Unless I am missing something in the questopn, its your website, you decide. Is the content that you are willing and legally able to provide for free? Do you want reimbursment and would anyone actually pay for your content?
Paid content sites are loosing traffic currently because everything can be found for free on the. You would have to provide extremely valuable and timely information (stocks, news, resources, analysis, etc) to offer paid marketing.
Most people give their content away for everyone and make money through offering advertising on the side
You will know if the website is legal depending on the content displayed on the website. If the website lets you download games for free, that you will have to pay a lot of money for at a store, then the website is not legal. But, if the website lets you play short online games for free, then it is most likely legal. A very good legal game website is GreatWebGames.com
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