Possible Clues:

• Grumpy companion
• Broken by Neil Young
• With 9 across, do spirits keep one's spirits up? Not extremely so
• Word with landing or medium
• *All smiles
• Tickled
• Willing to insert pages in stack, perhaps
• Fortunate and ...
• What's cut and dried about a priest being all smiles?
• Sarcastic question after a self-induced disaster