I don't think the tarot can "screw" with you. If you ask WAY too many times, some sassy decks just either gives you a nonsense answer or an opposite answer.
However, if you repeat the question the second time, phrase it slightly differently, use a different spread, just want to get more information, I say go for it. It helps me see the points I'm missing sometimes. Another method is to try different deck for the same question, it can offer some visual clues that might trigger your understanding of the answers. If none of these two methods work, I usually ponder on the answer I got and wait it out. Sometimes, I have the "aha" moment, sometimes, in a few days, I feel more connected and can give it another try.
I regard my tarot decks as my friendly companions, they have their own quirks but they understand me and in some way conform to my way, they're not here to harm me or "screw" me.
Last resort is to get a tarot reading from someone else. If it's a matter that overwhelms me with emotions and I can't calm myself enough to see things, I might as well get a reading from someone else.