I watched too much Anime to know where this is going.

a stick getting high.

Homestuck

A blue puffball with legs.

A girl with purple bangs regrets certain decisions in life.

An answer to a Jeopardy question that is written sloppily

A robot asking for some booze from a guy in a green striped sweater

This guy love shis ice cream.

Wink and double pistols

Orange dot. And words.

A gay guy who is saying "Gosh"

Sad puppy wants a hug