| Hint | Answer | Extra |
| Best known for being a playmate | |
| She would walk a thousand miles to see him | |
| Apparently, her body is a wonderland | |
| Not sure about this one... But she was the live action model for Lara Croft | |
| I hope he reminded her that Chicken of the Sea isn't chicken | |
| Actress from 'Friday Night Lights' | |
| Did or didn't he write 'Heartbreak Warfare' about her? | |
| #7 rebound. I don't know who she is either... | |