me when I...
250

me when I'm a clumsy waiter at a Mexican restaurant

What is spill the beans?

500

me when the next guy has to sip his drink straight from the glass

What is the last straw?

750

me when I'm not sure if this ammunition is real or cake

What is bite the bullet?

1000

me when I'm a very talented piano player with no access to sheet music

What is play it by ear?

1250

me when I'm a dog with terrible spatial awareness

What is barking up the wrong tree?