Jacked

by Chance Carter

  She rubs her palms on her pubic bones, giving herself a light massage. Breathing lightly, she sighs as she is getting all tingly while the sea breeze is blowing in through the windows.

  She slowly gets herself to orgasm with the vibrator by rubbing it all over her body. She feels a wash of peace and love take over her. She falls asleep, knowing she has to make time for three more orgasms in the morning before she meets Brad for breakfast.

  Chapter 23

  Brad goes back down to the restaurant and can’t stop thinking about Jane. He can still taste her kiss and feel her pressing against him.

  He knows he has to get back to work and focus on what’s important, yet he still feels turned on by what could have been possible with her on the beach.

  What would it have been like if he could have taken off those cute bikini bottoms while they were on the shallow end of the beach, both of them sitting upright, his legs straight while she straddled him, her tits pressed against his chest, the water lapping against her pussy.

  “Sir, would you like me to set up the dining room area for you to work?”

  “Ah, yes, thank you. That would be greatly appreciated.”

  Brad wants to race back to her room, open the door, and kiss her all over. He wants to untie her bikini, lift her to the bed, and make love to her right there. He wants to make her feel so safe, special, and loved. He never wants to let her go.

  Brad snaps himself out of it.

  My God, man, get yourself together. You’ve only known her for a couple of days. She’s not Kelly.

  Brad worries he’s getting Jane and Kelly confused. This has caused him a whole lot of trouble in past relationships, where he’s actually called women Kelly in the middle of sex. He’s been slapped, ditched, and yelled at because of it.

  He doesn’t want to do that with Jane, and it’s so hard to know if he is falling in love with her or with the idea of her.

  The waiter sets him up at the table to do his work—a cup of coffee and a chocolate chip muffin on one side, and the plug and charger for his computer on the left side, as usual.

  “Would you like the lights turned up a bit, sir?” asks the waiter.

  “No thanks, I like seeing the stars outside,” Brad says, staring into the sky.

  “Yes, sir. Will there be anything else?”

  “No, that will be fine. Have a good evening.”

  “The same to you, sir,” replies the waiter, as he leaves.

  Brad can’t seem to get any work done. He looks out onto the beach and can’t remember the last time he played so easily and freely like that with anyone. All the other women he’d dated had been stuffy or just wanting sex or money.

  Jane is so different. She brings out the butterflies inside of him and a sexy beast at the same time. He loves how she’s not afraid to speak up, and she also knows how to respect herself, not falling into his arms too fast.

  He knows she could easily try to please him because he can see she is desperate for money. It shows she has some inner strength and convictions, and he likes that.

  Even with Kelly, he thought she was always letting him take the lead. She was still young and didn’t know herself really well, so when she went away to school, he didn’t think she could take care of herself. It was hard for both of them, and he was worried she would fall prey to some guy’s lame tactics to get her into bed, and he would lose her.

  Unfortunately, though, it was an illness that took her away from him, not some guy.

  But Jane seems different—more assertive, more engaged, more interested. Yet she is still so innocent and sweet. He can tell she has a feisty side to her, too, and hopes he can unleash that in her.

  He smiles, wondering if she is using the vibrator right now. She seems to be able to follow instructions, another trait he likes about her.

  Brad works on his computer for about 20 minutes, and he feels pulled to get up and go see Jane. He doesn’t know what to say or do, or if it would be creepy, but he has a compulsion.

  He reaches her hotel room door and he hears her inside. He puts his ear closer to the door and can hear the mild hum of the vibrator. Then he hears her moaning and breathing and screaming, “Ughhhhh… Brad Halliwell, get over here and fuck me hard!”

  Oh my God, thinks Brad. I so badly want to, Jane, I really do.

  No one else has booked rooms on that floor except for him, so he knows he can pull his cock out and get worked up without anyone catching him. Besides, the staff knows that Brad gets whatever he wants, and they know well enough to leave him alone at night when he brings a pretty woman.

