Author's Note: Hi, everyone! So, I have recently taken a liking to Steven Ogg (and Simon of course). This idea was originally going to be a one-shot, but I figured... Why not continue it? I don't know how long this story will last, but it will begin before the apocalypse happens, so stay tuned! ;)
Songs: Pony by Ginuwine || Grind On Me by Pretty Ricky
"Take a seat, take a seat, take a motherfucking seat, Jason!" Negan grinned, taking the groom-to-be by the shoulders and pushing him into a chair in the middle of the room.
Jason's wedding wasn't until this weekend, but the group of men decided to take his bachelor party to Las Vegas. They didn't want to risk bumping into his fiancée at any of the bars, though, that was highly unlikely.
"I said no strippers, guys!" Jason exclaimed, fidgeting in his seat. "Anne's going to be angry! I told her no strippers! Just gambling and drinks out with my guys…"
"Calm down, Jase. Seriously. Whatever happens in Vegas, stays in Vegas. Besides, you're telling me that her bunch of girlfriends didn't bring her her own stripper? Come on. It wouldn't be a bachelor or bachelorette party without a stripper," Simon interrupted, walking behind Jason and gently squeezing his shoulders to calm him down.
"There are five of us altogether and only you and Negan are the ones that are single," Jason added.
"And what's your fucking point, Jason?" Negan smirked, sipping on his glass of scotch as he leaned against the bar in their hotel suite.
"All I'm saying is that you two can't talk about feeling guilty because this woman can dance all up on you and you won't have to worry about a fiancée or wife getting angry with you," Jason replied, motioning to the other men that were his groomsmen.
"Lighten up. It's not like you're going to fuck her. Right, Jase?" Negan teased, chuckling quietly as the man sitting in the chair grabbed one of the pillows from the sofa to throw towards Negan's head.
"Fuck you, Negan."
"Seriously, Jason. She'll be here for two hours tops. That's it. She'll give you one dance and that'll be it," Negan sighed, trying to reason with the other man. "This is your last chance to do this. Just fucking live a little."
"Pour me a shot of Patron," he demanded.
Negan smirked, "That's more like it!"
The men clinked their shot glasses together before downing the shot simultaneously. Suddenly, they were all broken out of their reverie when they heard a knock at the door.
"She's here," Negan winked.
Jason fidgeted in the chair. Simon chuckled.
"Take a breath. You'll be fine. Besides, Negan and I can take her off your hands once that dance is up," Simon added.
"Oh, hi," One of the groomsmen stuttered, looking down at you once the door was open.
You smiled sweetly up at the man, tilting your head and chewing on a piece of gum. "Hello. I'm here for a little tutoring session."
Jason heard your voice and glanced up at Negan and Simon with wide eyes. "If she walks in here with a damn schoolgirl outfit, I'm going to fucking kill the both of you."
"Yeah, um, come on in."
You walked inside, your short, plaid skirt bouncing on your hips as your heels clicked against the floor. You noticed two men immediately standing near a man who looked ready to receive a lap dance.
Negan glanced over at the sound of heels, his eyes widening only slightly at the sight of you. He was expecting a woman with fake, big breasts, make-up that was overdone, and a skimpy outfit.
He had to wonder if you were the right person that they requested. You didn't seem like a woman who did this for a living.
Simon cleared his throat. You were more than what he expected. Hell, he looked at you and wondered what more you could do aside from dancing.
Your hair was put into pigtails and your shirt was simply a wrap that was tied just below your breasts, showcasing your abdomen. Your white thigh high socks led down to your black heels and you were holding a single notebook in your hand.
You tilted your head once you were standing in front of Negan and Simon. You were the best one in the business because you didn't look like the typical stripper. You didn't use the money you made to give yourself breasts implants or a facelift or anything of the sort.
You used the money to help for school which was something you had always wanted to do. You didn't see yourself dancing at bachelor parties to be a long-term commitment.
"I'm looking for a Mr. Jason Williams? I need help with my Anatomy homework," you asked innocently.
Simon smirked, "I can help you with Anatomy and then some."
You narrowed your eyes. For some reason, you didn't feel offended. Usually, there was a rule about men coming onto you in such a disrespectful manner, but with Simon, you yearned for more of it.
"You must be Simon," you whispered.
