pity smile 

A smile given by someone who feels pity for someone. A condescending type of smile, looking down on someone with pity.

The wealthy woman gave the homeless man a couple of dollars and a pity smile.

pity smile by Samuel Lawrence Charles July 9, 2016

pity smile 

A condescending smile from someone who has a need to elevate themselves as better than someone else who may be suffering. A pity smile is actually self centered, and not truly compassionate nor empathetic.

The woman who walked by the homeless man looked down on him gave the man a pity smile.

pity smile by Samuel Lawrence Charles July 13, 2016

pitysmile 

A condescending smile given to someone that is deemed to be pitiful.

The wealthy woman condescendingly looked down upon a homeless man begging for food, gave him a dollar and a pitysmile.

pitysmile by Samuel Lawrence Charles July 7, 2016