  He wants so badly to open the door and give her what she wants—taking her from behind and watching those sweet tits shaking while he’s fucking her pussy, holding up her hips to his and pushing into her so hard she doesn’t even know what hit her. He wants to make her come all over him.

  Brad is stroking and pulling himself harder and harder until he spews all over himself and the floor, his hands dripping with gooey, white, sticky come. He presses his body against the door.

  My God, Jane, I want you so bad. I can’t wait to taste you inside and out and give you what you want. Good night sweet Jane… good night.

  Brad goes to wash up then heads back to the restaurant to finish up his work. He’s so glad she’s fantasizing about him as much as he is about her. This week could turn out really well for them.

  Chapter 24

  After Brad finishes his work around 11 p.m., he typically goes back up to his room, turns everything off, goes to the bar for a drink of fine scotch, then goes back to his room, sometimes with, and sometimes without, a woman. This is his usual routine whenever he stays at this hotel, and the staff is accustomed to it.

  Now, as he drinks his scotch, he reflects on how lonely he’s been for most of his life, but especially since Kelly died. Life has felt bland, boring, uneventful, and all about work, partying and maintaining his status.

  As far as women go, he’s spent most of his life either calling high-class escorts to suck him off or do kinky things with him. Or he has gone to ballets and looked for some young thing who reminded him of Kelly.

  He’d take them home, make them feel special, and relive those memories of times long gone.

  Anyone who he thought might be an option turned out to just be using him for his money. He’s lost all trust in women these days, and really doesn’t want much to do with pretending.

  Normally, if Jane weren’t here, he’d call a woman up to come down to the restaurant. He would have the staff go home so he could have the place to himself so he could ask her to wear a black garter belt, thin, black stockings, and no panties so he could lift her skirt up and fuck her quickly and easily.

  He would drip expensive champagne all over her tits and lick it off of her body. He would then jerk off all over her and have her drink his come as it’s spewing out of him.

  He’s not sure why he’s investing so much in Jane. He knows he could probably find a way to woo her or anyone else into bed quicker than this, and less expensively. He feels so turned on since they were down at the beach. He’s used to getting what he wants, and he wants Jane badly, but right now, he just wants someone to fuck hard and fast.

  It’s uncanny how much Jane looks like Kelly. Brad seriously wonders if he’s getting all confused and having these deeper feelings for Jane for all the wrong reasons. Maybe she’ll just be another disappointment, and will turn into another greedy young woman only looking out for her career.

  Brad throws back two scotches and pours another. There is a tall, slender woman in the corner of the restaurant sipping on a vodka martini. Her legs are crossed, she’s wearing a short, tight fitting, black skirt, no stockings, and a tight fitting tank top. She has dark-brown hair and beautiful, bright-red lipstick.

  She looks up at Brad and back down to her napkin, twiddling it in her fingers. Her nails are long and painted red. Brad looks at her intently, the scotch getting to his head. She sees him and smiles, then nods slightly as if t
o say she is interested in him.

  Brad walks over to her table and asks if he can sit down. He wonders why she is there alone. He’s never seen her at this hotel before.

  “Hey, I’m Brad,” he says, holding out his hand to shake hers.

  “Carla,” she says, confidently shaking his hand in return, holding it longer than necessary.

  So Carla, I’ve never seen you here before,” he inquires.

  “Yes, it’s my first time. I’ve heard you come here often,” she says.

  “Oh, you have, have you?” he smiles, flattered that she knows him.

  “Yes, let’s just say you have many friends who look out for you,” she smiles.

  “Really? Whatever do you mean?” Brad says, truly curious now.

  “Brian sent me to see you. It’s, shall we say, an early birthday gift,” she whispers in his ear, then rubs his leg on the inside, making her way up to his crotch.

  “Ah, I see. Well, Ms. Carla, it seems you have caught me at just the right time,” Brad says, holding her hand at his cock and pressing it onto him.

