| A | B |
| When did Juan and Chelsea start going out? | June 3rd, 2000 |
| Where did Juan and Chelsea go for their one year anniversary? | The Revolving Restaurant |
| What is Chelsea's middle name? | Robin |
| What is the name of one of the poems Juan wrote Chelsea | Quien es ella? |
| What is the first Disney movie Juan and Chelsea watched together? | Beauty and the Beast |
| Where did Chelsea take Juan for his birthday? | Birds Hill Park |
| What is the name of the bay where Juan and Chelsea and Phil went camping? | Blackbird |
| What restaurant did Juan order the Matador Taco Salad at? | Branigans at the Forks |
| What do Juan and Chelsea do on Wednesday nights? | Sing at Chelsea's church |
| What movie song does Juan know how to play? | The song from The Truman Show |
| What do "With Arms wide Open" & "Everything you want" have in common? | They are Chelsea's "God songs" |
| Where were Juan, Chelsea and Kate when Chelsea freaked out? | The Drive In |
| What is a special code that only Juan and Chelsea understand? | Tuesday & Number 3 |
| Who is Juan's friend who used to work at Montys? | DJ Carlos |
| What is Juan's favorite sport? | Baseball |
| Where did Chelsea live last summer? | Costa Rica |