The Night of Their Lives

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This is my first story, so i’d love some criticism and feedback. But please be nice.

I tried not to be too specific when it came to physical descriptions. This way, anyone can insert whoever they want into the character roles.

WARNING: This story is pretty lovey-dovey. I tried to move the story along as fast as I could but it still may be a good while before you get to any actual sex.

Enjoy.



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“Crap!” Cheyenne exclaimed under her breath as her phone rang in her back pocket.

She crossed from the front of the supermarket to the parking lot, grocery bags in one hand, her other hand fumbling through her purse trying to find the car keys.

While unlocking the car door, she realized the vibrations of the incoming call had stopped. Cheyenne threw her groceries into the empty passenger seat before pulling out her phone and getting halfway into the car. She unlocked her phone screen to see who’s call was missed.

Her heart sank and fluttered at once. She inhaled a shallow breath while adjusting into the drivers’ seat, closing the car door. She stared at the screen again.

“Jason. He called me.” She thought happily.

Cheyenne then began to yell at herself. “Calm down.” She assured herself. “We’ve been friends for years. We hung out last week for god’s sake. We hang out all the time. He calls me ALL THE TIME.”

But every time he called, her reaction was the same: as if she could fly away, but also feeling like puking a little.

“Stop that.” She mumbled to herself. “I can’t continue to like him. Not like this.”

But she knew she couldn’t stop. Just the thought of him gave her a heavenly feeling. A feeling of love and lust. But also of pain and regret. She’s loved him for years. Watched him date other women, even helped him through a few breakups, and she still loved him all the same. Each day she thought of him, the deeper the feelings became. As she closed her eyes and brought the phone to her chest, she imagined if she could be with him. Just once. She brought her knees together, trying to mask the gentle tingling sensation between her thighs. Her sensitive nipples stiffened against the fabric of her bra. She would kill just to spend one night with him. To let him know how she felt about him. To SHOW him the burning passion she had building up inside just for him.

The loud blare of her ringtone snapped Cheyenne right out of her dream-like state. He was calling again.

She found herself smoothing out her skirt, forgetting that he couldn’t see her through the phone. She cleared her throat and waited three seconds before answering.

“Hello?” She asked, her voice cracking despite her efforts.

“Hey, Cheyenne!” Jason said. She could hear the smile on his face. “Don’t yell at me, I know you have stuff to do today, but could you come over for a little while? My oldest sister was on a business trip and decided to stop by on her way back to her job.”

“Uh.” She said. “Well I have these groceries in my car. I’m not too sure if they’ll hold up for more than an hour or two.”

“I’ll bring them inside my house for you then.” He begged. “Please? She really wants to meet you.”

“Oh. Um. okay.” She stammered. “I’m on my way.”

“Awesome!” He chirped. “I’ll see you in a bit. Bye.”

“Yeah same.” She breathed, hanging up the phone.

Cheyenne slammed her phone onto the dashboard, putting her face into her palms. She then sucked her teeth, disappointed in her lack of confidence throughout their conversation.

She was now on her way to Jason’s. She blasted her music loud, trying to drown out the thoughts racing through her head.


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Jason decided he’d wait outside for Cheyenne. He grabbed an ice cold soda and headed downstairs to the parking lot of his apartment complex.

His sister stuck her head out the front door, catching his attention halfway down the stairs. “Where you going, Jason? I thought your girlfriend was coming.”

“I’m waiting for her outside.” He said. “Shouldn’t be long… and she’s not my girlfriend.”

“Not yet, anyway.” She giggled, teasing her brother. “She really must be something special for you to wait outside for her in THIS heat.”

“Stop it.” He warned her jokingly.

“Is she beautiful?” She said, poking at him more.

He felt his face getting hot, so he turned around and quickly marched down the stairs.

His sister laughed. “You are SO into her!” She shouted before he could get out of earshot, and closed the door.