  “See, I’ve been feeling horny all night and dreaming about having a good fuck. Are you the woman for me, tonight?” he asks directly.

  “Why do you think I wore a black negligée underneath this with pink ribbons, your favorite outfit?” she says, pulling down her shirt to show him her bustier. “No one’s around. They all went home. Want a little taste of these titties while you finish your drink?” she entices.

  Nothing turns Brad on more than sexy undergarments, a woman who talks dirty, and the taste of booze all mixed together. He looks down into her voluptuous tits and his cock gets harder.

  She strokes him harder, unzips his pants, and grabs his cock. “Come on, big boy, give it to me right over there on that table.”

  Normally, Brad would jump all over this woman, tearing off her clothes and fucking her right then and there, but he can’t get Jane out of his mind. Her beautiful face, the way she makes him feel, her soft skin, and sweet nature. The way she challenges him and is straightforward. How she dances and moves, and those tender kisses drive him wild. Her willingness to trust him so easily, and how she does whatever he wants.

  Brad goes soft. He doesn’t know what’s happening to him. Talk about looking a gift horse in the mouth.

  “What’s wrong, Brad, you don’t like me?” Carla says, feeling a bit disappointed.

  “No, it’s not that. I’ve got something on my mind. Don’t worry, baby. Just keep doing what you’re doing. It feels good,” he says.

  No matter what Carla does, Brad still can’t get it up.

  “Look, you’ll still get paid. Neither of us needs to tell anyone it didn’t happen, okay?” Brad says, embarrassed this could get back to Brian. “You’re sexy and then some, and it’s nothing to do with you, doll.”

  “Well, you’ve got a freebie for next time, if you want,” Carla says. She had half-hoped she could give Brad the time of his life so she could have him as a regular client. Dropping off her business card, she says, “Call me if you want something,” then walks away.

  Brad leans back on the chair, feeling stunned and exasperated with himself.

  My God, Brad, you just turned down a hot chick for some young virgin you hardly know. What the fuck is wrong with you?

  He gets up, downs his scotch, and heads back up to his hotel room.

  Chapter 25

  Knock, knock, knock.

  “Room Service,” says a man on the other side of the door.

  Jane rolls over to look at the time, seven a.m.

  Room Service? I didn’t order room service, she thinks to herself. She wants to roll over and pull the covers over her head.

  Knock, knock, knock.

  “Ms. Bryden, Mr. Halliwell has ordered you breakfast. May I come in to drop it off?”

  Jane replies, “Yes, that would be fine. Thank you.”

  He opens the door and walks in. He notices that Jane has things splayed all over the place. The sparkly, purple vibrator catches his eye and he half smiles.

  Jane notices him catching a glimpse and she half smiles, too. In another place, or perhaps in a movie, if she wasn’t ‘good lil’ Jane Bryden,’ and if she wasn’t falling in love with Brad Halliwell, she would say something sassy like, Wanna stay a while and we can play with my toys? Then she would spread her legs wide open and stroke herself so he could see her fingers outlining her lady lips and getting all wet and juicy.

  Instead, she rolls over and says, “Thank you,” ignoring that anything had happened.

  When he leaves, she starts playing with herself under the sheets. She feels like she is getting horny all the time now that Brad has awoken this side of her. She sees chances for sex everywhere she goes.

  She rubs her breasts with one hand while squeezing her thighs hard, and pushing two fingers from her other hand inside her muff. She is stroking harder and harder, imagining the waiter is eating her out while she lies on the bed with him kneeling on the ground. He would stick his tongue in and out of her, getting her all excited and grabbing the sheets. Then she would look down and see that it wasn’t the waiter—it was Brad who must have come in and pushed the other man aside.

  Jane pushes her hand in and out faster until she squeezes herself so hard and moans herself into orgasm. Afterward, she lays on the bed and feels the sea breeze tickling her tits.

  Two more orgasms left before breakfast, Jane notes to herself. Jesus, I’m going to be out of control when I see him.

