Not that I am a pvssy, just cautious. I do not like that I feel like I am insecure an unsure of a situation. Haven't been in this type of position for a near decade, it's foreign. I also do not want to be let down, nor do I want to make anything awkward for anyone.
As an update, our mutual friend called me today and asked if all three of us were meeting up for dinner, I passed. One, because, three's a crowd. Two, I don't understand why she's bringing another person to this weekend's event. So, naturally, anyone would be cautious. Interestingly, she texted me about an hour ago saying she missed me at dinner. So, as you can see, I am so confused. I should prob. reply, awww, that's so sweet. LOL.
I know it not good to be too available anyway, so it was for the best. I'll reply in a bit. It feels like a game of cat and mouse. I recall playing these games back in my 20's when I was courting my ex-wife (hopefully soon). We all know how that turned out.
Listen man, I was you. I made excuses myself. But read what you wrote, first an excuse (not a pvssy, just cautious). then another excuse (unsure and uncertain). and another excuse (haven't been there for a while, its foreign) and another excuse (don't want to be let down), followed by another excuse (don't want to make things awkward for someone else). The reality? You are afraid. Afraid it will be uncomfortable for you, afraid you will get let down, afraid to find out, because you are afraid it won't work out.
It is only a game, because YOU are playing a game. You are looking at it like it some grand strategy with some final outcome. It isn't. It is just life. it is one frigging date with one frigging person. In your mind you have built this up into a life altering game changer and setting your self up for disappointment.
Face your fears, you are probably doing more to drive this person out of your life by being timid and afraid, than you would by simply asking her out. What is the worst thing that could happen? I mean the absolute worst thing? She says no? If she does, then you don't have to sit around wringing your hands wondering what you should do, how you should act, omigod, omigod, omigod! If she says yes it COULD be the start of a great relationship, whether that be friendship or more. Wringing your hand doesn't solve anything
Face your fears! The results will be a pleasant surprise. You will gain confidence, so that the next time something like this comes up, you won't hesitate. You will act. Which is far more attractive than being frozen with fear is.