Historical background
Some history on "making a pass"
: : Although I did not find this usage in the OED (probably through oversight), I believe that "take a pass at something," or "make a pass at something," can be used to mean make an effort, give it a try.
: : This would be consonant with the use of "pass" in fencing, meaning "make a lunge or thrust." The OED gives as examples:
: : 1604 SHAKESPEARE Haml. V. ii. 126 In a dozen passes betweene your selfe and him, hee shall not exceede you three hits. a1616 SHAKESPEARE Merry W. (1623) II. i. 211 In these times you stand on distance: your Passes, Stoccado's, and I know not what.
: : In U.S. slang the entire phrase, "make a pass at someone," has two separate meanings. The first is to attack. In the words of the OED,
: : "A threat of violence; an attempt to hit someone. Chiefly in to make a pass at.
: : 1900 'J. FLYNT' & 'F. WALTON' Powers that Prey 156 It's time 't you get your graft in elsewhere. I ain't makin' no passes at you nor nothin', but if you sprint, you can catch that seven-thirty this evenin'. 1908 in G. H. Fleming Unforgettable Season (1982) 57 McGann..made a vicious pass at the Giants' manager. 1935 D. LAMSON We who are about to Die xi. 187 'Why you lyin' so-an'-so,' he says... An' he makes a pass at me. 1973 Playboy Jan. 240 'I could kill you, you know.' 'I don't know any such ****in' thing... You ever made a pass at me, well, you better make a good one is all.'
: : The OED also uses the version associated with what we may call rude courtship, which became literary with Dorothy Parker:
: : "b. colloq. (orig. U.S.). An amorous or sexual advance. Also fig. Chiefly in to make a pass at.
: : 1925 D. PARKER in World (N.Y.) 16 Aug. 3E/1 News Item... Men seldom make passes At girls who wear glasses...."
: : I think I see the connections that made this use possible, once you accept that a lunge and an effort have been encompassed by this word for a long time.
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