"I am."
"And I'm Negan," he interrupted, introducing himself.
"Ah. Okay, great. Can I have a talk with you both?" You dropped the façade of a schoolgirl and led them away from Jason and the rest of the groomsmen. Once out of earshot, you looked up at them.
"First things first, no touching. I'm here for two hours and if you want me for longer than that, it will cost you extra. Second, I've got another outfit in my bag to change into since one of you said that Jason liked the fantasy of a schoolgirl and a cheerleader. So, if you could direct me to the nearest bathroom, I would be happy to leave my stuff there so I can change when I'm finished with my first set." You had to lay out the rules. There was always that one party that made you rethink your profession. You just hoped that this party wouldn't be one of those.
Negan smirked, "Getting straight down to business. I fucking like that, doll."
You couldn't help but smile to yourself. You also couldn't help the sight of the dimples that appeared on his cheeks once his lips curled into a smirk.
The two men you were standing in front of were much older than what you were originally used to, but there was no denying that you were attracted to the both of them.
"Bathroom is down the hall. First door to your left," Simon smiled.
"Great. Thanks."
You grabbed your bag and walked to the bathroom, setting it down once you were inside. You looked yourself over in the mirror and bit your lower lip, grabbing the lip gloss from your bag to reapply more onto your lips.
With a heavy sigh, you took the CD from the side pocket of your duffle bag and walked out. Your heels clicked against the floor once more, the sound of it echoing throughout the hotel suite. The men had moved to the bar, including Jason, and didn't bother to glance in your direction.
You smiled to yourself, placing the CD into the player and pressing play. Instantly, the first song began to play and you looked over your shoulder to see the men's attention now on you.
You looked directly at Jason, playing the part of an innocent schoolgirl. You twirled the end of one of your pigtails and slowly walked over to the bar. You took his hand and led him to the chair, gently pushing his shoulder until he was sitting down.
Negan and Simon remained at the bar, clearing their throat at the sight of you straddling their friend.
With a roll of your hips, you heard Jason grunt. You giggled, leaning forward to let your lips hover against his ear as your eyes looked over at Simon and Negan, grinning to yourself.
"Relax," you reassured Jason, feeling him nod rapidly.
You stood up from his lap and turned your back to him and the rest of the groomsmen, lowering yourself down with a sway of your hips and back up before you glanced over your shoulder.
Jason looked thoroughly uncomfortable. You slowly walked to stand behind him, wrapping your arms around him and whispering, "Are you okay?"
Jason shook his head, "I – I love my fiancée."
You laughed quietly and nodded, pulling back. You walked to stand in front of him before extending a hand for him to take. He furrowed a brow and took it hesitantly before you leaned up to kiss his cheek.
"Your fiancée is one lucky woman," you told him, seeing him grin down at you.
When Jason began walking to the bar, Negan and Simon arched a brow.
"What the fuck? That didn't even last five minutes!" Negan said, pouring himself another drink.
You were walking to the radio again, changing the song.
"Calm down. She isn't leaving, okay?" Jason said, shaking his head.
"This is for you though, Jason. Not for us," Negan reasoned.
"I know, but I love my fiancée too much. I promised her and I'm not going to break that."
Simon shook his head, "Your loss, man."
You looked over at them and bit your lower lip. You noticed wedding rings on the two other groomsmen and from the looks of it, they seemed like they were more comfortable with just looking rather than touching; you were more than okay with that.
You walked towards the bar and just as Negan was going to down his drink, you snatched it from his hand. You looked directly into his eyes as you downed the rest of his alcohol, feeling it sting your throat. Once you set the glass down onto the counter, you licked your lips before taking his hand.
"I heard you're a real teacher," you said.
"I am…" Negan replied.
"Well, Mr. Negan, I think I want some extra tutoring right now."
Negan cleared his throat and followed you to the chair. You pushed him roughly to the chair, seeing him fall back into the seat.
"I'll fucking teach you a thing or two," Negan smirked.
"I bet you will," you quipped back.
The next song began to play and you smiled down at him, bending down just slightly as your hands ran along his thighs and up to his chest. There was an amused smirk on his lips that you were determined to wipe off to replace with a look of pleasure from the simple dancing that you were going to do.
