26 year old guy here. I've met many girls/women in the last five years or so, but I gotta admit I have not been all that successful at keeping them interested in me for a long time.
I've gone on two dates with this beautiful girl so far. First date was about 10 days ago, second date last night. We went to a nice, quiet bar for our first date, and I think it went pretty well. Brief kiss at the end of the night. We started flirting through texts (against Corey Wayne's advice) after that. Some days I would text first, and some days she would text me first. For our second date, we did Paint Nite because both she and I have a little bit of artistic bent. I had fun, she said she loved it. Hand holding throughout the night and kissing at the end of the night. I texted her this afternoon to kinda get the momentum going again, but I don't think I was as funny as usual.
I really want to get to know this girl better, so I want to land 3rd, 4th, and 5th dates. I have been flirting with her a lot, so I wonder if it's time for me to take a step back until she starts chasing me again. I am not all that great at seducing chicks, so I would like some input from those who are successful!