Jane is lost in a place that feels like a different world. She is dreaming she is in a garden in the middle of the night, and is wearing only a see-through negligée. It’s all white and goes down just to the top of her thighs. She has white, satin panties underneath, and the cool breeze is flowing through it and up her body.
She is walking around barefoot in the field, and she can feel the dew on her feet. It all feels surreal and magical. She is lost in this dream, but somehow doesn’t feel that way. She is looking for something and just going wherever she is pulled to go.
She sees a water fountain and splashes water all over her body. In the reflection, she notices the presence of someone behind her. She is terrified and frozen for a moment, unable to run anywhere. She feels this person come closer and closer behind her. She wants to scream, but she can’t.
Then she feels hands on her back, and at first, she is ready to run, or to fight, but then she realizes these hands are safe and warm.
They are the hands of a man, and they are lifting up her lingerie and rubbing around her lower back. She has no idea who this is, and she doesn’t care.
It feels so good to have a mystery man touching her. She can feel his breath on her neck, and his one hand reaches around to her right breast, massaging it to turn her on. Then his other hand reaches down her ass, and he starts playing with it in a way no one ever has before.
She reaches down with her hand and starts stroking her pussy while he’s finger fucking her ass. Who is this man? Who cares? It feels so good. She starts moaning and getting wet in her dream. She looks in the mirror and sees that it’s Brad.
She wakes up, startled, and wonders if Brad really is touching her body. She looks over and sees Brad is across from her. He hasn’t been touching her, but part of her wishes he would have been. Her panties are so wet, as if she came in them. She’s nervous, wondering if he was watching and knows she just had a wet dream about him.
“Wow, I had the craziest dream,” she said, fishing to see if there was anything she should be worried about.
“I noticed,” he said, not setting her mind at ease at all. “You were moaning a lot.”
“Crazy. I think I need to go to the washroom to freshen up.”
“I’ll save your seat,” Brad says and winks.
He can smell her juices in the air, and based on her moaning, he suspects she was dreaming about sex. He’d love to take a chance and start something up in the bathroom with her while she’s still horny, wet, and out of her senses, but he wants her to come to him when she’s ready, and not feel like he’s pushed himself on her.
Damn, she’s one sexy creature. I can’t wait to get a piece of her sweet ass.
Chapter 17
Brad is hopeful that she’ll be awhile cleaning up her wet mess and trying to compose herself. He unzips his pants and starts stroking his cock, barely able to contain himself. He is so hard, he’s ready to explode all over the place, and has been that way for so long. He wraps it with his hand and pulses up and down really fast, imagining it is Jane riding on top of him, her hair down, swinging with abandon all over her tits.
He wants to grab her hips and fuck her back and forth, up and down, side to side, anything to get her all worked up and to show her how he can pleasure her, and give her an idea of how much she turns him on.
He thinks of her getting wetter and wetter, moaning and breathing so hard she can’t catch her breath, then screaming so loud the pilot can hear them, making him jealous knowing Brad is fucking her hard. He saw how the pilot checked out her ass, and that ass will be all his.
Brad continues, imagining that just as he would be ready to come, he’d pull her off his cock, jack himself, and shoot come all over her tits and belly so it drips down into her pubic hair. Then he’d have her suck him until there was nothing left.
With that thought, Brad comes all over his cock and it shoots over to the other side of the seat where Jane has been sitting.
God, I wish I could just have her now.
He hears Jane come out of the bathroom, so he rushes to put his cock in his pants, then wipes the seat down with soda water and his napkin while wiping his hands at the same time.
Jane walks back over and Brad feels like he’s going to lose his mind at how horny he feels for her, even though he just jacked off.
“So, how comfortable are you with dressing up?” Brad asks, trying to divert his deeper urges.
“Well, I’m a ballerina, aren’t I?” Jane replies. “Ballerinas are all about dressing up.”
“That, you are,” Brad agrees. “So, perhaps you won’t mind some of the things I’ll be asking you to do this week. Are you wearing the lingerie underneath your dress right now, for example?”
Jane’s face flushes beet red, unsure of how she wants to respond, given she just had a wet dream with Brad in it.
“Uh, yes, I am.”
“Do you like it? The lingerie? Does it fit? Does it feel good?” asks Brad, fantasizing about how it looks under her dress.
Jane feels her pussy heating up and squeezing again just from his words and tone of voice. God, he has some kind of spell on her.
“Yeah, it’s a perfect fit, actually. I really don’t know how you figured that out, quite honestly. Especially the bra.”
Brad imagines her in the bra, how it barely covers her nipples and outlines the contours of her breasts.
“Let’s just say, my personal assistant has a good eye. She checked out your size when she went to the change room to meet you.”
“Oh, so that’s how you did it! Clever. Very, very clever!” replies Jane. “What other tricks do you have up your sleeve?”
“Not many. It’s really all my personal assistant. I can’t take any of the credit,” Brad smirks.
“So, back to your question about dressing up,” reminds Jane.
“Right. So, how comfortable are you with wearing different styles of clothing, maybe something out of the ordinary?” he asks, seeing how far he can take it with Jane.