I'm just a bachelor
I'm looking for a partner
Someone who knows how to ride without even falling off
Gotta be compatible takes me to my limits
Girl when I break you off
I promise that you won't wanna get off
Negan shifted once he felt your hands run along his body. He certainly wasn't expecting to be the one receiving a lap dance.
You turned your back to him, rolling your hips to the beat of the song. You accentuated each movement of your hips, looking over your shoulder at him and biting your lower lip. If you were being honest with yourself, you couldn't wait to sit on his lap and dance against him.
He was clad in a leather jacket with a white shirt underneath and his black pants made him look so ruggedly handsome. If he truly was a teacher, all of his students and coworkers were sure lucky to have someone as good looking as him.
With a roll of your hips, you turned around to face him. The smirk was still plastered on his face.
Smug bastard, you thought.
The movement of your hips did not go unnoticed by either Simon or Negan and you couldn't help but feel a different sensation now that these two men were watching you dance.
Slowly, you straddled Negan's lap, hovering yourself just above him as you allowed your hips to roll forward. You heard Negan's grunt of impatience over the loud music and you smiled, looking down at him as you placed a finger to his lips.
"Patience, Negan," you whispered.
If you're horny, let's do it, ride it, my pony
My saddle's waitin', come and jump on it
If you're horny, let's do it, ride it, my pony
My saddle's waitin', come and jump on it
At the start of the hook of the song, your hips came down against him, rolling to create friction. Negan growled against you, keeping his hands against the chair. He remembered your number one rule and he didn't want to break it, despite how badly he wanted to.
Your hands rested on his shoulders, staring into his eyes as you bounced your backside repeatedly down against him, feeling the hardness beneath his pants. It was something you were used to when dancing; it came with the job.
Sitting here flossing
Peeping your steelo
Just once if I have the chance
The things I would do to you
You and your body, every single portion
Send chills up and down your spine
Juices flowing down your thigh
You leaned forward and pressed your lips to his ear to whisper, "You can touch me."
Negan grinned, his hands immediately going to your hips as if he was guiding you against him. But before he could revel in the fact that he was now able to touch you, you stood from his lap and turned around. You tugged on the knot at the front of your shirt and allowed it to drop to the floor.
"Shit," Negan muttered.
You laughed quietly, shaking your head as you moved your hands to the waistband of your plaid skirt. Your hips moved with the beat continuously, never missing a beat before the skirt dropped to the floor. You stood before him, clad in a white lace lingerie set.
Negan was disappointed to see you walking past him to Simon. He glanced over his shoulder and watched as the other man gulped at the sight of you.
"Hi, Simon," you whispered.
"H – Hi…"
"Oh, don't get all shy on me now."
Simon cleared his throat and took your hand once you extended it for him, but before he grabbed a chair to place next to Negan, you pushed him to lie on the floor.
Negan narrowed his eyes before you let Simon lie on the ground, waiting for further instruction. You walked towards Negan and smiled, pulling him up from the chair before he stood up. He was significantly taller than you, both of them were, but you loved it.
You always loved when a man towered over you.
Slowly, you pushed him down next to Simon, biting your lower lip. This was a fantasy you didn't know you could have. You never thought about two men at the same time, but as you were looking down at Simon and Negan who were willingly lying on the ground waiting for you, you couldn't help the naughty thoughts that entered your mind.
You looked up at the rest of the group and noticed them with their phones out, facing you, Negan and Simon. You flashed the camera a wink before you walked over to Simon.
You gently kicked his legs apart, biting your lower lip before moving to your knees. Both men looked down at you. You began to crawl towards Simon, hearing him groan in anticipation.
Suddenly, the next song began to play and you grinned instantly.
Baby grind on me
Relax your mind take your time on me
Let me get deeper shorty ride on me
Now come and sex me till your body gets weak
With slow grindin'
Slowly, you ran your hands up along Simon's chest before straddling him. You smiled down at him and kept yourself lifted by your hands on his chest, feeling the rippling muscle underneath his button up shirt.
As the song continued to play, you lowered yourself down onto him and rolled your hips slowly, grinding against him. Simon grunted, watching you carefully with a small smile on his lips.
You leaned down, your lips hovering just above his as you felt his breath radiate against your lips. You rolled your body against his, allowing him to feel your breasts pressing against his chest as you brushed against his crotch with each of your slow roll of your hips.
