The Contest

Cole didn't know if she was getting into having an audience or just getting into herself, but he felt he might cum just watching her get off. He had never been so turned on watching a woman get herself off before. Sure, it was erotic as hell anyway, but this was unlike any other experience. She was his boss, for crying out loud.

The old man turned to Cole. He leaned over and whispered. "Get pumping that meat. I want you to cum when she does. But I want you to get real close, right up next to her, so I can see her wearing your cum when you're done."

Cole smiled. He wouldn't get to fuck her right now, but it was almost as good. He had imagined spraying cum all over her more than a few times. He grabbed his cock and started jacking himself again. He hoped she was close, because he knew he was. Did he have a load for her! And all with the permission of her boss, so she would just have to live with it come Monday. This was going to be sweet. He stepped closer to Diane. She had her eyes closed, her body arched back a little bit, and was making a lot of noise. Her fingers were flying back and forth over her clit.

Cole could feel his balls getting ready to shoot his load. She was so wet, she was dripping all over the couch. He closed his eyes for a moment and imagined fucking her, the ease with which his cock would slide all the way in, the wet sounds they would make as they humped at each other, the way he would pound her hot pussy until she begged for him to cum. He opened his eyes again and watched her finger herself.

"Ohhhhhhhhh!" Diane cried out loudly as she came. As soon as her spasms started Cole stopped holding back. His cock exploded a thick stream that landed in her hair and on the side of her face. The next shot went across her mouth and dripped onto her chest, and a third little bit went onto her legs. Groaning, he was sure it was the most satisfying orgasm of his life as his hand squeezed the last of his cum from his spasming cock.

The old man thanked both of them and told them to get dressed and go back to their rooms. He pointed out a small bathroom adjoining the library. They could enjoy anything his estate had to offer, but he was sure he would want to see each one of them again later. Then he left the two of them.

Diane did not say a word. Cole glanced at her a couple of times while he was putting his clothes on, but she would not look at him. She just gathered her things and headed for the bathroom. That was just fine with him. He didn't need her to tell him it was good, he already knew it was. He couldn't wait to find out what the old man would want from them later.

It was time for dinner already, and the old man still had not called Cole back to see him. He began to wonder if he had done something wrong that morning. No, he wouldn't second guess himself. He had done everything exactly as the old man had asked. Cole was walking toward the dining room when one of the many gray uniformed men met him and led him down a long hall. The old man wanted to see him, he was told. Finally a door was opened and he was told to go inside and wait. It was unlike anything Cole had ever seen. The door closed behind him as he walked in. He stood still for a moment and looked at the hooks and bolts and various devices around the large room. He was impressed. He had realized the old man was perverse, but this was wilder than he would have imagined the old man would come up with. Cole's mind flashed for a moment on a picture of Diane chained and at the mercy of his whims and desires. He felt his cock stir. Yes, he could see many opportunities in this room.

The door opened behind him. Cole turned around and was surprised to see Trish come in with the old man. She smiled when she saw him, and turned to the old man and whispered something to him. He laughed, and pushed her toward Cole. She walked up and kissed him on the mouth. He was so surprised he was speechless as she pressed herself against him for a quick moment then pulled back laughing softly.

"Trish is special to me," the old man said as he smiled broadly. "I wanted to make sure she had a good time this weekend. You'll help her have a good time, won't you, Cole?"

"Yes, sir." Cole responded enthusiastically. He turned to Trish. "I'm here to please," he told her with a self assured smile. "You won't be disappointed." He sure wasn't disappointed at the way things were turning out. He had thought he and Diane might be paired up again, but this was even better. Every guy at the office had wanted to get a little piece of "the Dish" since she'd begun working for the old man a few years back, and none of them ever had. He felt himself hardening at the thought of finally discovering if she was a natural blonde.

"Trish already knows my wishes," the old man said. "Do what she desires and you will be pleasing me."

"Take off your clothes," Trish told Cole as she removed her own. He couldn't believe it! Was it going to be this easy? He stared at her as her clothes dropped to the floor. The little patch of hair she didn't shave off was definitely blonde. And her tits were just as gorgeous out of her clothes as in them. Heavy but firm and nicely rounded, with big pink nipples that looked like they needed a good sucking.

She sat on the bed in front of him and spread her legs wide. "Eat me." she said.

Cole's cock jumped to attention at that. He got down on his knees and began licking her. He ran his tongue straight up the middle of her sweet-smelling pussy and back down. He pushed his tongue firmly against her ass before sweeping his tongue back up her slit and then down again. Then he began flicking his tongue here and there over her entire cunt. He could taste her wetness, he wanted to make her cum. He began concentrating on her clit, every now and then running his tongue the length of her juicy cunt down to her ass hole and stimulating her there. Each time he reached her ass he would push his tongue a little further in than the last time. Trish would moan each time he made contact with that tight little hole. Cole reached up and slid a finger into her pussy and then another. He worked them in and out, spreading more of her slipperiness to her ass. Finally he pushed his thumb into her ass.