“Well, it all depends. I’m still a bit of a modest woman, but I did dress for you today, didn’t I?” remarks Jane.
“True. Well, the reason I ask is because every day you will be given instructions to wear something. It may be underneath your clothes, or a dress, or anything else. I love to watch a beautiful woman wear different things,” he says, staring at her a little bit longer.
Jane still can’t take in that he finds her beautiful. “Well, we’ll see, but it sounds pretty harmless. Though, you may need to find a beautiful woman somewhere,” she partly jokes.
“Jane Bryden, what will it take for you to see who you are?” Brad shakes his head.
He reaches for her hand to invite her to stand up. There is a mirror on the closet door. “Come. Take a look at yourself.”
He stands behind her while they look in the mirror. He strokes her hair.
“Do you mind?”
Jane shakes her head gently to indicate that it is okay.
“Jane, do you not see how beautiful you are. Your lips are delicate. Your nose is perky and precious. The outline of your face is just amazing.”
He strokes the side of her face and Jane wants to nestle her head right into him.
“It’s like you are a porcelain doll. Just perfectly precious. Simple. No airs about you.”
Jane looks in the mirror at herself, as if for the first time. She sees a bit of what Brad is talking about and is stunned. She has never thought of herself as beautiful, not ever.
Brad reaches down and lightly kisses her neck, then walks away so as not to pressure her. Tingles shoot up her neck and she wishes his lips would linger there forever.
Chapter 18
“Okay, so here is how it works,” Brad begins. “I will give you an envelope for our first day before we leave this plane. You will get one envelope for each of the seven days we’re together. All I ask is that you follow the instructions inside. For some days, there will be a piece of clothing I’ll ask you to wear, somet
imes a bit more risqué than perhaps you’re used to,” he says, trying to ease her into it.
“What does clothing matter, anyways?” replies Jane, pretending to not be as nervous as she feels inside. She can only wonder what he’s planning for her. A bikini? Black leather? A show girl’s outfit? Her mind is running wild, and she wonders how she would look and feel in each.
“How bad could it really be? I’m used to a bit of performance, and we’re on vacation, aren’t we?”
Jane takes a sip of champagne, realizing she’s almost willing to do anything for a million dollars at this point. If she’s tipsy, it may not even be that big of a deal if she sleeps with him. In fact, she’s starting to think she would like it.
“And Jane, please know at any time, you can let me know if you’re uncomfortable. You know that, right?”
Jane nods. “Yeah, I think I’m getting it, Brad. I trust you, for some reason.”
“Good. That’s how it should be. And you know, Jane, I need to put it out there that I’m very attracted to you, and I hope we do get to be together for more than just as a business arrangement, if you get my drift, but I understand if you don’t feel the same way.”
Jane is kind of taken aback, though she’s not surprised. They did kiss, there were sparks, and she’s been feeling his sexual energy since she got on the plane. She’s never had a man be this direct with her, ever, and she’s not sure how to respond.
“Well, we will have to see, won’t we, Brad?” replies Jane, with a strange sense of self-assuredness. “We never know what the week will bring.”
Brad likes this side of her. This virgin in her who is also confident in herself and kind of flirty, like she’s rehearsed her lines from T.V. shows.
He gazes at her with a longing inside of him, waiting to see if maybe she would be open to even a kiss. He’s learned to never be forceful with women, or to make assumptions, instead waiting for that signal that shows she wants something more.
He reaches out his hand, hoping she’ll respond to the invitation. She complies and he holds her small hand in his grasp.
“You know I would never want to hurt you, Jane. You are very special, and I know you’ve never been with anyone before, so I don’t want to scare you away or make you do something you don’t want to, okay? It has to be something you want to do in your heart. Alright?”
Jane feels his sincerity, and it makes her feel even more at ease with him. She takes a breath of relief, grateful that she doesn’t have to feel the pressure of performing for him. He feels her hand calm down in his, and it relaxes him as well.
He strokes her hand to reassure her, making her feel safe, held, and comforted all at the same time. She loves his large hands. He is a man who takes care of so many important things in the world, but all he wants to do now is sit here and be with her.
He lifts her hand and kisses it gently. “I’m really looking forward to getting to know you, Jane.”
Jane smiles with a tenderness in her eyes.
“I’m looking forward to getting to know you, too.”
Just the way he touches her sends tingles up her arm and neck. She wishes he would kiss her hand, then make his way up her arm, then kiss, lick, and suck on her neck, going around and finally kissing her on the mouth.
Before meeting Brad, she had only been kissed once before, by Jimmy, that guy she worked with who lied about not having a girlfriend. He was two years older than her when she was only 15. She was working at the local restaurant and they were in the basement getting supplies. He claimed he had a crush on her, and she was confused but flattered enough to let him kiss her.
They spent about two minutes playing with each other’s tongues and biting lips, as awkward as most teenagers are. She thought she was a special girl in Jimmy’s eyes, then found out the next day he had a girlfriend. She never trusted boys after that and just stuck with her studies.
But with Brad, she really does feel what he’s telling her is true, and she would love nothing more than for him to woo her, put those gorgeous lips on her, and kiss her so deeply she can hardly breathe.
