Dani woke up after about two and half hours later not immediately recognizing where she was. After a few long seconds, everything came back to her. She began to stand up and realized she still had the two Ben-Wa balls inside her. For a fleeting second, she contemplated taking them out and putting them back in after she took a shower. Dani didn’t know exactly what time Jack would be home and she was a little frightened at the prospect of him returning to find his orders being disobeyed.
Still naked, Dani stood up and started to waddle to the bathroom. She cupped her right hand over her pussy to make sure the toy did not fall out while she was walking.
Once in the bathroom, she started the water for a shower. As it was warming up, she looked at herself in the mirror. Her hair was a complete mess. Her eyes looked tired and she had the string from the Ben-Wa balls dangling between her thighs. “You really do look like a whore,” she said to herself out loud.
She was about twenty minutes into her hot shower when she heard the hotel door open. Jack opened the bathroom door and was hit by a wall of steam. “Well, it looks like someone’s been relaxing,” he said as he opened the shower curtain. “Finish your shower and we can get those things out of you,” Jack said pointing at the string.
After a few minutes Dani emerged from the bathroom. Her wet hair was pulled down so it just slightly covering her breasts. Jack was flipping channels on the television when she came out. Jack smiled and put down the remote control.
“Bend at the waist and put your hands on the bed,” Jack said in a low, soft voice. He stood behind her and, with his foot, pushed her feet apart. “I’m very proud of you for keeping these in,” Jack commented as he grabbed the bottle of lube from the nighstand.
Dani didn’t know what was going to happen next. Was he going to fuck her again? Just as her thoughts were running away, Jack said, “I’m just going put some on your lips to help the balls slide out.
Dani’s heart began to race again as Jack gently massaged the lube into each pussy lip using just his thumb and index finger.
He started to slowly pull the string and he could see the first ball emerging from Dani. He stopped for a second before pulling out. Dani let out a light gasp as she felt the toy exit her body. Jack did the same with the second ball. However, just as it left Dani’s body he inserted two fingers in her pussy.
Dani’s pussy had been stretched, but it was quickly returning to normal. Jack felt her walls close around his fingers. She was starting to get wet again, but Jack pulled his fingers from her.
“There is going to be plenty of time for this tonight,” Jack said with a smile. “Right now I’m guessing you are pretty hungry.”
Danni hadn’t thought about it until now, but she was pretty hungry. “Here’s what we’re going to do,” Jack started. “The Cardinals are playing the Padres tonight and the ballgame is on ESPN at 7:00. I thought we’d call room service and order some burgers, nachos and popcorn and watch the game,” Jack said. “Maybe I didn’t mention it, but I’m a huge Cardinals fan,” he continued “and I would like nothing more than to watch the game with your naked body never more than an arm’s length away from me.”
“Sound good to you?” Jack asked. “Yeah. I love that idea,” Dani said eagerly.
“Finish doing your hair, and whatever else you need to do and I’ll order the food,” Jack stated. “Oh, and Danielle,” he said. “I just closed a big deal and I’m in a very good mood. I hope you like Champaign, because there is going to be a lot of it tonight.”
Jack got on the phone with room service and placed the order while Dani was blow drying her hair. When he finished, Jack slumped down in one of the arm chairs and loosened his tie while watching t.v. He slid his shoes off and took out his cuff links.
After about twenty minutes, Dani came out with her hair done and a big smile on her face. She was wearing it up, exposing her petite neck. Jack felt as if she had something planned.
“What are you up to?” he asked. “Oh, nothing,” she responded in a coy voice. “I’m just giving you what you paid for.”
Dani came over and sat on Jack’s lap. She was straddling him and facing him in the chair. She leaned down and whispered in his ear, “Congratulations on the big deal you pushed through.” Her firm breasts where hanging directly in front of Jack’s face, seemingly unaffected by gravity. “I hope later you’ll push something into me,” she said as she ran her tongue over his ear.
Jack’s cock started to grow. For a minute he entertained the thought of throwing Dani on the bed and fucking her again. He knew, however, that he was going to have to pace himself. He had cum twice today already. He was hoping for two more before the night was out, but he could not afford to “waste” one.
