Sugar Daddy Weekend Getaway

Lordmikel

Literotica Guru
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Jun 14, 2003
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2,178
He had enough. Arric Sloane needed to get away. Work sucked, his social life sucked. Yes, he just made a few million dollars with a great deal, his new sports car was in tip top condition, but he just wanted freedom. With all of that work, he had no time for anything else. No social life to speak of, so many woman were just gold diggers.

Occasionally he might call for a lady of the night, but that was getting boring, and if the tabloids discovered he did that, it could cost him millions.

He wanted away for the weekend, so he packed a bag, got into his car and drove. Destination didn't matter, just as long as he was away from the city and somewhere else. Somewhere quiet.

But life, doesn't always give us what we want, but it does give us what we need. As he drove Arric realized how hungry he was, not having eaten anything. As he looked, he realized he was just a bit outside of town, more by the college, but there was a great place to eat close by. It served alcohol, played music, but had the best burgers this side of town.

He parked his car and headed inside to get something to eat.
 
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Anna had worked as an intern and assistant secretary for Arric Sloane, who was the sole owner of a million dollars industry, if not more. She still remembered how, around this time last year, she was so excited to join the company for her internship that was about 4 months long. She had learned a lot working under the man himself which she felt she was lucky since he was a well-known business tycoon and everyone knew him. Just having his company’s name on her resume was enough to get her a good paying job in future once she graduates with a master's degree. Though it was temporary, she enjoyed her time, learning new things and of course eyeing her boss himself. He happened to be one of the most rich and eligible bachelor. He was pretty handsome and fit for his given age.

She was only 22 then and now, 23, but she knew she had to get her master’s degree out of the way now. She wanted to work and earn money already but decided to get more loans and then thinking that she will pay it off once she’ll have a decent paying job with her master’s degree. So she left his company last summer and started her master’s program. She was one semester into master’s program and knew how hard it was for her to keep up with her bills. She even went part time student status this semester and picked up a job so she can pay for her bills instead of taking more loans.

She was single and didn't like the baggage a boyfriend brings to the relationship so she wanted to just enjoy her time alone being single after her last break up, four months back. Of course, she was taking loans to study, like any other girl going to college. She hated the fact that her parents didn't help her but it was for the best. She wanted to be an independent woman so it worked out perfectly. She took up a job as a bartender at a local restaurant, walking distance from her apartment and campus. She really had a face that looked so innocent and a figure so perfect, without even working out. She had one of those unusual look about her that screamed naiveness, considering how her family brought her up, she really was a girl with proper values. But of course, the college had changed her a lot and now she knew how it was to live in a real world, away from small town down south where she came from.

She was actually surprised when she saw Mr. Sloane. It had been a long time since she left his company and moved on. She was serving at the bar when she watched him enter through the door, standig in the corner, she waited until he ordered something for him and took a seat in the corner. She had to go say hi so she asked someone to look after the bar as she stepped out from behind the bar and straightened her full sleeve pink top with white denim shorts. Her hair were a little messy as she walked towards him, hands in her pocket as she politely looked at him, "Mr. Sloane...what a surprise?" She said and added, "What are you doing here? In a place like...." she said as it was more like a college student thing as well not a place where rich people visited.
 
Arric was just getting settled in perusing the menu when the girl approached. As she said his name, he realized she wasn't the waitress. He looked at her briefly, before finally recognizing her. "Anna, so good to see you. How is my favorite intern?" He smiled brightly at her. Anna was more than his favorite intern, she was very much a ray of sunlight when she was working with him. She also had a very attractive ass, which sadly she was never really able to show off, as she had to dress professionally, but one can never hide something like that.

"But please, do call me Arric, your days of calling me Mr. Sloane are no more for the moment. As for what I am doing here," he pointed to the sign, "Best burgers in town and I really just needed to get away for awhile and found myself here." For the first time he looked Anna up and down, and truly saw more of her than when she was ever at work. "I could ask you what're you doing here as well?"

Arric thought how young she looked and then realized, it wasn't like he was that old, just shy of 30, he wasn't the oldest person in the room, although those older probably didn't really belong in this place.
 
Anna have moved from her bartending duties to greet her old boss. She was actually surprised to see him there. Not only she didn’t expect him in a place like this, she didn’t expect him to be in the area. She hated the commute and the fact that she had to get a place somewhere in between her college and the company of his where she used to intern. So it was odd to see him here and she had to approach him. “Likewise!” She said, “May I?” She asked pulling out a chair to take seat on the table, in front of him.

She kept things professional when she was working with him, given the task at hand and her need to see it to its completion, she didn’t like to stray away from her goals. Just how she didn’t want to stray away from her ultimate goal to get masters but given the real like situations, she did need to earn. She smiled, “It will always be Mr. Sloane…whether I am working for you or not.” She respected the tall man.

She leaned in to listen to him attentively as he told her how he ended up here. “Well we do have the best burgers in town!” She smiled and nodded, “You can certainly ask me that. But my answer is simple. I go to college here. They have a good master’s program.” She tipped her head to the side a little as she suggested the college. “So how’s everything? Can I get you something?” She asked him as he was her guest for now, and this was her place. People knew her here, customers knew her here.
 
Arric smiled as Anna joined him. She did look lovely, obviously dressed to get s much tip money as she can get. "Mr. Sloane it is then. But no, why are you working here? I said anytime you wanted to you could come and work for me."

As she looked around and asking about what he might want, he realized he didn't want to monopolize her time while she was working, but he did want to spend more time with her. "Double burger, hold the onions, fries and a beer, he paused, "And you joining me, once you are done with work."
 