He worked his fingers and thumb in and out of her as he sucked gently on her clit and then licked at it. Over and over, a little sucking, a little licking. Trish was moaning loudly, her hips moving up and down with his rhythm. She cried out and grabbed his head, pulling him tightly to her as she came. Her hips bucked up and down so furiously he could hardly keep at her, her tight pussy clenching his fingers, her ass clutching at his thumb. He wanted to fuck her so badly!

Cole pulled away from Trish and stood up. His dick was so hard. He took his wet fingers and spread her juices over the head of his cock. He couldn't wait to fuck her and stepped up ready to do just that.

But Trish stood up. "Wait." she said. "You'll get to fuck me, but we're going to do something else first." She had Cole move over to the end of the bed. She knelt down and chained his ankles to the restraints bolted into the floor. Then she pulled out another set of restraints and strapped his arms to either corner of the bed. She attached straps around his thighs to his arms. He was secure, and could only move forward or backward. He had a feeling it would be enough.

Just then the door opened and closed behind him. Cole turned his head and saw Diane walk in wearing only a robe, which she quickly dropped to the floor. Trish greeted her with a warm hug and kiss. He had barely gotten over the surprise of being chained up, and now this! The two women obviously knew each other very well, the way their bodies were pressing together as they continued kissing.

Trish reached up and ran her fingers over Diane's nipples. Diane shivered in response, and smiled. Her own hands slid down Trish's back and over her smooth, slightly rounded butt. Cole wasn't sure what would happen now, but his cock stayed hard watching the two women fondle each other. Trish walked over and got something out of a drawer. Cole couldn't see because she had her back to him, but then she handed it to Diane. He was not surprised to see it was a strap on dildo. The two women then got up on the bed in front of him and resumed their passionate embraces. They kissed and played with each other's nipples, their hands occasionally wandering down to slide between each other's legs. Cole wanted so badly to join the two women but they remained out of reach. Then he watched as Trish slid down between Diane's legs and began to lick at her beautiful pussy. With long, slow strokes she wet her from her clit to her ass. Cole could feel his cock becoming even harder. He remembered Trish's promise that he would get to fuck her. He could feel a drop forming on the end of his cock. He was so aroused he hoped he would be able to fuck her as long as he wanted to. Right now he wanted to fuck her until she came again, then turn her over and fuck her beautiful ass until he exploded in that tight little hole. He would like to have long enough to fuck Diane too, but Trish had tasted so good, and he could still smell her on his face.

He could tell Diane was enjoying the feeling of Trish's tongue on her cunt. She was moaning, her hands moving up and down her spread legs, now and then burying her fingers in Trish's hair. Trish was absolutely absorbed in pleasing Diane. Her hands were up playing with Diane's nipples, rolling the rosy buds between her fingers, tighter and tighter as Diane began humping up and down against Trish's mouth. Trish swirled her tongue around and around Diane's raised clit, slipped it down inside her and fucked her with her tongue for a minute, then moved her tongue back up to tease at her clit some more. Diane's hands buried in Trish's hair again as she pulled against her and cried out, her whole body erupted in spasms.

Cole was in awe as another drop oozed from the head of his swollen cock. He had never seen two women together like this. And that Diane just came with Trish's mouth on her! He wished he could be in there with Trish, lapping at the juices flowing from Diane. Trish turned and looked at him. "Oh, look Diane, I think he wants something," she said with a smile. "Think we should give him what he wants?"

"Not yet," Diane replied. "I want to do you first." She had gotten up and slid the straps of the dildo around her, and pulled Trish to the side of the bed. "Mmmmm...." she said as she positioned the head of the realistic looking dildo against Trish's already slippery hole. She looked at Cole. "Don't you wish this was you?" Then Trish pushed against her and Diane's cock slid part way in, then further in as Diane pushed back. Trish moaned and wrapped her legs around Diane as she thrust the device all the way inside and pulled most of the way back out. They began fucking each other as if they had done it many times before.

He watched Trish begin to finger herself as Diane pulled back and slammed into her wet hole over and over again. She was moaning loudly. Cole could tell by the look on her face and the way she met Diane's every stroke that she was really enjoying it. Faster and faster the women fucked each other, until they were both gasping and straining into each other. Trish cried out, "Oh, yes, Diane, that's it honey, oh yes, fuck me good I'm cumming....." she trailed off with a loud groan. Her hips began to buck up and down uncontrollably, her legs still locked around Diane. Diane just kept up her rhythm and Trish's orgasm peaked again. Finally her spasms subsided and she lay there smiling as Diane pulled out of her and sat down beside her.

They kissed, deeply, Trish's hand sliding between Diane's legs to rub on her while they kissed. She pulled her hand away. Her fingers were slippery looking. She touched one of them to her tongue. "Mmmmmm" she said, looking at Cole once more. "Want some?"

