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Portraits on Toronto's Forbidden Rooftops

Posted by Jonathan Castellino / April 30, 2010

rooftopping TorontoMy penchant for rooftopping in Toronto has always come from my great love of photography. The mission is to capture unique angles of the familiar, and to make the city refreshing once again. Those familiar with my work (here and elsewhere) are no stranger to images of sweeping city-scapes, taken from all manner of unfinished condos and abandonments. I rarely make those who journey with me the subject of my rooftop photography, however, and so I thought I might give it a try.

I decided to assemble a series of images depicting the wonderful people who join me on my esoteric adventures. As the images show, many of these folks are amateur photographers like myself. Observing the etymology of the word amateur is of note here, as it is derived from the word for "love." The passion these individuals have for their hobby is most certainly rooted in this form of love. We push each other to climb higher, to go farther, and to reveal urban beauty using the often neglected roof space in our towering city.

The individuals, as it turns out, are as unique as the hobby itself. You may recognize a few of them from my portrait series on this site a few weeks back...

rooftopping Torontorooftopping Torontorooftopping TorontoSadly, some of the more beautiful rooftops have been lost to redevelopment, such as at the Don Valley Brickworks pictured below...

rooftopping TorontoThat being said, there is hardly a shortage of new rooftopping opportunities sprouting up around the core...

rooftopping Torontorooftopping Torontorooftopping Torontorooftopping TorontoEven so, my favourite elevations are those of a particular vintage, such as the roofs of Toronto's older hotels...
rooftopping Toronto

rooftopping Torontorooftopping Torontorooftopping Toronto
I suppose that if there is a message in these images, it is one of levity. Urban exploration is often seen in the narrow light of the exploration of abandoned buildings. I tend to see this rather myopic preconception about the practice as a barrier to those trying to understand the motives of the urban explorer.

While the aesthetics of urban decay interest me the most within the hobby, I am always intrigued by the ability of elevation to change my perspective about the way Toronto flows architecturally -- especially when I'm up there with a few equally passionate friends.

After all...

"The struggle itself toward the heights is enough to fill a man's heart"
(Albert Camus).

(To see the rest of the portrait series, as well as high-res. versions of the images above, you can check out my flickr slide-show below.)

Discussion

28 Comments

Chino / April 30, 2010 at 10:44 am
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awesome.
Langford / April 30, 2010 at 10:45 am
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The ones toward the top are stunning.
Jo Ferguson / April 30, 2010 at 11:22 am
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Love the majesty of high angle architectural shots...Thanks

I just thought of something !

How's this for a unique new angle for you and your friends? How about documenting the new "Green Roof" installations that were recently mandated by the city...great way to get in on the top floor of new developments, and there would surely by a good PR angle there for you to offer the Propert Managers Developers!

Here's my view on the subject, and some of it's proposed benefits...

http://environauts.wordpress.com/2010/01/27/creeping-green/


Thanks again for the gorgeous pics ;-)
Jo
tomms / April 30, 2010 at 11:34 am
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a bunch of amateurs
Jonathan / April 30, 2010 at 11:40 am
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Thanks guys!

Jo: I've actually considered that, great suggestion. There are a few really nice ones already out there (one on Ryerson campus).

Tomms: haha. "I'm gonna make you famous"

jonathan@blogTO
Rob / April 30, 2010 at 11:47 am
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I assume you aren't really given permission to go on these roofs? So, any interesting stories or advice on how to get to your destination?
J / April 30, 2010 at 12:39 pm
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Wow. Nice shots - especially because most of them are giving me the fear of heights jitters.
Don / April 30, 2010 at 12:57 pm
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Great shots once again (I'll take the sepia #7 as my fav).

