Possible Clues:

• Govern badly
• Run without care from clergyman passing mother and boy
• Old lady and son, clergyman, manage badly
• Boy, small, disrupting teacher's control badly
• Mother and son and I sitting in church that's run badly
• Potentially 'trim' 'Ladies' Man' to be a bad manager
• Badly run trains, dilemma needing to be sorted out
• Bungle made by teacher detaining boy over dress?
• Trim ladies' man, possibly, to bungle things