A lot of nice, practical suggestions here. Let me add one on more abstract level. But first congratulations on achieving hard thing - building two-sided market

A lot of nice, practical suggestions here. Let me add one on more abstract level. But first congratulations on achieving hard thing - building two-sided market (http://cdixon.org/2010/10/16/the-ladies-night-strategy/ http://cdixon.org/2010/10/16/the-ladies-night-strategy/). I think that in that situation you need to check which side benefits more from your site - and that's the one to get charged. And that's something what can be (and should be) tested - for example by this one-question technique "How would you feel if Fandalism was shut down tommorrow?" (can't find the proper link right now). The other thing to identify/verify is what actual problem does your site solve for the people and what additional value related to this problem they would appreciate (and pay for). You have quite big userbase so you don't need your own ideas anymore. Just ask people (as some people already stated here).