Jack’s thoughts were interrupted by a knock on the door. “Room service,” a male voice said on the other side of the door.
“It looks like the food is here,” he said to Dani. “Get the door, will you?” he said casually. Jack guided Dani off his lap and onto her feet.
Dani was very aware she was not wearing any clothes and was just told to answer the door. “Hurry up,” Jack said. “The food is getting cold.”
He turned back toward the t.v. as Dani slowly walked toward the door. She grabbed the latch and slowly opened the door revealing only her head to the room service worker.
“Tell him to come in,” Jack shouted from the chair. “Have him put it on the table behind me,”
Dani knew this meant she would have to let this young man in. Not only that, he would have to take the food all the way to the other side of the room and then return to the door before leaving.
With her eyes down, Dani opened the door all the way and motioned for the food to be brought in. She guessed the worker was no more than twenty and he would, of course, tell his friends about this delivery. Plus, she knew this incident would fuel a number of masturbation sessions for the “kid.”
As the room service delivery guy looked up to guide his cart into the room, his jaw dropped and he stopped moving. He just stared at Dani. “Well, come on!” Dani barked.
The young man snapped back to attention and began rolling the cart again. At the table he off loaded their order and told Jack the food would be on his bill. “That’s great,” Jack said. “I trust being greeted by this gorgeous, naked woman is enough of a tip for you.”
“Of course, sir” the boy said without thinking. On his way out of the room, he stole one more glance of Dani’s perfect breasts.
Dani closed the door and walked back toward Jack. “That was pretty bold,” she said. Jack grinned, “See what happens when you try and take control,” Jack said referring to the incident a few moments ago.
Dani put her hands on her hips and gave a fake pout. She looked over at the table of food and realized she was extremely hungry. “Go eat,” Jack said as he pointed toward the food.
“I want to watch the game for a while. At the 7th inning stretch, you can put on a show for me,” Jack stated calmly. “There is an iPod docking station that hooks into the stereo. Mine is in my bag. Pick out a few songs to do your thing to.”
Dani was already downing some nachos as she listened to Jack’s request. She began to eat faster knowing she was going to have to prepare something. “Slow down,” Jack stated. “The game just started. “You’ve got about an hour and a half, at least.”
Jack at his dinner and continued to watch the game. All the while, he kept sneaking peaks at Dani’s flawless body. He watched her as she sat on the bed and began looking through his iPod.
“Come over her and sit on my lap while you do that,” Jack said. Dani’s eyes looked up and she instantly walked over toward him. She sat on Jack’s left thigh and continued searching for songs.
Jack’s right hand drifted over and began to rub Dani’s leg as he watched the game. Dani became distracted knowing she was about to start gushing again. Jack grabbed her right leg and put it over the right leg of the chair. Dani was now leaned back against him with her legs spread. Jack started to lightly run his fingers through the soft red hair over her outer pussy lips.
“How’s the song search coming?” he said as the game went to commercials.
“It seems to have slowed a little,” Dani responded as her breathing grew deeper. “Well. Keep going.” Jack stated calmly. “I want a good show after the top of the seventh inning.” (At this point, the game was in the sixth inning.)
Dani tried to focus as she looked for some rock songs she could really move to. Jack let her look for a few more minutes. After a short time, he parted her pussy lips and inserted his middle finger into Dani’s increasingly wet crease.
“Since I’m in such a good mood, Danielle, I’m going to give you a choice,” Jack stated. “You may either get up and begin your dancing, or, you can relax and let me make you cum.”
Without hesitation Dani, almost yelling, said, “I want to cum. Please! I’m so wet already.”
“That was a quick response,” Jack noted. Dani put her head back as Jack found her swollen clit with his middle finger. She moaned as Jack found just the right spot.
Jack’s hand was soon filled with her juices as they were now flowing from her pussy. He wrapped his left arm around her neck, grabbing her lightly around the throat with his left hand. “No teasing this time,” his said softly into her ear. “I’m going to keep going until I feel that pretty pussy cum.”
Dani was melting. Jack’s strong hand around her neck made her feel, again, like she was nothing but his toy. She loved this feeling of submission. Jack knew just what he was doing. Within just a few minutes, Dani felt like she was not able to control her body. An orgasm was coming and Jack kept circling her clit, applying pressure on just the right spot.
