I've tried this without success a few times as well, but I'd be willing to give it another go. I live in U-City so I don't know a ton of good locations on the south side.
Here are a few of my suggestions (I am of course open to all others!) - Meshuggah Cafe - This one is in the loop. It's close to me but there is a ton of room to spread out upstairs. - Black Thorn Pub - Tower Grove - They said Monday nights are good or Wednesday if we get in early (Softball teams tend to crowd in starting in the spring, but if we get in early it's first come first serve. Down side - its pretty dark in there. - The Royale - On Kings highway - It's loud inside but with the weather getting nicer they have an awesome patio. - Any one of the Bread Co's.
Monday, Wednesday and Friday nights are best for me.