Picture the moment a game ends and the two sides separate: one side is up, one side is down. The word points at the side that is down. Then watch how far that pointing finger can travel. Keep it on a match and you have the plain result. Move it to the aftermath of a strike or a price rise, and it lands on whoever ended up with less. Move it onto a whole person and it stops being a result and becomes a judgement, which is where it starts to hurt. Move it onto a thing, and it means the plan or product that was never going to work.
From the word’s history
The evidence packet records loser as Middle English loser, losere, equivalent to lose plus -er. It also notes, with its own hedge, that the contemptible-person use may be an alteration of the older word losel.
來源資料記載 loser 來自中古英語的 loser、losere,構造就是 lose 加上 -er。同一份資料也提到(而且自己用了「或許」兩個字):罵人那個意思有可能是從舊字 losel 變來的。
Wiktionary entry for loser, etymology_text supplied in this evidence packet (source_ref kaikki:3f6f69a190036ae4:774079061:45687)
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