“Here it comes,” Dani yelled as Jack continued. “YESSSSS! OH YESSSSS!” Dani screamed as her hips pressed upward to meet Jack’s fingers. His entire hand was now covered in Dani’s self made lubricant.
As Dani lay across him, Jack reached over and grabbed a bottle of Champaign off the table. He popped the cork off with his right thumb and index finger. He offered the bottle to Dani. “Take it,” he said. As she grabbed it from him, he reached over and took a second bottle off the table and opened it.
“Cheers,” he said taking his bottle and tapping it against Dani’s. She drank from the bottle like she hadn’t water in three days. When she finally pulled her lips off, one quarter of the contents were gone.
“That’s my girl,” Jack said happily.
“You’re going to get that dance now,” Dani said to Jack.
She took his iPod over to the stereo and set it up. Soon, “Paradise City” by Guns n’ Roses was playing over the speakers.
While Dani had been setting up the music, Jack stripped down to his boxer shorts and sat back in the chair. He had been hard since getting Dani off and she noticed his cock pressing against the shorts. She slowly walked over to him and pulled it out. It stood pointing straight up at her.
Dani pulled the restraints out of her hair and let her red locks free. She shook her head back and forth and ran her fingers through her hair to let it all down. She did this while kneeing in front of Jack with her head near his cock.
She began moving her head to the music. She put her mouth on Jack’s member and began moving up and down to the beat of the music. Five inches of Jack’s seven inch cock disappeared into Dani’s hot mouth each time. She continued working him until the song ended.
The next tune she had qued up was “Smells Like Teen Spirit,” by Nirvana. As it started, she stood up and turned her back to Jack. She bent over at the waist and touched her toes. With her legs closed, her pussy lips peaked out below her tiny ass.
She then started to walk backward toward Jack. Spreading her legs she reached between them and grabbed his cock. She then guided it into her pussy as she slid herself down his shaft.
Dani began dancing to the music and she was rolling her head side to side, causing her red hair to be tossed back and forth. Jack was afraid he wasn’t going to make it to the end of the song. Just the sight of this naked, 23 year old red head was enough to make him hard. Now she was dancing for him WHILE he was inside her.
Watching his cock disappear under her tiny ass and past those full, wet pussy lips was too much for Jack to take; especially since all this was happening to a fast paced rock song.
Jack grabbed Dani’s hips and began to shoot his load deep inside her. Dani threw her head back and pressed her cheek to Jack’s face. “Yeah! That’s it. Give it all to me,” she said with her eyes rolling back in her head.
As the song finished, Jack emptied the last of man juice into Dani. He was still hard and still very much inside her.
She started to stand up, but Jack held her back. “Stay a minute,” he said as Prince’s “Raspberry Beret” started to play through the speakers. Dani laid back against Jack has felt his manhood slipping from her. After he was out Jack didn’t say anything as he was collecting his thoughts. Finally his head was clear enough for him to get out a coherent sentence.
“As you can tell, I’m feeling pretty good,” Jack started. “I want to know what you want.” Quickly, before Dani could answer, Jack said “I’ll do anything you want, play out any fantasy you like, IF…you suck my cock until it gets hard again.”
Dani thought for a minute. With so many ideas running through her head, she asked if should could take a minute to think.
“Sure,” Jack answered, but think while you have my cock in your mouth.
Dani slid off of Jack’ lap and onto the floor. Kneeling in front of him, she swept her hair back behind her head and took his flaccid cock in her hand. She leaned down and began licking his shaft. She had never tasted so much of herself before. In fact, she had never gone down on a guy so soon after he had fucked her. But she liked it. Mostly, she liked knowing that she was doing exactly what Jack wanted.
Even though Jack had just emptied his third load of the day, he could already feel his cock getting ready for round four. Dani wrapped her lips around the tip and flicked it with her tongue. She cupped his balls and massaged them lightly. As she took his entire cock in her mouth, it began to grow again.
Dani loved how she got instant “praise” while sucking Jack’s cock. She knew he loved it. Here he was already getting hard again just five minutes after exploding inside her.