After he kisses her hand, he looks up and continues to hold it.
“I hope you will have the best time of your life this week, Jane Bryden. You of anyone deserve to have a break like this. You are one beautiful and unique young lady, and I want you to walk away knowing that with every ounce of your being.”
Tears of joy and love start welling up in Jane as she is really beginning to feel how special she is.
“So, here is the first invitation for tonight.”
He hands her the card.
She opens it and reads it out loud. “Go to your hotel room. You will notice a bag with a dress in it and a pair of shoes. Put them on and meet me at the hotel restaurant at seven sharp. Don’t be late.”
“Well, that seems easy enough,” Jane comments. “I will accept your invitation,” she says, smiling back.
“Wonderful,” Brad replies. “I am glad you will be my dinner guest.”
Chapter 19
They arrive at La Casa Cabanas, a gorgeous, small hotel on the edge of the turquoise sea where only high profile guests are allowed to stay. It has a strict, low-noise policy and people can hang out at the outdoor bar on hammocks sipping cocktails made from freshly picked fruit.
There is a staff person available at every turn, not only to open doors, but also to hand you drinks, hand towels, and offer mini back rubs. Jane has never been to a place like this before, and had no idea such a thing actually existed except for in the movies.
“Madam?” a gentleman wearing an all-white suit says, putting his hand out to her. “Can I help you up the steps?”
Jane looks around and realizes that he is speaking to her. She takes his hand graciously and thanks him. Brad follows behind and feels so happy he can do this for her. He knows now that nobody else has ever noticed her or cared about her like this before.
They make it to the front desk. Jane isn’t sure what to say, so she looks to Brad to take the lead.
Before he can say a word, the front desk clerk says, “Hello, Mr. Halliwell. How are you doing today? It’s been awhile since we’ve seen you! I see we have you booked in for two rooms. Is that right?” he asks, checking to make sure, since Brad doesn’t usually do that, even if he has a lady friend with him.
“Yes, that is correct. One for myself and one for my friend, Jane Bryden,” Brad says without blinking an eye.
“Well, Ms. Bryden, if you could sign right here, I’ll give you the keys to the Coco Cabaña room.”
Jane’s hands are a bit shaky. She doesn’t want anyone to find out about her past or that she doesn’t know who she is or where she has come from. She’s not sure how to refer to Brad. She surely can’t say she’s the woman he’s paying a million dollars to spend the week with and decides ‘friend’ will have to do for now.
The front desk staff seems to know how to avoid asking too many questions.
“Well then, James will help you with your luggage and show you to your rooms,” says the desk clerk, motioning to the bellhop.
Brad walks beside Jane and puts his arm around her waist, clearly showing the world that she is with him, more intimately than as a friend.
He leans over and whispers in her ear, “I don’t want anyone else to get any big ideas about snatching you away from me, I hope you don’t mind.”
His warm breath sends tingles down her neck, and she smiles to show she likes having someone want to claim her as his own, as if there were others who would even want her.
She leans back and whispers in his ear, “I don’t mind one bit.”
Brad embraces her, pulling her even closer to him.
“Here is your room, Madam, the Coco Cabana,” says the bellhop, unlocking the door and opening it for her, then bringing her luggage inside.
Jane looks over to Brad. He reassures her that his room is the one right next door, called The Banana Sundae.
“Cute names,” Jane remarks.
Jane nods, then turns into her room, closing the door behind her.
The room is absolutely stunning—with mirrors along one wall, an open, private view of the sea where no one can look in, automatic fans that turn on and off based on the temperature of the space. A cold bottle of champagne sits chilling in a bucket on a nearby table with a plate of fine cheeses, and on the bed, as Brad promised, is a box with a note on it.
She goes over to it, and opens the note. It says, ‘A delicate piece for a delicate woman. Wear this under your dress tonight. We’ll have a surprise dip later.’
She opens the box, and inside is a beautiful, white bikini that will barely cover her parts.
“You’ve got to be kidding me!” she says out loud. “I’ve never worn a bikini in my life! I’m going to scare him away!”
She takes off her dress and starts putting on the bottom and then the top. The bottom has strings on the side and just covers her hair, barely. It might as well be a thong with the tiny amount of fabric on the back. The top covers her nipples and the bottom side of her breasts, but clearly shows her cleavage very openly. She could pop out at any minute.
How the heck does a gal swim in this?
She looks in the mirror and is shocked by what she sees.
“Wow! I didn’t even know I had a body that could fit into something like this,” she says as she examines her reflection in the mirror.
She turns around and actually likes what she sees. She always thought of herself as a boring beanpole who didn’t have much to her, but looking at herself now, she sees something different. She sees a woman who might have something a man would want.
“Well, Mr. Brad Halliwell, eat this,” she says to herself in the mirror, raising her eyebrow and pulling on the bikini bottoms to make them snap against her skin.
She puts on a cotton, turquoise dress Brad had waiting in the room on the bed. The dress is loose-fitting, and you can partially see the white bikini through it. Jane has never worn something so revealing before.
Jacked Page 48