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make it a 5 dollar membership, send your current members an email that you are going to make some positive changes and ad some features blah, and you have a specail offer for them. They have been very loyal to you and you offer them a monthly full access membership for like 5 bucks a month.. you re talking serious cash if you ad that up. Even if you get 20% to do it that. 20K
Making a tranny dating site sounds like a big and frustrating task, where will you get the trannies? most of them are hookers and they wont pay for anything.
Either way, good luck.
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