Yup, my first thought after my first attempt at straight shaving was - "...so that's how that silly looking Hitler mustache came about..."
Jordan
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What is your shaving experience so far? Have you used a DE before? If we assume that the blade is not the culprit, then there are still three areas I see that can cause hurt. They are pre-shave prep, direction of shave in regards to hair growth, and blade angle towards skin.
For now, I would follow some of the advice here and just shave part of your face. The sideburn/cheeks I found to be the most easiest to work on and get "right".
Also, it's been said already but I can put enough emphasis on the importance of stretching the skin in those areas. Pull all the funny faces you can to see what will put the maximum stretch on your skin for your chin.
Pull the skin rather than contort the face.
PuFF