The Sales Team {notes inside}

As Anne and Jack are escorted into the manager’s office, Jack immediately recognizes his good friend.

Hello Ian!” Jack shouts across the room.

Welcome back Jack!” replies Ian as he walks over to his friend and shakes his hand while slapping Jack’s shoulder with his other hand.

Anne stands there stunned. “You two know each other?” she says while looking back and forth at the two men.

Remembering his manners, Jack turns toward Anne. “Anne, let me introduce you to Ian O’Connor, manager of this fine establishment. He and I have known each other for several years.” Then turning toward Ian he continues, “Ian, may I introduce you to Anne Gray, Vice President of Sales for Five Star Reservation Systems.

Pleased to meet you Ms. Gray.” Ian says while extending his hand in greeting to her. “I am glad you two accepted my invitation to come early and enjoy what we have to offer.

Likewise, pleased to meet you Mr. O’Connor. Thank you for the extended stay invitation. Jack and I look forward to a successful completion of our business AND having some fun.” With this last phrase, Anne tosses her red hair towards Jack and gives him a wink, a signal that does not go unnoticed by Ian.

My friends just call me 'Ian', and I hope we become good friends real soon.

Ian steps back a bit and takes a moment to study the beautiful redhead. Anne likewise takes the opportunity to check out the well tanned, handsome male in front of her. Jack watches both of them and smiles. He thinks that they becoming close friends could work to everyone’s benefit.

Okay Ian, but only as long as you call me ‘Anne’.” She says, playing to the casual turn of the conversation.

So, Anne, why did you bring along this crackerjack technician on a sales call?” nodding his head at Jack.

Ian, you appear to be jumping ahead to Monday’s business. I will tell you that a technical expert, such as Jack, usually makes a great impression upon our potential clients. He gives them confidence in the technical superiority of our product and the quality of our client support.” After a pause she adds, “I have found him invaluable in many ways on our sales trips.

Again she turns and winks at Jack who is practically blushing. Ian makes note, again, of their unspoken exchange.

Jack is purposely letting Anne and Ian get to know each other. He is observing how they interact, knowing that their newfound relationship could determine the business success of the trip. Jack is pleased how things are progressing.

Ian waves over the bellman who is still standing at the doorway. “Please take our special guests Ms. Gray and Mr. Reynolds and their luggage up to their rooms. I assume they are a bit weary from their long trip this morning.

Facing Anne, Ian continues, “I look forward to getting to know you better, Anne.” Then looking directly into her eyes, "I want to make sure that you enjoy your stay here.

Addressing his friend, “Jack, we need to spend some time catching up on the past year. Can you join me later?

Only if you bring one of your best bottles.” Jack replies with a grin, remembering some of their previous drinking experiences.
 
"Hey, don't leave me out guys. I don't know what you drink, but I love a good Finger Lakes wine." Anne interjects half jokingly with a wink, knowing that Ian would recognize her familiarity with his home state. She also did not want to miss out on an oportunity to cut loose a little with Jack and his old friend. She couldn't help but notice Ians fit physique, as his shoulders and quads were really filling out his suit quite nicely.

'I can't believe Jack kept that secret from me, that little stinker.' Anne thinks to herself. 'How awesome though! This should make this deal go much smoother, leaving more time for fun opportunities with Jack.'

"Of course Anne! We'd love to have you join us, and we just may have some Bully Hill down in the wine cellar. We bring in from all over. I will gladly check." Ian smiles, feeling comfortable with the familiarity that Anne's comment brought with it. "We have a great, full service spa here Anne. Would you like me to hook you up with a nice massage this afternoon? I'll keep Jack out of your hair and bring him out for a few holes of golf." Ian continues, winking at Anne. "We'll get back together around 6 maybe? I'd love to treat you guys to a nice dinner if I may?"

"Sure! That sounds great!" Anne replies. "I could use a little down time after this last couple weeks."

********************

As Anne is lying on the massage table she can't help but think about Jack and his old friend. As the masseuse deeply rubs her upper thighs and glutes she smiles, replaying in her mind Jacks firm swats applied there and his cock burried deep in her pussy from behind. It starts to make her a little horny thinking about it at the same time as receiving the deep massage. As her mind wanders, she closes her eyes, imagining that it's Jack giving her the massage, running his hands repeatedly up her inner thighs. Her mind keeps flashing to Ian too, as she continues to daydream, picturing him entering the private massage area with wine for the three of them. This time wearing just a pair of dark silk boxers. 'Mmmmmm, I'll bet he looks awesome like that.' Anne thinks to herself. She continues her daydream......Ian walks over, handing her and Jack a glass. He is close enough now that she can smell his cologne and she finds herself having a very close view of the bulge in his boxers as his groin is at the same level as her head.

Anne's train of thought is interrupted when she is asked to roll over for the second time.

"Oh, I'm sorry." she says to the masseuse. "I guess I was deep in thought." She smiles as she rolls over and notices the slippery wet feeling that has appeared between her legs.

'I wonder how dinner and drinks will be with these two tonight' Anne again smiles, enjoying her relaxing alone time with her naughty thoughts.
 
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Ian may appear to be a happy go lucky character but looks can be deceiving. He was proud of his resort and conference center and he constantly worked to improve it. He could be seen daily at the workout center, often working on the treadmill with the guests. He played golf three or fout times weekly and he often stopped for a drink at the clubhouse bar. He knew the employees by name and encouraged them to come see him if they had some suggestions to improve service. The staff generallly liked working there and it showed in the fine service that they offered.

Reservations were an ongoing headache. The room prices varied depending on their size and their views. Many visitors were eligible for discounts ranging from five to twenty five percent. Conferences had to be managed in order to ensure that large groups could be served. The restaurants needed to be stocked with different foods that were not grown in arid Aruba. Some had to be flown in from the US and Mexico. Whenever they ran into trouble Ian would call Jack and the programming would be updated to deal with it.

