ANNIVERSARY SALE ENDS TONIGHT!UP TO 60% OFF!

30-DAY MONEY BACK GUARANTEEHASSLE-FREE RETURNS

FREE SHIPPING ACROSS CANADA!TODAY ONLY

Jessica | Contemporary High Heels

Jessica | Contemporary High Heels

Jessica | Contemporary High Heels

Jessica | Contemporary High Heels

Jessica | Contemporary High Heels

Jessica | Contemporary High Heels

4.7 / 5 Rated (3184+ reviews)

Jessica | Contemporary High Heels

$200.00 $59.95 Save Today 70%

Free shipping with Canada Post

30-Day Money-Back Guarantee

10% off for 2 items, 15% off for 3 items, 20% off for 4+ items

Low Stock - Few pieces left

Ships by

Free Shipping

Discover the perfect blend of elegance and comfort with Jessica Modern Heels, your new go-to for stylish confidence!

Ultimate Comfort: Experience a soft sole that ensures a pain-free fit, allowing you to wear your heels all day.

Enhanced Stability: The ankle strap provides extra support, ensuring you step securely and elegantly on any occasion.

Timeless Design: These heels combine classic charm with a modern twist, making them versatile for any outfit.

Carefree Confidence: Feel feminine and stylish without the worry of discomfort, letting you shine effortlessly.

We ship using a secure premium shipping method, including tracking, so you can rely on the most reliable service. Currently, we offer this premium shipping for free, take advantage of this offer while it's available!

Doesn't fit? No problem! You can exchange or return it anytime, with a 30-day return policy.

We offer a range of secure and convenient payment methods to make your shopping experience seamless. Here’s what we currently accept:

Credit or Debit Cards: We welcome all major credit and debit cards, including Visa and Mastercard.
Gift Cards or Store Credit: Have a gift card or store credit from us? You can use it towards your purchase.

Over 100,000 women across the Canada trust Jennifer Michelle for timeless comfort and style

