cry someone a river

Probably from the song Cry Me a River (1953).^[1]

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cry someone a river (third-person singular simple present cries someone a river, present participle crying someone a river, simple past and past participle cried someone a river)

1. (idiomatic, often sarcastic) To weep profusely or excessively in the presence of another person.
   • 2008 March 4, Michele Hanson, “I cry over anything lately”, in The Guardian‎^[1]:

     It is rather shaming to be quite so wet over nothing in particular, but at least Fielding does it too. He cries gallons over slow-motion bits at the ends of films, especially Gladiator, and begins to worship Roman values, then Italian footballers kissing in slo-mo to the strains of Nessun Dorma. Sniffle, sniffle. And QPR being relegated in 1996. He can cry you a river over that one, and over a darling little clump of daffodils growing by the traffic island.

2. (idiomatic, usually sarcastic, by extension) To try to obtain the sympathy of another person by complaining or sniveling.
   • 1968 October 3, A. B. Geraci, “Letter to Editor: PAT Should End Its Free Passes”, in Pittsburgh Post-Gazette, retrieved 20 Oct. 2008, page 16:

     Port Authority Transit should cry me a river. Before raising fares it should cut an unnecessary expense.