Possible Clues:

• Outfit for one of those retiring types of dudes leaving shotgun wedding
• Almost grand, wearing community robe
• New wig and thong, kinky bedroom gear
• Sleepwear by Lanz
• Near an urban area covering source of gold that might do for retirement
• Unusual thing: good to have this for one’s retirement?
• After bedtime, it's what one's got up in?
• Evening dress
• 3 down with legend won ugly - with that sort of outfit one is bound to retire
• Loose robe dressing government leader in municipality just around the corner?