As he got into his golf cart to pick Jack up, his mind wandered to the lovely redhead Jack worked for. He had noted the way that she and Jack looked at each other. They had that look in their eyes. They could tell people that they were just work partners, but they wouldn't fool Ian. And being half-Irish, he couldn't help but be charmed by a striking red haired lass. She also seemed to be a little playful. It might be fun to get to know her better.
 
Jack’s golf game is somewhat rusty and it shows. Ian is easily winning each hole. But golf and fresh air are not the only reasons for the two buddies to be out together. They spend most of the afternoon catching up on their careers, places they had each been, and what are the latest and greatest bars and restaurants. Jack senses that Ian wants to talk about another topic. He waits for Ian to start the next discussion.

So Jack, tell me more about Anne.

What would you like to know?” Jack replies, knowing fairly well what Ian wants to know.

You can start with how you like working for her.

Anne is a great sales person and a natural team leader. She has some fantastic ideas for improving sales, and these have been paying off immediately.” Jack is gushing about her. “Initially I was very leery about her idea to have a tech support person on each of the sales teams, but I can tell you first hand that it has worked out wonderfully. Clients like to meet and learn about our support teams. And I find being in the field is very educational for me. I get to know what the clients want, what they really need, and what their concerns are.

And then he adds, “I’m having a blast!

I’m sure you are.” Ian responds. “You seem to have a close relationship with her. I noticed the winks and nods back in my office. Any special connection between you two?

Actually Ian, I am not sure how best to describe our relationship. We have a lot of fun together. And I mean A LOT OF FUN, if you catch my drift. But we are not exclusive, nor possessive of each other. We enjoy each other’s company and we work very well together. But we don’t hold any rights on each other.

Ian appears to be listening carefully to Jack’s words. So Jack tosses in a teaser. “Ian, I noticed Anne giving you an approving eye, on more than one occasion today.

Jack is not sure where the relationship between Ian and Anne may go, but he suspects they both would greatly enjoy each other’s companionship, in many ways. Jack also knows that Anne has a wild streak in her, and he hasn't yet tested all her limits. Who knows what she wants to do. But Jack is not concerned about Ian stealing Anne from him. After all, she doesn't belong to Jack anyway. And even if Anne does play around with Ian, it is most likely over when Jack and Anne leave next week to go back home.

After all, what happens in Aruba, stays in Aruba, doesn't it?.
 
Anne is feeling very relaxed and still somewhat aroused as she showers in her room, preparing for dinner with Jack and Ian. She stands still, eyes closed. The warm water cascading down her long, red hair, then following the curve of her lower back, carrying a trail of soapy bubbles over her round cheeks and down the back of her thighs. She smiles as she recalls her massage session fantasy.

Wringing the water from her hair, she steps out of the shower. She wraps her hair in a towel and exits the bathroom, going to her suitcase. 'Hmmmmmm, what shall it be for this evening?' She ponders the jumbled panty selection in the corner of her case. She chooses a very sheer sea-foam colored thong, edged with a hint of lace. 'These should be light enough not to show through.' She decides as she removes her white sundress from its hanger. It too, daintily edged in a delicate, white, embroidered lace.

Anne mists her skin tightly from head to toe with her favorite Victoria's Secret body spray. Her semi perky, C cup breasts still allow her to go bra-less and she slips the dress over her smooth, tanned skin. Her bare nipples pressing against the fabric, revealing the darker circles of her areolas if one strained to look. She slips her coral painted toes into her strappy hi heels. After blowing her hair out and applying her tight touches of make-up and jewelry she leaves her room.

Perfect timing as Jack enters the hallway from His room at the same time. Anne can't help but check him out, as he is wearing nicely fitting, casual, dress pants and a soft, fitted shirt which shows off his strong shoulders and arms. That, in combination with the scent of his cologne sends a small chill through Anne's lower back.

"You look wonderful, Anne. Did you enjoy your spoiling this afternoon?" Jack inquires, his eyes roaming the entirety of Anne's body.

"Thanks! You look and SMELL Great Yourself!" Anne replies. "It felt great! I so needed that after these last couple busy weeks."

Riding down in the elevator, Jack jokes with Anne, teasing a little. "So,.... was it a man that massaged you? Did you order up any special "extras"?"

"Well, I can't tell you that." Anne smiles and winks. "Yes, it was a man, but no.....no extras. Although I must admit, I did have a real nice fantasy that it was you and that cute Ian massaging me; and that there WERE extras!"

"Hhhhmmmmm," Jack grins, his cheeks blushing. "Well, you know I'D go for something like that. And after talking to Ian today, when we were golfing, I'll bet he would too! He seemed very interested in you Anne, kept asking questions."

This sends Anne's mind reeling with naughty thoughts as they exit the elevator into the lobby. Ian is there to greet them and Anne feels her cheeks flush seeing him with Jacks revelation fresh in her mind. Her heart beats a little faster, and she feels a twinge of excitement wave through her sensitive lower lips. She admires his attire, similar to Jack's, studies his body language. Her senses are overwhelmed by the sight and smell of this second, handsome man. Her mind is flooded with what-ifs.

"Anne......Anne, are you OK?" She is snapped back into the present with the sound of Ian's voice and the soft touch of his hand on her shoulder.

"Oh, yes, I'm sorry," she replies, looking into Ian's sparking eyes.

"You look great!" he adds. "You ready for some eats and drinks?" Ian continues. "Our table awaits."

Anne follows the lead of the hostess, with Jack and Ian chatting behind her. She smiles to herself as she thinks along the way. 'I'm definitely going to need some drinks! This evening should be very interesting.'
 
