I would say that Anfearisfearr's friend had it right with lying on it's back and cutting out the front/top, I would imagine there would be drainage holes in the bottom with perhaps some stones to help with the drainage. As for planting stuff in it, just the same as you would in the ground, just think of it as a mini version.
I've read of people growing potatoes in stacked car tyres, when they harvest them they just remove a tyre at a time.
You could use one for veg and the other for a water butt.
Makes me wish they hadn't collected the old bins when we moved in!!!
Well good luck in whatever you decide to do with them
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