YOU SAID:

Caleb is a little bummy boy who is short and cant dress

INTO JAPANESE

ケイレブは、背が低く、ドレスが着られない小柄な男の子です

BACK INTO ENGLISH

Caleb is a small boy who is tall and unable to wear a dress

INTO JAPANESE

ケイレブは背が高く、ドレスを着ることができない小さな男の子です

BACK INTO ENGLISH

Caleb is a tall little boy who cannot wear a dress.

INTO JAPANESE

ケイレブは背の高い小さな男の子で、ドレスを着ることができない。

BACK INTO ENGLISH

Caleb is a tall little boy who cannot wear a dress.