MEET JESSICA

LET’S MAKE PLANS

Discretion, respect, and courtesy are always expected.

Low-effort or disrespectful messages will not receive a response.

Please allow 24 hours for a response and check your spam folder.

Ready to discover JESSICA RICH?

CONNECT

WITH ME

Have a question, want to know a little more about me, or ready to make plans? I’d love to hear from you. Send me a message and I’ll get back to you as soon as I can.

info@jessyandthecity.com

Please allow 24 hours for a response & check SPAM Folder

+1 587 590 8293

Monday – Sunday
By Appointment Only

Toronto, Ontario

Located in the heart of Downtown (Upscale Condo)

READY TO COME A
LITTLE CLOSER?

A more private side, waiting to be discovered.

UNLOCK MY SECRET GALLERY

Frequently Asked Questions

  • Hygiene is essential. For every encounter.

    Incall: A shower is required before we start.

    Outcall: Please shower before I arrive.

    Use mouthwash, lotion your hands, and ensure fingernails are trimmed.

    Manscaping is expected.

    Proper preparation ensures a comfortable, enjoyable, and respectful experience for both of us.

  • Please text +1 (587) 590-8293 or complete my Booking Form
    I do not accept phone calls.

    When reaching out, your message must include:

    1. Your Name

    2. City

    3. Preferred Date & Time

    4. Desired Duration

    This allows me to respond efficiently and determine availability.

    Please Note: I do not reply to vague messages such as “hi” or “available.” Disrespectful or low-effort inquiries will be ignored and may be blocked.

    Thoughtful, clear communication is always appreciated and sets the tone for a seamless, enjoyable experience.

  • I am an upscale companion, not a restaurant.

    Every date with me is unique and shaped by chemistry, mutual comfort, and respect.

    I specialize in a safe, refined Girlfriend Experience, where connection, ease, and natural flow matter more than rigid expectations.

    Rather than focusing on checklists, I encourage you to read my reviews, which offer the most honest insight into what time with me feels like. Your experience may vary (YMMV) — and that’s exactly how it should be.

    I value discretion, hygiene, generosity, and genuine connection, and I look forward to dates that feel effortless, respectful, and mutually enjoyable.

  • I always appreciate thoughtful gifts. If you’d like to surprise me, here are a few things I enjoy:

    • Peonies

    • Prairies & Petals

    • Vanilla Scents

    • Holt Renfrew Gift Card

    • Sephora Gift Card

    • Alo Gift Card

    For those who prefer something even more special before or after our time together, you can also explore my Throne Wishlist for luxurious surprises.

  • My rates are listed in full here

    I do not negotiate my rates.

    They reflect my time, presence, discretion, and the level of companionship I provide.

    All rates are for time and companionship only.

    Because availability, location, and travel vary, I offer different investments for:

    • Toronto (local)

    • Rest of Canada

    • USA

    • International

    • FMTY Requests

    I generally prefer longer engagements, as time with me flies by and multiple hours allow for a more relaxed, effortless, and memorable experience.

  • Absolutely.
    Mutual privacy, discretion, and respect are my top priorities. Your confidentiality is always protected, and I expect the same in return.

    When you book with me, our time is exclusive to us — discretion goes both ways, so please respect mine as well.

  • No, I don’t send face photos.
    The images I have shared give you a clear idea of what to expect. If, for any reason, you’re ever disappointed with my appearance, you’re welcome to ask me to leave — though that’s never happened, and I don’t anticipate it ever will.

    Discretion is a two-way street, so please respect my privacy.

    You can view my Verified Reviews across Canada for your peace of mind.

    You can also check out my ‍Secret Gallery for more content you can’t see anywhere else.

  • Cancellation & Rescheduling Policy

    48-Hour Notice: Please provide at least 48 hours notice to cancel or reschedule a booking.

    Deposits: All deposits are non-refundable but may be applied toward a reschedule within the same week, subject to availability.

    Late Cancellations: Cancellations made within 24 hours of your scheduled appointment will incur a 100% of the booking rate, reflecting the time and preparation reserved for you. Failure to honour this policy may result in being blocked for future bookings.

    Tour Bookings: Reschedules must stay within the same tour dates (if available). If you cannot rebook within the tour, the deposit is forfeited.

    Provider’s Right to Cancel: I reserve the right to cancel any booking without refund if I feel disrespected or unsafe.

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RICH LIST