Answer:
Pirates put their booty in it.
Held firmly in the hands, like a sword it cuts deep. Bloodless strokes, all, then forward we leap.
What grows in winter, dies in summer, and grows roots upward?
The stack just might be sent all over. Full of what's new, yet it's nearly obsolete.
When set loose I fly away. Never so cursed as when I go astray.
People take me on walks and I run and have fun. What am I?