How often should you message when online dating?

More like a general rule of thumb. Its completely ok to start a conversation anytime that feels right to you. Its also ok to initiate less often and more on the side of every 3-5 messages. The point is that no one person should be doing all the work.

How often should I talk to the guy Im dating?

How Long Should You Talk Before Dating? Even if everything seems perfect when you first start talking to a guy that you want to start seeing, you should get to know him first. Take your time, and dont rush into things. Some experts suggest using a “once per week” rule.