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Autumn has an excellent point with the non-2557 content risk. Also, not sure about the copyright issues. You mentioned you were the one uploading videos too - where do you get those videos from?
Reading your history, you don't come from the usual adult webmaster background. You mentioned how you started the site for fun, and not for money. What made you change your mind? The money-making model in this industry is different from yours - it includes using only approved content, 2257 authorized, copyrighted to the owner and used with permission. Oh, and most of us don't deal with the likes of AFF either.
My advice would be - if you want to do this for fun and have the time and funds to keep up with it, up to you (just consider the legal implications mentioned). If you want to be a revenue-generating adult webmaster, spend some time learning about affiliate promotion and start your site from scratch.
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