What’s the most awkward thing that happens to you on a regular basis?

Awkward silence, it happens all the time.

I don't know how to handle situations properly, when someone talks to me I can freeze, give them a very quick and conversation-ending answer, and then just stand there with them in awkward silence until one of us finds a way to walk away.

It happens on a daily basis, multiple times a day.
Even though I try to come prepared, I quickly learn that I am not prepared and that maybe it's not about being prepared at all, it's just who I am.
I am not a talkative person, I don't have great people skills, and I certainly do not know how to hold a conversation properly.

When I do manage to have lengthy conversations it's usually other people who do the talking, and I just ask questions to try and show that I am actually interested in what is being said. Because most of the time, I really am interested, I just don't know how to show it properly.

The moment it's my turn to answer, to tell a story, or to just talk, I have absolutely nothing to say, I go completely blank, and I either say something that pretty much closes the conversation, or I say something strange and in a strange way.

This is how socially awkward I am.

Though it has gotten better with the years, and I learned to just not pay too much attention to it.
Basically, I accepted it, it's who I am, and while I will try to improve it, I will not stress over it also.