Originally Posted by
SweetieBitch
Putting something interesting in your topic description (games, tip menu, even a question or a favorite quote) can act as a good ice breaker for conversation. Personally I list my tip menu, which has typical stuff like flashes/spanks, but also more entertaining options like topless juggling. If you have a unique skill or fun activity you can do that doesn't involve breaking free chat rules, maybe give it a try. Works well for me but YMMV. I've never worked a token site but sometimes I think my free chat on SM has a similar vibe, which makes slow nights when I'm not getting any privates much more tolerable.
I rarely have to "convince" guys to go private. In my experience, if they find you interesting and like your personality, they'll take you on their own. I say hello to everyone and try to create a rapport/connection with people in free chat first, as I find it tends to weed out quickie time-wasting losers and gets me longer, better privates in the end.