Kendall Jenner Imagines

Letting Go (New Year's Eve)

Letting go of someone you love can be the hardest thing to do. Letting go of someone you love because they don't love you is even harder.

You and Kendall have been close friends for about three years now. It's no secret that you have a pretty big crush on the model. Everyone knew, she even knew. You've asked her out many times only to be rejected with a whole hearted laugh. New Year's Eve was coming up and you jokingly asked Kendall to go the big NYE party as your date hoping that she'd say yes.

"I'm actually going with Jordan," she said giving you sad smile. You're used to it at this point. You don't know why you keep asking her out because it's always the same response. You've tried to stop by ignoring her, even recently, distancing yourself hoping that it'd do something for your heart. The time when you were ignoring her, she caught on.

at Kris' Christmas Eve party

"So what's going on with you and Kenny?" Khloe asked, sitting next to you.

"I don't know what you're talking about," you tried to hide while sipping your drink.

"She's been telling us how distant you've been with her the past month, what's wrong?" Khloe pushed out of you.

"You know what's wrong. Everyone knows what's wrong. I'm just tired," you sighed.

Khloe looked at you with sad eyes. "I honestly don't know what to say. I know how much you love her, but maybe it's time to move on Y/N. There are plenty of fish in the sea."

"Yeah, because everyone loves to hear that. What if I don't want other fish?" you tried to joke.

"Kendall is my little sister and she's great, but she's dumb. She doesn't know what's good for her. I blame the fact that she's still young. But I'm being serious Y/N/N. You deserve someone who will love you and make you happy. I want you to be happy," Khloe confessed.

"Yeah, I guess. There are other fish in the sea and a new year is coming up. I can try, for myself."

"And that's what I want to hear. New year, new bitches," Khloe shouted bringing laughter to the both of you.

Since then, you've made up with Kendall giving her an excuse as to why you've been ignoring her. You told Khloe you'd try to get over the model for yourself but yet here you are, sitting on her couch, "jokingly" asking her out when in reality you wanted it.

"Oh, it's all good. I can go with Hailey or something. I heard she was going to the party," you told her, grabbing your phone ready to text the blonde girl.

"She is?" something in her demeanor changed. You didn't know what, but you brushed it off.

"Yeah, she just told me she's going and would love to go with me. I'm actually going to head out now," You got up and hugged her goodbye. "I'll see you at the party." you left before she could say anything.

new year's eve

You and the blonde arrived at the party at around 10:00pm. You both have been hanging with your whole crew. Having mutual friends made a lot of things easier. You guys were all laughing until you saw Kendall arrive with her boy toy by her side, Jordan Clarkson. You didn't know if they were dating, but she's always rumored to be with him. You never talk about that kind of stuff together. She walked up to you guys, greeting everyone with a hug.

"Happy New Year's Eve Y/N," she pulled away, looking at you.

"Happy New Year's Eve, Kenny" you said smiling. You pulled a chair out for her at the table you guys were at and she sat, while Jordan sat next to her. You tried to ignore his presence, but you were a pretty nice person so you acknowledged his existence.

"So what are everyone's resolutions, if you even have one," Hailey asked the entire table.

Everyone gave the usual get in shape, spend less money, be more organized resolutions until it got to you.

"I mean do you want the serious or joking answer?" You asked as you all laughed.

"Hit us with some serious, maybe it'll give us some motivation for resolutions that we won't drop in two days." Bella said, giving the table another laugh.

"I guess, just letting my heart go. I want to be happy. I don't know. Something along the lines of that," you said shrugging. You knew what you wanted, you wanted love. You looked up at Kendall who was looking down, you could tell she was feeling indifferent about your answer.

"You'll get there Y/N, we'll help you find some love if you need," Hailey reassured. You were always thankful for your bubbly friend. She understood how you felt.

"Thanks, but this is awkward now, let's get this new years eve started!" you shouted while taking a shot and moving away from the table.

It was few minutes before the new year arrived and you were tired. You weren't drunk but you were a little buzzed. You sat near the bar, getting shots for you and Hailey.

"Hey, you ready?" Kendall asked as she stood next to you.

"Yep, 2016 was shit. I'm so ready."

"It wasn't that bad." Kendall joked.

"Yeah, okay. If you ignored everything that has happened that made our world go to shit, then yes. Amazing year." You both laughed.

The laughter died down as quick as it started.

"I want you to be happy Y/N. You deserve it." Kendall broke the silence while turning to you.

"Haven't heard that one before." you bitterly spoke. It's not that you weren't happy, it was just that you were tired of being rejected. It's hard to put your heart on the line to have it be stomped on, multiple times.

"I'm sorry. I know I never give you a real reason as to why I always say no, but I don't know the real reason. I just can't." She said genuinely, hoping you'd understand. This was definitely not the time you wanted to hear this because you know it won't end well and right now, you just wanted to get shitfaced.

"That doesn't make any sense but okay." you said, trying not to push this conversation any further. Not the time.

"Y/N, please."

"What Kendall? What do you want me to say? It's fine. You don't like me, I get it. I'll get over it. New Year to let go. It's okay. We're cool. You don't need to pity me, I am an adult." You confessed. You don't know why you just went off on her because you never get that angry at her, at least not to her face. It was the alcohol, it had to be. You wish the ball would drop on this building, because you were now tired and annoyed.

"Y/N/N, I'm sorry. It's just I don't know wha-" Kendall said before being interrupted.

"Come on Y/N, it's almost new years!" Hailey screamed while pulling you away from an upset Kendall. Thank God for the blonde, but you didn't like the way Kendall looked.

"Happy New Year Kenny, smile. We'll talk later" You screamed to her as you were being yanked into the crowd getting ready for the countdown. You didn't intend to talk about your feelings to her, but she smiled so you assumed that it was a good sign.

"You ready?" Hailey asked excitedly.

"Hell yeah" passing her her shot.

6....5....4

You noticed Kendall was standing in front of Jordan.

3...2...1...

"HAPPY NEW YEAR!" everyone screamed, while hugging and kissing each other.

"Happy New Year!" You and Hailey said to each other while taking the shot and hugging.

You looked over and saw that Kendall and Jordan were happily embracing each other, kissing. Your mood went from 100 to -2 real quick. That was the last heartbreak you needed for 2016.

"I guess it's time. New year, new me." You said to yourself, downing another shot.

A/N: wow, hello. this is my first ever imagine. maybe it's the new year aura that's making me want to write but this is the start. i would love to continue whatever it is that i'm planning so please do, tell me your thoughts on my writing, etc! enjoy and happy new year! make it great!