I sort of know where the game will prevent you from progressing, but I just don't know how to put it in words properly. Since I don't have RR installed on my laptop (nor do I have the game DVD with me), you'll have to wait a week or so until I go back home for a few days.
EDIT: Got the point where it'll glitch on you.
Spoiler for Open to see:
After completing the "Verbana Academy" memory, 2 more memories will appear for you to complete ("ありがとう", and "その名は『KKK』"). If you were to tackle the KKK one first, you'll do fine until you get to the first Really? scene (the one outside the school gates). You won't be able to repair the scene since you don't have the card you need. If you were to back down, you'll be able to continue anyway. Proceed to the shopping district. After a while the KKK will show up again. Rin and Kaede will run away from the groupie. You'll be kicked back to the map. Try clicking the next available option (Streets in the neighborhood). After a minute, you'll be kicked out again, and nothing changes. Since you didn't complete the Really scene in front of the school and can no longer do so, your desired location (In front of the train station) will not be available, forcing you to switch to the "ありがとう" memory. In the "ありがとう" memory, you'll be given the card you needed to repair the first Really? scene in "その名は『KKK』" (You can't do that anymore). However, there's a point here where you'll be kicked back to the map. Try clicking on your sole available location in the shopping district again. Notice that it merely replays the last minute of your previous attempt, every single time you enter. You can't progress here, and you can't progress in the other memory. Therefore you're now stuck.