  Jane steps into the shower, ignoring the food the waiter brought in, and she plays with the soap and suds until she orgasms two more times, sweet, quick, and gentle ones that leave her feeling refreshed and ready to go.

  She gets out of the bathroom with her hair wet, wrapped in a towel, and wearing her bathrobe. Stepping over to the tray, she opens it. There is no food, only a bright, red thong on a plate with a note.

  ‘Make sure you wear this thong underneath your outfit today. No one but you or I will know. Kisses, Brad.’

  Heat goes through Jane’s body from the top of her head down to her toes. She’s not sure if this is a heat of passion or fear. She feels a bit concerned that things are moving really fast, and he’s seeing her as a slut. A bikini, a vibrator, five orgasms, and now a thong.

  What will it be next? Should she keep indulging him like this? Maybe she’s setting herself up for trouble? All these worries go through her mind.

  She knows she feels attracted to him, and yet, she’s also scared that maybe she’s judging this all wrong. She doesn’t want to disappoint him or make him feel bad, either—last night, that kiss, the beach, the sand, and the way he has treated her so far. He’s been nothing but respectful.

  But his gifts are messages—clues to another side of his interests. Truth be told, she’s interested, too, but good girls like her don’t have these kinds of dirty thoughts, and she’d never want him to know she was this sassy. She has to show him that she has dignity, and she’s not some floozy he can just mess around with.

  She leaves the room to go knock on his door with her towel on her head and the robe on with nothing underneath.

  Knock, knock, knock.

  “Brad. It’s me, Jane.”

  Knock, knock, knock.

  She has no idea what she’s going to say to him. She now feels nervous and wants to turn around and go back, but she can’t now. He knows it’s her.

  He unlocks the door and opens it. He sees her looking like she would first thing in the morning. He loves it. No makeup, tired-looking eyes, and a grogginess that makes him want to cuddle her back to sleep. She’s so adorable.

  “Oh… good morning, Jane. Would you like to come in?” he says, hoping she will, so he can unknot her bathrobe and feel her bare skin.

  “No, that’s okay,” says Jane, feeling sheepish about facing him now that he is standing right in front of her. “I, umm, had to ask you something.”

  “Yes, what is it?”

  He reaches out his hand t
o comfort her. She feels the warmth of it go up her arm.

  “Well, um, you see, I’m feeling a bit uncomfortable with how quickly everything is going. I mean, I was fine with last night,” she says, looking to the side and on the ground because she doesn't want him to see how much she is falling for him. “But the bikini, the vibrator, and now, well, this morning, the thong... it’s all, well, you know, making feel kinda…”

  “…cheap?” Brad says, acknowledging her feelings.

  “Yeah, that’s the right word. Cheap,” she affirms.

  “Well, we can’t have that, now can we?” Brad says, pulling her a bit closer to him with the tie of her robe.

  Jane looks up at him, seeking some kind of direction or answers and reassurance that he will take good care of her heart.

  “Ms. Jane Bryden, I know you have so much to you that I’m yet to discover. You are a brave woman who follows her heart and has so much self-respect. I am so proud of you for standing up for yourself. It makes me admire you even more,” he says, looking deeply into her eyes.

  Jane feels a shudder through her body at the intensity of his words, and his stare. She can feel his truth penetrate her, strengthening her and making her feel so loved and honored.

  “You don’t have to wear the thong if you don’t want to. I just thought it would look quite appealing on you,” Brad says, expressing his true thoughts about her body. “A man can appreciate a beautiful woman, can’t he?” he adds.

  Jane blushes and smiles, feeling like she just grew up by five years.

  She looks at Brad and says, “Well, when you put it that way… but I can’t make any promises that I’ll be wearing it for breakfast, okay?”

  “Yes, ma’am,” he says.

  “See you later,” she says, turning away and feeling proud of herself. She now knows she can tell him anything.

  He watches her scuffle away in her robe, envisioning that sweet, tiny thong riding up her ass.