gistfile1.py

choices = ["totes", "cool", "NSFW", "awesome"]
count = 0
for choice in choices:
    count +=1   
    if count == 1:
        print "I'm the first"
    elif count == len(choices):
        print "I'm the last"
    else:
        print "I'm in the middle somewhere"

choices = ["totes", "cool", "NSFW", "awesome"]
print "I'm the first"
for choice in choices[1:-1]:
    print "I'm in the middle somewhere"
print "I'm the last"

You will need extra conditionals for the first/last depending on your use case.

choices = ["totes", "cool", "NSFW", "awesome"]
for count, choice in enumerate(choices):
    if count == 1:
        print "I'm the first"
    elif count == len(choices):
        print "I'm the last"
    else:
        print "I'm in the middle somewhere"