Sorry, no online dictionaries contain the exact phrase obsessively check on someone.
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Reverse dictionary results:
1. stalk
 2. monitor
3. spy on
4. watch over
5. obsess over
6. attal
7. ettle
8. keep watch
9. mint
10. show off
 11. toll
12. tut
13. accost
14. ask out
15. cope
16. endeavor
17. greet
18. hote
19. lathe
20. watch
 21. work
22. accoster
23. attract
24. betide
25. breadcrumb
26. conatus
27. effort
28. fend
29. keep an eye out
30. kiss goodbye
 31. lait
32. look after
33. pote
34. practise
35. push
36. rite
37. set eyes on
38. take care of

You can look up the words in the phrase individually using these links:   obsessively ?   check ?   on ?   someone ?
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