Summary: When Jack finds out Heather has never been on a date and doesn't feel special enough for any guy he and the boys plan to show her different. Will it work?

Heather was sitting in her room in the bunker on her bed with her laptop. She was watching some sappy romance movie about a first date. She had left her door open. Jack walked by and stopped when he heard her sniffle. He walked in and saw she was crying. "Heather are you ok?" he asked. She sniffled wiping her eyes with a tissue.

"I'm ok Jack," she smiled.

"You're crying," he pointed out. She giggled.

"Yes, but it's because the movie I watched was sad in a happy way," she explained.

"So, the character's happiness about her first date made you cry?" he asked trying to understand better as he noticed the movie she was watching.

"Yes," she said, "mainly because I've never really been on a date myself,".

"Why not?" he asked.

"I guess I just haven't been special enough to anyone," she said.

"You don't feel special?" he asked. She smiled at the concern in his voice.

"I'll be ok Jack," she said patting his head, "maybe one day it'll change,". Later that night Jack met the other guys in the map room.

"Hey, guys," he said, "Heather is special to us right?".

"Of course she is Jack," Castiel asked and Sam nodded.

"Why do you ask?" Dean asked. He explained what he saw earlier and what Heather had told him.

"Do you wanna do something to cheer her up?" Castiel asked.

"Why don't we all give her the perfect first date," he said, "we all do something sweet for her that you would do on a date,".

"That's not a bad idea," Dean said, "let's brainstorm,".

The next evening she walked into her room and saw a note on her bed. When she read the note all it said was wear something nice and be dressed before six. She picked out a pink and green camo t-shirt, a faded jean skirt, a black flannel button-up shirt she left unbuttoned, and her favorite pair of black boots. She brushed her long, black hair and applied some lip gloss and eyeliner to bring out her hazel eyes. Just as she finished up there was a knock on her door. She opened it to see Sam standing there. He was dressed nicer than usual in a gray shirt, a blue and white flannel shirt buttoned over it, and a nice pair of black jeans.

"Hi Heather," he greeted, "ready?"

"For?" she asked.

"Well, I'm not allowed to say," he said holding out his hand. She took it closing her door. He lead her into the living room where she saw two cups of tea and a book on the table. "Would you like to read with me?". She and Sam would read lore together all the time.

"As in research?" she asked.

"No," he said picking up the book. She saw it was the first book of one of her favorite book series' Flowers In The Attic by V.C. Andrews. She smiled.

"One of my favorites,". They both sat on the couch her snuggled up against him enough to be able to read along with him. Before long she rested her head on his shoulder. About an hour later Dean entered the room just as they finished the book. Sam kissed her cheek and left the room. Dean walked over to the stereo in the room and turned it on. A soft, slow melody started to play. He walked over to her and held out his hand.

"Heather, can I have this dance?" he asked. She smiled. She didn't know what the boys were up to, but so far she liked it. She nodded and took his hand. He helped her stand up and walked her to the middle of the room. He put his arms around her waist and she wrapped her's around his neck.

"What are you guys up to?" she asked.

"Just relax and enjoy sweetheart," he said. She soon laid her head on his shoulder as they slow danced. The smell of Dean's cologne tickled her nose. She loved the scent. A little while later Castiel entered the room. Dean smiled and kissed her forehead as he turned the stereo off.

"Heather," Castiel said walking over to her, "would mind taking a walk with me?". She smiled. She could never resist the awkward cuteness of her favorite angel.

"I would love to Cas," she said. He wrapped his arms around her and they were soon on a forest path. He kept one arm wrapped around her back as they walked down the path. She looked around. "Forests are so peaceful,".

"Have you spent much time in forests?" he asked.

"When I was little," she stated, "my family would spend pretty much half the summer camping, and if I wasn't camping with family I was with friends,".

"Sounds like they're good memories," Castiel pointed out.

"Best moments of my life," she said, "until I met you and the boys,". He smiled as they got to a small clearing. There was a fallen log and across from it was a small field of flowers.

"Wow," she said. They soon sat on the log and she just gazed up at the bright stars.

"Without all the lights the city casts stars are so much brighter," Castiel said looking up.

"Did you help place them in the sky?" Heather asked.