Simon, on the other hand, didn't have a smirk on his face like Negan did. He was thoroughly enjoying this. You smiled to yourself, slowly crawling off of him before moving towards Negan. He grinned instantly once he knew you were making your way towards him.
With a lick of your lips, you moved to the top of his head. Slowly, you began to crawl over him, feeling the bristles of his beard brush against your inner thighs. He growled against you, causing a vibration to radiate through your body.
You shut your eyes before crawling further down his body. You rested your hands on the floor between his legs as your hips rested firmly against his crotch. You rolled your hips slowly against his and felt his hands on your hips once more.
You did say he could touch you and he was taking advantage.
Baby grind on me
Relax your mind take your time on me
Let me get deeper shorty ride on me
Now come and sex me till your body gets weak
With slow grindin'
You moved your hips forward and backwards, glancing over your shoulder at him. There it was. The smirk had disappeared and it was now replaced with a look of sheer pleasure.
You felt Negan become harder by the second. You had never broken your rule of "no sex" while on the job, but you were definitely contemplating it with both men.
You stood from Negan's lap and extended both your hands for each of them. Simon took it immediately, standing up with Negan following suit. You turned your back to Simon, pressing yourself against him as you continued to move your hips against his.
Your hands rested on Negan's chest in front of you. You slowly unzipped his jacket, pushing it off his shoulders. You grinned before feeling Simon push forward, causing you to collide against Negan.
Fuck, you thought to yourself. It was a different sensation than you were used to. Both men had pressed themselves against you – one from behind and the other in the front.
You glanced over your shoulder to see Simon with a small smirk, his hips slowly rolling against yours. You were sure that both men had noticed that you were taken a liking to the both of them.
"One word and we'll move this to the other room," Negan whispered, his hand hovering along your side.
You licked your lips and pushed back against Simon, turning around to face him instead. You didn't expect Negan to grab your hips and pull you flush against him. You pushed his hips into you, growling as you felt Simon hesitantly rest his hands on your shoulders.
You bit your lower lip, the feeling of their rough hands against your soft skin was making your panties dampen.
It also wasn't helping that Negan was pushing his hips against yours as if you two were having sex. It made you wonder if he was as rough during sex as he was right now.
No. No. No. Remember, no sex.
You cleared your throats and pressed your hands against Simon's broad chest, feeling his hands immediately drop to your sides to catch you. He looked into your eyes and you bit your lower lip.
Baby grind on me
Relax your mind take your time on me
Let me get deeper shorty ride on me
Now come and sex me till your body gets weak
With slow grindin'
You needed to regain control. You gently pushed back against Negan with your hips. You allowed yourself space between your bodies and began to dance slowly to the music. You shut your eyes and lifted your arms in the air before lowering yourself down.
Negan looked down, watching as you were eye level with his crotch and Simon's. He knew it was wrong for him to get hard and usually, Negan had better self-control than he did now, but he didn't know why he couldn't contain himself now.
Simon glanced down at you, watching as you stood back up before swaying your body side to side. You dropped down again and looked up at Simon who cleared his throat at the sight of you near his crotch.
The music suddenly stopped and you bit your lower lip, standing up immediately.
"That was a great show!" Jason yelled, chuckling as he turned stopped recording from his phone. Negan grabbed the couch pillow nearby and chucked it at Jason's head, glancing to see it hit him in the face.
"Thank you," you smiled, looking between Negan and Simon.
You bit your lower lip and glanced down at their evident bulges before winking. You walked towards the bathroom, leaving the group of men back in the main room of their hotel suite.
Once inside, you shut the door and locked it behind you. You turned the shower on and let it heat up before removing your undergarments. You set a pair of leggings and an oversized t-shirt on the counter of the sink along with a new set of bra and panties.
You stepped into the shower once the water was warm enough, allowing it to hit your skin. You shut your eyes and imagined Simon and Negan, hoping that they would barge in here, but knowing they wouldn't seeing as you locked the door.
Your shower was short simply because you needed to get out of here because of time constraint and because you needed to distance yourself from both Simon and Negan.
You wrapped a towel around your wet hair before pulling on the new set of clothes. Your attire was much different than what you were just in when you walked in, but most of the bachelor parties you worked at almost always had the most nicest and understanding of men.
