Possible Clues:

• Monkeyed (with)
• Toyed (with)
• Cheeky kid given teddy occasionally played around
• Fiddled, printing stuff in 'dead tree' version
• Was meddling Democrat supporting woolly revolutionary before?
• Fiddled (with)
• Fiddled trivially (with)
• Backward boy, fool, messed about
• Worked unskillfully (with)
• Fiddled and treed around the writer