drop someone in it

drop someone in it (third-person singular simple present drops someone in it, present participle dropping someone in it, simple past and past participle dropped someone in it)

1. To put someone in a difficult situation.
   • 2001, William F. Gray, The Villain, →ISBN, page 256:

     The poor bastard's in the shit with the syndicate in London. They want thirty grand from him. He's right on the floor at the moment. Seeing that we dropped him in it, yeah and don't forget he doesn't know it was us who had him over.

   • 2013, Robert Goddard, The Ways of the World, →ISBN, page 142:

     Not so fast. I need to be sure you don't drop me in it.

   • 2016, Laurence Fearnley, The Quiet Spectacular, →ISBN, page 99:

     You weren't really worried, were you? You know I wouldn't drop you in it.

2. Used other than figuratively or idiomatically: see drop,‎ in.