Dorothy May Photography

Dorothy May Photography Hi! My name is Dorothy and I specialize in engagement, family, and newborn photography. I am based out of Hamilton, Ontario.

I love natural light, lifestyle photography, and the unposed.

Is it giving og Instagram or ?
05/07/2025

Is it giving og Instagram or ?

A little bit of flash, film and a whole lot of fun with crew at
05/03/2025

A little bit of flash, film and a whole lot of fun with crew at

In my nearly 15 years of living in downtown Hamilton, I don’t think I’ve ever had so many people stop to talk — but hone...
04/29/2025

In my nearly 15 years of living in downtown Hamilton, I don’t think I’ve ever had so many people stop to talk — but honestly, people love a couple in love just as much as they love a puppy. And these two? Definitely just as cute. Maybe that’s why they call it puppy love.

A term born from the way early love rushes in — soft, unfiltered, and full of wonder — like a puppy tumbling into your lap. It’s the kind of love that makes strangers smile as they pass, because something about it feels joyful, energetic, timeless, and impossible not to notice.
To R and A!

This quick session was set up by .realestate — a gifted “home mini” offered to clients to celebrate a sale or move. In t...
04/28/2025

This quick session was set up by .realestate — a gifted “home mini” offered to clients to celebrate a sale or move. In this case, it was used to showcase a beautiful at-home studio space.

Moving is one of the top ten causes of grief, which inspired these thoughtful house mini sessions by realtor : .realestate. I might need to start a hashtag or something called dogsintheway.

Moving marks an exciting new chapter, filled with anticipation and the promise of new memories. A photography session captures the emotions of this transition — from the nostalgia of leaving a familiar space to the excitement of a fresh start — creating a lasting keepsake of hopes, dreams, and the memories yet to come.

Right before this, I saw a TikTok saying that if you “baby” a dog before having kids, you end up with a dog that has wei...
04/27/2025

Right before this, I saw a TikTok saying that if you “baby” a dog before having kids, you end up with a dog that has weird needs — and you might end up resenting them once you have a child.
But then I met this 2-year-old Bernese pup, and honestly, it completely proved that TikTok wrong.
(Also, somehow this dog kept reminding me of Nana from Peter Pan — even though I just learned Nana was actually a Newfoundland!)
Anyway, my mission was to get as many photos with the dog as possible… and it did not disappoint.

Let me be absolutely clear — I did not walk into their home, gasp dramatically, and start planning my life there… except...
04/23/2025

Let me be absolutely clear — I did not walk into their home, gasp dramatically, and start planning my life there… except maybe in my head… and only for like 30 seconds (okay, 45).

From 2018 to 2025, it feels like living inside a personal archive of memories and a good times it’s been!
04/22/2025

From 2018 to 2025, it feels like living inside a personal archive of memories and a good times it’s been!

I still really love this session — we just wandered around their neighbourhood, keeping things super relaxed. We used th...
04/21/2025

I still really love this session — we just wandered around their neighbourhood, keeping things super relaxed. We used the natural landscape: blooming rose bushes, garage-lined alleys, and iconic Hamilton homes, all while waving at buses and stopping to smell flowers. Midway through, it started to rain, so we took a little break and drove back to their place — every parent knows that car-seat chaos all too well hence the photo of the mini “vacation” (aka your kids in the actual car seat) . The rest of the shoot was filled with the best kid pastimes: snacks and bubbles.

If .studio asks you to do a job, just say yes — it’s always a good time. Highlight of this shoot? A 20-minute deep dive ...
04/18/2025

If .studio asks you to do a job, just say yes — it’s always a good time. Highlight of this shoot? A 20-minute deep dive into flossing, until I finally said, “This is the most 30-something convo I’ve had in a while.” If you haven’t checked out you should do that this coming weekend

Golden hour? Let’s just do portraits in the dark
04/15/2025

Golden hour? Let’s just do portraits in the dark

I love bringing the Olympus to weddings because no matter what’s happening, the photos always have a vibe. Even though i...
04/07/2025

I love bringing the Olympus to weddings because no matter what’s happening, the photos always have a vibe. Even though it costs me more to shoot with it, something about it makes my brain switch into “real moments only” mode. It pulls me out of thinking about posing—except for the occasional “stop, look at me” moment here and there.

I have a bunch of back yard weddings this year and I’m truly can’t wait
04/06/2025

I have a bunch of back yard weddings this year and I’m truly can’t wait

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Hamilton, ON

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