Okay, so I'm trying to find an older browser game. It was really well done in my opinion. It used to be on addictinggames before the nickelodeon takeover, I think around 2005. I don't know if it was downloadable.
The premise of the game is that it's a very engaging, realistic, and complex 'dating game' type. You go into a town and meet Sarah, a worker in the Coffee Bean (I think that's the name of the coffee shop) and she's a lesbian. There are quite a few other characters, some you can date and some you can't) including a guy named Matthew who if you play as a female (I'm not sure if that's the only option) you call a horn dog in the library where you meet him.
There are a lot of 'conflict' moments where you have to talk people down from emotional moments, and you legitimately learn a lot about the people around you in the game, and it's very interesting. There are TONS of endings. The town is pretty much open, it's 2-D, with a tattoo parlour, a restaurant, the coffee shop, the library, the cinema, an art gallery...
If anyone knows a game like this and/or where it can be found, please let me know right away! I've been hunting for it almost since the nick took over addictinggames and I can't remember it
Thanks for creating this thread by the way.