randomizing two lists and maintaining order in python

I'd combine the two lists together, shuffle that resulting list, then split them. This makes use of zip()

a = ["Spears", "Adele", "NDubz", "Nicole", "Cristina"]
b = [1, 2, 3, 4, 5]

combined = list(zip(a, b))
random.shuffle(combined)

a[:], b[:] = zip(*combined)

Use zip which has the nice feature to work in 'both' ways.

import random

a = ['Spears', "Adele", "NDubz", "Nicole", "Cristina"]
b = [1,2,3,4,5]
z = zip(a, b)
# => [('Spears', 1), ('Adele', 2), ('NDubz', 3), ('Nicole', 4), ('Cristina', 5)]
random.shuffle(z)
a, b = zip(*z)