Possible Clues:

• Garment that might have tour dates on the back
• Buttoned garment
• Stuffed ___
• Reckless gambler's loss?
• One may lose it at the bookie's
• You buy a tour one at show
• It can have a tail but never legs
• __ and tie (business attire)
• Wearable top
• Haberdashery item