You had walked out of a bathroom one time dressed casually and instead of kicking you out, a few bachelor parties have invited you for a drink. It was nice.
Once you finished changing, you folded the sleeves of your shirt almost to your shoulder before removing the towel from your hair. You grabbed your brush from your bag and combed through the tangles, looking at yourself in the mirror.
You decided to apply a light amount of make-up; it didn't seem like you were wearing any at all. With a quick spray of your perfume, you opened the door and walked out of the bathroom with your duffle bag draped over your shoulder.
The music was quieter now, but when you entered the main room, you noticed Negan and Simon standing instantly to greet you.
"You sure do clean up nice," Simon commented.
"Oh, thanks," you laughed quietly, running a hand through your wet locks.
"You're fucking cute, doll," Negan blurted.
"Thank you," you blushed.
You were used to the compliments after the show, but there was something about Negan and Simon complimenting you that made you turn into a shade of red. You couldn't even remember the last time you blushed because of what a man said to you.
"Red's a nice color for you," Simon said.
"What? I'm not even wearing red," you replied.
Negan smirked, pointing at your cheeks.
You widened your eyes and tried to hide your face before Negan stepped forward and rested a hand on your shoulder. You looked over at him and just now noticed the color of his eyes and the richness of it.
"Stop looking at me like that. The both of you," you told them.
"Like what? Like we're admiring a beautiful woman?" Simon replied, grinning down at you.
"And that's my cue to leave. Thanks for a fun night," you smiled.
"Let us walk you out," Negan suggested.
"That's not necessa –"
"Nonsense. We're walking you," Simon interrupted.
You sighed. You knew it was a losing battle. You walked over to Jason and gave him a tight hug and a gentle kiss on the cheek.
"You're going to make a handsome groom this weekend, Jason."
He grinned, "I know."
Laughing quietly, you shook your head. "Take care."
Jason smiled and nodded, looking over at Simon and Negan with an arched brow and a suggestive grin.
Negan rolled his eyes, leading you out of the hotel suite and towards the elevators. You rocked back and forth on the heels of your sandals, biting your lower lip at the uncomfortable silence.
Once the doors opened, you stepped inside with Negan and Simon following behind.
"So, what's your real name?" Negan asked, clicking the lobby button and watching the elevator doors close.
"My real name? Why do you want to know?"
Simon arched a brow, "You know our names. It seems only fair that we know yours."
"But you're never going to see me again. Why is it important that you know?"
Negan chuckled, "Do you always answer a fucking question with another question of your own?"
"Why? Does it bother you?" You asked.
"There you go fucking doing it again," Negan shook his head.
Simon chuckled, deciding to change the subject. "You're a really good dancer."
You looked up at him. "You're just saying that because I gave you a lap dance."
"Technically you also did ride me," Simon added.
"And you definitely rode the fuck out of me, doll."
You blushed again, biting your lower lip. "It's part of the routine."
"Oh, is it?" Simon smirked.
"Yes! I mean, there are other things that I could have done but didn't."
Negan grinned, "Like what?"
"I can't give you my secrets. If you want to find out, you're going to have to book me for another party," you teased.
The elevator doors opened and you stepped out, walking towards the entrance of the hotel and towards the parking lot where your car was parked.
Negan and Simon followed you, making sure that you got to your car safely. You opened the trunk of your car and set your duffle bag inside before shutting it.
You looked up at Negan and Simon and smiled to yourself.
"So, if you're not going to tell us your secrets, will you at least tell us your name?" Simon asked once more.
You bit your lower lip and rested a hand on Simon's chest and then on Negan's. You felt them lean against your touch and you pulled away instantly.
"Thanks for walking me to my car." You climbed in the driver's seat and started your car, buckling your seatbelt. You lowered the window and looked over at them, smiling in their direction.
"Have a good night, Simon. Negan. Don't get in too much trouble. Make sure Jason gets to that fiancée of his," you said.
You slowly backed out of the parking spot before glancing over at them when they began to walk away.
"My name is [Y/N]!" You yelled, seeing both men turn around in your direction. Before they could reply, you had driven away.
They were going to remember your name.
After all, you gave them a night they both would remember.