YOU SAID:

she wears short skirts, i wear t-shirts, she's cheer captain and I'm on the bleachers

INTO JAPANESE

彼女は短いスカートを着て、私はTシャツを着て、彼女は応援のキャプテンで、私は観客席にいる

BACK INTO ENGLISH

She wears a short skirt, I wear a T-shirt, she is a captain of cheering, I am in the audience seat

INTO JAPANESE

彼女は短いスカートを着て、私はTシャツを着て、彼女は応援のキャプテンで、私は観客席にいる

BACK INTO ENGLISH

She wears a short skirt, I wear a T-shirt, she is a captain of cheering, I am in the audience seat