While thinking about Jack’s previous eruption, Dani started to feel his cum running out of her pussy and down her leg. At this point she realized she was essentially trying to get him to cum her in mouth while his previous load was running out of her other end. “You are such a slut,” she thought to herself.
As Dani worked Jack’s cock, she was starting to think about what she wanted. She was so scared when she first entered the hotel room, but she had never felt such a rush. She loved it when she didn’t know what Jack would do next. He scared her, but she loved it. She now knew that he wouldn’t do anything to physically harm her.
Jack’s cock stood at attention. “Well,” he said running his fingers through Dani’s hair. “What do you want to do?”
Dani stood up and began to speak. “I loved it when I first got here and you through me on the bed,” she said. Dani then waited for Jack’s response.
“And…?” Jack asked.
“I’m a little embarrassed,” she continued.
Jack interrupted her. “Danielle. We’ve fucked each other three times today. You’ve been naked in this hotel room since lunch. You don’t need to be embarrassed about anything. You’re a wild girl and I love that about you.”
A little relieved, Dani began to let out her fantasy. “I want to pretend I’m working as your secretary. You find out I’ve been stealing office supplies. You are going to fire me, but I’m willing to do anything to get my job back.”
She waited for Jack’s response.
“I think we can accommodate you Danielle.” Jack said grinning. “You should probably go put your dress back on. I’ll get my suit on and we’ll start playing.”
“Great!” Dani said, almost giddy. “Oh and Danielle,” Jack said as she was turning to walk away. “The safe word is Watermelon.”
“What does that mean?” Dani asked.
“It means that I’m going to fuck you so hard I expect you say ‘no’ and ‘please stop’. This way if you say ‘watermelon’ I know you really want to stop the roleplay.”
“Ok. I got it,” she said.
Dani was getting that feeling again. That “this-is-real” feeling she got when Jack left her that voicemail last week. She could hardly control herself as she slipped her dress on.
When they were ready, Jack was sitting at the hotel desk with is computer. Dani had her dress on (it was still stained in the back), but since she did not come to the hotel with any panties, she wasn’t wearing any now either.
“Danielle! Come over here,” Jack said almost yelling. Dani shook at the authority that had returned to his voice. Just moments earlier he was calm and relaxed and she was startled as she realized her roleplay fantasy had started.
“Yes Jack,” Dani said walking toward him.
“I have some disturbing news. Sit down,” Jack said pushing a chair in her direction. “The girl who had your job before you purchased one stapler in her three years with the company. Accounting informs me you have ordered five in the 11 months you’ve been here. Can you explain that?”
“Well sir,” Dani was stuttering a little. “Two of them broke. I think I lost one. And there wasn’t one here when I started.”
Jack picked his eyes up from his computer. “Accounting also tells me we averaged eight reams of paper per month before you got here. You seem to be going through 13-15 per month,” Jack calmly stated. “Danielle. I’m going to give you one opportunity to admit to stealing these supplies. Do you admit it?”
“I didn’t steal anything,” Dani said.
“I’m sorry Danielle, but that is the wrong answer. Security gave me the surveillance tapes and you have been recorded putting staplers in your purse and walking out of the office with reams of paper.”
“I…I…,” Dani stammered.
“I have no choice but to fire you,” Jack said. “Pack up your things and get out of here.”
“No, sir. Please,” Dani begged. “I need this job.”
“Well, you should have thought of that before you stole from this company and then lid about it,” Jack answered.
“Isn’t there anything I can do sir. Please. I’ll work extra hours for free. I’ll clean the office. Anything,” Dani begged.
“Anything, huh?” Jack said as his eyes perked up.
“You have been a pretty good worker,” Jack conceded. “But you do need to be severely punished for your actions. And I am extremely upset with you right now.”
“I understand,” Dani said.
“Go wait for me in the bathroom,” Jack commanded.
Dani did as she was told.
After a minute Jack opened the bathroom door. Dani could tell he was angry.
“Here’s what we’re going to do,” Jack said gritting his teeth. “I can’t stand being lied to. So you are going to use your pretty little ass to get you out of this situation.”
Dani didn’t know quite what Jack meant by that statement.
