Essential reading for someone booking a Companion for the first time, please find below answers to our most common questions, answered by the Madame herself, Jillian Hollander.
Please note that Cupid’s Escorts maintains the highest standards for our Companions and our Clients. We adhere to all legal guidelines, as well as our own best standards and practices.
If you don’t find the answer you’re looking for, please contact us by phone or email.
Now why would we have those? Nudity would imply Cupid’s Escorts offers sexual services, which we do not. Don’t get us wrong, we appreciate the human form and all its wonders and appreciate art that celebrates this beauty. If you’d like to see nudes, we suggest booking a date with one of our Companions to visit a local gallery or museum to see what they have on display.
No we will not. We believe that discretion works both ways and strive to protect privacy as much as possible. We can assure you that we have high standards with whom we represent.
Yes. We work with a wonderful photographer who takes all of our Companions’ photos. We personally arrange for and supervise the photo shoots of each Companion once they join the Cupid’s Escorts roster – it’s one of the many perks the ladies enjoy once they join the team. Photos are updated annually.
As our Companions are available for local and international bookings, we recommend that you make your request as far in advance as possible. We do our best to accommodate bookings up to several months in advance.
Same day bookings are available (subject to a Companion’s availability) but we ask that you phone for this type of booking, and provide us with at least a one hour grace period to ensure a Cupid’s Escort is able to come to your hotel or residence without being rushed.
Not at all! We won’t shy away from what makes you unique, and many of our ladies love seeing clients of varying abilities. Please let us know of any special arrangements at the time of booking, and feel free to search our portfolio to find a Companion who embraces your abilities.
No. If we wanted to be homebodies, we wouldn’t be in this business.
No, we do not provide dancers or entertainment for parties and none of our Companions know any magic tricks.
Cupid’s Companions like to turn heads, not raise eyebrows; it is not our business to draw unnecessary attention to ourselves. When entering a hotel or residence, they will be discreet and very well dressed for the occasion. Under no circumstances do we wear anything casual, which includes denim, workout gear, sneakers, or flip flops.
We do take appropriate clothing requests at the time of the booking. No one wants to show up in business casual at the theatre darling!
Our Companions are always appropriately attired and are strong believers in personal care and hygiene. We ask that you extend the same courtesy to them and have an envelope ready for the Companion with the requested donation in plain sight; it’s bad manners to make her ask for the gift. Tsk tsk.
Yes, all of Cupid’s Escorts Companions accommodate residential or hotel calls. Based on availability, our Companions are also available to accompany you on trips out of town or out of the country. Please note that we do not service motels.
Of course! Our Companions are experienced and elite travellers. We ask that you email us as far in advance as possible, to book your preferred travel Companion. We will ask that you provide us with as much detail as possible so that we can make the appropriate arrangements (e.g. scheduling, vaccinations, etc.). Please visit our Travel section for more information.
Our Companions’ schedules are updated on Sunday afternoons, and it is recommended that you book your desired Companion at that time. Should you wish to make a booking before the schedule becomes available, you can send us an email with the date and times you are looking for and we can check a Companion’s availability in advance for you. In fairness to all our clients, we do not alter bookings once they have been made. Out of respect for their time, we not ask ladies to see anyone once their schedule has been submitted.
We’ve created a special page filled with tips and suggestions for those booking for the first time.
We suggest some of the following activities to enhance your time with a Companion from Cupid’s Escorts:
Dinner at a restaurant you’ve wanted to try
Sharing a bottle of fine wine in front of the fire – provided it’s unopened at the beginning of your encounter
Discussing the meaning of life
Building pillow forts
Artisinal candle shopping
Playing musical chairs
If you need help planning your encounter, feel free to contact us for suggestions.
The agency was founded way back when sexual consent between two adults was legal in Canada (a.k.a the good old days). Sometimes you have to change and grow, and we did not feel a need to change our name to reflect the changes to the law.
This is what we in the industry like to call a “trick” question. Actually, it’s a legal question, and one that is beyond the scope of our agency. If you know a lawyer (or you ARE a lawyer), maybe you can help us get clarification. Until it’s clear, we’ve chosen to comply with the law, as it’s not only in the best interests of our Companions, but in the best interests of our Clients as well.
There’s that whole pesky legal ruling from 2014, that says you can’t even ask. If you ask one of our Companions for sex, she is required by her employment contract to decline. If the matter is pursued, the Companion has the right to end the booking, and you risk being blacklisted from our agency.
Well… no. As of December 6th 2014, the Canadian government has made sexual consent between two adults who’ve exchanged money illegal.
Yes, of course. The safety of everyone in this industry is something we strongly believe in. We only provide references if you have used our services within the past calendar year.
We have a reputation that is stellar in the Escort Service Industry. If you are not completely satisfied please let us know so we can work to rectify the situation immediately.
Not at this time.
Yes. Tipping is always appreciated but never expected.
We stand strongly behind all ladies we represent and cannot recommend one lady over another as everyone has their own specific preferences. We have exceedingly high standards in who we hire and represent, and feel you will be very pleased with our service. Our Portfolio is fun to browse and any specific questions can be addressed by calling in to inquire.
Celebrity and public figure confidentiality agreements are more than welcome, as long as they include provisions to protect the privacy and safety of the Cupid’s Escorts team.
No we do not keep client information. However should a Client violate the terms and conditions of an encounter with our Companions, we will keep that Client’s information on our blacklist – i.e. that Client is no longer welcome to book a Cupid’s Escorts Companion.
Do people still videotape things these days? To answer your question: no. We want to ensure that everyone has a good time and that everyone’s privacy is protected. You’re welcome to tweet a picture of your meal, but not your dinner date. That privacy protection goes both ways. Our Companions will not photograph/videotape you either. Any violations of privacy or safety will be reported to Toronto Police Services.