press (one's) luck

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press (one's) luck

1. To risk losing the success or fortune one has garnered thus far by brashly or overconfidently seeking more. I've had some good winnings at blackjack, but I don't think I should press my luck any further.
2. To try to gain some additional benefit or advantage after one has already been granted or awarded something. Usually used in negative constructions as an imperative. If Mom is letting you stay out till midnight on Friday, don't press your luck and ask for a later curfew on Saturday, too. A: "Thank you for the raise. I was wondering if you might also consider expanding my benefits, too." B: "Don't press your luck."
See also: luck, press
Farlex Dictionary of Idioms. © 2015 Farlex, Inc, all rights reserved.

press

/push (one's) luck
To risk one's good fortune, often by acting overconfidently.
American Heritage® Dictionary of the English Language, Fifth Edition. Copyright © 2016 by Houghton Mifflin Harcourt Publishing Company. Published by Houghton Mifflin Harcourt Publishing Company. All rights reserved.
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References in periodicals archive ?
Turns out I did press my luck! As we arrived back home via Air-France, and from between all our five baggage pieces, the most important and heaviest bag with a month's shopping did not make it.
Not to press my luck, but I'm hoping if I ask you nicely, you'll all pitch in to help me with a project.
"Better get back as Big Guy said he stretched a point to let me in the first time, so I had better not press my luck. I'll probably be seeing you (some sooner than you think).
Although I haven't had any knee problems yet I don't want to press my luck.