Jason tried to pull himself together. He didn’t want to look anxious or uneasy in front of Cheyenne. He popped open his can of soda and supported himself against the back of his pickup truck. After taking another swig of his Cola, he whipped out his phone and shot Cheyenne a quick text.

‘Waiting downstairs for you.’

He spelled out all his words because he knows Cheyenne hated reading shorthand texts. She was a bit of a grammar nazi, but he liked that about her. The more he thought about it, there wasn’t a single thing he didn’t like about her. He allowed himself to get engulfed in the memory of their most previous encounter: He had thrown a little get together for himself and a few close friends. After everyone had gone, Cheyenne was the only one who remained. She had passed out on his living room couch, which made him feel bad about inviting her. He knew she had worked all day, but he invited her and insisted she’d stop by. He could see her face now: peaceful and flawless as the glow from the television reflected off her beautiful face. He couldn’t help but sneak a peek at the small bit of cleavage her shirt revealed as she lay there. He soon retrieved a blanket to throw over her. It was innocent, but he loved every moment. All he could think about is how much he wanted to hold her. To show her how much he cared about her. And that he would make her feel SO good. He got a little lightheaded thinking about it.

A familiar stir began in his pants, but he quickly snapped out of it just in time to see Cheyenne’s car approaching.


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When Cheyenne pulled up to Jason’s apartment complex, he was already outside waiting. She spotted him before he could see her. He was leaned against the trunk of his car, his broad shoulders relaxed with one hand in his pocket and the other hand gripped tightly onto a can of soda. She watched him crack a smile as her car eased up.

Once she parked, Jason jogged up to her window with a wide grin. His handsome face was bright with excitement. “Cheyenne! I was worried you weren’t gonna show. Here, let me take these groceries in for you.”

Cheyenne said nothing, her heart beating fast as she gathered her personal belongings before exiting the car.

“You’re gonna love my sister.” He said. “She’s my favorite sister.”

Jason leaded her upstairs. Cheyenne got an eyeful of his toned legs as she silently followed his lead.

Once they made it upstairs, he opened the door and called out. “Brianna! Cheyenne is here.”

Cheyenne heard a loud, girly gasp coming from further back in the house, followed by fast-paced footsteps. She watched as Jason stood in the kitchen and put her gallon of milk in his fridge. That’s when Brianna ran up to her in a blur, hugging her tightly before she could even react.

“Oh, uhm, hey?” Cheyenne managed to spit out.

Once she released her from her grip, Brianna stepped back and grabbed Cheyenne by the hands. “Oh, it’s so nice to meet you!” She then looked back and forth between Jason and Cheyenne.

“Jason was RIGHT!” She smiled. “You ARE beautiful.”

“I’m what?” Cheyenne thought. She furrowed her eyebrows and looked over at Jason.

He returned her confused gaze, his face turning bright red just before he looked over to curse his sister with his eyes. There was a brief moment of silence before she squinted back at Jason and burst out laughing.

“I’m KIDDING!” She laughed. “Look at you two! Your faces are so red!”

Jason let out a heavy sigh as Cheyenne looked down nervously at her shoes.

Brianna lifted Cheyenne’s chin with her index finger and smiled lovingly. “My brother was telling me about y-” She paused once her cell phone began to rang. “Awh, I gotta take this. Better yet, let me go.” She answered the phone quickly. “Hello? Uh, yes sir I am in the car on my way back right now.” She lowered the phone and ran over to kiss Jason on the cheek. “Love ya! Oh, and so very nice to meet you Cheyenne!”

She left his apartment in haste, grabbing her blazer and suitcase on the way out. “Sir? Sorry I couldn’t hear that. I’m driving through a tunnel.” She waved one last time before shutting the door behind her.

“Sorry, my sister is a bit of a nut,” Jason shrugged nervously, trying to excuse her behavior. “but she’s great once you get to know her.”

“She’s lovely.” Cheyenne assured him, forcing herself to smile.

He smiled back, his grey-green orbs meeting her simple brown eyes. She felt unworthy to be there in every way.

This is when she realized they were alone.