You'll Be in My Heart by Phil Collins. Reminds me of my sister and sometimes, I just need to keep crying to feel better.
When I want to stop crying, I play Born This Way by Lady Gaga. In general, the reasons for my being upset is the fact that I'm made fun of due to my sexual orientation, so it helps perk me up.
I also randomly play Step by Step, Tonight and You Got the Right Stuff by New Kids on the Block. I don't know why. I just do. It makes me feel better.
Missing <3 Whenever im sad, i play this song. It helps me realize im not alone. Man, this song never fails to make me cry but its the one of the best songs ive ever heard <3