YOU SAID:

there is a guy at my school that has worn the same jacket for four years

INTO JAPANESE

私の学校には同じジャケットを4年間着ている男がいます

BACK INTO ENGLISH

There is a man in my school wearing the same jacket for 4 years

INTO JAPANESE

私の学校には同じジャケットを着た男性が4年間います

BACK INTO ENGLISH

I have a man in the same jacket in my school for 4 years

INTO JAPANESE

私は学校で同じジャケットを着た男性を4年間持っています

BACK INTO ENGLISH

I have a man in the same jacket at school for 4 years

INTO JAPANESE

私は4年間学校で同じジャケットを着た男を持っています

BACK INTO ENGLISH

I have a man wearing the same jacket at school for 4 years

INTO JAPANESE

学校で4年間同じジャケットを着た男がいます

BACK INTO ENGLISH

There is a man in the same jacket for four years at school

INTO JAPANESE

学校で4年間同じジャケットを着た男性がいます

BACK INTO ENGLISH

There is a man wearing the same jacket for four years at school

INTO JAPANESE

学校で4年間同じジャケットを着た男がいる

BACK INTO ENGLISH

There is a man wearing the same jacket for four years at school