Graffiti Alley is still an interesting place to explore. Unlike some street art locations that have succumbed to the scrawls and tags of the less well-intentioned, good art and ideas can still be found here. At present, adding to the eclectic nature of the graffiti in Graffiti Alley are a few interesting portraits done on half skateboards (or at least on wood in the shape of a skateboard). Most are screwed onto wooden utility poles. This post was from January 2025 – a year later I found some skateboards that either I had missed the first time, or they had been added later. I also found that some of the originals had been defaced. I have mixed the two sets of photos into this post.
below: One on natural wood colour and the other in vibrant red. The sticker says Positive Creations. This is the 2025 version.
below: Photo taken in 2026
below: 2025, pink and blue women
below: A man with a mustache that looks a bit like Freddie Mercury
below: Three on the same pole in Graffiti Alley – A red person with shaggy hair and light blue glasses as well someone with very long orange hair.
below: At the bottom, a quizzical look on a pink face.
below: From 2026 (as are the rest of the images)
below: Old Joy is also a 2026 addition.
below: These may have been included in the above images from 2025 but they have been defaced so much that I am not sure. The top one looks like it might have been a multi-legged creepy crawly thing with pincers in front.
It’s possible that there are more…. Also, if anyone has any idea as to who has painted these, please let me know!
as I walk Toronto 