One note - the sight of a butt in your hand makes me think of the recent rooftop fire... be careful up there!
Jonathan / April 30, 2010 at 01:11 pm
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Don -- that's a great point, and I assure that I am always very careful -- more so when smoking : )

jonathan@blogTO
Matthew Gray / April 30, 2010 at 01:12 pm
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Yeah, I'm kinda dying to know how you guys weasel your way up there?
Syncros / April 30, 2010 at 01:40 pm
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great set of images here, Jonathan. The 2nd image from the top is especially sublime.
loper / April 30, 2010 at 02:03 pm
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wow, hipsters on rooftops. how emo. show us the landscapes. loose the people dude, we already know you're cool and probably hang out with lots o cool peeps with tattoos.
Khristopher / April 30, 2010 at 02:15 pm
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If you don't have permission to be up there, then you are trespassing. I don't really think that's so cool at all.
Jonathan / April 30, 2010 at 02:17 pm
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loper: Hehe. I usually do stick to the landscapes, so I felt a little switch-up would be fun. I occasionally get e-mails inquiring about the people I explore with, so thought I would address that aspect in this photo-essay, as well as it's first part several weeks ago : )

jonathan@blogTO
Mike W replying to a comment from loper / April 30, 2010 at 02:58 pm
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Since you're new to the site you may be surprised to learn there's a who series of articles on BlogTo by Jonathan documenting exactly what you seem to be asking for.

Jonathan: great article, a meta-piece is always interesting.
Jen Tse replying to a comment from tomms / April 30, 2010 at 03:16 pm
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Yeah Jono who's that dork in the baseball cap? Wtf, way too many pictures of him.
ChrisToronto / April 30, 2010 at 04:13 pm
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Wow, some of those shots are making me dizzy.
Gordon / April 30, 2010 at 07:52 pm
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I like this series. I take pictures myself from the rooftops where I work. In regards to the legalities of going up to the rooftops of our fair city, have you ever tried asking? I believe that's what many of THESE photographers do, do.

Also, as I'm a Security guard, I love photography so I'll even escort you to the top of the building, and make sure you're safe. Just remember it doesn't hurt to ask.
Some roofs have gardens and access areas.
I am fairly lenient with uploading to flickr though, as I bought into photobucket... Argh. Now I have years worth of photos to upload, and limited time. Who'd have thought Flickr would have been more popular.
http://smg.photobucket.com/albums/v55/masteractor/
www.twitter.com/masteractor
Brent the good / April 30, 2010 at 09:58 pm
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I've been up on some of those roofs, good to see a fellow rooftopper keeping the faith. Now its time to delve into torontos hidden underworld
OhNo! replying to a comment from Khristopher / May 1, 2010 at 12:12 am
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Oh no, trespassing! The worstest crime in the whole world, that harms people with all its picture taking and enjoyment!
Eric S. Smith / May 1, 2010 at 07:25 pm
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I'd say that some of these photos sort of remind me of <a href="http://www.jonathanrosenbaum.com/wp-content/uploads/2009/11/wings-of-desire1.jpg";>a shot from <i>Wings of Desire</i></a>, but that'd probably just provoke more incoherent rambling about presumedly artsy emo cool kids who think they're so great but they're not.
Robin / May 6, 2010 at 06:46 pm
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Beautiful pictures... I have always wanted to buy an SLR and do this sort of thing. Gorgeous.
Mikel / October 17, 2010 at 08:01 pm
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Hi, I was wondering where these rooftops are (the first photo)and are their security involved, Ive just moved here from Ottawa and I want to get better shots of the city with my Nikon. These pictures are amazing
dasha replying to a comment from Gordon / October 25, 2010 at 09:21 am
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What building do you work at?
Fer / May 28, 2011 at 03:50 pm
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where are these taken? and is it still accessible?
Bowen / September 1, 2011 at 10:52 pm
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Where are these rooftops located and is it still possible to go on the roof?
greg / October 25, 2011 at 10:05 am
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Hey, question- How do i find any of these roofs? i just moved to toronto and i have not been able to access any rooftops, PLEASE hook me up,
thanks, awesome pics,
Michael replying to a comment from Gordon / January 6, 2012 at 06:05 am
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I know I'm bumping a really old topic, but what if someone falls off of that roof? Wouldn't you be liable the same way as if you are liable if someone slips on an icy sidewalk?

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