And I’ll never let him leave his college girlfriend
And get caught up with the groupies in the whirlwind

from Kanye West (Ft. Jay Z) – New Day Lyrics on Rap Genius


This is most likely referencing the relationship between Kanye and his ex-girlfriend from college Sumeke Rainey who he references in “Never Let me Down”. The fame is what broke them up.

Either way, Kanye regrets not staying in a pre-fame relationship that likely would have kept him more stable and humble

It also may be in referral to him leaving college altogether (hence his debut album The College Dropout)

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