How can I format a decimal to always show 2 decimal places?

You should use the new format specifications to define how your value should be represented:

>>> from math import pi  # pi ~ 3.141592653589793
>>> '{0:.2f}'.format(pi)
'3.14'

The documentation can be a bit obtuse at times, so I recommend the following, easier readable references:

• the Python String Format Cookbook: shows examples of the new-style .format() string formatting
• pyformat.info: compares the old-style % string formatting with the new-style .format() string formatting

Python 3.6 introduced literal string interpolation (also known as f-strings) so now you can write the above even more succinct as:

>>> f'{pi:.2f}'
'3.14'

The String Formatting Operations section of the Python documentation contains the answer you're looking for. In short:

"%0.2f" % (num,)

Some examples:

>>> "%0.2f" % 10
'10.00'
>>> "%0.2f" % 1000
'1000.00'
>>> "%0.2f" % 10.1
'10.10'
>>> "%0.2f" % 10.120
'10.12'
>>> "%0.2f" % 10.126
'10.13'

I suppose you're probably using the Decimal() objects from the decimal module? (If you need exactly two digits of precision beyond the decimal point with arbitrarily large numbers, you definitely should be, and that's what your question's title suggests...)

If so, the Decimal FAQ section of the docs has a question/answer pair which may be useful for you:

Q. In a fixed-point application with two decimal places, some inputs have many places and need to be rounded. Others are not supposed to have excess digits and need to be validated. What methods should be used?

A. The quantize() method rounds to a fixed number of decimal places. If the Inexact trap is set, it is also useful for validation:

>>> TWOPLACES = Decimal(10) ** -2       # same as Decimal('0.01')
>>> # Round to two places
>>> Decimal('3.214').quantize(TWOPLACES)
Decimal('3.21')
>>> # Validate that a number does not exceed two places
>>> Decimal('3.21').quantize(TWOPLACES, context=Context(traps=[Inexact]))
Decimal('3.21')
>>> Decimal('3.214').quantize(TWOPLACES, context=Context(traps=[Inexact]))
Traceback (most recent call last):
   ...
Inexact: None

The next question reads

Q. Once I have valid two place inputs, how do I maintain that invariant throughout an application?

If you need the answer to that (along with lots of other useful information), see the aforementioned section of the docs. Also, if you keep your Decimals with two digits of precision beyond the decimal point (meaning as much precision as is necessary to keep all digits to the left of the decimal point and two to the right of it and no more...), then converting them to strings with str will work fine:

str(Decimal('10'))
# -> '10'
str(Decimal('10.00'))
# -> '10.00'
str(Decimal('10.000'))
# -> '10.000'