Ian and Jack had some good laughs out on the golf course. Jack was battling with a nasty slice and he had to scramble out of some very tough lies. Unlike Ian, Jack didn't have a golf pro available any time like Ian did, and he couldn't play year round like Ian could in Aruba.

They weren't really competing anyway. Golf is a game that cannot be mastered and every golfer knows it. If you don't have the ability to laugh at your mistakes the game would drive you crazy. Jack and Ian talked about their work and the special relationship that the resort had with Jack's company. But, inevitably, the conversation turned to the lovely redhead that Jack worked for.

Ian was no stranger to beautiful women; Aruba was a favorite vacation destination for ladies who sought out a romantic getaway. Ian could be very charming when he set his mind to it, and he had helped a few of his female guests live out their fantasies. But Anne had a sensuous aura around her and Ian was quick to pick up on it.

Before anything further developed Ian needed to know what Jack and Anne's relationship was. They were obviously more than coworkers. He wanted to find out if they were exclusive or if they had an open relationship. Ian was quite pleased to find out that they weren't.

When Ian met up with Jack and Anne for dinner he was conscious of her sensual beauty. The white sundress highlighted her curves and her delicate scent only added to his growing desire for her. He felt like he could ravish her sexy body all night and still want more.
 
Jack is ready to relax and have a great evening with his two friends. They follow the hostess to their table and take their seats. Each orders a cocktail and soon the conversation picks up. Anne is asking about the golfing, a topic Jack would rather forget. Ian is asking Anne about her massage and whether his staff properly took care of her needs. “Not fully”, she replies, “but the evening is still young.” She smiles at Ian with a sparkle in her eye.

Jack is enjoying the banter between Anne and Ian. He wonders how far their “relationship” might go. An interesting evening this might become.

Just as they order dinner, Jack’s cell phone buzzes. He pulls his phone out of his pocket, takes one look at the caller ID, stands and says he must take this call. He walks back toward the foyer with the phone against his ear.

The technical support team is in Miami Beach installing their system, a result of the recent sale concluded by Anne and Jack. There is a glitch in the software install and Jack’s team believes the problem to be connected to the custom code that was added for this client. Over the phone Jack walks his team through the diagnosis process and is hopeful that is enough to allow them to complete their task. He returns to the table where Anne and Ian are obviously enjoying each other’s companionship.

Anne turns to Jack with the unspoken question in her eyes. He replies “The software install team in Miami Beach needed a bit of guidance on the install of the latest version of our system. The customized code requires a special configuration. They should be fine now.

Ian appears impressed with Jack’s ability to manage an issue remotely with such a casual flair.

Just then Jack’s phone buzzes again. With a quick look at the caller ID, Jack apologizes for the interruption, and walks away fully engaged in technical talk with his support staff.

The software installation problem cannot be fixed easily and will require a code patch. None of the programming staff is available at that hour to fix the issue. Jack has to decide whether to have his team wait until the next day to obtain the assistance they need, or he must decide to fix the problem himself. He is fully aware of the support commitments made to the customer. He knows the problem needs to be fixed as soon as possible. And Jack fully knows the program code as he has worked on the system for years.

His evening of relaxation and fun with friends has suddenly come to a crashing halt. He walks back to their table somewhat dejected.

Sorry I have to leave you two to get to know each other better without me.” Jack begins. Anne and Ian look at Jack in bewilderment. “A problem has arisen that only I can fix at this hour. I need to get on on-line with the program code to rework the new functionality for our client. This will probably take hours to resolve. I am so sorry to leave you two. I was so much looking forward to this evening. But we do have a couple more days of fun before our business begins on Monday. I will see you both in the morning.

As Jack is talking to his two friends, it appears that Ian is even more impressed with Jack’s dedication to customer support. He nods acceptance at Jack’s situation. After all, in his position Ian fully understands and appreciates quality customer service.

Meanwhile Anne has a sly smile on her face as if she is plotting something inside her head. Jack has seen that look on her face before. Her plans are always so delightful. Jack smiles in understanding.

He nods his farewell and leaves, heading for his room, his computer, and possibly a long night ahead.
 
Ian was suitably impressed when he saw Jack and Anne walk across the lobby. She had changed into a sleek white sundress and her long red hair contrasted nicely with it. Her heels helped to flatter her slim legs and she carried herself confidently.

Ian had taken the time to have the table set with a bottle of Bully Hill on ice along with three long-stemmed wine glasses. After spending his first twenty five years in upstate New York he had sampled a number of Finger Lakes wines. When he came to work in Aruba he had managed to get a case of Bully Hill shipped there and it had become quite popular. They had barely finished ordering their dinners when Jack got an unexpected phone call.

He was very impressed with Jack's prompt response to the customer. He had almost forgotten that Jack was always on call, no matter where he was. It was nice to know that he would be covered so well if his system went down. It also gave him some one-to-one time with his sexy dinner guest. He caught the light but enticing scent of her body spray and it caused a tingle to go his body.

Ian filled two of the glasses with wine and raised his glass to her. "Here's to an exciting stay for you and Jack" he called out as they clinked their glasses together. Jack returned to share the next glass with them but then he was called away again. When he returned he gave them the bad news: He would need to reconfigure some of the programming and it may take hours. He left immediately (which also impressed Ian) and he was now alone with a lovely redhead. This was getting very interesting!

Through the dinner (and the rest of the wine) they kept up a casual conversation spiced up a little by Anne's playful flirting. He wondered just where this evening might take them. He liked her company. She had an easy smile and her bright eyes were engaging.

As soon as they were finished dinner Ian asked Anne if she was in the mood for a little music and dancing. There was a band playing in the open air overlooking the beach and Ian wanted to hear them live. He also wanted to hold Anne's gorgeous body in his arms. He looked across the table at her, hoping that the answer would be yes.
 
