Sorry, no online dictionaries contain the exact phrase keep em guessing.
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Reverse dictionary results:
1. guess
 2. keeps
3. perplex
4. hot
5. warm
6. infer
7. relaxation
8. give
9. handyy-dandy
10. age
 11. animal
12. hindsight
13. riddle
14. riddled
15. speculation
16. calculate
17. deem
18. draw
19. drop
20. get
 21. nail
22. see
23. stop
24. stops
25. take for
26. wad
27. nut
28. apprehend
29. apprehended
30. apprehending
 31. bombardment
32. bunny
33. button
34. canister
35. close-up
36. conceit
37. conceive
38. conceiving
39. dream
40. dreamed

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You can look up the words in the phrase individually using these links:   keep ?   em ?   guessing ?
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Not helpful? You might try using the wildcards * and ? to find the word you're looking for. For example, use
keep*to search for words beginning with keep, or
*singto search for words ending with sing
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