Man, I could go on forever about song associations, although most are random memories rather than personal memories. Here's a few of mine and by the way, the memories are mostly caused by the instrumentals, with a few rare exceptions of lyrics:
1: "The Block Is Hot" by Lil Wayne. I only listen to the instrumental to this, no lyrics, and it always reminds me of Harry Potter for some reason.
2: "2300 Jackson Street" by The Jacksons. This always reminds me of being with my family and friends and reminds me of my stomping grounds, not forgetting where I came from. Actually this song goes neck in neck since the same idea applies to this song.
3: "Slow" by Sammie. For some reason it reminds me of the character Ben Tennyson. If Ben were to sing, I would imagine him having the same falsetto style showcased in this particular song. I don't know what Ben's musical tastes are, but I always picture him listening to a lot of laid-back r&b more than rock music, I don't know why. Maybe it's his personality?
4: "Body" by The Jacksons reminds me of trying out for the 1984 USA basketball team in the Olympics.
5: "1st Of Tha Month" by Bone Thugs-N-Harmony always reminds me of Back To The Future, only it's the current era and Marty and Doc (with their same ages from the original movie intact) time travel back to 1984 or 1985 and screwing up history by bringing new-era products and music to the 80's.
I got many others but your eyes are probably burning looking at my list. lol
I know I may have posted too much but it was just fun to list them down like this.