Anne smiles big at Ian, her cheeks flushed from the affects of the wine enjoyed.

"That sounds like a great idea." she replies.

Ian quickly responds by getting up first and graciously helping Anne with her chair. She doesn't realize how the wine has caught up to her until she stands, losing her balance a little and placing her hand on Ian's chest to steady herself. Ian takes her hand in his and leads her out through the dining room and onto the large deck adjoining where the music is playing. She likes the feel of his large, warm hand. It's strong yet gentle.

"Would you like to dance, Anne?" Ian asks in a gentlemanly tone, as a slow song begins to play.

"Sure, but you may have to help keep me on my feet." Anne giggles, slightly embarrassed of her lack of ability to handle the small amount of alcohol she had consumed. "Would be my pleasure." Ian smiles at her, scooping her up into his arms. Anne places her hands on Ian's shoulders.

Although acting like a gentleman, in his head, Ian is having very ungentlemanly thoughts of how he would rather love to take Anne to the nearest empty conference room and ravage her in that white dress. Those thoughts he would need to keep to himself, but he finds it difficult as he breathes in the scent of Anne's hair and perfume. He holds her close to him, her breasts pressed tightly against his chest.

Anne is feeling very comfortable with Ian, the wine definitely aiding her flirtatiousness.

"So, being the good ol' buddies that you are, I'm sure Jack has told you about us?" Anne inquires, already assuming the answer. Ian's face blushes in acknowledgement, the smile on his face revealing the truth.

"Yes, he did. He said that the two of you have become quite close friends, and that you're quite the adventurous woman." Ian answers. "Made me a little jealous of him, to have such a smart and beautiful woman willing to have fun like that, no strings attached."

"Yes, strings just complicate things, don't you think? With my busy lifestyle, and the complications of relationships these days, I think it's better that way."

"I tend to agree." Ian replies. "I haven't had a "relationship" since college, just not enough time to put into it I guess. I'm glad to see Jack getting out and having some fun again. I know he went through quite a lot of shit over the last couple years with his marriage ending."

"Speaking of Jack. Anne says, "We should go check on him. He must be just about finished. It's getting pretty late. Would you like to walk me to my room? We'll both go check. We can't be the only ones having fun this evening."

Anne's mind starts wandering to thoughts of naughty fun they could have as she awaits Ian's reply.
 
Anne was everything Ian could have hoped for. She could carry on an intelligent conversation about almost any subject, and she carried herself with an understated poise. She was also a good dancer who moved effortlessly in Ian's arms. When he had learned that his friend Jack was coming to Aruba to help make this sales promotion he didn't know anything about Anne. She had never been there before and Ian knew nothing about her. For all he knew, she might have been some frumpy middle-aged woman who had no interest in having any fun.

Being alone with Anne was an opportunity that he could not have believed possible. The glitch that Jack was addressing was not planned. Ian was sure that Jack and Anne were looking forward to the night together, and he sensed that they were good together. Maybe more than good. He also sensed that Anne was a very passionate lady behind closed doors. But that knowledge only made Anne more attractive to him.

Ian and Anne shared many dances out on the deck while the band played a wide variety of songs. They played some reggae, including a great rendition of the Neil Diamond classic "Red, Red Wine". They also played some spirited rock music and a smattering of romantic ballads. They were holding each other tight and he could feel her taut nipples through her sundress and his lightweight polo shirt. He felt a serious tingling in his groin as she pressed her body to his. Ian knew that Anne could feel it too.

When Anne suggested that they go to her room so they could check on Jack, Ian was right on it. He didn't know how he might end up in Anne's bed, if that was even possible. One thing he was sure of: he wanted her. He wanted to feel her sexy body moving underneath him, and he wanted to hear her sighs of pleasure. Grabbing another bottle of wine and a bottle of Kentucky Bourbon, he accompanied his lovely guest to her room. With a connecting door between her room and Jack's, he let Anne check with Jack on his progress with the glitch that he was working to resolve. While she was in Jack's room, Ian lowered the lights and awaited Anne's return. He wanted to ravish his beautiful red haired guest. There was no denying it.
 
Jack sits alone in his hotel room staring at the screen on his laptop. He has just sent the updated reservation system computer code to his support team in Miami Beach. He is waiting a reply from them whether his changes resolve the software installation issues.

He hears the beep of his new email notification. But the new message is not from his team. It is an email from his friend Mike, the owner of Frederick’s Restaurant. Jack’s mind immediately races back to that recent evening that he had with Anne as they dined in the restaurant, and their other activities in the manager’s office. A smile crosses his face.

He opens the email.
Jack,

I have been told that you are working in Aruba this weekend. Working my ass! LOL I hope you are having a great time. I don’t suppose you know that my office in the restaurant has a motion-triggered security camera system. You don’t, do you?

I discovered this video of you and your lady friend in our security system’s files. It appears that the action in my office can be hotter than the ovens in my kitchen. LOL I thought you would enjoy watching this. I have erased all other copies.

Mike

video_attachment.mp4

Jack sits stunned for a moment. Then he clicks to open the attachment. The video begins with Anne walking into the office and turning to face Jack as he is locking the door behind them. Jack remembers the scene very well. The camera must be mounted in the back corner of the office, behind the desk, viewing toward the door.

As Jack watches the action heat up between himself and Anne in the video, he feels a stirring in his pants. Unzipping his pants he pulls out his growing cock. He strokes it as he watches the video. While he would rather be dining with Anne and Ian at this moment, watching this video and stroking his cock is a close second on his pleasure meter.

He hears the door unlock and open to Anne’s room. He quickly stuffs his engorged cock back into his pants and turns just in time to see Anne walk through the connecting door into his room.
 
