unfemboyish

The story

1. Proto-Indo-European*né
2. Proto-Indo-European*n̥-
3. Proto-Germanic*un-
4. Proto-West Germanic*un-
5. Old Englishun-
6. Middle Englishun-
7. Englishun-
8. Proto-Indo-European*dʰeh₁(y)-
9. Proto-Indo-European*dʰeh₁-m̥h₁n-éh₂
10. Proto-Italic*θēmanā
11. Proto-Italic*fēmanā
12. Latinfēmina
13. Latinfēmella
14. Old Frenchfemele
15. Middle Englishfemele
16. Middle Englishfemale
17. Englishfemaleclip.
18. Latinfēmina
19. Latinfēminīnus
20. Old Frenchfeminin
21. Middle Englishfemynyne
22. Englishfeminineclip.
23. Englishfem-
24. Proto-Indo-European*bʰā-
25. Proto-Germanic*bō-
26. Proto-West Germanic*bōjō
27. Old English*bōia
28. Middle Englishboye
29. Englishboy
30. Englishfemboy
31. Englishfemboyish
32. English todayunfemboyish

From un- + femboyish.