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date with destiny
A future event, circumstance, or situation that will or could prove to be of momentous significance or importance. Having tried unsuccessfully to appeal his verdict for four years, he now has a date with destiny in front of the US Supreme Court.
flirt with (someone or something)
1. To interact with someone in a way that shows romantic or sexual interest. I think Stacy's boyfriend was flirting with me at the bar. Should I tell her? After flirting with each other for months, Dan and Mary are finally going on a date.
2. To consider something, especially briefly or without earnestness. The business tycoon has flirted with running for public office for many years, but has yet to pursue it. I've been flirting with the idea of moving to Europe lately. I would need to save up a bit more money to make it happen, though.
3. To come very close to some outcome or result, often (though not always) a very bad one. The CEO has been flirting with disaster with her off-the-cuff comments to the press lately. The up-and-coming golf pro has flirted with success over the past few years, but he's yet to manage a major tour victory.
See also: flirt
Farlex Dictionary of Idioms. © 2015 Farlex, Inc, all rights reserved.