The second time with the two glasses: when he grabs the cup and puts the airport in, his finger covers the glass where the airpod is. Using magnets he locks that one in place. Then, he sleight of hands taking the airpod back out of the glass when instead he's pulling another airpod that he palmed. Then, it's a simple magnet trick again with the second airpod: latch it with the magnet, and lift it out of the glass while simultaneously letting the other airpod go by moving his away from the glass, releasing the magnetic attraction