After changing out of your boring uniform, you stood in front of your closet, unsure what you wanted to wear. Wondering if you had anything that was remotely even date appropriate. It seemed like all of your clothes were meant for work, or when you did happen to have that seldom day off, sweatpants. Nothing in between, and you were starting to realize how pathetic your life truly was. That maybe, while you loved your job, you weren't living.

Finally you settled on the deep maroon dress that hid in the back of your closet. It was beautiful and perfect for winter time, with long sleeves and a thick, almost sweater like texture to it. The neckline was a simple V, and it hung down to your knees. Pairing it with your boots to keep you warm, you grabbed your nicer coat, just as a knock sounded on your door. Opening it up, you were surprised to see Jensen's bodyguard, Cliff, standing at the door instead of Jensen. "Is everything okay?" You asked, trying to look around him to see if Jensen was standing there.

"Yes. But the hallway was too busy, so I told him to wait in the car, and I would come get you." Cliff explained, taking your coat and helping you into it. He placed his hand on your shoulder, guiding you through the busy hallway, past older couples with their arms full of Christmas packages, and girls holding up photo ops, squealing in excitement. 

"Are all of your conventions like this?" You asked him as he expertly navigated you down the hallway. 

"No. This one is different. Maybe because my guys are here three days. But also because of the holiday festivities, it has a different feel to it." He said, as he turned into a service hallway, just as you heard Brian's voice behind you.

"Hurry, please." You whispered, not wanting to get caught by Brian and held back. Cliff listened and the two of you almost ran to the next hallway, escaping your annoying boss.

"Was that your boss?" Cliff asked, right before he opened a door and a wave of freezing cold air slapped you in the face. After you nodded, you felt his hand tighten on your shoulder before he dropped it. "I hate when men in a position of power take advantage like that. I just want to..." He said, and you stopped him with a hand on his forearm.

"Thank you. I appreciate it. And I'm trying to get it figured out. But I think Jensen helped a lot earlier." You told him, just as a door swung open and you saw Jensen waiting inside for you. Sliding into the black SUV, Cliff shut the door behind you before climbing into the driver's seat.

"I'm sorry I wasn't able to come get you, but the hallway was a mad house, and I never would have made it." He said, before handing over a small bouquet of flowers. 

"It's alright, I understand." You said, as you watched Cliff expertly navigate the snowy roads. "It's probably the busiest our hotel has ever been. I just wish that Brian could see how much good your convention is doing for our business."

Jensen took your hand, wrapping it up in his own, making you wish the two of you weren't wearing gloves so you could feel his skin next to yours. "Brian? That asshat that was sexually harassing you today?"

You nodded, feeling his hand tighten in yours. "Yeah, my boss. My job kind of rides on how well your convention does. But truthfully, I think it rides on if I give in to him. But please, I don't want to talk about it. I don't want to ruin tonight." You said, as Cliff pulled in front of a nice, upscale restaurant.

Jensen bounded out of the car, coming over to open your door. Taking his hand, you slid out until you were standing next to him. "See you soon." He told Cliff, who didn't seem very happy for leaving him on his own. "Go hang with Jay, I'll text you when we're done."

After the SUV pulled away, Jensen placed his hand on the small of your back, leading you into the crowded lobby. "What if we can't get a table?" You asked him, as he made his way to the hostess. 

"Trust me." He said, winking at you. Within moments, he was following a slim young lady to the corner of the busy restaurant, to a booth. Before sitting down, Jensen helped you take your jacket off, and you placed it in the booth next to you. "I haven't had the chance to tell you how beautiful you look today." He said, as he finally joined you in the booth.

You blushed, looking down at the table. "Thank you. I wasn't sure what to wear."

"Well, you would look amazing in anything. When I first saw you. I can't believe it was only this morning. I was shocked at how beautiful you were, and then when I found out you were the convention manager, I was speechless. I expected them all to look like Gary." He teased.

"Can I tell you a secret?" You said, leaning over the table. "I looked you up. And I thought a man that was this handsome, and an actor, had to be the biggest jerk ever."

He nodded his head thoughtfully. "I could see that. And has your opinion of me changed at all?"

Just as the waiter came over, you smiled up at Jensen. "Of course. Otherwise I wouldn't be here."

After placing your orders, you found yourself growing comfortable around Jensen. He was easy to speak to, and he listened deeply when it was your turn to speak. "Y/N, I still don't get how a beautiful, successful woman like yourself is still single." He said, taking a sip from his wine.

You took your lip between your teeth, tugging on it nervously before answering. "I'm starting to realize why now. I've spent so much time trying to be successful, I've alienated everyone I've ever had a relationship with. The only people I can call my friends are my coworkers. And it leaves no time for trying to kindle a relationship." You admitted, and he reached over, taking your hand in a comforting gesture.

"I know what it can be like to let work overwhelm you, to feel as if it's the only thing that matters. But lately, I've decided it's not the full picture. Jared, he's married. Has a couple of the cutest boys. And, seeing him with his family, makes me realize how much I've been missing too. So I know where you're coming from."

He could have pulled his hand away, but he didn't, and you didn't mind. "I bet you could have any woman you put your mind too." You said, slightly teasing, and his eyes narrowed in on yours.

"Right now, the only woman I'm thinking about is you." He said, right as your food was delivered. After that, the two of you stayed quiet for a while, enjoying the high quality food that was set before you. 

But when the plates were pushed away, your attention turned towards Jensen. "So, you act. But I don't know much else about you."

"I don't think there is much else to know." He admits. "I have a wonderful family, with a brother and a sister. Just bought a house in Austin to be close to them and Jared if he needs it. And I like to sing."

"Sing?" You asked, leaning back as dessert was brought out. You had ordered a simple cheesecake, while Jensen had gone for the more decadent chocolate cake. 

A forkful held up to his mouth, he nodded. "I love to sing and play guitar. I used to be pretty nervous about it, but then I forced myself to sing in front of people. I'll actually be singing tomorrow night."

You remembered something about a concert tomorrow, thinking it strange that a TV show's convention would have a concert attached to it. "I can't wait to hear you." You told him, and he gave you a huge smile.

Reaching for his phone, he sent off a quick text before turning his attention back on you. "I was thinking we aren't too far from the hotel, and we could walk back. There were a lot of beautiful store fronts that we could peak at."

You agreed, finishing off your cheesecake, and grabbing your coat. After paying the bill, he slipped his coat on, and ushered you out into the cold night's air. "Brr." You said, as you slid your hands inside your gloves. Snow was beginning to fall again, and the air was crisp and cold.

"If it's too cold, we can go back inside and wait. I'll call Cliff." Jensen said, but you shook your head.

"No, it's nice. I haven't been out in the snow for a long time." You told him, but being brave for a moment, you slid next to him, pressing up against his side. He took the hint, and wrapped his arm around you, as the two of you slowly began your walk down the street. Taking time to see each expertly decorated window, you enjoyed yourself immensely. 

"So, what do you want for Christmas?" He asked out of the blue, and you were shocked to realize you had no clue.

"I don't know." You told him.

"No, really? If you could have anything, what would it be?" He insisted, as you stood in front of a toy store. It had long since closed, but the display in the window still went on, with lights twinkling, and the train going around and around. 

"Truthfully? Nothing money can buy. I just want to be happy, and actually have a life that's worth living." You told him. "I know, it sounds stupid."

"No, it doesn't." He told you, as you rounded the corner to your hotel, a hotel that ran your life into the ground, but gave you a sense of purpose at the same time. You had such a weird love hate relationship with this big, antique building. "That's what I would like to have too."