"Mit dem ist nicht gut Kirschen essen" literally translates as "you can't eat cherries easily with him/her [that person]." What it connotes is that it's not easy getting along with a particular person, and that things can be messy.

It's an insult if you don't know the person well or say it with a harsh tone of voice: calling someone a "plum" or "prune." It implies that even if there isn't much risk involved, that person lacks the confidence to attempt something. We might say in English: "silly goat!" Or among friends, especially young people, jokingly saying: "You loser! " — meaning you've done something stupid.

While the recommendation in English is to avoid comparing apples with oranges, in German, the saying is "mixing up apples with pears." They're all fruit, but they still shouldn't be confused. In everyday life, it can be frustrating when others do this and hold it against you.

Not the most pleasant of prospects: having to "bite into the sour apple." It means you have to just deal with an unpleasant situation, do something even if you don't like it, since it has to be done. You grin and bear it.

It's such a visual expression: "squeezing someone out like lemon." It means to take advantage of someone, exploit them, pump them for information or shake them down.

It's the same as in English: "The apple doesn't fall far from the tree." Of course, it implies that a child takes after a parent, has similar temperament, talent or qualities. In other words: "like mother, like daughter; like father, like son."