Anyone remember the days of quest and lavalife local phone dating lines. They had some hookers on there all the time putting up ads and hanging out in the live chat forums. I wonder if these phone lines make a come back now. With the age of the smartphone and ability to exchange pics, maybe to some degree? They've been dead the past few years though. I know mine in the DC area went from dozens of women advertising in the late 90's to next to nothing now.
Local telephone date lines
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I had fun once while on assignment in Ypsilanti, a suburb of Ann Arbor with its' own university, EMU so there were plenty of coed grazing.
The local 876 numbered phone dating lines inexplicably cost nothing on the pay phones all over town. Met a few sweet things. :)
There are apps for smartphones now such as zello that allows people to create group chats...maybe you can create a channel for your city there.