try it on

Verb

try it on (third-person singular simple present tries it on, present participle trying it on, simple past and past participle tried it on)

1. (colloquial, idiomatic) To test someone to see how much bad behaviour they will tolerate; to try to deceive someone to see how gullible they are.
   • “Come, come,” said James, putting his hand to his nose and winking at his cousin with a pair of vinous eyes, “no jokes, old boy; no trying it on on me. You want to trot me out, but it’s no go. In vino veritas, old boy […]”1847 January – 1848 July, William Makepeace Thackeray, Vanity Fair […], London: Bradbury and Evans […], published 1848, →OCLC
   • “We must not submit,” said Mr. Eager. “I knew he was trying it on. He is treating us as if we were a party of Cook’s tourists.”1908, E. M. Forster, A Room with a View, London: Edward Arnold, Part 1, Chapter 6, p. 95
2. (colloquial, idiomatic) To try to start a sexual relationship (with someone).
   • “[…] Tell her I’ll be outside the house from eleven o’clock onwards. Tell her to leave the morning-room window open and to switch on the light in her bedroom when it’s safe for me to come in.”
     “She won’t believe me if I go and tell her that,” I said. “No girl would. She’d think I was trying it on.”1926, Nevil Shute, chapter 1, in Marazan, London: Cassell
   • No, this was only a young man trying it on with a girl, in that light, undergraduate way in which this kind could snap back.1969, Hortense Calisher, chapter 11, in The New Yorkers, Boston: Little, Brown, page 319