It seems that I've found a solution to my own problem...
In hopes that the forum might be a more helpful resource to those "Sliders" out there, here are the steps taken to fix this problem of mine...
Contacts > My Contact Card > Menu > Edit > *CLICK THE PICTURE AT THE TOP LEFT* (why in the world this never worked for me, I'll never know) > then select the photo source. Good to go!
Thanks to Coolblue272 here
http://tmobileg2forum.com/htc-droid-eris/62683-changing-photo-my-contact-card.html for unknowingly helping me...