Heather (aka hedra, creator of the no-sew Halloween costume and other hacks) sent along this most-excellent tip, just in time for sickie season:
My almost-2-year-old twin daughters are at the 'ME DO IT!' stage, in a big way. They're also newly in preschool, and are bringing home the expected colds, and that means sometimes progressing to ear infections.
This means the dreaded 'forcing of the pink medicines' upon two screaming 25-lb octopuses. They want to do it themselves. Medicine droppers get grabbed and squirted, so they're out. And those medicine spoons spill (especially when one of the girls tries to drink it with the spoon part 'up' instead of 'down' – so much for 'do it herself'). ARGH!
My solution – add a straw! This was my solution with our younger son (almost 5), who dislikes the taste/texture of the medicine he has to take daily, even mixed with juice. With the bendy straw, he can put the end well back on the side of his mouth, and so doesn't have to taste it as much.
With the pink medicine (antibiotic), I put the right amount in the medicine spoon (one of the ones that measures the amount in the handle), and then just pop in a straw. They get the fun of being allowed to 'slurp' at the bottom, and they get the fun of 'doing it MYSELF', and while I still have to eyeball them to keep them from tipping the spoon up, we've had minimal spills (drips only). With the slurping, there's even less dose loss than when I fight the octopi into submission. Bonus, no need to dive to wipe off a sticky pink mustache before they get it on their clothes.