Dan couldn't concentrate on his homework. He was thinking of Vanessa. Had he rushed things to fast with her? Serena and he didn't officially break up. But it was more of a hangout then a date right? Nothing was planned. It was an outing with a friend, a friend he kissed and still had feelings for. Dan felt he was out of his league, so he went to find his dad.

Vanessa waited for Jenny to stop by her apartment. She paced for about an hour. Playing with her hair waiting for Jenny to make an entrance. Jenny would give her details on what Dan had said since they last saw each other. Maybe he couldn't stop talking about her. High hopes but a girl could dream.

"Hey, V!" Jenny said shutting the door with her foot.

"Hey Jenny. So did your brother say anything?" Vanessa said biting her lip.

"Dan's a closed book recently. I'm surprised he even comes out to eat. I bought some outfits for you to try." Jenny said holding up a bunch of hangers with tops twisted together.

Vanessa went through outfit after outfit. None of them fit for some reason. Each one had a flaw for her. One was too girly, others not enough. Some were too long and the others were something a teeny-bopper would wear. Why could any outfit just do. She felt some type of pressure.

"What's wrong V?"

"Nothing. It's just what do you wear to the date you've been waiting your whole life for. I don't even know where we're going." Vanessa said starring at the ground.

Suddenly Jenny's phone rang. It was Dan. Jenny walked out of the room to answer it. She left Vanessa alone in the room as she paced around the kitchen yelling at Dan and dropping things around her. Finally Jenny emerged back into the room flipping her hair back.

"Well he has something planned for you. Nothing fancy, just some old poetry reading at the bookstore you like then paintball. I told him you were not going to do that."

Vanessa tuned her out. Sure it wasn't fancy, but he remembered her favorite book store and paintball. Most girls wouldn't do that but when they were younger they always talked about playing that. She would teach him girls could do the same things as guys. It was also an excuse to show off.

"Tell him it's perfect." Vanessa said as she ran off to get ready.

She met Dan at the book store with a bag of clothes to change into later. As she walked up to him she twisted her bag in her hand. They hung out before but not like this.

"Well well, look who finally came on time." Dan said. You could tell in his tone he was nervous.

"Couple year's too late right? Jenny didn't get your witty sense of a date." Vanessa said walking towards him.

"No one gets me but you. Dan said starring directly at her but quickly changed the topic.

"I know paint ball sounds stupid and so guyish to do, but I know you wanted to play when we were younger."

"The fact you remember is all that matters Dan."

They went inside and listen to some guy attempt to read Shakespeare. He messed up phrases and had hard time pronouncing words. Everyone laughed at him including Vanessa. Dan put his arm around her. Vanessa glared up. She waited for that moment for a long time. Dan's phone suddenly rang.

"Hey man have some courtesy." The less then flattering poet yelled into the audience.

"Sorry forgot Shakespeare calls collect." Dan turned to Vanessa "I'll be one second."

Dan ran outside. His phone call took up the entire second act. The show let out and Vanessa waited for him outside. Finally he came back.

"I was getting worried about you Humphrey, backing out of the challenge." Vanessa said with a smirk.

"No, it's Jenny. She said something about my dad and she needs me, then I lost her call. I'm so sorry but I have to go. Make it up to you?" Dan said with a sad look on his face.

"Sure, hope everything's okay." Vanessa said as Dan got a taxi to take her home. As she turned to kiss him Dan ran off to get a cab for himself.

Vanessa walked in front of her building with the biggest smile across her face. Even though they didn't get to finish their date, it happened. There was even slight talk of date number two. This night, even though cut short, was something to remember. Vanessa turned the key into the door and found Jenny sitting there.

"Hope you don't mind V, I wanted to hear all about your date so I told my dad I was staying her tonight." Jenny said smiling.

"So you finished up with Dan already. I know he can over exaggerate, but when you need him he's there." Vanessa said smiling."

"V what are you talking about. I was here the whole night, I never called Dan." Jenny replied thinking Vanessa was joking around.

"But Dan said you called him. You needed him." Vanessa said dropping her bag to the floor. She thought for a moment and realized it could be only one person. She feared they were over before they even started. Jenny came over to hug her.

Spotted: Lonely Boy's less then chic friend left alone. Oh little V, don't you know there are more then one damsel in distress in this city.