Authors: Charlotte Sloan
Jimmy walked around to the side of the bed and motioned for Rachel to come towards him. Playing along, she flipped over so that she was on her hands and knees and began to crawl towards him. The smile that creeped across his face told her everything she needed to know. She was pushing all the right buttons. She pouted her lips as she slithered across his lap so that her ass was prominently sitting just over his thighs. Jimmy reached around under her and unfastened her belt, gently pulling her pants along down with it.
So, Rachel sat with her ass hanging out over Jimmy’s knee. He curled the belt in his hand to that he had a good angle at it and rained down the first few blows. It caught Rachel by surprise, his belt landing across the meat of her ass, causing it to jiggle wildly. The next caught her right in between the butt and thigh and made her yelp out slightly. Jimmy stopped and leaned down so that his lips were next to her ear.
“Quiet darling, you don’t want me to have to add more spanks do you?” He finished this by nibbling her ear slightly causing Rachel to moan quietly. With his free hand, Jimmy reached out and placed his thumb in her mouth. Rachel bit down on it firmly and began to suck. She began to feel a bit of movement under her stomach and had a good feeling she was in for a long night. Without warning he started again, this time making contact only with her ass.
She moaned as the blows landed and bit his thumb a bit harder when each one made contact. She could feel her ass getting warmer, welts obviously forming across her porcelain skin. She felt Jimmy’s cock growing with each one and allowed her moaning to become a bit louder. After about ten spanks he stopped and snapped his fingers, pointing towards the floor. Rachel worked in a bar and was used to the obnoxious drunk snapping his fingers at her, but this was something different. She needed it more.
Rolling off his lap she knelt in front of him like an eager pet, waiting for her next command. She looked up into his eyes and saw that he was enjoying himself and liked to be in control. He motioned down at his crotch and upon looking down she saw that his dick was tenting up his pants so thoroughly it seemed like they might just tear. She reached forward with both hands, deftly unbuckling his belt and pants and waited as he raised up slightly allowing her to pull them off to the floor.
When she came back up from pulling them down she came face to face with his dick, which was completely erect. Without needing a command she began to lick his cock, first beginning with his balls. She placed each ball in her mouth and suckled on them, her tongue rolling them around, drenching them in her saliva. Jimmy kept his head still as he watched her, the smile still pasted on his face.
She moved from his balls to his shaft and began to lick the base of his dick. She flicked it with the tip of her tongue and listened as Jimmy started to moan slightly. He had kept pretty still up to that point, but her skill with her tongue was undeniable and there wasn’t much that he could do to help himself. She licked up his dick until she reached the head and, while making eye contact with Jimmy, slid down on top of it.
She began to deep throat his dick and listened as his moans grew louder and more passionate. Saliva dripped from his dick and Rachel moaned along with him as she sucked him off. She raised her hands up off the floor and began to stroke his shaft with one hand, cupping his balls in the other. Jimmy’s head began to tilt back, his eyes closing, but in a flash of motion he grabbed the back of her head and forced it down onto his cock harder.
Rachel let out a small gag, which only made Jimmy hold with more force. Spit escaped her mouth and cascaded down his dick. Her eyes watered and Jimmy looked down at her with a smile on his face, his mouth opening with a long moan. There’s eyes locked he noticed the look in her eyes and gently released her, allowing her to catch her breath. With a gasp she took a moment to center herself.
“Was that okay,” Jimmy whispered quietly. Rachel nodded without saying anything, still trying to catch her breath. Her chest rose and fell, a mix of cum, spit, and tears slowly dripping down onto her shirt. Jimmy kicked off his shoes and let his pants fall completely off so that he was standing in only his shirt and socks. Rachel leaned back allowing him to stand up. Surprisingly graceful he lifted her to her feet and sat her down on the edge of the bed where he had just been sitting.
As she caught her breath Jimmy began to unbutton her shirt and pulled her pants off completely, the entire time kissing her neck. Rachel was completely naked by the time Jimmy held out his hands and laid her back on the bed. Her tits fell slightly to the sides as he kissed down along her body. Pausing at each nipple to lick and suck gently. He spent a few moments on her stomach, kissing and licking, causing goosebumps to shoot across her body.
As Jimmy reached her pussy he stood up, lifting her legs with him. He held them so that they were together, her pussy lips were pushed together, and he slowly lowered himself towards her, his erect cock leading the way. It reached her moist snatch and the tip began to spread her lips. Rachel moaned out in pleasure as he gently continued, his dick parting her and sliding inside. She screamed out his name as he moved fully inside her, the shaft of his cock had disappeared in her tight pussy.
So, with her feet held up together, her hands clinging to the bed sheets, he began to thrust. He started out slowly but as Rachel got wetter and wetter his dick began to slide much more easily. Jimmy fell into a rhythm and placed her toes in his mouth. Rachel had never had that done and had no idea how great that it had felt. She has always avoided foot play but there was something so intriguing about the way it made her body contort and tingle.
Jimmy sucked on her toes for a few moments, his dick thrusting further and further inside her until she was screaming his name. Unlike before when he was spanking her, he didn’t tell her to quiet down. He got more aggressive and continued to fuck her harder. With his free hand he reached down, her legs still up, and he started to spank her again. With each thrust and spank Rachel would let out a loud yelp, causing Jimmy to hit her harder.
After a few minutes her ass was bright red and a number of handprints overlapped creating an interesting mural. Jimmy then let her legs fall and shifted Rachel so that she was face down. He grabbed her hands and held them behind her back, her face falling into the sheets because she couldn’t hold herself up. He propped one leg up beside her and with his free hand slid his dick back inside her.
