Sorry, no online dictionaries contain the exact phrase playful squint.
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Reverse dictionary results:
1. sober
2. ferret
3. wink
4. allen
5. awake
6. dreamer
7. eager
8. eddie
9. elmo
10. envious
11. epee
12. gaga
13. gecko
14. hawk
15. ido
16. joker
17. keen
18. leer
19. lynx
20. manic
21. needle
22. owl
23. perky
24. quixotic
25. rapt
26. real
27. realistic
28. romantic
29. sad
30. sleepy
31. teary
32. tiny
33. tuna
34. blind
35. bright
36. button
37. light
38. quizzical
39. wrinkle
40. askant

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You can look up the words in the phrase individually using these links:   playful ?   squint ?
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