Jack can’t zip his pants fast enough and Anne catches a glimpse of his raging hard-on. The video is still playing on the laptop screen as Jack didn’t have time to close it. His face flushes red with the embarrassment of being caught, as well as the fear of Anne becoming angry with him as she notices who the characters are in the erotic video. His hands tremble as he scrambles to shut it down.

Anne just smiles, “Hmmmmm, what do we have here?”

Jack looks nervously at Anne’s face, his heart racing…….But she is not angry. Her expression is soft. She smiles warmly and a there’s a naughty and approving twinkle in her eyes.

“Wow, did we get busted? How funny!”, she continues with a giggle. She keeps talking, showing Jack her unconcern about the video and letting him off the hook, the alcohol aiding her nonchalant attitude. “I’m glad to see that your done working and you were having some fun up here.” Anne adds as she walks over and runs the tip of her index finger teasingly down the bulge in Jacks lap.

“Dinner was nice and Ian and I even shared a couple dances. I decided I wanted to come up and check on you. I bought Ian with me. I hope you don’t mind. He’s in my room.”

****************************************************************
Ian nervously awaits Anne and Jacks return. Anne left the adjoining door open and he can see them interacting but can’t quite make out the conversation. His palms are sweating as he contemplates the possibilities of the next few hours ahead. He sits on the bed feeling his heart pounding, then stands then sits again. He decides a shot of his bourbon may help and gets up to serve him self one.

****************************************************************

“Are you serious?” Jack asks.

“Yup, he thinks it’s pretty cool what we have going on.” Anne smiles, bites her lower lip and just stares at Jack for a moment. He can tell she has something deviously delicious brewing in her mind. He’s not sure what exactly she’s thinking, but finds himself thinking, ‘fuck it….you only live once’

“Do you want to give Ian something to look at?” Anne asks Jack with a grin. She rubs her thighs together and can feel her sheer panties already soaked through from all the teasing and flirting that evening.
 
It is becoming obvious to Jack that Anne has some naughty ideas concerning herself, Jack and Ian, possibly all three together. While they had never openly discussed having a 3-way, Jack knows that Anne may be the type to want to try one. She has had enough alcohol to loosen whatever inhibitions she may have had. She brought Ian up to their suite, and now is talking about giving Ian something to look at, some sort of show to break the ice and get thing rolling.

Jack quickly decides that he is all in for such an adventure. He has never participated in a 3-way before, but Anne and Ian are both good friends and this is likely the best situation for this to happen.

“Anne, are you thinking what I think you are thinking?”

She stands on one foot, the other knee bent inward to the other posed like a little school girl. She is swiveling her hips. One hand is still in Jack’s lap and the other hand is raised to her mouth, a tip of her finger on her lips.

She stares into Jack’s eyes and nods her head yes.

“You know that I’m straight,” Jack continues ”and from everything I know about Ian, he is as straight as I am. If you want us both, it is all up to you to take on both of us, possibly at the same time. Are you sure you want this?”

Anne gives Jack’s cock a squeeze while she whispers “Yes, Jack. Let’s have some fun. We can start and see if Ian will come join us.”

Jack positions his chair so that he is sitting sideways to the desk. The computer continues to play the sex video of their adventures in the back office at Frederick's restaurant. In this position Jack is also sideways to the door which Anne left partially open to her room. Ian waits in there. If he comes to the door, he will have a great view of what Anne and Jack are doing.

”Anne, I just got this video of us and it is really hot. I know you saw my, um, reaction to this video. You could help me out right now and put on a quite a show for Ian.”

Anne drops to her knees between Jacks legs, unzips his pants and pulls out his large cock. Grasping it in her hand she strokes it and lowers her mouth over the head. Her soft lips sliding over the sensitive skin of his manhood.

”Oh my god, Anne. That is wonderful. But wait a moment. This would make a better show for Ian, if you took off that dress.” Jack reaches over her back and unzips her dress for her.

She stands for a moment and lets the dress slip off her body and puddle on the floor. Anne carefully picks it up and drapes the dress over another chair. Now dressed only in her tiny thong and her shoes, she returns to her spot between Jack’s legs and again takes the head of his cock into her mouth. With one hand she is stroking the lower portion of his cock while her mouth bobs up and down over the head.

Jack turns up the audio on the video, hoping that Ian will notice. But quickly his attention is focused on Anne’s activities.

”Fuck, Anne. Suck my cock. Suck my cock.” Slowly the volume of his cries rise. Jack is in heaven and they both want Ian to know.

Out of the side of his vision, Jack notices a movement through the doorway. Rolling his head toward the door he sees Ian standing there, watching them.

Jack raises his arm and waves Ian into the room.
 
Ian sat on the bed while Anne went in to check on Jack in the adjoining room. He knew without any doubt that dancing with her had been arousing. Her soft curves seemed to melt into his taller body and he could feel a tingling where their bodies pressed together. When he closed his eyes he could still remember how her breasts felt as she pressed herself against his body. He could feel her nipples, proud and erect as they moved to a slow waltz.

As they danced across the floor Ian felt his cock beginning to swell uncomfortably. Anne had to feel it too but she made no move to pull away from him. When the dance ended and Anne suggested going up to her room, he was more than ready. The walk to the hotel allowed his erection to subside somewhat while he thought about how he could get the red-haired beauty alone.

She had walked over to the door to Jack's room, only half closing it behind her. He couldn't see them but he could catch bits and pieces of their conversation. Ian was getting a little impatient as he poured himself a shot of Wild Turkey. He felt the warm afterglow from the fine bourbon in his throat. He hadn't heard any voices from the next room for a few minutes when he decided to check i n on them.

Ian was greeted with a breath taking view in front of him. The stunning redhead was on her knees in front of his friend. Her back was turned to him and Jack had moved her hair aside so Ian could see her sensuous lips wrapped around the shaft of his sizeable man hood. The twin spheres of her firm ass were divided by the thin strap of her thong while her sexy heels pointed back toward him. Ian's cock, which had been at half mast, hardened instantly as he took in the erotic scene playing out in front of him.