[{"id":58202509410685,"title":"Berry Red \/ 5 US | 36 EU","option1":"Berry Red","option2":"5 US | 36 EU","option3":null,"sku":null,"requires_shipping":true,"taxable":true,"featured_image":{"id":81151651348861,"product_id":15902536532349,"position":2,"created_at":"2026-05-24T05:18:51-05:00","updated_at":"2026-05-24T05:18:53-05:00","alt":null,"width":720,"height":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933","variant_ids":[58202509410685,58202509443453,58202509476221,58202509508989,58202509541757,58202509574525,58202509607293,58202509640061]},"available":true,"name":"Jessica | Contemporary High Heels - Berry Red \/ 5 US | 36 EU","public_title":"Berry Red \/ 5 US | 36 EU","options":["Berry Red","5 US | 36 EU"],"price":5995,"weight":0,"compare_at_price":20000,"inventory_management":null,"barcode":null,"featured_media":{"alt":null,"id":68794959855997,"position":2,"preview_image":{"aspect_ratio":1.0,"height":720,"width":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":58202509443453,"title":"Berry Red \/ 6 US | 37 EU","option1":"Berry Red","option2":"6 US | 37 EU","option3":null,"sku":null,"requires_shipping":true,"taxable":true,"featured_image":{"id":81151651348861,"product_id":15902536532349,"position":2,"created_at":"2026-05-24T05:18:51-05:00","updated_at":"2026-05-24T05:18:53-05:00","alt":null,"width":720,"height":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933","variant_ids":[58202509410685,58202509443453,58202509476221,58202509508989,58202509541757,58202509574525,58202509607293,58202509640061]},"available":true,"name":"Jessica | Contemporary High Heels - Berry Red \/ 6 US | 37 EU","public_title":"Berry Red \/ 6 US | 37 EU","options":["Berry Red","6 US | 37 EU"],"price":5995,"weight":0,"compare_at_price":20000,"inventory_management":null,"barcode":null,"featured_media":{"alt":null,"id":68794959855997,"position":2,"preview_image":{"aspect_ratio":1.0,"height":720,"width":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":58202509476221,"title":"Berry Red \/ 7 US | 38 EU","option1":"Berry Red","option2":"7 US | 38 EU","option3":null,"sku":null,"requires_shipping":true,"taxable":true,"featured_image":{"id":81151651348861,"product_id":15902536532349,"position":2,"created_at":"2026-05-24T05:18:51-05:00","updated_at":"2026-05-24T05:18:53-05:00","alt":null,"width":720,"height":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933","variant_ids":[58202509410685,58202509443453,58202509476221,58202509508989,58202509541757,58202509574525,58202509607293,58202509640061]},"available":true,"name":"Jessica | Contemporary High Heels - Berry Red \/ 7 US | 38 EU","public_title":"Berry Red \/ 7 US | 38 EU","options":["Berry Red","7 US | 38 EU"],"price":5995,"weight":0,"compare_at_price":20000,"inventory_management":null,"barcode":null,"featured_media":{"alt":null,"id":68794959855997,"position":2,"preview_image":{"aspect_ratio":1.0,"height":720,"width":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":58202509508989,"title":"Berry Red \/ 8 US | 39 EU","option1":"Berry Red","option2":"8 US | 39 EU","option3":null,"sku":null,"requires_shipping":true,"taxable":true,"featured_image":{"id":81151651348861,"product_id":15902536532349,"position":2,"created_at":"2026-05-24T05:18:51-05:00","updated_at":"2026-05-24T05:18:53-05:00","alt":null,"width":720,"height":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933","variant_ids":[58202509410685,58202509443453,58202509476221,58202509508989,58202509541757,58202509574525,58202509607293,58202509640061]},"available":true,"name":"Jessica | Contemporary High Heels - Berry Red \/ 8 US | 39 EU","public_title":"Berry Red \/ 8 US | 39 EU","options":["Berry Red","8 US | 39 EU"],"price":5995,"weight":0,"compare_at_price":20000,"inventory_management":null,"barcode":null,"featured_media":{"alt":null,"id":68794959855997,"position":2,"preview_image":{"aspect_ratio":1.0,"height":720,"width":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":58202509541757,"title":"Berry Red \/ 9 US | 40 EU","option1":"Berry Red","option2":"9 US | 40 EU","option3":null,"sku":null,"requires_shipping":true,"taxable":true,"featured_image":{"id":81151651348861,"product_id":15902536532349,"position":2,"created_at":"2026-05-24T05:18:51-05:00","updated_at":"2026-05-24T05:18:53-05:00","alt":null,"width":720,"height":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933","variant_ids":[58202509410685,58202509443453,58202509476221,58202509508989,58202509541757,58202509574525,58202509607293,58202509640061]},"available":true,"name":"Jessica | Contemporary High Heels - Berry Red \/ 9 US | 40 EU","public_title":"Berry Red \/ 9 US | 40 EU","options":["Berry Red","9 US | 40 EU"],"price":5995,"weight":0,"compare_at_price":20000,"inventory_management":null,"barcode":null,"featured_media":{"alt":null,"id":68794959855997,"position":2,"preview_image":{"aspect_ratio":1.0,"height":720,"width":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":58202509574525,"title":"Berry Red \/ 10 US | 41 EU","option1":"Berry Red","option2":"10 US | 41 EU","option3":null,"sku":null,"requires_shipping":true,"taxable":true,"featured_image":{"id":81151651348861,"product_id":15902536532349,"position":2,"created_at":"2026-05-24T05:18:51-05:00","updated_at":"2026-05-24T05:18:53-05:00","alt":null,"width":720,"height":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933","variant_ids":[58202509410685,58202509443453,58202509476221,58202509508989,58202509541757,58202509574525,58202509607293,58202509640061]},"available":true,"name":"Jessica | Contemporary High Heels - Berry Red \/ 10 US | 41 EU","public_title":"Berry Red \/ 10 US | 41 EU","options":["Berry Red","10 US | 41 EU"],"price":5995,"weight":0,"compare_at_price":20000,"inventory_management":null,"barcode":null,"featured_media":{"alt":null,"id":68794959855997,"position":2,"preview_image":{"aspect_ratio":1.0,"height":720,"width":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":58202509607293,"title":"Berry Red \/ 11 US | 42 EU","option1":"Berry Red","option2":"11 US | 42 EU","option3":null,"sku":null,"requires_shipping":true,"taxable":true,"featured_image":{"id":81151651348861,"product_id":15902536532349,"position":2,"created_at":"2026-05-24T05:18:51-05:00","updated_at":"2026-05-24T05:18:53-05:00","alt":null,"width":720,"height":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933","variant_ids":[58202509410685,58202509443453,58202509476221,58202509508989,58202509541757,58202509574525,58202509607293,58202509640061]},"available":true,"name":"Jessica | Contemporary High Heels - Berry Red \/ 11 US | 42 EU","public_title":"Berry Red \/ 11 US | 42 EU","options":["Berry Red","11 US | 42 EU"],"price":5995,"weight":0,"compare_at_price":20000,"inventory_management":null,"barcode":null,"featured_media":{"alt":null,"id":68794959855997,"position":2,"preview_image":{"aspect_ratio":1.0,"height":720,"width":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":58202509640061,"title":"Berry Red \/ 12 US | 43 EU","option1":"Berry Red","option2":"12 US | 43 EU","option3":null,"sku":null,"requires_shipping":true,"taxable":true,"featured_image":{"id":81151651348861,"product_id":15902536532349,"position":2,"created_at":"2026-05-24T05:18:51-05:00","updated_at":"2026-05-24T05:18:53-05:00","alt":null,"width":720,"height":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933","variant_ids":[58202509410685,58202509443453,58202509476221,58202509508989,58202509541757,58202509574525,58202509607293,58202509640061]},"available":true,"name":"Jessica | Contemporary High Heels - Berry Red \/ 12 US | 43 EU","public_title":"Berry Red \/ 12 US | 43 EU","options":["Berry Red","12 US | 43 EU"],"price":5995,"weight":0,"compare_at_price":20000,"inventory_management":null,"barcode":null,"featured_media":{"alt":null,"id":68794959855997,"position":2,"preview_image":{"aspect_ratio":1.0,"height":720,"width":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}}]

