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Je préfèrerais souffrir plutôt que de ne rien ressentir du tout.

Je préférerais souffrir que n'éprouver rien du tout.

I hope you aren't planning on getting a tattoo of that. It would be like wearing a "kick me" sign on your back.

I am a native francophone et it is excellent French. Lupus translation sounds more like a proverb and though ok sounds less like you are conversation so keep it this way or take Lupus version if you want more of a proverb like.

Take away the "je suppose que"

It makes sense to me! I'm not fluent, but I got the message! Seems like listening to "need you now"?? ;-)