Sorry, no online dictionaries contain the exact phrase sheepish smile.
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Reverse dictionary results:
1. sheepish grin
 2. bashful smile
3. awkward smile
4. coy smile
5. embarrassed smile
6. grin
7. grinning
8. ewe
9. ram
10. timid
 11. see
12. mousy
13. mouse
14. amused
15. bashful
16. bold
17. boo
18. brave
19. chevrotain
20. coward
 21. cowardly
22. deer
23. fold
24. funky
25. hare
26. intimidation
27. mousey
28. pansy
29. rammed
30. ramming
 31. rsm
32. sheep
33. sure
34. timidly
35. pleased
36. quizzical
37. roguish
38. baa
39. baas
40. blat

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You can look up the words in the phrase individually using these links:   sheepish ?   smile ?
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