Originally Posted by ecoguy28
I've always been shy romantically and my partner is shy in general, both of which make the situation harder.
We live in a big city (Toronto). Any advice, suggestions or interest?
You can always try to have somebody scout for potential dates for you. It's not half as crazy as it sounds. Take somebody who knows you both (I assume you are looking for a triad?) and ask them to keep their eyes open. Several somebodies work even better.