The Most Awkward Celebrity Couples Of All TimeSome celebrity couples make a ton of sense. Others are just awkward from jump. These are some of the most random, awkward couples of all time.
Jermaine Dupri and Janet Jackson - This was awkward from the jump and nobody believed it was possible.
Mimi and Nikko - They made an adult tape together and it only made them look more awkward. Our eyes still hurt.
Woody Allen and Soon-Yi Previn - He definitely married his step-daughter. Nobody finds anything wrong with this?
Kris Humphries and Kim Kardashian - Nobody bought their relationship and it ended in a couple of weeks.
Lil Wayne and Christina Milian - Milian's baby daddy is the Dream who is also Nivea's baby daddy so this is incredibly weird.