Trouble with syntax - if/else and raw_input()

Edit: After Ned Batchelder formatted the code, I re-read the question and see my guess as to what you want to do wasn't quite correct ... although it's still not 100% clear if you're trying to loop or not. If you only want to go through this once, there's no need for the while loop, just remove it. As for the test of the input against the values in the dictionary called octopusList, you could use an in test, but that only tests against the dict's keys. If you're looking for the values in the dict entries, you'll have to either make octopusList a true list (e.g. octopusList = ['red', 'white', 'blue', 'green'] and do an in test (e.g. if resp in octopusList:) or get a little more complicated in parsing the dict.

Original answer: It seems you're trying to create a loop to get user input and print a string in response to that input. If that's the case, I see a few things in need of correction:

• You do not want the break statements, as they cause the loop to exit.
• As others have said, comparing the input to octopusList won't work, just compare it to your randomly generated octopus value.
• If you're going to use 1 as an exit input, you need to test the input against the string form ('1'), not the integer form (1).
• If my guess is correct about what you're doing, the raw_input needs to be inside the loop.

This isn't marked homework, so I've posted code to do what I think you want below. If you want the octopus value to remain unknown to the user, just delete the print octopus line, but I put it in so you know what value to enter for testing.

import random
octopusList = {"first": ["red", "white"],
            "second": ["green", "blue", "red"],
            "third": ["green", "blue", "red"]}
squidList = ["first", "second", "third"]

squid = random.choice(squidList)
octopus = random.choice(octopusList[squid])
print octopus # So we know what value to use - necessary for testing at least
resp = ''
while resp != '1':
    resp = raw_input("Please Type Something: ")
    if resp == octopus:
        print squid + " " +octopus
    elif resp == "Something":
        print "Elephants are pachyderms"
    else:
        print "That's another text to think about."
    print "One More Comment"

If my speculations & suggestions are off the mark please provide a better explanation as to what you're attempting to do.

You're comparing a string (resp) with a list. Did you want something like this:

if resp == octopus:  # not octopusList!
    # do something
else:
    # ...