Supernatural Imagines: Book Two

Happy New Years

Characters: Escort!Jensen Ackles x Reader, Reader's Mom

Warnings: fluff

Summary: Your mom wants you to invite someone to be your date for her annual party. You never thought you would call an escort to be your date.

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Why don't you have a boyfriend? When will I get some grandbabies? When will you finally settle down? Your mother's annoying questions always came back to you around this time of year. Every new year, she would have this big party, have a lot of guests over in her big mansion, cook a lot of food that could feed almost 500 mouths, and she would always invite you plus one guest.

Each year, she expected you to bring someone to her party because you were her only daughter and pushing 30. No man, no children, only work. And every year, you have to smile and chat with people you don't know and explain to them why you were still single.

It wasn't your fault that the guys you meet didn't like you back. And when you finally found one that did, he would be creepy, old, or way too young. After a while, you had to accept the fact that romance just wasn't in the cards for you. Plus, you work all the time so you wouldn't have time to date someone, much less be in a serious relationship with them.

However, that wasn't good enough for your mom, and she demanded that you bring someone to her party this year. Half of you wanted to defy her rules just to piss her off, but then you would have to endure all those boring people with their boring questions, and that made you go with your other option.

Hiring an escort was something you have never done before or even thought about doing. All of the people from your work were either female, married, or way too old to be your date. As much as you would love to see what your mother's face would look like if you brought a woman, you thought it would be best to bring a man and get the night over with.

Before you could even talk yourself out of this, you grabbed your laptop and did some research on businesses that had escorts readily available. The more you searched, the more stupid you felt. All these businesses had women, and the men you saw were too greasy to even think about talking to.

Just when you were ready to give up hope, you came across him. Green eyes, freckles dusted across his cheek, short and spiky dirty blonde hair, broad shoulders, and a nice smile. His name was Jensen according to what the website provided. He was around your age, good looking, and his profile was outstanding. Why was this guy an escort when he could easily be an actor or something? He surely had the resume for it.

Picking up the phone, you thought about what you were doing and the consequences that came with this before quickly dialing the place. You were going to give it three rings before you hung up and tried something else. The man on the other end of the phone picked up in only two.

"Hi, thank you for calling Yours Truly. What can I do for you?"

"Hi, I was looking on your website, and I was interested in hiring Jensen Ackles for the evening," you bit the inside of your cheek, blushing from embarrassment.

"Yeah, when would you want him?"

"New Years Eve."

"You're in luck, he has an opening that day," the man started to say, outlining the cost, what he comes with, and everything else you needed to know. New Years Eve was in two days which means you had two days to prepare an entire evening for this man you've never met before.

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A knock at the door and he was right on time. He didn't know what he was getting himself into, all that you mentioned over the phone was to dress nice and that was it. No mention of a party, your mother, or the fact that you weren't going to have sex with him.