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In a similar vein, I should probably mention Fate/Stay Night, but honestly I'm not a fan.
It's popular, though, so I suppose it must have something going for it. You want a game with a heroine with a waist length hair that is both male and female, you can find it.
Don't give strangers money or personal info like your email address.
Katawa Shoujo is surprisingly well written and well put together.
The latter two have an anime out already and little busters is getting one this fall. An english patch to the PC version was relatively recently released.
The IP owns will get some of the money and you send the message that there is a market for that style of show. You have to play it because it is the single most important VN ever to be created.
Free dating is quicker this way, and you will certainly like the results to say the least.
The way the mesh the genres just enough while still retaining their separate flavor is impressive. You can also look around in the OELVN community, on the Ren'py site I think, for some free dating sims.
Alice no Kuni, the natsume princess game fr the ds, tomeki memorial, And I suppose catherine might apply. I recall there being a pretty fun one called RE: Alistair but you play as a girl so that might not be what you're looking for. , Yume Miru Kusuri (these last two contain pornographic material) are good too, but they're commercial releases.
When it comes to online dating, there are either free or paid sites.
While paid sites might be an interesting idea, the reality is that a free Asian dating site is a much better option when it comes to meeting new people of the opposite sex, mainly because thanks to it you can engage in free dating without having to pay a fee.