I feel uncomfortable when someone asks me to describe someone else - especially when the person is known to both because there is a very fine line over to gossip. I don't like speaking of known people when they aren't present. I usually try to zero in on the purpose of it and answer that specific question with as positive an answer as is truthful.
It might make for an interesting endeavor to actually just try to describe someone. I can try to translate my literal mind here to represent my impressions of people, and there is more feeling of openness to do it here where the described people are unknown.
"Pale blue and light like the sky, but with inexplicable strikes of lightening that burn. There is a peaceful calm on the surface, but an undercurrent of anger that seeps through roughly. There is a feeling of openness to possibility, but a choking constriction of control. I feel deep, turbulant anxiety that I'm obligated to dismiss, but it persists. Words and intentions dart around quickly like shadows from an ever shifting spotlight. There is connection and not connection, mystery and sadness, and finally a need to exit."
"Piercing eyes in a mellow frame of dark purple. Conscientious focus, ordered, negotiated, but never resolved. Flying past and looking aside, frustration with absurdity, but striving, soaring always towards peace. Disappointment, unending repetition, structures fallen and built again. A dull ache that never ends, and why? What is amiss? Having tried and tried."
"Cool and composed like a china doll looking for a new direction. Sweetly adorned, empty, alone, disappointed and bored. Strategist of sensation with ease to determine a new source of excitement. Easier done than said."