Disclaimer: I don't own TVD
"A date?" Caroline couldn't believe her ears. "You're going on a date with him?" Jenna shrugged and looked at the book closest to her.
"Well, why not?" She put the book back and looked at the next one. "If it doesn't work out then it doesn't work out." Caroline looked at her friend suspiciously.
"Well, what if it does work out?" Jenna stopped moving for a second before looking at the blonde.
"It's not Care. Stop filling your head up with strange ideas and help me finish up the inventory." Caroline smiled but indeed followed Jenna's suit. They stocked books on the shelves for about 2 minutes before Caroline had to say something else.
"Well what about Jeremy?"
"What about Jeremy?"
"It's his dad. If you go on a date with his dad who's going to babysit Jer?" Jenna looked at Caroline as if she was insane.
"He's 17 Caroline. I think he can handle a couple of hours on his own. And it's not as if Damon and I are going to become a lovey dovey couple. Jeremy will be fine."
"Fine."
"Fine." Another few minutes passed before Caroline spoke again.
"What if you guys break up?"
"Oh my God, Caroline! Just work will ya? I said yes and there's no point in thinking about what can and will happen! Jeremy will be fine. I'll be fine. Damon will be fine." She put her hands on her hips. "Now will you be fine Miss Caroline Forbes?" Caroline rolled her eyes but nodded and went back to the inventory. They worked in silence for a few more minutes before Jenna got fed up and sent Caroline to get coffee. Of course when Caroline went to get coffee she didn't come back until closing time with cold cappuccinos and three bags on each arm full of vintage clothing. So the hours past, some customers came in but not many. Book shopping wasn't really something people in Mystic Falls did often as there were other far more interesting things to do. Like throw a pageant or a dinner or a picnic or God knows what. And as the hours went on Jenna had more time to think. And worry. And analyse. And discuss with herself. When she locked up, Caroline indeed came up right behind her with lots of bags and two cold cups. Of frappuccinos.
"I bought you outfits. I may not like Damon but I'll be damned if you don't look hot. Understand?" Jenna rolled her eyes and got into her car. Caroline, of course, got into the car as well before Jenna drove off. "Think you're getting rid of me that easily? Nuh-uh lady bug." 30 minutes later Caroline was in Jenna's bedroom whilst Jenna was trying on the outfits in her bathroom. Jeremy passed the room.
"Hey Care." He dialled back. "Care? What are you doing here? What did you do to my mom? Mom? MOM?"
"Jeremy, shut up." She hanged an outfit on the bed frame. "Jenna is going on a date and I'm her fashion advisor." Jeremy cocked his head.
"Wait. Mom's going on a date? Dad's going on a date too." Caroline looked at the boy with her eyebrows raised. "Oh. OOOOOOOOOOH. Mom is dating Dad?"
"Give the kid a prize." She mumbled underneath her breath. Jenna came out of her bathroom.
"Will you two cut it out? I'm already nervous enough I don't need you to..." She took a deep breath. "It's only one date. Nothing's going to happen. Do I look okay?"
"I think you look absolutely adorable honey. And sexy. Isn't that right Jeremy?" Caroline looked at him expectantly.
"You want me to say my mother looks sexy? No. I think you look nice mom. That's all you're getting out of me." Caroline rolled her eyes at him and the doorbell rang. "Don't worry. I'll answer it." He went downstairs and was very surprised when he saw his father standing up straight and nervous instead of smirking like he usually is. Jeremy grinned. "Dad, you're ringing the doorbell? This must be huge deal."
"Shut up Jer. Is Jenna ready?" Damon asked fidgeting with his fingers. Jenna walked downstairs with Caroline in tow.
"Yep. I'm ready." She turned to Jeremy. "You stay away from pay-per-view and no friends over. Not even for Doctor Who." She kissed him on the cheek and turned to Caroline. "You stay away from him; he's a minor and has more hardcore drugs than you've ever tried."
"Is that meant to repel me or tempt me?" Caroline asked with a smirk. Jenna grabbed her keys and slammed the door. Damon tried not to show how nervous he was but she could see him fidgeting.
"You look great." He said. Jenna looked down at her outfit.
"Thanks. It's Care's. You know her; she can force anyone to do anything if she set her claws on them." He smiled nervously and they walked to his car. They sat in silence all the way to the movies. At the cinema Jenna thought that someone should break the ice. "So what movie are we going to see?"
"Uh, I thought maybe something romantic." He said not really looking at her. Jenna hit his shoulder.
"The fuck is wrong with you? You're not acting like you Damon. Let's see that horror movie. It looks stupid."
"You sure? I thought maybe we could start off small-"
"Yes I'm sure. Come on." She went to buy the tickets but Damon would have none of that. He let her choose the movie but he paid for the tickets. The movie was ridiculously stupid like she said it would be. But they had fun. They did their own commentary during it and people found them annoying. After the movie, they went to the bar discussing how they did the special effects.
"They have to have some sort of wire or something pulling him into that ditch."
"Are you kidding me? It's obvious he actually fell and there was a mattress at the bottom of it." Jenna grabbed a couple of fries.
"No way. He was pulled. Didn't you see how he bends over? It was to cover up the wire." He grabbed some of Jenna's fries as well.
"You're insane." She said. "You're freaking insane." She slapped his hand away when he grabbed more fries. "And these are mine. You want some? Order them yourself."
"But what about my figure?" He pouted; Jenna threw a fry at him but smiled. "So this wasn't as bad as I thought it would be."
"Gee thanks." Jenna waited a second before asking the question that's been on her mind the entire night. "Why did you ask me out anyways Damon?" He stared at her for a couple of seconds before thinking of an answer.
"I don't know. Do I need a reason to go out and have fun with the mother of my child?"
"Well yeah. Because I'm getting mixed messages here. What do you want from me? Do you want to get together or do you want us to get along or do you want...What do you want?"
"I want..." He looked around. "I want french fries."
"Damon."
"I want us to try. I don't know why but yeah. I want us to try." Jenna blinked at him. "I like you Jenna. You obviously like me too otherwise you wouldn't have been here."
"Okay. You want to try. We can try. But when you fuck it up I'm telling people you paid me a thousand dollars for this date." She said and finished her last fry. But they didn't leave right away. They got 8 more orders of fries before they even considered leaving. Finally around midnight Damon drove Jenna home.
"Well tonight was fun." He said grinning. She grinned back.
"Yeah. I'm not tired at all, wanna come in for coffee?"
"Coffee Jenna? Wow, are you see through."
"Shut up wiseass. I actually do mean coffee." Damon laughed but he shook his head.
"No, I've got work in the morning and if I don't get some sleep I'm not going to be able to perform properly." Jenna raised her eyebrows.
"Now who's getting dirty?"
"How about on Friday we go out and do something more fun than just ridiculing a movie."
"What do you have in mind?" He leaned closer and smirked.
"You leave that to me." He brushed her hair away from her face and lingered for a bit. Jenna was just waiting for him to kiss her but he didn't. He pulled back. Satisfied. "Well I have to go. Bye."
"The fuck was that?" She shouted after him.
"Hey, can't give up my best material on the first date." He said when he was at his car.
"Your best material is 17 years old and pretending to be asleep but really listening to our conversation in that kitchen Mr Salvatore. I say you have no material left and you're just a pussy." Jenna smiled winningly and went inside the house leaving stunned Damon outside. "JEREMY SALVATORE-SOMMERS! THE FUCK DID I SAY ABOUT PAY-PER-VIEW?"