Gon:
It was another day at whale island were the two of you are in the forest. You both are jumping on trees (naruto style), you both are having a race to see who can get to the house first, this time it was a tie. "I can't believe it was a tie" you pout as you sit on the front stairs of the house. "Hehe...its ok" gon said sitting beside you. An awkward silence was born between the two of you (don't think like that), you were getting uncomfortable with the awkwardness so you spoke something   somewhat stupid. "Hey gon?" "Hn what is it?" "Can your hair go down?"you ask feeling a little dumb, "what do you mean? Of course it can! Well only if its wet, i think...why do you ask?" "Well its because it barely goes down, like it only goes down when the eclipse happens or something." He didnt say anything after that. There was another awkward silence. Between you two. "W-we should probably go inside" you stuttered, "un!".

Killua:
You two are just walking in the forest when suddenly you ask a stupid question. "Killua?" "Hn?"he replied with his hands at the back of his head and closed eyes, "are you secretly an old man that acts like a 12 year old?" You said stupidly while smirking. His eyes shot open and gis arm fell to his sides,"WHAT DO YOU EVEN MEAN BY THAT?! OF COURSE NOT!" he shouted at you with a red face from being embarrassed, "yeah yeah old man say watcha want" you said teasingly. He knew that there was no point of arguing with you so he just stay quiet, but the awkward silence was killing you both but none of you spoke. The day went like this 'small talk-awkward scilence-small talk-awkward silence'.

Kurapika:
Nothing really serious happend. You both were just called to the leader's office. While you both were alone with silence until you broke it (the poor silence T-T) "kurapika, i was wondering..."
"what?"
"are you a boy or a girl?!" You said bluntly
"EH?! A BOY!" He said embarassed
"Oh ok!"
For the rest of the walk to the office (wut?) You two haf an awkward silence. -_-

Hisoka:
In the first phase of the hunter exam. You both were running (at this point you already met the gang) not saying a single word until...."hey hisoka"
"Hn?~"
"Are you a joker? Do you perform in a  circus?" The people who heard you say that backed away, scared that they might (get raped 0-0) die.
"Hehehe~ the world may never know~" hisoka said running past you, leaving you in an awkward silence.

I'll do illumeh and chocolate later -_-