When Jack signalled for Ian to join them in his room, he didn't know if Anne was aware of his presence there. Kneeling behind the sexy fellatrix, Ian pulled off his polo shirt before he slid his hands onto her waist. He felt her surprise when his hands met her bare skin but she didn't let go of Jack's stiff rod. As she lowered her head to take more of Jack into her loving mouth, Ian brought his hands up to cup her breasts, her taut nipples pressed against the palms of his hands. He heard Anne moan around the swollen cock of his friend.
 
Anne was a little surprised by Ian’s touch. She hadn’t expected him to join in right away, not that she minded as that was her intention, but she didn’t expect it so quickly. She smiles around Jacks cock but stays focused on pleasuring him, not altering her rhythm. Ian’s warm strong hands feel amazing on her breasts and sensitive nipples. She can feel the tip of his solid cock pressed against the back of her thigh and the slippery trail of precum that is leaking from it’s head.

‘mmmmmmm’ Anne thinks to herself. ‘I’ve fantasized about a threesome for so long and now I can’t believe its actually happening!’

Ian watches Anne’s mouth at work for a few extra seconds and then moves her hair with his hand and begins kissing and sucking and gently biting Anne’s neck as his hands continue groping her breasts. His and Jacks breathing becomes obviously heavier.

“Fuck, Anne, slow down,” Jacks says, “make it last. It’s going to be a long night.”

He then smiles at his buddy, “Isn’t she great? Why don’t you take those panties down. I’ll bet that pussy of hers is nice and wet.”

Ian looks up at Jack with a sly grin. He listens to his friend and takes hold of the back of Anne’s thong and yanks it down her thighs and leaves it to rest on the back of her knees, the crotch of them soaked with a puddle of sweet smelling arousal fluids. He places his hands on the roundness of her ass cheeks and grips firmly, squeezing and massaging before spreading them to inspect her pink rosebud and her protruding pussy from behind. Anne is in heaven. She’s so hot for these two men, so horny, so naughty. Her pussy aches in anticipation of what pleasures might come.

Her pussy responds to her growing excitement; her freshly shaven labia swelling with blood and becoming a rosy pink and a clear, slippery strand of fluid now dangles like an icicle between her thighs. Ian takes immediate notice and smiles a devious smile at Jack.

“You ain’t kiddin! Fuck she’s wet!”

He looks at Jack as if waiting for instruction or permission on what he should do next. He begins kissing Anne’s soft skin on her back as his right hand wanders down between Anne’s thighs from behind, to her wet, velvety flower. Meanwhile, Anne reaches with her left to grip the cock of this extra player. She wants them Both!
 
Now that Ian has joined Anne and Jack, Jack knows that it is time to change the location of their activities. Grasping Anne’s head with both his hands, he gently lifts her off of his cock, pulls her face towards his, and gives her a big wet kiss.

”Let’s move these activities to the bed. We will be more comfortable there.” he tells the other two.

Each of the others nods approval and smile. They stand and each removes what remaining clothes they have on. For Anne, simply standing allows her thong to fall to the floor. Stepping out of the thong, she kicks off her shoes and she is the first to be naked. She walks over to the bed and crawls onto the middle of it, remaining on her elbow and knees, her lovely round ass pointing towards the two men. She playfully wiggles her ass at them.

Jack, who had the most clothes to remove, is the last to be naked. As he moves over to the bed, he notices that Ian, now also naked, is watching, possibly reluctant, or possibly not knowing how much liberty he can take with the beautiful, sexy goddess on the bed. Jack figures it best for all to get Ian and Anne quickly involved with each other.

Jack climbs onto the bed and lies down next to Anne, running his hand gently up and down her back he leans into her and kisses her again. She continues to sway her ass at Ian. Between kisses, Jack whispers to Anne "You want him, don't you?" She kisses him back and purrs with anticipation.

Jack lies back, looks at Ian, and motions an invitation for Ian to take Anne from behind.
 
The sight of this red haired vixen on her elbows and knees was breathtaking. Her ass was raised high and she knew how to wiggle it to make it even more enticing. He felt a strong urge to plunge his rigid cock into her depths. But first he was going to savor her for another moment.

He knelt between Anne's legs, admiring her shapely ass. His libido had always been stimulated by a feminine, heart-shaped back side. He loved the sight of the twin orbs and the tantalizing cleft which separated them. Instead of pushing his cock into her aroused pussy, he leaned forward and rested it lengthwise between her cheeks.

With his left hand, he reached around Anne's slender waist, holding their pelvises tightly together. At the same time he leaned over her back, softly kissing her behind the ear. His hand snaked across her hips to allow him to briefly seek out her aroused clitoris.

Ian whispered "You are so beautiful" in Anne's ear before he straightened up and lined his cock up to her moist opening. With a small push, he felt his cock enter the gorgeous redhead's velvety depths. She gasped as he spread her open.
 
"Ooohhhh yeeaaa!," Anne moans out loud in sort of a high pitched squeal, as she looks back over her shoulder at the man invading her.

It seemed as though she had been waiting forever for that moment. When pressed together dancing with Ian earlier that evening, his well-endowedness was clearly felt by Anne, and then confirmed when she reached behind her a few minutes before and grabbed ahold of him as she was on her knees pleasuring Jack with her mouth. It wasn't overly long......just nice and thick, her fingertips not quite able to meet as she wrapped her hand around him. Anne's pussy had been waiting to feel that cock! And here it was!

Anne's pussy lips are full, flushed pink and dripping wet, which aids the tight entry as Ian holds firmly to her hips, slowly sinking his rigid cock deeper inside. He looks down, admiring the view as it disappears between her fleshy folds. He pulls it out and pushes it back in slowly, then a rhythm is set. Anne, filled with Ian's cock continues to vocalize her pleasure.