{"id":58202509410685,"title":"Berry Red \/ 5 US | 36 EU","option1":"Berry Red","option2":"5 US | 36 EU","option3":null,"sku":null,"requires_shipping":true,"taxable":true,"featured_image":{"id":81151651348861,"product_id":15902536532349,"position":2,"created_at":"2026-05-24T05:18:51-05:00","updated_at":"2026-05-24T05:18:53-05:00","alt":null,"width":720,"height":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933","variant_ids":[58202509410685,58202509443453,58202509476221,58202509508989,58202509541757,58202509574525,58202509607293,58202509640061]},"available":true,"name":"Jessica | Contemporary High Heels - Berry Red \/ 5 US | 36 EU","public_title":"Berry Red \/ 5 US | 36 EU","options":["Berry Red","5 US | 36 EU"],"price":5995,"weight":0,"compare_at_price":20000,"inventory_management":null,"barcode":null,"featured_media":{"alt":null,"id":68794959855997,"position":2,"preview_image":{"aspect_ratio":1.0,"height":720,"width":720,"src":"\/\/jennifermichelle-toronto.com\/cdn\/shop\/files\/1_1213838d-f1d7-4d5d-b4f2-ef14bff570a4_720x-Photoroom.jpg?v=1779617933"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}}

Add one product and get 15% extra off!

Sale

Madeline - Elegant Cross-Neck Linen Jumpsuit

$200.00 $79.95 Save 60%

Sale

LENA | FLORAL MIDI DRESS

$165.00 $64.95 Save 61%

Sale

Harper | Elegant Wrap Dress

$199.99 $79.95 Save 60%

Sale

Helena | Elegant Comfort Ruffle Dress

$199.99 $79.95 Save 60%

Sale

Rhonda™ | Chic Lace Elegance Dress

$170.00 $79.95 Save 53%

Sale

Cherylann™ Floral Midi Dress

$200.00 $79.95 Save 60%

Sale

Jimena | Relaxed Embroidered Mandarin Collar Midi Dress

$175.00 $69.95 Save 60%

Sale

Manuela | Printed Dress with Ethnic Patchwork

$175.00 $69.95 Save 60%

Sale

Pamela - Long Maxi Dress with Notched Collar and Long Sleeves for Women

$162.00 $64.95 Save 60%

Sale

Elena | Vintage Elegant Maxi Dress

$162.00 from $59.95 Save 63%

Loved by everyone, everywhere. Don't miss out.

<h2>Loved by everyone, everywhere. Don't miss out.</h2>

Everything was packaged so carefully and felt very luxurious.

@Michelledavies

<h2>Loved by everyone, everywhere. Don't miss out.</h2>

You can really feel the love behind this brand.

@hannahrose

<h2>Loved by everyone, everywhere. Don't miss out.</h2>

The clothes are so flattering and comfortable at the same time.

@victoriasky

<h2>Loved by everyone, everywhere. Don't miss out.</h2>

Beautiful boutique with such a cozy and luxurious feeling.

@annabelle

<h2>Loved by everyone, everywhere. Don't miss out.</h2>

My order arrived so quickly and everything looked even better in real life.

@sophielane

<h2>Loved by everyone, everywhere. Don't miss out.</h2>

The quality honestly exceeded my expectations.

@sarahmiles

<h2>Loved by everyone, everywhere. Don't miss out.</h2>

The packaging, the clothing, the service… everything is beautiful.

@oliviajames

A quiet note from us.

Some of our happiest childhood memories were growing up as twin sisters in Toronto — wearing matching sweaters, little dresses, and outfits that made us feel connected. Even back then, fashion was never just about clothing to us. It was about joy, confidence, and how certain pieces could make you feel.

That love slowly grew into Jennifer & Michelle Toronto — a boutique built from shared dreams, hard work, and a passion we’ve carried together our entire lives.

Today, as we celebrate 10 years of our boutique, we feel incredibly grateful for everyone who has supported our small family business along the way.

Thank you for being part of our journey and allowing us to continue sharing the love for fashion that started between two little girls many years ago.

With love,

Jennifer & Michelle 🤍

Frequently asked questions

Yes, we offer Free Premium Shipping + Track & Trace, because we value you as a customer and want to provide you with the best service.

Yes, you can return your order within 30 days of receiving it.

You can track your order by entering your Order Number + Email/Phone Number on the "Track Your Order" page. Once you’ve entered your information and clicked "Track," you will be able to see the status of your order.

You can pay safely and securely with the following payment methods: Credit Card, Visa, Mastercard, Apple Pay, Google Pay, Maestro, and Shop Pay.

Yes, once you've placed your order, a confirmation will be sent to your email inbox. If you don’t see it, feel free to reach out to our customer service team, we’re happy to help you right away.

Email: Info@jennifermichelle-toronto.com

We offer Free Shipping for maximum customer comfort. Your satisfaction is important to us, which is why we offer smooth and free delivery.

Easy Returns

Feel free to contact us. We're ready to help and provide you with the right guidance.

100% Secure Payments

We offer you a variety of secure payment options. Pay easily and enjoy a safe shopping experience.

Jessica | Contemporary High Heels