How to not be awkward in dating?

I think I'm not a great conversationalist. Like I'll bring up a topic, but I won't know how to transition the topic or shift the topic into something else. I can be very awkward because I wasn't social throughout most of high school and very briefly was social in college but not enough to change my awkward ways.

I'm talking to this guy now and let's just say it's sort of flowing but sort of not because unlike my bestie who is a great conversationalist, I don't have those social skills she's honed over the years to talk to people especially guys.

What would you recommend?
How to not be awkward in dating?
Post Opinion