Hi Nelsen,
Your idea is great but currently, there are lots of dating sites but if you are willing to pursue that you need to be ontop of your game and provide a sucker punch to your competitors. I "personally" think there are too many dating sites out there and some are too junk related so it scares me away. When I see a dating site - a porn flash back kind of website comes to mind and quickly close the page or website not that I visit porn sites, lol.
Try to find another niche' where you could make this much interesting and take a different route but something similar that could attract clients. Be more innovative and think hard about this. The web has so much to offer these days - all the best
I am an entrepreneur myself (26 years old) but looking more into the online marketing communication webspace. I feel there is so much there we could improve and provide better communication facilities for clients beaming to locate one another easily and improve their communication.
Thanks