Have some used, waterproof clothes to go dumpster diving late at night. An old-school hacker will want to spend romantic moonlit nights snooping around dumpsters behind computer companies and universities. Encourage your hacker boy to get a second phone line. After all, you don't want to compete with the modem for his attention. If you expect your hacker to go outside and enjoy the great outdoors, you'll have a long wait.
Most hackers like to stay indoors in front of the computer.
He may occasionally venture outside to go to a computer swap meet. If your hacker boy has a slight interest in biogenetics, don't let him talk you into being a techno guinea pig. This means saying no when he asks to implant a tracker microchip in your wrist. Make your pets off limits while you're at it. Be flexible when it comes to his online pals.