Possible Clues:

• Daughter meets dissolute guy, an adventurer from Devon
• 'Take Care' rapper, 2012
• Canadian rapper whose 2011 song 'The Motto' helped popularize the acronym YOLO
• Navigator, one at home on second part of 8?
• Duck mate
• Bird close to old gardening implement
• Flier, one largely responsible for historic Spanish flight
• Duke associated with libertine, an Elizabethan knight
• Bird in water with diamonds for Playboy
• Daughter with garden tool? Duck!