Recently I made a short trip, around an hour and 45 minutes, during which I ran a little late at first.  When I arrived, on time, I was relieved to be on time but still a little wound up/tense.

...kinda freaks me out. There's an awkwardness in the air with some. I don't necessarily think it's them or me, it's just a matter of whether we click or not.

My first time....the kiss and hug eased my "weirdness" right away.

Then dropping to her knees was fairly relaxing.

That's my motto .
 Works every time , almost .

Grabbing your ass or you grabbing theirs?

I drive to all my appts. I usually try to be early. I hate to rush in straight from a stressful drive. For that reason, I budget an extra hour travel time in case of traffic, and an extra half hour for me to decompress before the meeting. That's something I've learned...but calamities have happened...flat tire, forgetting something essential, horrible traffic jam, getting lost, injury.

I like to gauge a bit before hand through a couple emails to get a read on eachother. Usually gets a little banter going and ya can tell if you'll get along or not. Not always though I thought about canceling once the gals emails were always short and to the point and I was thinking she must be kind of shy, or just not a personable lady. Good thing for me I went through with one of my best experiences in this hobby and have seen her several times since.  
I usually like to share some wine of the ladies preference and have a bit of small talk and get some laughs going. Makes the awkwardness go away, nothing like a slightly embellished Case story to get the mood right. Once had a touring gal tell me one of my own stories from the board she was laughing her butt off that I was the guy who told it, really got things going. That's the main reason I post to draw the gals out and get a little banter going it pays off. I hate the I just met you hey let's fuck ya get sometimes. Now if its a repeat visit the instant action is great. I tend to do a lot of repeats just because the tension is gone and once you have established a comfort level both ways it can be pretty kick ass. Nothing worse than awkward sex!!

Suppose you are or were nervous when you speak to ladies or asking out someone for date. As I say, worst case is, they say no and the best case is you get laid.

I hate being late and whenever I'm running late my anxiety goes up. Even still, I am usually not nervous.