Pronunciation: [kˈiːp sˈʌmwɒn ɡˈɛsɪŋ] (IPA) 
The phrase "keep someone guessing" is spelled using the standard English alphabet. The word "keep" is spelled with a silent <e> and a hard <k> sound, while "someone" is pronounced with a long <o> and a nasal <n> sound. "Guessing" is spelled with a double <s> to indicate that the <g> should be pronounced with a soft <j> sound. In IPA phonetic transcription, the phrase is /kiːp ˈsʌmwʌn ˈɡɛsɪŋ/.
To "keep someone guessing" is an idiomatic phrase that refers to deliberately causing uncertainty or confusion in another person's mind. It suggests the act of intentionally withholding information, actions, or intentions in order to create a sense of mystery or unpredictability. This expression commonly implies a desire to maintain control or power over others by keeping them in a state of puzzlement or indecision.
When someone keeps another person guessing, they purposefully refrain from revealing their true thoughts, emotions, or intentions. This behavior can manifest in various contexts, such as relationships, games, negotiations, or competitions. By doing so, individuals who "keep someone guessing" aim to maintain an advantageous position by preventing their counterparts from accurately anticipating their next move.
This phrase is often associated with situations that involve intrigue, manipulation, or strategy. It can be observed in personal relationships where one party deliberately acts in an unpredictable manner to keep their partner unsure or off balance. Similarly, in competitive environments, individuals may employ this tactic to increase their chances of success by maintaining an element of surprise.
Ultimately, "keeping someone guessing" involves intentionally creating and preserving an atmosphere of uncertainty, making it difficult for others to predict or comprehend one's true intentions or actions.
