The following will continuously prompt the user for input until they enter exactly one character.
userInput = ''
while len(userInput) != 1:
userInput = raw_input(':')
guessInLower = userInput.lower()
This does the same, but also informs them of the one character limit before prompting again for input
while True:
userInput = raw_input(':')
if len(userInput) == 1:
break
print 'Please enter only one character'
guessInLower = userInput.lower()
It looks like you are expecting only letters. If that is the case you can expand this further to require that:
import string
while True:
userInput = raw_input(':')
if len(userInput) == 1:
if userInput in string.letters:
break
print 'Please enter only letters'
else:
print 'Please enter only one character'
guessInLower = userInput.lower()