Sorry, no online dictionaries contain the exact phrase playfully roguish.
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Reverse dictionary results:
1. mischievous
2. impish
3. naughty
4. playful
5. puckish
6. daredeviltry
7. mischevious
8. artful dodger
9. bullyism
10. clownage
11. daredevil
12. dodgy
13. elfish
14. mischievousness
15. mobbing
16. ornery
17. pioned
18. prankishness
19. quirkish
20. shenanigans
21. sinny
22. toy
23. toyish
24. tricksey
25. trifle
26. trifling
27. whig
28. wicke
29. aggro
30. bad joke
31. bagatelle
32. brattish
33. charlatanism
34. clownery
35. cockamamie
36. cockamamy
37. facety

You can look up the words in the phrase individually using these links:   playfully ?   roguish ?
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