Deep Fried Ice Cream in Toronto
AFAIK, Hernando's Hideaway also does have a pretty good deep fried icecream. I've only been to the one at Front and Church, so I'm not sure if the Wellesley location has any (although I dont know why they wouldnt). Sometimes the icecream is a little too cold though (hard in the center, and gives you brain freeze).
Hope that helps.