by CELENE CAREY
CHAPTER 6
“Yes, sounds good. Thank you.”
The other line clicked off and Mallory started rushing to get ready for his first time with Robert. He didn’t know what to expect exactly, so he freshened up, put on his sexiest red lingerie and a turquoise dress that helped accentuate his cleavage.
He looked out the window after he was done getting ready and saw that there was a black Lincoln Town Car sitting in front of his house. Wow, this man must have some serious money, Mallory thought to himself.
He headed out the door, locking it behind him and walked towards the town car. A man in a black suit got out of the car and opened the back door for Mallory. He didn’t speak to her the entire car ride, but took him across town into the rich, Beverly Hills neighbourhood. They finally pulled up at a big beautiful house that was like something out of a magazine.
There were palm trees decorating the front lawn, big gates that opened with a password to get into the driveway, white columns that looked like something straight from Greece, and the house was beautiful shade of deep yellow, like golden. There were two expensive cars parked in the driveway, one was an Aston Martin and the other a brand new Tesla.
The town car stopped in front of the doors and the driver turned back to Mallory and finally spoke, “Go ahead inside Miss. Robert is expecting you.”
Mallory got out of the car and walked up to the big front doors, feeling intimidated and rather shy about this whole experience. He twisted open the door handle and opened the door into a beautiful foyer, the ground was marble and there was a big twisting staircase made of marble and metal accents for the railings, there were two granite tables with beautiful flower displayed on them in the foyer as well as a giant hanging chandelier that looked like it was dripping with diamonds.
“Welcome to my home Mallory.”
Robert appeared at the top of the staircase and began walking down.
“Thank you Robert, it’s a beautiful home.”
Mallory was amazed by the vastness of the foyer alone and couldn’t imagine what the rest of the house looked like.
“Thank you. Now, are you ready for our first encounter?”
Robert had reached the bottom of the staircase and was walking towards where Mallory stood.
“Yes.”
“Good, because once I saw you today, I knew that I had to have you.” Robert put his hand gently on Mallory’s right arm, using his other hand under his chin, to tilt Mallory’s head upwards towards his face. “You are a stunning creature Mallory. I want to teach you some things and have some fun with you. Is that alright with you?”
“Yes of course, I would like that.”
Mallory was very nervous, but this man was incredibly sexy and oozed a husky sex appeal from every inch of his body. He may have been significantly older than Mallory was, but he had a body that wouldn’t quit and a jawline that made him look 20 years younger than he was. Not to mention, his eyes were intoxicating, they looked like they held so many secrets.
“Good girl.”
Robert took Mallory’s hand in his and led him into the hallway and towards a room that had the door shut.
“We will start off slowly, alright? Just the basics for now, until you are more comfortable and can learn to trust me more. But do not worry, each two hours, no matter what we do, you will be paid two thousand dollars.”
“Two Thousand? Lizzy told me it was one thousand five hundred.”
Mallory said, realizing afterwards that he shouldn’t have said anything at all.
“Well, Lizzy shouldn’t be telling you anything about our previous arrangements, because she also signed a NDA. I will have to speak to her about that, and make sure that it doesn’t happen again.” Robert squeezed Mallory’s hand, “Just goes to show why she was worth less than you.”
CHAPTER 7
“Oh.”
Mallory didn’t know what to say, so he opted to keep his mouth shut. Two thousand dollars!? Holy shit! I would be able to pay for the surgery and even get breast implants if I could do this at least 10 times.
“Two thousand dollars is a lot of money, what do you plan to do with it?”
Robert pulled out a key and unlocked a red door at the end of the hallway as he asked the question.
“I want to get a sex change.” Mallory just blurted it out.
“Oh, I see. You’re not happy with your body the way it is?”
Robert led Mallory into the room and Mallory saw a big bed with black silk sheets that took up most of the room. There was a wardrobe in the corner that was open and held what looked like an incredible variety of lingerie and dresses, costumes and lots of heeled shoes and boots.
Mallory looked around and notice that the room was dimly lit by low hanging lights, and that the room was a dark color on the walls. There was soft music playing from an iPod on a docking station in the corner of the room. There were several large paintings of men dressed as women, kissing each other and doing other, very sexual things to each other.
“Mallory?” Robert had released his hand and was watching Mallory taking in the room.
“Oh, sorry, wow this is a sexy room you have here Robert.”
Mallory had never seen anything quite like it.
“Thank you. This is where we will always come to play. To act out our fantasies. Are you ready to begin?”
“Yes.” Mallory wasn’t sure what they were going to do exactly, so he decided to just go along with whatever guidance that Robert was going to give him.
“Good. Take off your dress, slowly.” Robert walked over and sat on a red lounge chair that was off to the side of the bed. “Tease me as you do it.”
