So I have quite a history of blowing chances with girls because of being a pussy. I'm an above average looking guy (5'11 w/ athletic build), but I haven't really gotten much experience with girls because of my inability to make moves. In the past, when interacting with a girl I was interested in, I would talk and talk and talk to her, expecting my dick to magically fall into her vagina. The mere thought of making a move or leading the interaction scared the shit out of me.

Anyways, I managed to score a tinder date a couple days ago, with a girl a lot older than me actually. I told myself that no matter what, I had to make a move -- rejection or not, it was going to happen.

We met at an ice cream shop in the afternoon, and immediately started talking. I'd say I'm a pretty conversationalist, so our interaction was natural and not forced from the get go. After like 10 minutes of talking, I told her that we should go check out some other places. We ended up at a bar, where we ordered some drinks. Before we knew it, two hours had passed, and she had to go to a doctor's appointment. Before she left, I arranged for us to meet up two days later.

For our second date, we met in a cozy little bar with a nice comfy couch as a seat. I sat next to her, and we started drinking and talking. She started getting a little flirty, and put her hand on my thigh for a bit, so I knew I had to make a move. I put my arm around her and pulled her in. I still felt a little nervous at this point, but at the same time I knew I wasn't going to puss out this time. A little bit later, I went in for the kiss and we made out for a little bit. We ended up chilling and having a good time in the bar for over 3 hours. She was going out to meet some friends and invited me along, but I had some work to do and decided to call it a night. As she dropped me off, I kissed her goodbye and told her that we should chill at my place the next day. She agreed.

Now here's where things get weird. We were chilling at my apartment, watching music videos and Youtube videos while cuddling. However, this time the "spark" just wasn't there like yesterday. It's like, I wasn't enjoying her company nearly as much as the night before, and I could tell she sort of felt the same. We made out for a bit on the couch. Then, I tell her that we should go upstairs in my room. Again, we kissed on my bed for a while, and I started to feel her up. All of a sudden, she sat up and said "I can't." She explained to me that earlier during the day, she started to really feel for her ex again, and realized that she's not over him yet. She said that she was super into me the night before, but could only think about her ex when we were kissing.

I honestly didn't really care too much, because at that point I really wasn't feeling it either. In the end I was just happy that I didn't blow this because of being a puss.

So now, even though this didn't work out as well as I had hoped, I feel a lot more comfortable being assertive and making a move on a girl.