Sorry, no online dictionaries contain the exact phrase reassuring grin.
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Reverse dictionary results:
1. charm
 2. belle
3. belles
4. bellycheer
5. bonhomie
6. boon
7. cheerful
8. cheery
9. chirpy
10. doldrums
 11. entertainment
12. esprit
13. fit
14. fitted
15. gaily
16. gastronomy
17. gladly
18. happy
19. hatpin
20. humor
 21. humour
22. jolly
23. jovial
24. jovially
25. manes
26. merry
27. pecker
28. pleasant
29. radiate
30. root
 31. shampoo
32. sulky
33. uncheerfulness
34. upping
35. ups
36. yuk
37. amuse
38. beam
39. smile
40. bear

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You can look up the words in the phrase individually using these links:   reassuring ?   grin ?
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reas*to search for words beginning with reas, or
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