This website is amazing:
20Q: Star Trek
Hours of fun. I mean... if you're a trekkie. Others might want to skip this one. And good luck beating it. I tried Tin Man, Harry Mudd, B-4, and a slew of others bust lost every time. I finally stumped it with Sherwood Forrest, but that was a bit of a cheat, though it did appear in episode Q-Pid.