The phrase "kicking up one's heels" typically conveys a sense of freedom, exuberance, and uninhibited joy. However, there are several antonyms (words that have the opposite meaning) that we can use to express the exact opposite sentiment. These include "sulking," "brooding," "moping," "lamenting," "mourning," "grieving," "dwelling," "despairing," and "agonizing." Instead of "kicking up one's heels," a person who is experiencing any of these emotions would be more likely to "wallow in self-pity," "drown in sorrow," or "sink into depression.