Write the following English phrases in Spanish:

1. an old friend (elderly)
2. a new pen (different)
3. a big man
4. a great man
5. a poor boy (penniless)
6. a poor boy (unfortunate)
7. a simple-minded boy
8. a blue pen
9. the white milk
10. the best student
11. the worst books
12. a the least delicious fruit
13. the oldest sister
14. the youngest mother
15. bad