The guys act very flirty, and everything is awkward in French!
Damn. Also, do NOT wear HEELS or boots to walk on ST. Catherine! They have these very hard little snow pebbles that you can't avoid! And for some reason, the people don't really dress stylish, I felt very overdressed and stylish,that we stood out. Oh, the drinks were watered down big time! I needed 4 or 5 shots in my drink to make it be "alchohic". But you can go there and drink at 18! No ID checking really. Don't go to party on week days, some days don't have clubs nights.
Rue St. Catherine is the busiest thoroughfare in downtown Montreal and its lined with some great shops and restaurants and even churches. However, you'll also notice some other establishments offering a seedier sort of entertainment.
CASINO! :) It's definitively the place where you risk the more to loose money... a way more than in the subway or by walking alone during the night! I think that Montreal is really a safe place in general...