your first telescope should be a good pair of binoculars. This morning I came across an article on things to look at with those binoculars using Sirius as a reference star. You can find the article at Universe Today. From Sirius you should be able to find two or three Messier Objects even in the city.
Cubs working on their astronomy badge should recall that Sirius is easy to find. It's the very bright star, trailing Orion slightly to the south and east. From Etobicoke we can see down to magnitude 4 on a good night.
And if you want to look at more, there's always the wonders in Orion!