Possible Clues:

• Entertainer, mature, one detained
• House for men only, originally earmarked for captive
• Potential charge for throwing party one held?
• Army taking time to get one desiring release
• Entertain mature prisoner providing security
• Receive and look after a long time prisoner
• Label put into socks for prisoner
• Way you probably don’t want to be held
• Someone detained as security put on a hollow gesture
• Captive audience given encouragement at first by entertainer