Listed in order of the times the Doctor probably cried.
1. Following the events of Earthshock, featuring the Fifth Doctor, in which Adric is killed.
2. Following the events of Mindwarp, in which the Sixth Doctor is led to believe Peri is dead.
3. Does this one need explaining? Time War, Eighth Doctor.
4. In the TARDIS following the events of Doomsday and parallel to the events of The Runaway Bride.
5. In the events of Last of the Time Lord where the Master dies in the Tenth Doctor's arms.
6. Following the events of The Doctor's Daughter.
7. During The End of Time, part II.
8. After the events of Cold Blood, in which Rory is erased and only the Eleventh Doctor remembers him.