Possible Clues:

• Country held hostage by learned cheat
• Play around, with puzzling one's aim
• Fellow is going through hell to have affairs
• To have affairs is shrewd -- outside sultanate
• Sensible about love, the fellow to court many a lady
• To have casual affairs outside Middle Eastern country is sensible
• Indulge in affairs? Chap is found in sorry state
• Philander
• Chap is in trouble — turn to the ladies
• Chase after girls in Sultanate, crafty about it