speaker's thoughts on his futility on getting a date
...what do guys with lots of girls normally do?
not quite sure how to read 彼女が複数人いるような男, literally a guy that is similar to many girls?
Japanese Language Stack Exchange is a question and answer site for students, teachers, and linguists wanting to discuss the finer points of the Japanese language. It only takes a minute to sign up.Sign up to join this community
the kind of guy who has many girlfriends
AようなB means "a B that is like A," which in English we could also translate as "an A kind of B."
Recall also that いる, like ある can mean "to have". 彼女がいる = I have a girlfriend.