Electric Six "Gay Bar" always makes me laugh as the video for it was very funny
The REM album "Around the Sun" makes me smile as I went to see them on that tour and they were everything I hoped they would be. It was my best day for ages.
Greenday's "Jesus of Suburbia" is one that I like to listen to very loud and sing along to in the car so I smile then.
Crying is a bit more difficult as I can listen to some songs one day and cry then be okay the next time I hear it but "Hurt" by either Nine Inch Nails or Johnny Cash usually brings a lump to the throat.