I went to a party at a frat house at my university. It's the engineering fraternity, so the party was pretty lame. Only about 5-7 girls there, and even less cute ones. I hardly knew anyone there, but as soon as I walked in I was greeted loudly by my RA from last semester. He was standing next to a friend, the best looking girl there. Probably about HB 7.5. Her face wasn't the best, but she had a great butt. Anyway, I started talking to him, then asked her what her name was. After I did this, the RA walked away, leaving us together. We talked for a bit about where she goes to school (she was about 3 or 4 years older than me, and goes to a different uni), what her major was, etc. It felt like an awkward place to do any routines, we were the only ones in the room standing. I said nice to meet you, and walked away.
A few minutes later, I had checked the upstairs and there were no girls there except for a few surrounded by guys. It really was a sausage-fest

I walked with my friend into the pool room and saw the RA and the HB sitting down. He started talking to me about why I should join this frat (yeah right) and mentioned jokingly that everyone in it has a big penis. I said that I would fit right in then, and everyone laughed; including her. I really wish I had looked right at her and smiled when I said this.
A little later, we were opposite each other separated by a game of beer pong. I assume it was IOI's b/c we made eye contact about 5 times. I'm not really sure though b/c I obviously hadn't run any game on her.
I noticed her later sitting alone on a couch. I approached her with an opinion opener. (17 year old sister getting a tattoo of bf's name, what should i do) I sat next to her and leaned back. This in itself is such an improvement yall, I have NEVER approached a girl like this before. I am really so happy by just this. Anyway, then I threw in a neg; I said, "You are cute, you remind me of my sister." (I thought this was funny b/c she was older than me.) She didn't say anything.
I wanted to dhv with a story about how I was at Wimbleon last year and sneaked into center court. (shows that I travel, am adventurous, and have an active life) I really messed up the transition though, I just simply asked her if she likes tennis. She said no but her friends play. I really need to work on my storytelling, because I really did none. I kind of stumbled and just said that I snuck in last year when I went. She said, "sweet" and looked away, and her knees pointed away. I knew it was over. I just sat there and talked to my friend on my other side until I had to leave to go to work.
Overall I am very proud of myself for not only approaching, but making her interested at least in the beginning. I was especially nervous because she was older than me.