Possible Clues:

• See 21
• Billieês recess
• ______ season
• Champion cyclist going over top with a break
• Break from work
• Leave one in storage compartment a year
• Time off from work
• Break cover, initially appearing in sloop-rigged vessel
• Half-term perhaps finding one in embrace with a Yankee
• 1983 Madonna single that became her first UK top 10 hit