Had an old pair of military boots from my punk rock days and the missus thought that we could get sone other use out of them. We must certainly did.
Step 1: Step 1: Gather Your Tools
You'll need a tool to puncture the rubber sole. I chose a drill with a bit but I'm sure a sharp knife could work. Be creative if ypu don't have a drill.
I also chose to keep a sharpie handy to color any exposed leather/fill in holes. Your best bet is always a permanent marker that is the same color as the boot. Paint just doesn't blend as well and all other markers lack permanence.
Step 2: Step 2: Drill Some Holes
Drill a couple of holes. Everywhere. Anywhere. Just make sure that water can spill out. Avoid any worn areas of the sole because those are usually where the boot rests and a hole won't drain as well pressed against the ground.
Step 3: Step 3: Touch Up
I put a hole in the heel of the boot and then filled it in with the sharpie. I also went along any spots that looked worn or picked, filled them with sharpie and rubbed it in to make sire it blended properly. It's not an important step, but the end result is it's look so i figured touching it up wouldn't hurt.
Step 4: Step 4: Outside Tools at the Ready
We used a smaller plant, one that would most certainly be as tall as the boots shaft. We also chose a plant that won't last through winter because there's no room in the boot for roots to grow.
Potting soil, gloves and a spade aren't needed for this bit. You can dig up some good old fashioned dirt if you'd like. Whatever, man. They're your fingernails...
Step 5: Step 5: Scoop It Up, Pack It In
Take your fill dirt, which is potting soil in my case, and pour it in and pack it towards the toe. The heel of the boot won't need as much as the toe does because your plant should come connected to some soil you can easily use.
Step 6: Step 6: Flower Power
Remove your plant from the pot it's in by formly holding the base of the plant while gently wiggling the container until it pulls away from the base cleanly. Now pack that SOB into the boot. There is no correct way to do this. Just make sure all the soil is in the boot. The roots are in the soil and they need to be burried in the boot or else your flower may fall out of the boot.
Step 7: Step 7: Arrangements Matter
Place your boot somewhere cute. Make sure it gets the recommended sun, and isn't somewhere that gets too much rain. I kept one side up and rolled the other side down. I really like them. I hope you do, too.