The Strawberry Affair

13/06/2026

If lost, find me here. 🍓

12/06/2026

🍓 Meet Jenn — The Strawberry Behind The Affair 🍓

If you’ve spent more than five minutes with me, you’ll know I’m terrible at picking favourites. But when it comes to our menu, two treats have completely stolen my heart: The Sweet Talker and Mint To Be.

💕 The Sweet Talker is exactly what it sounds like—charming, sweet, and impossible to resist. Packed with fresh strawberries, soft shortcake, and whipped cream, it’s the kind of dessert that knows all the right things to say. It’s the dessert equivalent of a wink across the room: playful, charming, and impossible to forget. After all, every good love story starts with a Sweet Talker.

🌿 Mint To Be is for the hopeless romantics. Fresh strawberries and cool mint might seem like an unexpected match, but together they’re pure chemistry. It’s refreshing, flirty, and proof that sometimes the best love stories are the ones you never saw coming.

I guess that’s why I love them both. One wins you over with charm, the other keeps you intrigued with a little mystery. Together, they perfectly capture what The Strawberry Affair is all about—fresh strawberries, sweet moments, and leaving you wanting just one more bite.

So tell me… are you falling for the Sweet Talker, or was it always Mint To Be? 😉🍓💕🌿✨

12/06/2026

Meet Jess 🍓✨ - the main squeeze

Co-owner, strawberry enthusiast, and firm believer that every day deserves a little dessert.

🍓My Strawberry cup order? The Main Squeeze (she’s iconic for a reason). You can’t beat a classic. Fresh strawberries, your favourite drizzle, and somehow it tastes like summer in every bite.

🍨 My other favourite? Our Fresh-Made Gelato — creamy, dreamy, and made fresh for each event. If you see me walking around with a scoop, no you didn’t. 😉

You’ll usually find me behind the counter, chatting with customers, and sneaking “quality control” bites whenever possible.
Come find us, say hi, and let’s make your day a little sweeter. 💕

10/06/2026

Serving cups, not just looks 🍓😉

22/04/2026

You’re new favourite stop this summer 🍓

22/04/2026

22/04/2026

🍓 Your event just found it’s sweet spot…

The Strawberry Affair is our dessert truck and we’re bringing fresh strawberries, chocolate drizzle, dreamy toppings, small batch gelato, and hand crafted signature “dirty soda” creations to events across Ontario.

It’s fun. It’s elevated. It’s the thing your guests will not stop talking about.

🎡 Catch us at the Millbrook Fair from June 11th- 14th. Come say hi and try us in person!

Now booking:
✨ Weddings
✨ Bridal + Baby Showers
✨ Corporate events
✨ Private parties
✨ Family gatherings

Custom menus + aesthetic details available to match your vibe.

Dates are filling quickly - message us to book yours 💌

Follow along on
instagram:
Website: www.thestrawberryaffair.com

Or contact us at [email protected]

09/04/2026

Our website is officially here!

Explore the menu, the magic, and everything we’ve been dreaming up behind the scenes.

Link in bio.
Your new favourite obsession is just a click away.

08/04/2026

The

08/04/2026

Strawberry