The Vacation (Closed to Ryanmo97 and KaylaWife38)

[Ryanmo97]

Ryan Morris
Age: 35
Height: 5' 11"
Weight: 195 lbs.

Ryan Morris was a self-made millionaire. He owned a very successful company that sold consumer electronics to various businesses. That and due to some great investments, he was able to make a lot of money. He was able to retire early. He sold the business and built a cabin in the woods, with all the amenities, full electricity, Satellite TV and Internet. He also had a dungeon built in the basement, so he could start a new business. He would give women who fantasize about begin a sex slave a chance to live out their fantasies for the weekend or longer.

Over the next year, Ryan had built up quite the reputation in the BDSM community. He had quite a few very satisfied costumers, mostly famous women who needed a break from everything. He had just finished up another successful vacation with Demi Lovato and was in his office doing the books, when the phone rang, "Hello, Morris Vacations..."

 

[KaylaWife38]

"Good afternoon, Mr. Morris, this is Susan Johnson, I represent Debby Ryan. Ms. Ryan, as you may know Ms. Ryan is close personal friends with one of your former clients and she has asked me to contact you to see about booking one of your special celebrity vacations with your company."

Debby Ryan stood nearby in her Malibu bedroom and watched her agent on the phone. She her such amazing stories about the erotic weekend that Demi Lovato had spent in the woods, succumbing to every sexual desire her body could handle, all away from the paparazzi and the judgmental press that Debby could barely contain her arousal.

It took some convincing to get her agent to agree to make the call. As usual, Susan Johnson was worried about Debby's Disney imagine being tarnished if the news about her true desires ever became public, but Demi assured both Susan and Debby that Morris Vacations was very discrete and very satisfying.

Debby can still remember the conversation she had with Demi. It started as nothing more casual than the simple question, "where have you been all week?" but ended with Debby completely nude on her bed, rubbing her shaved pussy as Demi told her everything over the phone that went on that week in the wood in great detail. She was sure Demi knew what she was doing on the over end of the phone, especially when she came, but if she did, she never led on. As soon as Debby got off the phone with Demi she called her agent and told her she wanted to book a vacation with Morris Vacations.

Now, standing in her bedroom in a pair of purple boy short panties and a tight cami, the anticipation of whether or not her dream would come true was killing her.

 

[Ryanmo97]

Ryan grabbed one of the forms he used when setting up a vacation with a new client. He grabbed a pen and said, "Absolutely," He said, as he wrote Debby's name on the form, "If Ms. Ryan is with you, I would like to speak with her to set up the kind of vacation she is looking for and what she would like to happen." He got ready to write down what Debby wanted.

 

[KaylaWife38]

Debby grabbed the phone from her agent and wandered over to the big window that overlooked the Malibu beachfront.

"Hello, this is Debby," she said with a bit of shyness to her tone. She listened as Ryan Morris explained her options for her private vacation.

"Oh my God, I never though this day would actually come. I have fantasized about it ever since hearing some many great things, but now, having to actually pick the kind of activities I want for my own vacation, its sort of difficult...and kind of arousing."

She paused and ran her hand just along the top line of her underwear, teasing the edge but not going underneath, well aware her agent was still in the room and watching her every move.

"Well, I for sure what some good sex, like really good sex. Every guy I have ever been with has been some Hollywood pretty boy more concerned with how he looked in the mirror as we were fucking than making me cum. I really want to get fucked by someone who knows what they are doing and can make me cum," Debby said with lust in her voice. One hand was on the phone receiver, the other was now tucked under the cami, resting on her toned and flat stomach. "In terms of more kinky stuff, I would like to try two guys at once, not like a DP or anything but i think it would be so hot to have like one guy in my pussy and one in my mouth..."

As Debby kept talking, her agent, Susan Johnson, was getting clearly uncomfortable in the corner of the room. She was shifting her weight from one foot to the other, watching her star client intently.

"I think it would be so hot to have a threesome with a guy and a girl, maybe be tied up and just have like 5 guys in a a row fuck me or jerk off on me, stuff like that," Debby said. "I am pretty open to trying all sort of things."

 

[Ryanmo97]

Ryan made some notes. He usually worked alone but when she mentioned she would like a threesome with a guy and a girl he knew a girl that might be interested. "The threesome with another woman would be fine," he said, "But, I don't work with other guys so I'm afraid those parts would be out. I hope that's okay.... So, how do you want this vacation to start? Do you want to be 'kidnapped' or would you rather this be a consensual start? How do you feel about bondage?"

 

[KaylaWife38]

The mention of bondage sent a shiver down Debby's clit. She has secretly always fantasized about being tied up and being forced to do things, being spanked, being fucked slowly while she was helpless to move. As she stood there, with panties that grew more wet with each sentence, she told Ryan Morris all of these things but also told him the idea of being kidnapped did not appeal to her.

"I do, however, not mind turning over complete control of myself to you once my sexual vacation begins," Debby said. Just saying the words out loud turned her on. She was really going to do this. She slid her hand higher up her cami and rubbed the underside in her breast.

Behind her, in the shadows of the bedroom, Debby's middle-aged agent tried to keep quiet as she listened to her star client check off a laundry list of things that she herself would one day like to experience, all the while hiding the fact that her own pussy was soaking through her panties.

 

[Ryanmo97]

Ryan made some more notes, "Just a couple more things. Do you want your vacation to be 'consensual' or 'non consensual'? And, how long do you want your vacation to be?"

 

[KaylaWife38]

Debby is lost in her own sexual desires and almost doesn't understand the question. After a brief pause she finally answers.

"I don't want to be raped but I would certainly love you to push my boundaries," she says with lust in her voice. Her arousal is far to intense to hide any longer. "A friend of mine who referred me to you stayed for four days and said it was perfect, I think that would work out just find for me."

 

[Ryanmo97]

Ryan thought about it and he smiled. He had the start of a perfect scenario not only for Debby's but on of his best clients. "Very good," said Ryan, "Well, four days is going to cost $100,000. When would you like to start your vacation?"

 

[KaylaWife38]

"That sounds perfect, my agent will wire the money to your account,"Debby said with a wide smile on her face. "In so far as timing, the sooner the better, my body literally can't wait to begin."

She hung up the phone and turned to see Susan Johnson starring at her uncomfortably.

"What?" Debby asked her.

"I just can't believe you are actually going to go through with this, Debby," Susan said. "If this were to get out, this could ruin your career."

Debby gives her a smirk.

"Oh please, Susan. You are as turned on by this whole thing as me. Look at you," she said, pointing to her agent. "You can barely stand still you are so turned on right now. Who knows, maybe after I get back you can book your own time with Morris Vacations."

 

[Ryanmo97]

"I happen to have next week free," said Ryan, "I would like the money sent to the bank name and number I'm going to go give you by 5:00 PM Thursday." He gave her an account number to send the money to, "If I don't get the money by then I will cancel your vacation. Now, on Friday,I'll come and get you some time between 6 and 8PM. See you then..."

Ryan hung up the phone and then contacted a friend of his to help.