposits can be made using Throne or a gift card.

Screening:

For safety and peace of mind, screening is mandatory and non-negotiable. You're welcome to choose from the following options: – Photo ID (preferred) — this is the simplest and fastest way to screen. You're welcome to redact your address; only your full name, age and face need to be visible. – A reference from a reputable companion you’ve spent time with. Please be sure to obtain her permission beforehand and include her preferred method of contact. See the FAQ section for a bit more detail. – Your professional LinkedIn profile, or a professional web presence ( ie: your real estate affiliation, or other employment/business presence) If you choose LinkedIn, I will need to send a brief message through the platform to confirm your identity. This step ensures a smooth, respectful experience for both of us — Thank you for honoring this part of the process.

Non-Disclosure Agreements (NDAs):

If discretion is especially important to you, I’m happy to sign a mutual NDA. Simply mention it when booking & I’ll provide a standard template — or you’re welcome to offer your own.

Accommodations:

For Out-Calls, overnights or multi-day dates, I ask that accommodations reflect a shared sense of comfort and care — typically a 4-5 star, well-appointed hotel suite with privacy, security, & space to unwind.

FMTY- Fly Me To You's:

For "Fly Me To You" dates, require flights + accomodation to be covered. Whats appropriate is a 4 or 5 star hotel (No private residences) & I prefer to travel comfortably — business or first class. When booking on my behalf, please do so under your name & include a transferable ticket or digital travel credit to preserve discretion for us both. If preferred, I’m happy to handle arrangements once the deposit is received.

Wardrobe Requests:

I’m happy to dress the part. Special outfit requests may require advance notice or a wardrobe stipend. Unless specified, I will dress how I feel most comfortable/appropriate that day. To gift me something before we meet you can check out my Throne Wish List- linked below.

Throne Wish List

Extended Travel:

Longer trips & immersive experiences require thoughtful planning & a custom quote. Travel dates are offered at a reduced day rate & availability is limited to ensure the highest quality of time together. I like to ensure I have everything I need to feel comfortable, present, and glowing for you — including meals, incidental expenses & some alone time for me to refresh. Please inquire through my booking form.

Book Now

The Envelope...

Toronto:

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