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40. Big Pun Feat. Joe, "Still Not a Player" (1998)

Uptown, baby. The late great Bronx MC and the R&B smoothie meet over lovers-rock piano to woo "highly intelligent bachelorettes" with a pan-cultural party chant ("boricua, morena") and some dirty talk. R.I.P., Pun – he wasn't a player, he just crushed a lot.