Hi Hailey,
Yes, it can be demoralizing when you don’t hear from a guy who seemed to be into you during the course of a date. Guys tend to lead when they are courting a girl. When you don’t hear from them after a date, it is often an indication that they aren’t interested in pursuing the girl any further.
You shouldn’t initiate a message to him. You don’t want to be the one chasing him. Once a guy gets the notion that you are the one chasing him, he often won’t put in much effort into courting you. This is never good.
Leave it.
As much of a downer as it is, it is better that you don’t allow yourself to become much more emotionally invested in him by reaching out. Right now, you can move on with very little emotional repercussions and that is a much better place to be.