Jack positioned himself behind Dani and placed her hands on the counter on either side of the sink. He liked this position because he could see her face, and therefore her reactions, in the mirror.
“Let me be very clear about this Danielle,” Jack said. I’m going to fuck you in the ass for stealing from me.”
“No. No, I can’t do that,” Danielle said.
“It’s too late. You already said you would do ANYTHING,” Jack said lifting up her dress.
“But I’ve never done anal before,” Dani begged.
“Well, I guess this is my luck day then. I get to be the first,” Jack said smiling.
Dani made an attempt to get to the door, but Jack grabbed her arm and then put his right hand around her neck.
“You dumb bitch,” Jack yelled. Where the hell do you think you were going?”
With his left hand, Jack grabbed the bottle of lube that was next to the sink.
He pushed Dani away and dumped some of the liquid into his hand. Dani had turned around to face Jack as to instinctively protect her ass.
As he came closer, she stepped into the oversize bathtub. There, Jack cornered her. “Turn around,” he yelled.
“No, I can’t do this,” Dani said.
“I don’t care,” Jack said. I’m ready to fuck you in the ass and you’re going to take it. You stole from me and you lied about it.”
This is exactly what Dani wanted. Here was Jack, this highly successful man determined to get what he wanted. And he wanted her. Dani’s pussy was soaked.
Again, Jack grabbed Dani around the neck. This time he forced her to turn around. He lifted up her dress and started circling her asshole with is lubed up fingers. Then he jammed his up her ass as she tried to pull away. But Dani was stuck between Jack and the wall. There was nowhere for her to go.
“Your body is pulling away, but your pussy tells me you are enjoying this,” Jack said noticing how slick her crease had become.
Jack unzipped his pants and stepped out of them. He realized he didn’t have the exact angle he wanted to plunge himself deep into his redheaded toy. “We’re coming down here,” Jack said forcefully guiding Dani over the edge of the tub.
Jack was now positioned behind Dani on his knees. Dani was on all fours with legs in the up and her hands on the floor on the other side of the tub wall.
Jack placed the tip of his cock at Dani’s asshole. But instead he plunged himself into her pussy. Surprised, Dani let out a loud moan.
Jack pulled out right away and again placed the tip of his cock at Dani’s rear entrance.
“Because of your crimes against this company, I cannot allow for mercy,” Jack said. With that he plunged all seven inches of his thick cock into Dani’s bowels.
Dani screamed as if her life was in danger. She had only attempted anal sex one time before and it didn’t go well. Her boyfriend was drunk, didn’t use any lube and just wanted to jam his cock in.
The pain just kept going. She was waiting to get used to it, but it seemed to take forever.
Jack just held himself inside not moving back and forth. He knew this little ass would need to take a minute to stretch.
Dani never felt more controlled in her life. Even though she was intense pain, Dani loved it. She knew it was the submissive feeling she loved.
Just then, Jack began to pump her ass. She was so tight, Jack felt that her ass was almost drawing the cum out of him.
“Let this be a lesson to you,” he said. “You steal, you get fucked in the ass.”
Dani tried to say that she understood, but she could not find her voice.
Jack was unable to control the orgasm erupting inside him. He pounded Dani five or six more times before he began to cum deep in her tight hole.
“That’s right you stealing bitch, you get everything,” he yelled as he was cumming.
When he was finished, Jack stepped out of the tub, grabbed his pants and walked out of the bathroom.
“Take your time,” he said to Dani as he closed the door.
It took her a few minutes to realize what had just happened. Jack had now dumped his load in every orifice of her body.
After five minutes, Dani picked herself up off the bathroom floor and exited to see Jack sitting on the bed.
“Well?” he asked.
“Holy Shit,” was Dani’s response. “That was amazing. I loved it.”
“You’re kind of a freak,” Jack said. “And I love that.”
Jack said he was going to take a shower and go to bed. That was all he could handle for the day.
The next morning, Danielle woke up in the bed alone.
Jack had left his card on the night stand with a note that read, “Thank you for the best sex of my life. Stay in the room as long as you like. Call me when you graduate from college. There is an accounting job waiting for you at my company.”
He had also left some UNLV sweat pants and a sweat shirt for Dani so she didn’t need to wear the stained dress out in public.