Think of a person, place or thing that appeared in any Star Trek series or movie. The game will then ask you 20 questions, trying to guess the answer.
I stumped it with Charlene Masters and Tonia Barrows. It argued with me about Tonia, but it asked me if the character I was thinking of wore a red shirt, and technically Tonia wears a red dress, so I said no.
(When I'm writing fic, I like to incorporate some of the actual Enterprise crewmembers if they fit in with the storyline instead of just inventing new crewpeople. I had Tonia in a cameo role in one story, and Charlene might be in another.)