So, on the pictures...
3 Wendel Clark signed cards and 2 Future Shop promo plastic hockey sticks...
Don Cherry bobblehead... autographed on the platform.
Don Cherry autographed his book at a book signing at Costco
Andrea Bargnani signed promo card at a Rogers company event
Mary Pierce signed the program book after winning doubles champion at du Maurier Open (now known was Rogers Cup).
Renee O'Conner and Hudson Leick signed action figures at Sci-fi Expo in Toronto
Cherie Piper signed NWHL hockey card... went to the same high school and played with her
In grade 4, we wrote letters to celebrities... and I wrote to Ed O'Neil and got a signed picture in return.
Guy Lafleur
Steve Sullivan
Played in a hockey tournament and Marcel Dionne was the guest of honour. Also won a Leafs swag bag in the silent auction and it contained Nikolai Kulemin autograph

I recently won a JP Arencibia autograph rookie card on Twitter thanks to Topps!