Supernatural- Reader Inserts (1)

Dean- Two Drunken Mistakes

You were angry with the older Winchester. He was supposed to burn the bones and come right back to the motel. Not go out to a bar, and have to have Sam come get him because he got drunk!

The door opened and Sam came in supporting his brother. "[Y/N], could you watch him while I run to the store to get some gatorade?" Sam asked. You gave him a look then sighed.

"Yea," He got Dean on the bed and headed out. Dean sat up and held his head. "Headache?" you asked him.

Dean looked at you, "Yes, but I'm fine."

"Well, I'm not! I was worried that something happened!" You snapped.

"Well, then don't worry. You're not my babysitter." He said harshly.

"But, I am your girlfriend." You said, "Am I not allowed to worry about the man I love?"

He scoffed. "Love! Ha, that's hilarious, seeing you slept with my little brother!" He yelled. You flinched and looked down, you thought you guys were over that.

"I told you, it was while he was in college." You whispered. Tears welled in your eyes, you hated crying. It made you feel weak, "Thought we were passed this."

Dean scoffed and flopped on the bed. "Guess not." You stood up and headed to the bathroom, you shut the door and slid to the ground.

You held your knees to your chest. You could hear Dean snoring, he was asleep. You hid your face in your knees and silently cried.

You were working at a small cafe, waiting tables in Stanford, California. You were also attending Stanford University- studying history. A guy walked in and took a seat, you walked over to him and smiled. "Hi! I'm [Y/N], I'll be your server today! How can I help you?"

He looked up at you and gave you a smile, he had chocolate brown eyes. "Hi."

"What can I get you?" you smiled.

"Um... a water, please" He said.

"Coming right up," You smiled.  You brought the man his drink. "Call me over if you want anything else." He gave you a nod and pulled out a book. You walked away, and went to wash some tables. Once you finished that you sat at an empty booth and began working on your history homework.

You would glance up at the guy, and then look down. After a bit, you went over to him. "Is there anything more I can get for you?"

"Oh, no." He smiled.

"Take your time," You put the check on the table and walked away.

A few weeks went by and the same guy came by every couple of days. You walked to the table. "Hello, again." You smiled. "I usually know my regulars names but I don't know yours." You gave him a playful smile.

"Sam" He said. "I'm Sam"

You and Sam had become close friends, he was in a few of your classes. He was there at a party (you dragged him to) you had few too many drinks. Both of you had, Sam walked you to your apartment. You had invited him to stay and when you woke up you were naked and in bed with Sam.

You cried and told him you didn't want a relationship. You wanted him as a friend. He felt the same, and you two moved on from it. You introduced him to Jess, and everything was fine. But, you were with Jess the night she died. You knew it was demon that killed her.

You felt someone pick you up off the bathroom floor, and then set you on a bed. "I'm so sorry, [Y/N]." It was Dean. You opened your eyes and looked at him.

"Don't be, I shouldn't have expected everything to be fine." I said. He frowned and looked down.

"I don't think things can be the same." He said. You nodded sadly.

"What should I do?" You asked. He didn't answer. "Maybe it will be a good thing if I leave. Yea, I'll give us some space and maybe we could fix things... or move on with our lives." You stood up and grabbed your bag. You walked to the door, and looked back at him. Hoping he would stop you, and call you back. He didn't he let you walk away.

[Should there be a Part Two? Comment with an answer!!!]