Immediately, Rachel felt herself cum, her cum mixing with everything else only making the penetration that much easier and pleasurable. Jimmy rubbed her clit until her body spasmed for a few seconds, his fingers drenched. Rachel could feel her eyes watering, but couldn’t rub them because Jimmy was using her hands behind her own back as leverage and a handhold. Jimmy then deftly took his thumb, currently slippery covered in cum and saliva, and began to tease her asshole.
The tip of his finger slid in at first and Rachel moaned loudly. She had experimented with anal before but only with people she had been together with for many years. Rachel didn’t stop him though as he pressed his finger further inside. Her mouth opened and she tried to let out a scream, but there was nothing left to give as Jimmy fucked her from behind, his thumb teasing and probing her asshole.
Within a few minutes of doing this Rachel had cum more than four times, her body unsure how to handle this influx of pleasure. Jimmy slowed for a moment and paused, but quickly pulled out. With his dick in one hand he snapped with the other and Rachel, without thinking, crawled to the floor and waited, mouth open and eyes staring up at him. He stroked himself a few times and a geyser of cum erupted from his cock. Rachel kneeled and moaned loudly with him as the warm jizz flowed down the back of her throat.
Jimmy fell back into the bed, covered in sweat and catching his breath. Rachel wiped her chin off and got into the bed next to him. She curled up beside him and his hand slid across the bed, embracing her. Rachel fell asleep like that, listening to him try to catch his breath.
******
Rachel woke up to a slight hangover. She had drank a few bottles of wine one night and woke up with a pounding so hard in her head that she slept for two days straight just to get back to feeling normal again. It was strange that even after all that whiskey she was able to sit upright and not feel like throwing up. However, she nearly threw up when she realized Jimmy was gone. She remembered falling asleep with him and he seemed happy. She didn’t even notice him leave.
She quickly stood up, grabbing a large t-shirt off the floor and threw it on over her head. Her bare feet padded along on the wooden floor as she crossed her apartment to the kitchenette where she found a note. She let out a light sigh, pleased that he had at least had the courtesy to leave something seeing as she didn’t have his number or have any possible way to reach him. She reached down and picked it up from the counter and read it:
“Rachel, I got a call early this morning that there were some things that I needed to take care off. I don’t want you to worry though, I plan to see you later. I didn’t want to wake you, so before I left I got you a phone that you will use for me and me only.” Rachel looked down and noticed a small Nokia. She had often heard them referred to as “burner phones” in the crime shows she watched and was pretty excited to have one of her own. She continued to read:
“As I said last night, you deserve better, so I have some people coming over that are going to help you pick out some new things. They should be over around noon and they’ll bring catalogues and the like for you to pick from. You’ll never have to lift a finger. Keep the phone charged and I’ll call you tonight.” The note was signed with a small heart and his name. Rachel walked over to her futon, phone and charger in hand, and slumped into the seat. Just as she leaned over to plug in the charger there was a knock at the door.
“You’re earlier than I thought,” Rachel said loudly towards the door. She looked at the clock and it read 10am. She was a fan of punctual people, but two hours early seemed a bit ludicrous. She jumped up and jogged towards the door and opened it without looking through the peephole, assuming that it would be more men like the ones that she had met the night before. However, she was not expecting what she got.
A tall man stood in the doorway with trimmed black hair. It was combed over neatly and he had a thin layer of stubble on his face as though he had been out working for a few days and hadn’t been able to get home to shave. He was dressed in a suit that fit him nicely, but seemed to bulge slightly on one side. In one swift motion he reached into his pocket and pulled out a badge, flashing it in front of her.
“My name is Agent Steven Ramsey. May I ask you a few questions?” Rachel stood flabbergasted for a few seconds and Steven stood there patiently. “Is now not a good time?” Rachel shook her head and took a step away from the door so that Steven had a lane to step into her apartment. Without thinking she immediately walked towards the kitchen and slide the note off into the trashcan. Steven didn’t seem to take notice, but instead studied the apartment. “I like it,” he said pointing towards the coffee table, “I used to have something very similar. It’s tough for people like you and me out here. May I?” He motioned towards the futon and Rachel nodded. Steven sat down and pulled out a small pad of paper.
“What did you mean by that,” Rachel asked. “People like us?” Steven chuckled slightly embarrassed and shifted in his seat.
“I just meant people that do real work, Rachel.” Steven cleared his throat. “Unlike our mutual friend, Jimmy Spagna.” Rachel audibly gasped and began to speak all at once, unsure of what exactly she was trying to say or even defend. Steven however stood up and held up his hands. “Rachel, I am not here to arrest you or even do anything. I merely have a proposition.” Rachel stopped speaking for a moment.
“What did you have in mind?”
******
Steven’s plan was relatively simple, but risky. He made sure to mention that a few times, but he had also mentioned how she wouldn’t get in trouble for anything she would see, or had seen in her case. She knew last night that there would be consequences, but she thought that the major consequence is that she would lose her job. It seemed more like ten to fifteen years in prison. So, she heard Steven out.
His plan was basically that she would continue what she had already planned to do and become Jimmy’s girlfriend. But, once a week she would meet with Steven and discuss the things that they had done and seen. It seemed pretty ideal. She got to live her dream of being arm candy and not have to worry about anything, but also got to make sure that she stayed above the law on anything that it potentially got her involved in.
Rachel rushed him out before noon so that there would be no way that Jimmy’s men would potentially run into Steven. He had made the point of saying that he had met Jimmy on a number of occasions and that might mean that the other members of his organization had a sense of who he was or what he would be doing snooping around her apartment. However, when the men came to pick out new furniture for Rachel they didn’t seem at all irritated. They actually seemed much more into design that Rachel even was.