Possible Clues:

• Lead it in? No, but what's in there could be nice
• One must be sharp to get to the right work, by the sound of it
• It may be lead or grease
• Item with an eraser
• Type of skirt, but where is the point of it?
• Tentatively schedule (with ''in'')
• Implement for writing, drawing etc
• It's used in school
• Solving aid
• Lead in there, but the writer not the winner