Sorry, no online dictionaries contain the exact phrase ask sheepishly.
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Reverse dictionary results:
1. mumble
 2. whisper
3. shyly ask
4. apologetically ask
5. bleat
6. graze
7. boldly
8. confidently
9. fearlessly
10. sheepish
 11. aak
12. accost
13. adjure
14. any
15. appeal
16. application
17. applications
18. applied
19. apply
20. applying
 21. approach
22. arise
23. asked
24. asker
25. asking
26. asks
27. auspicious
28. beg
29. beggar
30. beseech
 31. bespeak
32. bid
33. bite
34. bless
35. borrow
36. bot
37. bum
38. cadge
39. call
40. call for

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