As we may well keep this as the generic 'yet another directory' thread because of all those links...
Want to create a directory website? Don't read this - buy a lottery ticket, it's a lot cheaper than the time you'll spend. The one in fourteen million chance of winning the jackpot is also much better than your chances of being the next AW, and you won't have to deal with lots of escorts wondering why their webcam isn't working or reporting someone else for stealing their content and demanding you do something etc etc etc...
Ah, you're still here, proving that you're determined to succeed. I can see why: it's very easy to look at existing successful directories and sneer. Some look horrible and hardly any do anything that's technically very difficult. The problem is that doesn't matter.
Look at auction sites. Any competent person could knock up an auction site in a day or so. Having it look better than eBay wouldn't be hard either, but until you have their user numbers, why should anyone offer anything for sale on your site? Without millions of items on your site, why should any buyer look at it? No buyers, no sellers. No sellers, no buyers.
OK, what about specialist areas? The fine art auction cartel hasn't gone out of business despite eBay, for example. But again, what it has is users, those who want to sell fine art and those who want to buy it, plus centuries of experience and expertise in bringing the two together. No buyers, no sellers. No sellers, no buyers.
It's exactly the same for directories. For a general directory, you want a mass of users and there is nothing short of throwing a big pile of money at the problem that you can do to get them until the existing ones fail to be 'good enough' for some reason. (Even then, it's probably not going to be you who will luck out and become the next successful one.) For a specialist one, it's a bit easier, but again where are the users going to come from?
'But', you cry, 'I am going to offer free ads to escorts!!' Yawn. At least it's better than stealing ads (a good way to have your providers close you down) but it's still nowhere near enough: many of the existing directories are also free, so you can't compete on price. Plus even a free listing has a cost: the time taken to keep it current, for example.
'But', you cry, 'If I don't try, I won't succeed!!' OK, some free advice: if you must do a specialist one, pay people to have ads on it, at least until you're bigger than your rivals.