Trust me I would ask that same question every time somebody says that
Every time you hear someone say YOLO it either means they will be doing something really dangerous or really stupid which really begs the question why they would even say it beforehand but due to that I think it is safe to assume YOLO really means Your Own Life Originality
Jump off a cliff "YOLO". It makes no sense. Yeah, "You Only Live Once", so why jump off a cliff and probably die? Its a weird expression. (Lucian not talking about you your name is cool)
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Every time you hear someone say YOLO it either means they will be doing something really dangerous or really stupid which really begs the question why they would even say it beforehand but due to that I think it is safe to assume YOLO really means Your Own Life Originality