My Dream Interpretation

by myjellybean
To dream of disappointment reflects real-life experiences of being continually disappointed. Such dreams often reflect repressed disappointments accumulated over a period of time. You dream serves as an emotional outlet which can provide some relief from this stress.

The Complete Guide to Interpreting Your Dreams

by Stearn Robinson - Tom Corbett
A real contrary one.

The dreamer is assured of success in the precise matter of the dreamed disappointment

The Complete Dream Book

by Gillian Holloway
The opposite may be expected if you dream of being disappointed in some project in which you are engaged.