"Oh, fuck Ian, you feel so good."

Jack watches, smiling, his cock now dripping again. He strokes Anne's cheek and pushes her hair back from her face as he scoots himself forward to the top of the bed so he can reach her. Jack pulls her face to his and kisses her passionately, muffling her moans as he reaches a hand down between Anne's arms to her pussy. It's so warm and wet. Being careful not to get in Ian's way, he finds the hard little nub of her clit and circles it with his fingertip for a minute, heightening Anne's pleasure as he continues kissing her.

Jack then slides his body further up and across the top of the bed, pushing the pillows to the floor. He brings his leaking cock and aching balls within reach of Anne, knowing how much she enjoys pleasuring orally. He offers them to her as he continues watching his friend enjoy her from behind.
 
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Anne appears to be very much enjoying the attention of two men. Jack is pleased that this 3-way encounter appears to be working well for everyone, especially for Anne. He had feared a bad encounter messing up his personal relationships with Anne and Ian. But this is going very well.

As Ian is getting into a rhythm fucking Anne from behind, he is forcing Anne into a rocking motion, forward and backward with each thrust and withdrawal. Jack re-positions himself so that his hard cock is in the best position in front of Anne’s mouth. Anne immediately takes Jack cock between her lips, the rocking motion almost forcing her to slide her mouth up and down his hardness. Waves of pleasure wash over Jack as Anne sucks him.

Relaxing back onto the bed, Jack just enjoys the moment. He looks at Ian and smiles. Ian returns the smile as he continues his thrusting into Anne’s heavenly pussy. Jack has experienced her hot wet treasure before and knows that Ian must also be having a wonderful experience.

As Anne rocks back and forth, her breasts sway as they hang down, her nipples nearly grazing the bed. Jack reaches over and takes the closest breast into his grasp, gently fondling and squeezing her soft buttery breast. Anne moans onto Jack cock. It is obvious that she is really getting aroused and is very much into all the sexual stimulation. Jack feels the temperature rising for all of them. They are all moaning in pleasure, and the scent of sweat and sex is beginning to fill the air.

For now, Jack is letting Ian set the tempo for their sexual activities, as it appears to be very pleasurable for all three of them.
 
From his position behind the sexy redhead, Ian watched as Anne took his friend's ample cock into her warm mouth. She doesn't simply open her mouth to let Jack's cock enter the warm moistness of her oral cavity. Instead she uses her talented lips and tongue to elicit a gasp from her partner and lover. Ian could only imagine the pleasure that his friend was receiving.

Ian and Jack smiled broadly when their eyes met. But Ian did not want to turn
Anne into a nameless fuck toy. She was so much more than that. Whether she realized it or not, she had a body that was built to please men. In her naked glory, she was all bit irresistible. But that would assume that Ian had any desire to resist her. He didn't.

The way their coupling had worked out left Ian in a position to control the pace of their fevered lovemaking. He was fucking the little redhead deep, but not especially fast or hard. That would come later. She had started backing her ass to meet his thrusts, and she was moaning softly around the stiff pole that Jack had pushed deep into her mouth.

Ian could feel the tell tale signs that Anne was building up to her first orgasm of the evening. When he pushed his swollen manhood deep in her velvety snatch, she would grind her hips against him. Her pussy was stretched wide around his thick pole and she was loving it. Jack was playing with her hanging breasts and occasionally teasing the little bud of her clitoris. He knew that she couldn't hold back much longer.
 
Anne was already on the verge, but when Jack started rubbing her clit that was all it took! Anne pulls her mouth off from Jack. Squealing and moaning, her body tenses, her brow wrinkling as she feels the deep muscles of her pussy contract tightly around Ian's thick cock. He quickly stops his thrusting, pausing deep within her as he focuses hard on not allowing himself to cum just yet. Over and over Anne's pussy grips him like a vice. He looks down, admiring her white girl cum as it oozes out around his shaft.

Jack brushes the hair back from Anne's sweaty brow. Her eyes are still closed as she focuses on the declining waves of her orgasm. He kisses her deeply through her heavy breathing.

Ian removes his pink cock for the moment, allowing himself a short break to make the night last a little longer. The strings of white pearls that decorate it are evidence of the pleasure that Anne has just experienced.

Anne flips herself over and plops back on the bed, spread eagle as she takes in a few deep breaths and smiles at her friends. Ian plops beside her. She knows they are not finished yet as her friends have not had their orgasms, but they all need a couple minutes.

Jack gets up and pours them all a small glass of wine. He sits on the end of the bed and stares at Anne's swollen, sodden pussy.
Anne keeps her legs parted purposefully, as she smiles at Jack around her wine glass. She knows what he's thinking. ;) :p
 
Sipping his wine, Jack takes in the view that Anne is offering. Her legs splayed open, her wet, swollen pussy lips clearly on display for him. He can see the strands of her cum running down her crack and along the insides of her thigh. Jack can smell her arousal, and such a heavenly scent it is. In her eyes he can see that look “You know what I want.”

Jack sets down his empty wine glass and turns his body so that he is lying on the bed, between her spread legs. He begins by kissing her toes, first on one foot, and then on the other. Slowly he starts dragging his tongue up the insides of her legs. But he is aware that he cannot take too long. Surely Ian will jump in to pleasure her, if Jack doesn't do so quickly. Soon he has his face just inches from her sexual core which is obviously burning with desire for attention. He can feel her heat on his cheeks.

Jack pauses a moment and inhales. “God, what a wonderful scent.” he thinks to himself, as his cock twitches between his own legs. He sticks out his tongue and runs it lightly up over her lips. He hears her moan. Out of the side of his vision he notices that Ian has moved closer to Anne and they are kissing passionately. “A different version of double-teamed” thinks Jack. Ian kissing one set of her lips, and Jack about to kiss her other lips.

