You may choose to write in the lettering first before you ink the art so that you have enough clear space for lettering. You can adjust the art around it later. It's really up to your own personal preference, so experiment and see what works best for you.
Using a computer type font is okay if you use one that doesn't look like a computer type font; otherwise, your lettering will appear too rigid and stick out like a sore thumb. Hand lettering your work takes longer than using a type font, but the results pay off because it will most likely look better and complement the rest of your line art (see Chapter 13 for all the details on lettering your cartoons).
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