"Yes..." he moaned. She put her fingers to his lips and let him suck them into his mouth. "Oh, god," he moaned again as she took her fingers and slid them between her own legs and into her own wetness. "I want to fuck you so bad..."

"I know." Trish smiled at him. "That's why you're going to fuck me right now." She crawled over in front of him and pressed her ass tightly up against him, his cock sliding between her ass cheeks.

She rubbed up and down against hardness. "Mmmmm.... baby your dick is going to fill my pussy so good. You ready to fuck me now?"

Cole just groaned as the sensations of her slippery ass rubbing against his cock thrilled through his body. He pressed back against her eagerly. Trish pulled forward a little bit as Cole bent his knees. She thrust back against him as soon he was inside her, moaning eagerly as he hit deep inside her. He began thrusting his hips back and forth to meet her movements, feeling so good to be inside her at last.

He was just getting a good rhythm going when he sensed Diane standing close behind him. She pressed her whole length up against him. He could feel she still had the dildo strapped on as she wriggled it up to his ass.

"What..." Cole began as he felt her pressing the dildo against him. "Hey!" Diane didn't stop. She pressed the well-lubed dildo against him until he felt it "pop" inside. " Oh, god!" he moaned out. "Oh..... fuck.... stop!" Diane just kept gently easing further and further inside him. There was nothing he could do to stop her. The way he was restrained he could only move forward or back, and he was already as far forward as he could get. She gave one final push and she had the dildo all the way inside him. "Oh, god, Diane, please stop!" Cole begged.

She responded by wrapping her hands around him and telling him, "Relax and enjoy the ride of your life, honey. Then Trish began to move again. She pushed him back into Diane and then moved forward as Diane pushed forward. The next time Diane pulled back a little bit more as Trish pushed him back. Then she pushed hard into him, making him move forward into Trish. The two women got going, and all he could do was just move with them. At first he thought Diane was going to push right through him with the thing, then he found that he could tolerate it, as long as her movements were small.

The two women were only getting started, though. They quickly began to move faster back and forth, Diane pulling further out each time and shoving the dildo back into Cole. "Ohhhh... shiiitttt," he groaned as she pulled almost all the way out and slammed her cock back deep inside him. Despite the feeling in his ass he couldn't deny how good it felt to have Trish fucking him. Her pussy squeezed his dick hard as she too slammed against him again and again.

Cole groaned again, this time with pleasure as Diane and Trish kept fucking him, harder and faster. They both began to moan too as their feelings overtook them. "Yes!" Trish almost shouted. "That's it Diane, give it to him good and hard honey, just like he's giving it to me..." She trailed off and kept moaning, her fingers stroking her clit as he stroked her inside.

Diane just moaned louder, her fingers reaching up to play with Cole's nipples while she fucked him. "C'mon, baby, you know it feels good. You know you want to cum...."

Finally it was just too much for Cole. Without warning his cock exploded inside Trish, his cum erupting with such force it spilled from her as she continued to writhe against him, her sweet hole spasming around him as she enjoyed her own orgasm. Diane cried out as she came hard from the dildo pressing back against her clit as she pounded him with it.

Cole's knees began to shake from the tremendous force of his orgasm. Trish reached down and unfastened his arm restraints so he could lean on the bed. As the two women moved away from him, he looked at them. He could not believe what he had just been through. And Diane had been right, it had been the ride of his life! He leaned heavily on the bed for a moment, not yet recovered. He heard the door open and close behind him, then Trish came back and unfastened the remaining restraints.

Cole immediately sat down on the bed. Trish sat down beside him and he grinned at her. "You are two wild women!" he said to her. "My god, I never expected that!"

"It was good, though, wasn't it?" interrupted the old man. Cole had forgotten he was even in the room. "The three of you performed magnificently! The best of the weekend so far! You are free to enjoy my estate until tomorrow afternoon." As soon as he finished speaking, the old man walked out the door, and the two of them were left alone.

Trish and Cole looked at each other for a moment, then she got up and donned a robe she picked up from a nearby chair. "It's been fun." she said with a flirtatious smile. "If you ever want to party like this again, dial 101 and we'll see what we can do. See you 'round the office sometime." With a toss of her head she walked out the door and he was left sitting naked on the bed, his mouth agape.

After a minute Cole got up and showered in the connecting bathroom, still shaking his head in wonderment at all the events of the day. He dressed and went back to his room. There was a tray waiting outside his door with his dinner on it, and another folded card. He waited until he was in his room to open the card. There was no writing on it, only two different lipstick prints. He smiled, then dove into the delicious meal awaiting him. He slept deeply that night.

As he was being driven home the next day, Cole laughed to himself about the weekend. Never in his life had he imagined a scene like the one that had played out around him. He took the check from his pocket and looked at it. It was nice, but he couldn't wait to hear his name announced the following afternoon.