"Not a lot," he answered looking up, "but I did help create some the constellations,". She smiled at the twinkle in his dark blue eyes as he said that.

"Hey, Cas, can I tell you something that might be cheesy for a friend to say?" she asked.

"Of course," he said making the cute confused facial expression he always did, "but, how can a comment be cheesy?". Heather giggled.

"I hope this isn't insulting," she started, "but ever since we met I've considered you my guardian angel,". The angel smiled.

"That's not insulting at all," he said, "I consider it an honor,". She gave him a little hug and continued to look at the stars. Trying to trace shapes with them. She shivered a little and Castiel happily took off his trench coat and draped it over her. She now felt honored. She had never seen Castiel let anyone else wear his trench coat. "We should head back now," he finally said.

"I suppose you can't tell me what tonight is about either?" she asked. He just smiled and helped her up. They were soon back in the bunker living room. Jack walked in just as Castiel hugged her. "Thank you for the walk and stargazing Cas,". She said.

"My pleasure Heather," he smiled and walked off.

"Heather, would you like to watch a movie with me?" Jack asked.

"Sure Jack," she said, "what movie are we watching?".

"You get to pick," he said.

"Sliding Doors ok?" Heather asked, "it's a movie on Netflix,".

"I'll make popcorn," he smiled and headed off to the kitchen. She and Jack sat in Dean's man cave munching on cheddar popcorn as they enjoyed the movie. Heather was a little nervous at first. She and Jack were about the same age (as much as they could be given he is a nephilim) and she has had a crush on him for a while. She was debating with herself on if she should try to hold his hand. Her face shaded a light red color when she felt Jack softly place his hand on her's. Had he heard her thoughts? It was an angelic power after all. If he did hear her he didn't say anything. He just sat there watching the movie with that sweet little smile on his face. She swore he learned that from Castiel.

Just as the movie ended she started to smell something delicious fill the bunker. Jack stood up, "I'll be right back," he said and hurried off. He came back a few minutes later. His smile wider making her heart melt more. "Are you hungry Heather?" he asked.

"I could eat," she said as he walked over and held out his arm.

"Can I escort you to the kitchen?" he asked. She smiled as she stood up and hooked her arm in his.

"Of course," she said. When they walked in there Heather's eyes widened. The boys had set up a table. On it where some of her favorite foods. The boys had made beef stroganoff, cheese and broccoli, seasoned mashed potatoes, and a chocolate cheesecake pie. She noticed there were candles lit on the table. They even had a bottle of wine chilling in an ice bucket. Jack went over to the table and pulled out a chair.

"Your chair Miss Heather," he said. She smiled feeling her cheeks turn rosy again as she took the seat and Jack pushed her up to the table. Sam poured everyone a glass off wine and then they all joined her.

"Now that the guest of honor is here we can dig in," Dean said. As they ate they all kept the conversation mostly on Heather listening to her answers to questions they asked and stories and whatever else they could get her to talk about from TV shows to books, etc.

"Ok, guys," she said not able to take it anymore, "why have I been getting the treatment of my life today?".

"Well Jack told us how you told him you had never been on a date," Sam said.

"And that you had never had a guy make you feel special," Dean added.

"So we all four planned what we hope has been a dream date for you with us," Castiel said.

"Did you like your first date Heather?" Jack asked. Her heart felt like it was gonna explode and tears fill her eyes. These four amazing guys who took her in and made her feel like she was wanted like she was family just made her feel more loved than anyone ever had in her entire life.

"You guys did this all," she said waving her hand at the table, "just to make me feel special?".

"No," Sam said, "we did this not to make you feel special, but to show you that you are special,".

"And any guys who can't see that," Dead added, "are douchebags,". She giggled wiping tears from her cheeks.

"I love you guys so much," she got up and gave each boy a hug and kiss on the cheek. As she hugged Dean he pointed to Jack.

"This was mostly his idea," he said, "he was dead set on doing this for you,". She looked at him and Jack had the proudest smile on his face.

"Jack," she said walking over to him and taking his hands in her's, "this was the sweetest thing ever done for me, and it was the best date anyone could have ever had," she gave him a short, soft kiss on the lips and then hugged him, "Thank you so much,".

"Anything for you Heather," the young Nephilim said hugging her back. His smile almost permanent on his face now.