1. Has he ever lived a I-don't-give a damn life before? If so, is he still like that now?<br/><br/>2. Has he ever lived a I-don't-care life before? If so, is he still that way at the moment?<br/><br/>Are these two sentences grammatical and natural to say?<br/><br/>Thank you very much, Teachers<br/><br/>Beopro