I went into the LCBO at Dupont near Bathurst - as I walked towards the door a guy said "Can you spare some change, I haven't had lunch". So I say "No cash - I'm paying with debit" (true). I make my purchases and get a free airplane-size vodka bottle attached to the full size bottle I'm buying (which wasn't vodka). Some promotion. Don't want this mini vodka bottle - don't drink vodka. So as I leave the guy asks me again for change. I say "Here, you can have this vodka instead" and snap it off and hand it to him. He gets a big smile on his face and says "Thanks - actually that's exactly what I really wanted the change to buy - vodka". He then opens it and swigs back the mini-bottle in one shot. Obviously he wants drink - why else would he be asking for money outside an LCBO store? After I walk off he throws away the empty bottle and go back to asking for change to buy 'food'. Now he was smiling and polte, not in my face or rude, so I didn't have an issue with him. However, guys who get in my face on the street by walking alongside me or who come up to my car at lights I have no patience with and they don't get anything. The guy at the intersection of Rosedale Valley Rd and Bayview Ave for instance who walks up to all the cars and staries in the window really bugs me.
Only other time I gave anything to a bum was at 2 days before Christmas this bum guy knocks on my door at 1pm in the afternoon. I open it and he says "Merry Christmas Sir - alms for the poor?" I think 'alms for the poor? WTF is this a 19th century Charles Dickens story and am I in London now? I say "I only give to door to door carolers". So he clears his throat and starts to sing a bit of Jingle Bells. I couldn't believe it. When he finishes he does a little bow and holds out his hand. So I gave him a Loblaws Christmas cake that I had three of for a party I was having later. He took it, thanked me, and walked off down the street with it tucked under his arm. Never saw him again. I still tell this story at office parties- bums going door to door in residential areas calling out "alms for the poor" .