Imagine dating your brother’s best friend
Characters: Reader, Single! Jensen Ackles, Jared Padalecki, mentions of family
Pairings: Reader x Jensen
Warnings: All Fluff and SMUT
Word Count: 3,100
Summary: Jared Padalecki is your big brother. When you are graduating high school, Jared lands a job acting for a new show called supernatural. By the middle of your freshman year of college, Jared drags you along to an award show he must attend. He really wants you to meet this guy that he has been working with, Jensen. The two of you hit it off and the rest is history.
Things to know: I have been working on this story for weeks. I hope you guys like it. Not sure it’s my best work.
The large oak doors stared at you ominously. You couldn’t believe this was finally happening. Jensen Ackles was on the other side of that door. That was all you needed to know to walk through it.
You had met Jensen Ackles almost ten years ago. You remembered it like it was yesterday. Your brother Jared had landed a role on a new show called Supernatural. The show was a big hit, and he was having the time of his life. It was a nice change of pace for him after his stint on Gilmore Girls.
In January of 2006, Jared had to attend an award show. He begged you to accompany him, partially because he wanted you to meet his new best friend. This guy that he worked with that was quickly becoming like a brother to him. You were 19, in college, and excited at the idea of getting to go to an award show. You happily accepted Jared’s invitation and joined him at the Critic’s Choice Awards.
From the moment you laid eyes on Jensen, you could tell something was different about him. The way he smiled at you, his green eyes sparkling, when he first met you made your heart jump up to your throat. Sure, he was almost nine years older than you, but that didn’t stop you from developing a crush on him right then. The three of you spent the evening laughing and joking together. You got a taste of Hollywood life, though you were thankful that Jared was the one in the acting business. You would stick to your music, it was what you really loved. Jensen had been sure to make you feel included the entire night. You had even caught him staring at you a couple times throughout the event.
At the end of the night, he invited you to the set to watch he and Jared film an upcoming episode. You had made sure that J was comfortable with you being on set. “Jared, you sure you want me there?” you had asked skeptically when Jensen invited to the set the week following the awards ceremony.
“Of course, Y/N! I would love to have you there. You can see just how much hard work your big brother puts in,” he had smiled and draped his arm lazily over your shoulder.
Jensen smiled widely. “Perfect. I can’t wait for you to see what a complete doofus your brother is on set,” he said with a laugh.
You smiled. “I’ve lived with him for 19 years. Trust me, I bet you haven’t seen anything yet.” The two of you looked at Jared and he rolled his eyes at you. This sent you both into a fit of laughter, and so the night went on like that. It had been a night that changed your life forever. If you had only known the wonderful things that would come from that night.