Mallory had expected something like this, so he was happy that he had put on his sexiest red lacy lingerie before heading over here. Mallory slowly began unzipping the back of his dress, allowing the dress to slip down over his shoulders, slowly, and sensually he began lowering the dress one sleeve at a time over each shoulder, until his chest was fully exposed and his lacy red bra and the only thing he was wearing on the top.
Taking a few steps closer to where Robert sat on the chair, he began rocking his hips back and forth, wiggling out of the rest of the dress in a sensual way and Robert was enjoying. Once the dress was down past his butt, Mallory turned so his ass was facing Robert in the chair and he bent over really low to step out of the dress. He heard Robert moan from behind him.
“You like that don’t you?”
Mallory whispered and he stepped one foot at a time out of the dress and threw it onto the ground beside him. All that he was left wearing now were his red bra and panties and the black stilettos he’d worn over.
“Oh god yes, that is one tight ass.”
Mallory went to stand up again but Robert stopped him,
“No. Stay like that, grab your ankles and spread your legs a bit. Yes just like that. Good girl.”
Robert reached out and ran his fingers up the insides of Mallory’s smooth leg, working his way up to his ass.
“God you have such a nice body Mallory.”
Mallory felt Robert’s other hand come up and felt him touching his ass with both hands, rubbing it and pulling on the panties.
“Have you ever been fucked in the ass before?” Robert was gently fingering Mallory’s ass through his panties.
“Yes, and I loved it.”
Mallory said in the sexiest voice he could muster. He was feeling very exposed, but it was turning him on. There was something about giving up your freedom that was incredibly sexy.
“Good girl.” Robert reached up and removed Mallory’s panties, slowly pulling them down and exposing Malloy’s tight asshole. “You look very tight.”
“I am, it’s been a long time since I’ve been with someone.”
Mallory felt hot and sexy right now, having this man taking total control of him, it made him really feel like a woman.
“Go to the bed and get on all fours with your head facing the far wall and your beautiful ass facing me. I
’ll be right over.” Robert commanded.
CHAPTER 8
Mallory got up and walked over to the bed, doing exactly as he asked, his head facing the wall away from Robert. He couldn’t see what Robert was doing, but he could hear him opening a dress and pulling things out and laying them on what sounded like a metal tray.
Then he heard the dresser drawer closing and Robert’s footsteps as he walked back over to the bed. He put down the tray on the bed beside Mallory, and Mallory glanced over and saw an assortment of toys, different sizes of butt plugs and vibrators and lubrication.
“We will start slowly, and work our way up to my fat cock inside your tight little ass, alright Mallory?”
“Oh god yes.” Mallory was getting extremely excited by all this and couldn’t wait for him to touch him.
“Good girl.”
Robert picked up the lubrication and put some on his finger. He began swirling his finger around Mallory’s asshole. Mallory started moaning almost instantly from the pleasurable feeling of his fingers there. Robert entered his butt with one long tapered finger and began moving it methodically on Mallory’s g-spot.
“Oh my god!”
Mallory was feeling like he was going to come already, from the overwhelming feeling of everything that was happening. From the sexiness of the situation, to the feeling of his fingers there, Mallory was incredibly turned on. His fingers felt rough and the texture was like having something hard inside him. It hurt him a little and he moved his ass side to side, trying to adjust to the feeling of him finger-fucking his tight little asshole.
Robert reached over and grabbed one of the smaller anal toys, using the lubrication on it and then slowly pulling his finger out of Mallory. He started rubbing the tip of the plug around Mallory’s asshole and spreading his legs farther apart. Mallory was getting hard and felt pre-cum oozing out onto his abs as Robert played with his ass, spreading it open and making him feel all kinds of intense sensations.
He began inserting the tip slowly and rhythmically into Mallory’s ass, and Mallory began moaning and moving in towards the toy, wanting more and more of it. Robert was playing with his butt and pulling the toy in and out, making Mallory close to coming. Robert used his own spit combined with the lube to juice up Mallory’s asshole and slipped the toy in deeper, pushing Mallory to the edge.
“You love this Mallory!” Robert said with pleasure as he fucked Mallory’s ass with the plug.
“God, yes! I love it. Give me more, please God; give me more!”
Mallory was bursting with euphoria as he felt close to orgasming.
“Don’t come. Not yet.” Robert said and then slowly pulled the plug out, placing it back on the tray beside Mallory.
“Oh please, please I want to come.” Mallory was begging for it, spreading his legs farther apart on the bed and wanting Robert to put his cock inside him. “Please, fuck me Robert, please.”
“Not yet.” Robert took another toy, a bigger plug this time and began putting lubrication on it. He began playing with Mallory’s ass again, this time slipping the tip of the toy in and taking it out again, over and over again, driving Mallory wild.
“Please! More! Stop teasing me please!”
