Tell him to use his thumb and pointer finger to apply pressure near the top of the pouch so the juice is all at the bottom and will stay there and carefully and slowly insert the straw. Or just let the kid make a mess and enjoy himself.

flip it upside down and stab it from the bottom.

I'm 33 and I still can't pull it off. Get the kid a Pepsi. ___ Only hold on to the top section - don't squeeze the body of the drink. The same goes for drunk co workers.

We say (together) "and what don't we do when we open it?" "SQUEEZE!!!"

Just grab the camera every time you give them one!

Tell him to put his thumb over the smooth end of the straw, place the pointed end against the pouch, and then...push fast.

Here is what I did when my kids were too young to get the straw in without squirting juice: (1) put the straw in yourself (using good advice already given here); (2) while you're still holding the pouch, without letting the kid touch the pouch, have the kid start drinking from the straw; (3) NOW let the kid actually put her own hands on the pouch. They'll squeeze, but the straw now is pointed somewhere safe.