Use this pkmn generator http://www.wyncorporation.com/pokemon/index.php
(leave everything as it is hit "Generate" then hit back and repeat for each number. Thus giving you a random pokemon)

stolen from  Clemikou

1. This Pokémon is your best friend.
#478 - Froslass

2. This Pokémon is your boss that you need to impress for a promotion.
#379 - Registeel (fuck I'm screwed)

3. This Pokémon is your partner for your science project.
#260 - Swampert

4. This Pokémon is looking for every way possible to murder you.
#560 - Scrafty (no surprise there)

5. This Pokémon is your mother-in-law.
#249 - Lugia (O.O)

6. This Pokémon is your boyfriend/girlfriend.
#335 - Zangoose (could be worse)

7. This Pokémon is your ex.
#573 - Cinccino (aw come on!)

8. This Pokémon stalks you every waking moment.
#610 - Axew (aw, it's so cute though!)

9. This Pokémon likes to snuggle with you.
#84 - Doduo (oh for the love of...)

10. This Pokémon ate all your cheesecake.
#96 - Drowzee (damn hypnotic bastard!)

11. This Pokémon is what you felt in your bed last night.
#155 - Cyndaquil (mm toasty!)

12. This Pokémon banged your mom.
#494 - Victini (that's is just creepy)

13. This Pokémon will do anything to try and get in your pants.
#551 - Sandile (O.o)

14. This Pokémon died by your own hands.
#68 - Machamp (that is just tragic)

15. This Pokémon is your loyal companion for life
#167 - Spinarak (eh...)

16. This Pokémon reads you bed time stories.
#8 - Wartortle

17. This Pokémon is your loving pet.
#271 - Lombre (><)

18. This Pokémon is your creepy dentist.
#419 - Floatzel (yeah...)

19. This Pokémon is what you dream about every day.
#562 - Yamask (by dream I take it you mean nightmare)

20. This Pokémon is what you found in your basement when you moved into your new house.
#246 - Larvitar (thank god it hasn't evolved yet, and also its soo cute!)

21. This pokemon represents you.
#359 - Absol (interesting *rubs chin deep thought)