Mallory was caught in a limbo between wanting to come and not being able to. Robert had complete control over the situation, over whether or not Mallory was allowed to come. It was turning Mallory on even more, knowing that he was totally helpless.
Robert put the tip in again, but this time he pushed the toy in deeper, making Mallory explode with pleasure. He began fucking her with it harder and hard until Mallory was just about to come, and then he suddenly stopped. Slowly pulling the toy out, he put it back on the tray beside Mallory.
“Please! I can’t take it! I want you inside me, please!”
Mallory was begging and feeling delusional from the overwhelming euphoria that he felt from all the pleasure.
“You want me inside you? Is that what you want?” Robert was unzipping his jeans behind Mallory.
“Yes, god yes please!” Mallory moaned from the bed, his face buried in the black silk sheets and his ass up in the air. He had never wanted something so bad in his life.
“Then turn around like a good girl and kneel down in front of me and give me head.” Robert commanded, and Mallory instantly did as he was told to do. Mallory turned around, still desperate for Robert to fuck him, and he got off the bed and onto his knees on the floor in front of Robert.
Mallory reached up and felt Robert’s hard cock through his boxers, it was absolutely huge. Pulling down his pants, he freed Robert’s cock and it sprung out, a full 10 inches of rock hard dick, right in Mallory’s face.
“Oh my god! Robert, you’re huge!”
Mallory was shocked, he’d never seen such a big cock in his life.
“You like it? Then stop admiring it and get sucking.”
Robert said with a roughness in his voice.
Mallory put it in his mouth immediately after the command and began twirling his tongue around Robert’s massive cock. It was as thick as it was long, and Mallory was having a hard time to get it all in his mouth.
He put his hand around the base and began bobbing his head up and down on Robert’s thick cock, imagining what this would feel like inside his own ass. Mallory could barely close his fingers around Robert’s cock.
“Go deeper.”
Robert moaned and put his hands on the back of Mallory’s head, pushing his mouth down more onto his fat cock, making Mallory gag, nearly causing him to throw up. Mallory had to regain his breath before he was able to start sucking him hard again. But he had a feeling he knew what Robert wanted, so Mallory used his hand as well as his tongue and allowed himself to get carried away, enjoying the thick cock inside his mouth.
Mallory choked and gagged on his cock until he felt like he couldn’t breathe anymore. There was saliva dribbling down the sides of each mouth and he used his hand to hold onto the bottom half of Robert’s hard cock, stroking him as he bounced his head up and down on it, taking him deep into the back of his throat and then pulling out and swirling his tongue around the tip of Robert’s dick.
As he pulled back, he looked up at Robert, a string of spit hanging between his hard cock and Mallory’s greedy mouth. He wanted more of it, more cock, he wanted to taste every inch of Robert’s dick and he crazy thing was, he loved it. He was loving the way that Robert’s cock filled up his mouth and the feeling of his cock rubbing against his tongue and the back of his throat. He liked how it felt when Robert pushed his cock all the way into the back of his throat, pulling his hair and making him gag.
Finally, Robert stopped fucking Mallory’s face and told Mallory to get back up onto the bed on all fours. Mallory climbed back onto the bed and spread his legs wide, putting his face down into the black silk sheets and his ass up in the air.
Robert put some lube on a toy and slipped it into Mallory’s ass, starting with just the tip and allowing Mallory to fully feel the sensation as he pushed the toy into his tight asshole. The toy was shaped like an upside down arrow, thick at one end and pointed at the other, with a circular rubber stopper on one end. Mallory had seen them many times at sex shops and knew they were only for anal play, yet he hadn’t tried one before.
The feeling of the toy inside him was mild at first, but as Robert played with his ass, he began to feel the thickness of the toy entering him and the thicker it was, the more intense the feeling became. He wanted more of it and he told Robert just that. Robert listened and began moving the toy inside him faster and faster, letting his ass froth up from the juices as Mallory became more turned on. The toy was hitting Mallory’s g-spot inside his ass and Robert was fucking Mallory with the toy until he was about to come again.
“Not yet, don’t come.” Robert commanded, slowly pulling out the toy and climbing up onto the bed, positioning himself behind Mallory. “I want you to come when I’m inside you. I want to hear you scream with pleasure.”
CHAPTER 9
Robert began putting lubrication on his big thick cock and started teasing Mallory with it, rubbing it back and forth across his ass and playing with it, turning him on more and more, knowing that any second he was going to be inside of him.
Robert slipped the tip of his cock in and slowly began stroking it in and out, little by little. Mallory’s ass was so tight that it was hard to get it to fit, but Robert seemed to be an expert on what he was doing, and he started slowly, telling Mallory to relax his muscles and just let it go all the way in. He felt a mixture of intense sensual overload and pain as his ass spread wider with each stroke.