Dating site you mean porno site with webcam, this kind of stuff? Because that is what generates profit related to amorous subjects. Real dating sites where people put their pictures, profiles are usually free and work as a social media or inside a social media.
A porno site can generate profit, a good amount if you have beautiful and hot girls to work for you. But it's not a good site to run, just a personal opinion, I would prefer to have a gambling site, which isn't interesting to start now as we already have many options of gambling sites to play. It's enough for the BTC community for now.
So, it's better to think about another idea... Something new nobody tought yet.
Nah, i dont think he was thinking about that, I assume he was meaning just a regular dating site, but indeed it is a good question, how can we monetize the content, or how can we gain profits from the dating site.
I think the best solution would be to just make it not-free.
If you would have to pay e.g 5$ for registering, that could be a wise idea, because nobody from it's community would troll each other.
The website would be only used by people that are really looking for boyfriend/girlfriend, instead of different type of trolls etc.
It still seems easier to accomplish than making your own gambling site.