Take the batteries out of all the remotes in the house. (Hide them well.)
Organize his workshop, bedroom, or other special place.
Bribe his faithful dog away from him with a steady diet of Ring Dings.
Shrink his underwear in the dryer and when he complains, innocently suggest that he’s gained a few pounds.
Stare at his forehead and when he notices, casually ask if there is any history of male pattern baldness on his mother’s side.
“Accidentally” fill the gas tank of his new Porsche with diesel.
Repeatedly misplace the cordless phone, preferably in a different room each time.
Repeatedly lose his cellular phone in restaurants around town.
Loan his precious cellular phone to a pregnant girlfriend who “needs it more than he does.”
Insist upon a lot of “meaningful conversations.”
If you live together, have your mother fly in for a month-long visit unannounced.
Reverse his contact lenses in their case.
Snip a small hole in his fishing waders, then follow him with a camera to capture his “sinking” on film.
Superglue the pages of his Little Black Book together.
Give the secret stash of dirty magazines that he thinks you don’t know about to his younger brother, who he hates.
Put a gummy worm in his workboots. If he finds the sticky mess at the end of the day, blame it on the cat.
Slip outside while he is engrossed in his sports and let the air out of one tire. Repeat, never deflating the same tire twice in a row. Try hard not to snicker when he takes the car in for new tires.
If you really feel adventurous, put a small rock in his hubcap. Stand back and watch the fun. This one is even better if you have kids in the neighborhood to take the blame.