Yahoo has (or had) chat rooms available through their Messenger.
I used to use one often when they allowed private rooms to be created (there was one for Denver gay men).
Where ARE there chartrooms like the ones on AOL in their earlier days?
As the OP states, getting into a chatroom in AOL was as simple as a couple of clicks. It's free if you provide your own internet connection.
Lord of the Rings is a free to play game, make an account, load the game and hit the forums and see which servers are english speaking [I play on a german speaking server] So far, I have not run into very many tweens sexting people, you might like it. I use Omegle and have had about 2 meaningful conversations on it, but the website is just filled with stupid tween kids wanting to talk about sex or whatever, and won't give me the time of day simply because I'm a guy.
Well if you have a lot of patience, you can have a wonderful time on Omegle.
Not sure if these solutions are up your alley, but I've have a few friends on the Dope because of it.For example, I like a web game called the Kingdom of Loathing, their chat channel has the usual silliness, good gameplay advice, and general random conversation. As the OP states, getting into a chatroom in AOL was as simple as a couple of clicks.I have no idea where I could do this now, even though I have often heard or read about Internet chat rooms.Exercise classes combine light sociability with learning shit and burning calories.Language classes force everyone to talk in the same ridiculous bumbling manner. It's free if you provide your own internet connection.