iiinova — where your digital self keeps evolving

Jillian Hollander @cupidstoronto.bsky.social · 22/09/2026

Welcome back Felicity, a name from the past that is back with her agency www.cupidsescorts.ca/escorts/feli...

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Jillian Hollander @cupidstoronto.bsky.social · 17/09/2026

Taking your kids to a salon when they have head lice… shows exactly what kind of parent you are.

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Jillian Hollander @cupidstoronto.bsky.social · 07/09/2026

I lost 35lbs and now I have no tits 🥺😑

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Jillian Hollander @cupidstoronto.bsky.social · 05/09/2026

Big thank you to one of my best friends James for coming out to visit from Halifax. He spent the week helping me declutter and organize my home for my upcoming dick appointments and make really inappropriate arts and crafts.

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Jillian Hollander @cupidstoronto.bsky.social · 22/08/2026

Spent the day sitting with a friend with a really badly broken ankle. Next week, I’m bringing backgammon and home made food.

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Jillian Hollander @cupidstoronto.bsky.social · 19/08/2026

Thankfully, I was completely unaware that I’d spent $400 on a serum while in Iceland due to the exchange rate and being blissed from being at the Blue Lagoon. My second time getting their serum and I really do swear by the product - I haven’t aged at all in four years since I started with it.

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Jillian Hollander @cupidstoronto.bsky.social · 12/08/2026

Guess who just quoted in the New York Times? Me

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Jillian Hollander @cupidstoronto.bsky.social · 04/08/2026

I’m having a lot of fun packing for the festival for the eclipse in Iceland. The amount of space themed clothes I have is incredible.

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Jillian Hollander @cupidstoronto.bsky.social · 03/08/2026

We have some familiar faces returning to Cupid's this month. I can't wait to re-introduce you all!

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Jillian Hollander @cupidstoronto.bsky.social · 02/08/2026

A massive thank you to my team for giving me a bit of time off so I can relax and rejoice. I can't wait to travel internationally for the first time in two years.

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Jillian Hollander @cupidstoronto.bsky.social · 01/08/2026

Goodbye Tia, it was a pleasure working with you again. 🥺

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Jillian Hollander @cupidstoronto.bsky.social · 29/07/2026

Rose and I had a wonderful time at a five day festival. She makes a great dancing buddy and was a lot of help with my little art project. Both of us are still exhausted, and are still moving slowly...

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Jillian Hollander @cupidstoronto.bsky.social · 19/07/2026

What do you mean I have to block someone from each device to get the messages to stop coming in? huh?

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Jillian Hollander @cupidstoronto.bsky.social · 18/07/2026

I wish I could live at the Hammam Spa

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Jillian Hollander @cupidstoronto.bsky.social · 16/07/2026

Hiring is strong. Bookings are up. Staff is happy. Drivers are busy. Life is good.

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Jillian Hollander @cupidstoronto.bsky.social · 13/07/2026

Heading to Iceland with a former Cupid next month. This is my third time going, and my second time with a former employee 🤪

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Jillian Hollander @cupidstoronto.bsky.social · 09/07/2026

Already have 9 courtesan appointments for next week booked 💸

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Jillian Hollander @cupidstoronto.bsky.social · 09/07/2026

One lucky Cupid was just taken out shopping for her afternoon date and she is very happy.

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Jillian Hollander @cupidstoronto.bsky.social · 09/07/2026

Sold my first investment with Masterworks, 24.5% in 505 days. Not bad ROI, but dislike the lack of liquidity.

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Jillian Hollander @cupidstoronto.bsky.social · 01/07/2026

Blake's photos are up and they are 🔥

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Jillian Hollander @cupidstoronto.bsky.social · 30/06/2026

Treating myself to a new computer with a fully working keyboard

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Jillian Hollander @cupidstoronto.bsky.social · 27/06/2026

After a year of friendship, my friend finally asked what I do for work. And that turned into a hell of conversation that she was not expecting... welcome to my inner circle G!

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Jillian Hollander @cupidstoronto.bsky.social · 26/06/2026

Hiring... because client's are tired of hearing that we are always fully booked

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Jillian Hollander @cupidstoronto.bsky.social · 26/06/2026

Already half the ladies are fully booked for this evening - and it isn't even noon...

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Jillian Hollander @cupidstoronto.bsky.social · 25/05/2026

One of the ladies called me "Mommy" at the photo shoot and it just melted my heart. She then admitted that i am in her phone as that as well.

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Jillian Hollander @cupidstoronto.bsky.social · 11/05/2026

7:18pm and we are almost completely fully booked for the evening

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Jillian Hollander @cupidstoronto.bsky.social · 05/05/2026

Sarah is taking a break for some privacy, she will be back soon!

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Jillian Hollander @cupidstoronto.bsky.social · 20/04/2026

New photos of Cassidy and Katrina up now!

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Jillian Hollander @cupidstoronto.bsky.social · 18/04/2026

Almost hired back a former driver, but discovered he had sent multiple crass messages to colleagues after his last departure here. Told him politely that I wouldn't work with him again, to which I received messages calling me a cunt. I love when people prove exactly why my intuition is spot on.

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Jillian Hollander @cupidstoronto.bsky.social · 11/04/2026

Going to the spa with Rose next week and so extremely excited for our foot rubs

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Jillian Hollander @cupidstoronto.bsky.social · 11/04/2026

“Easy money” is a myth. This industry requires strategy, safety awareness, and serious people skills.

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Jillian Hollander @cupidstoronto.bsky.social · 10/04/2026

Stop asking why someone chooses sex work. Start asking why society punishes them for it.

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Jillian Hollander @cupidstoronto.bsky.social · 10/04/2026

Sex work is work. Which means: time has value, boundaries are non-negotiable, and professionalism goes both ways.

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Jillian Hollander @cupidstoronto.bsky.social · 10/04/2026

New Lady Alert 🚨 Charlotte is up on the site ☎️ 416 532 4603

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Jillian Hollander @cupidstoronto.bsky.social · 09/04/2026

The right energy changes everything.

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Jillian Hollander @cupidstoronto.bsky.social · 09/04/2026

If it feels easy, seamless, and effortless… That didn’t happen by accident, that was Cupid.

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Jillian Hollander @cupidstoronto.bsky.social · 08/04/2026

I have a special dinner date with the twins next week 🫶 I will be the envy of everyone at the steak house.

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Jillian Hollander @cupidstoronto.bsky.social · 08/04/2026

Most people don’t want something “real.” They want something that feels real—without the complications.

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Jillian Hollander @cupidstoronto.bsky.social · 08/04/2026

Aspen's photos are now up on the site, and they are SMOKING hot. 🥵

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Jillian Hollander @cupidstoronto.bsky.social · 08/04/2026

Spring Fever at Cupid's... Fully Booking today quickly

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Jillian Hollander @cupidstoronto.bsky.social · 08/04/2026

Random Escort Advice: Did you know that you can use dry shampoo to clean clothes that are dry-clean only? Turn your garment inside out and spray generously over the clothes. Dry shampoo absorbs odour, oils and dirt. This doesn't work for deep cleans but a good way to refresh your items.

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