Sasha seems somewhat prone to being tearjerker material.
Her abusive "father" kicks her out in the cold. On Christmas Eve. A previous Christmas addition (see panel 5) shows us that she still loves him and wants him to be happy - which just makes everything SADDER. Especially since it's the only panel that doesn't contain humor and/or happiness in any form.
Anytime that Sasha refers to her owner as "Daddy", despite how he treats her.
A bit less of one, but Peanut's self-insert/alternate universe comic with Saso. Peanut crying while drawing it doesn't help.