Moving in closer to her, Jack presses his tongue against her wet, swollen lips and licks again. He pulls one of her large lips into his mouth and sucks on it. She moans again. “Which of us is the better kisser? Does it matter at this point?” he thinks. Then he sucks on her other lip, sucking it between his own lips and rolling the flesh with his flesh.

She shifts her hips, spreads her legs even wider, and presses herself against Jack’s face more forcefully. Jack knows what she wants. She wants it hard, urgent, and NOW! His tongue begins to work her pussy, licking forcefully and then sliding his tongue deep within her folds, tasting her. As he pulls his tongue out of her velvet tunnel, he slips two long fingers into her, curling them up to find her g-spot.

With his fingers stroking her g-spot, Jack’s tongue slides up to her hard clit which is standing out, begging for attention. He sucks her hard nub into his mouth and nibbles on it as his fingers start plunging in and out of her pussy. Anne raises her hips and start bucking against his thrusts. The heat in the room is rising, as is their shared arousal level.
 
Ian took the wine glass from Anne and set it on the end table along with his own. As he rolled onto his right side he saw Jack kissing his way up her splayed legs. He was a little bit envious of his friend; he would love to be the face that was approaching her soft thighs. Ian slid his hand across Anne's midsection and leaned in to softly kiss her lips. Her breathing had quickened and her chest was rising and falling with her moans.

Jack clearly knew Anne's body very intimately. She responded to every lick and every love bite that he gave her. Ian had been nuzzling her neck and loving the soft moans and sighs that escape her. His hand had snaked up under her breast, and was cupping it in his large hand.

He looked down her body and he could see that her lover was poised to lower his lips to hers. Her breath caught as she felt his breath on her pink and puffy snatch. Ian's lips descended on Anne''s sweet mouth at almost the same instant that Jack kissed the lips of her moist pussy.

With the sweet wine still on their lips, Ian traced her lips with his tongue. Even when she was distracted by Jack's oral assault on her nether lips, her own tongue came out to tease his. Her skin had a light sheen of sweat but her body scent was enticing. His cock had never gone completely soft and it had regained it's tumescence.

His left hand had been caressing and then squeezing her breast. When he slid the palm of his had across the surface, he found that her nipples were exotically thick and suckable. Reaching over to the end table and picked up her half-empty wine glass and drizzled a little of the sweet wine over her heaving orb, then leaned down to lick it off her. She was so delicious.
 
Anne's blue eyes were closed, her soft red curls fluffed out across the pillow. She felt like she was in heaven, having had one intense orgasm already and now having her sensitive skin kissed and caressed so perfectly by these two attentive lovers.

They knew exactly how to execute each touch, each kiss....the areas, the pressure needed, the timing, all exactly what Anne needed. They moved slowly and quietly, each enjoying her body with tender hands and soft lips.

The room was dim and quiet except for Anne's deep, erotic breaths and the sounds of kisses landing on her silhouette. The heat from Jack's mouth on her still tender, puffy cunt was intense. The feel of his tongue gliding gently across the surface of her velvet lips felt as if it were multiplied by ten. Every inch of her skin was responding to the touch of her lovers. Her chest heaved and her hips squirmed.

Her areolas, darkened by the heat of her passion, contracted tightly, causing her nipples to protrude outward. This change in her body was not overlooked by Ian. He knew she was again becoming aroused. He knew how to enhance the pleasure that Jack was tendering. The sweet smell and cool feel of the wine Ian drizzled on Anne's breast was intoxicating in itself. Then when he took her erect nipple into his soft, warm mouth she took a quick breath in, adjusting to the added intensity. It was as if an invisible thread was connected from her nipple to somewhere deep in her cunt. She had never felt such an intensity, such a high level of sensitivity. Anne knew it was because these men were experienced lovers, gentlemen. She began to moan softly as Ian's tongue swirled around one nipple while he gently squeezed and rolled the other between his fingers.

Anne's moans grew louder and changed pitch, and her body wriggled on the the bed as she was becoming very aroused again. She opened her eyes and looked longingly at her lovers and their again solid and oozing cocks, silently pleading with them. Her body was telling them that she was ready for more.
 
Jack pauses a moment. His tongue and jaw are getting sore by the ministrations to Anne’s very wet and puffy pussy. Her lips are swollen and open, inviting a good cock to enter between and fill her. Anne's hips are bouncing up and down, eager for action. Jack looks up at Anne’s face. Her breathing is quick. She appears anxious, needy. Sitting up on his heels, Jack addresses her,

“Anne, you look like you need a good fucking.”

Her eyes twinkle and a smile crosses her face.

“You want both of us to fuck you, don’t you?”

Her smile turns naughty and she slowly nods her head.

“You want both of us at the same time, don’t you?”

Anne’s eyes pop open and her smile stretches wide across her face. Jack looks up at Ian who grins and nods back at Jack.

Running his arms under Anne’s body, Jack lifts her off the bed and turns her so that she is lying sideways across the bed, the edge of the bed at the back of her neck, her head hanging off. With a sweep of his hand from Ian towards Anne’s head, Jack indicates the position that Ian should take. Ian quickly realizes what is about to happen and scrambles off the bed and positions himself near Anne’s face.

Jack crawls us between Anne’s still spread legs, lifts her hips and places his purple cock head at the entrance to her sex. Ian points his swollen cock head at Anne’s mouth, touching her lips which she opens wide to accept him. In unison, Jack’s cock slides into Anne’s accepting pussy and Ian’s cock slides into Anne’s waiting mouth.

Slowly the two men start stroking in and out of Anne’s openings.

Together, all three moan.
 
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