oh man he is the MAN
hmm i'd say take a day off and head out to Queen St. West and take a look at pretty much every shop there. Be bold and step inside the ones you normally pass on and check out the shops that are "out there" for you. If you stick out like a sore thumb there youre doing the right thing
Just go out and keep looking. I actually enjoy shopping so im heading out to every store i like. Thats one thing.
Now another thing is finding them at a reasonable price :S
Well theres always the clearance section, Winners (sometimes) has some nice stuff, but really its about finding the one that sticks. This summer I managed to find a Bluenotes (like my fav store) where they had their nice t-shirts for $3.50 each and $10 jeans. I bought like 5 or 6 shirts there and 2 jeans

For me, that was the one that sticks
Just keep looking and you'll find it, but start at Queen west (west of Bay St. make sure you keep going even when it looks like the mainstream stores are done, youll know what i mean when you get there)