Took him 20 guesses for "engine". He said transmission on 11, "close", and took a further 9 to guess engine. Wanker.
Then i picked "Sail". He asked if it was a sailboat on 20. Close, again.
29: "i'm thinking its a baseball base"
What that has to do with sailboats i have yet to figure out.
Sail did appear along with the options at 30, though.
I like this more than i expected. Not shabby work.
He didn't guess pocket knife. I win.