Anna smiled back at him as she sat there comfortably, occasionally peeking at the bar counter to see if the other girl was able to handle it. She smiled hearing his comment, “I know I know. You did. But you see, your company is far away and I can’t afford to drive back and forth. Masters’ classes aren’t easy so you see, even though I want to and the pay was decent, I can’t really work for you.” She smiled and added, teasing him, “Unless you open up another firm around the campus area.”

She didn’t want to lose the opportunity to show her interest in working for him so she did. Now she wasn’t a waitress but when he told her, she wrote it down on a pad she had in her pocket. Just as another girl was passing back, “Table 15…put in this order and take good care of him.” She said before turning to him, “Oh no. I mean I am working for another 3 hours. And something tells me you will be gone by that time.” She smiled and looked at him, leaning to get up to prepare herself to leave shortly.
 
Arric smiled at Anna as she leaned forward, "Well perhaps my food will be slow." He whispered to her leaning in just a bit. He looked at her, and really looked at her as the beginning of an idea was taking form. Anna was certainly an attractive woman and intelligent. The beginning of an idea was forming. "You know, I might have a business opportunity for you, and I could promise it wouldn't require much in the way of travel and hours would probably be about what you are making now. Probably even more but for less hours. That is, if you are interested."
 
She took another glance towards the bar as her replacement now was trying to manage three customers. She knew she should get there sooner than later but continued to talk to Arric. She waved her hand across her front, “No, no need to linger here. I am sure you have things to do. Maybe if things slows down, I can leave an hour early. Though I am not promising. Or I can stop by wherever you are staying.” She said and tilt her head in question, having no idea what he had planned for herself. Though his last few words had her thinking, “Now you’ve got me all curious. Just let me know where you are staying and I will stop by later.” She said realizing she looked like a mess and had to stop by her place to freshen up. Maybe change of clothes. “I will be around at the bar….Ahh the food is here. Enjoy…” She spoke in her exciting tone and stepped away.
 
Arric hadn't actually planned on staying, but actually that wasn't a bad idea. Not at all really. As the food came her smiled, looking at the great way the burger was made. They have one of those killer burgers with 5 patties, but such over indulgence was never to his liking. Well at least not like that. As Anna talks about where he was staying, he realized he didn't have a place to stay as of yet.

"Let me see where I am staying." He uses his app for hotels, determines that a college location doesn't have 5 star dining, but finds one place that should be good enough. "Ah, there is a La Quinta around the corner. I believe I can stay there, 5 stars. According to the app. Text me and I can tell you the room number later."
 
At his hotel ROOM.

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Anna had no real idea what he was doing in the area and automatically assumed that he was staying in for the night. It was getting late too. Well, it was only 7 but by the time she gets out, it will be 9 and him staying back just to see her, wouldn’t really be nice for him to drive back few hours…assuming they get done talking in more or less 30 minutes. The burger was nice, it looked nice and she always loved a take out from here if she felt lazy going back home to cook something.

She tilt her head in question, “You mean you are only going to stay so we could meet?” She chuckled, “Sure I mean, if you want to waste your money like that. But then I forget, I am talking to a millionaire right. Or is it a billionaire?” she joked as she shrugged her shoulders, “Will do. I will text you later then.” She said as she went back to the bar and worked rest of her shift. She tried getting out an hour early but wasn’t able to so she informed him, that she will get out by 9:30 and will stop by her place before she went to meet him. So it would be around 10 but she also promised not to make him wait longer than 10.

When she was done, she smelled sweat on her and knew she had to get out of her clothes sooner than later. She picked fresh pairs of jeans and a light colored button up shirt. She even put on an ankle high closed toe heels to complete her outfit. She felt really bad that he saw her in her bum outfit at the joint but this was how she casually dressed when at home or out and about in the campus. She rushed getting ready and when she was, she found herself driving to the hotel and stand in front of his room, knocking as she smiled.
 
Arric really wasn't sure if this was a good idea, she wasn't an employee any longer so sexual harassment was off the table. But she could still go to the tabloids and ruin him. He had planned on getting away for the weekend, so he did have a bag packed, and everything. Here was as good of a place as any to stop for the night. The room was adequate, it was clean.

He had texted her the room number and now he was simply waiting for her arrival. She didn't disappoint as he head a knock at the door. After he had left the bar, he had made a point of getting some wine, the plastic glasses the room provided would have to work.

He smiled at her as he answered the door. She looked even more lovely now then at the bar. "Come in." He says escorting her into the room. He pours some wine for both of them, smiling at her.

"Was work survivable?"
 
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She still considered him her boss even though she wasn’t working for him anymore. She respected him as she trained under him despite him being a very busy man. The internship was definitely helpful and she’d do it again. Just that she had no time and the commute was a kill. She did have to get an apartment somewhere in between but despite that, it was one our either way.

She did notice the bag as she entered the room. Though she had taken him as a guy who had higher tastes and this hotel was the closes as it could to a five star in this area. Whatever the case maybe, he was here and she was here now. It was still decent of a place with common living room with a main room just past the corridors.

She smiled seeing him pour some wine in a glass and then offer it to her, “What’s the occasion? Getting married or something?” She asked curiously. He indeed was bachelor even at this age, despite being well settled. She nodded her head, “I am here, aren’t I? You have to get through and survive with crazy hours but it works out. I like working in the evenings. It gives me full day to actually finish my chores and study for my classes.” She smiled and walked over to the couch before taking a seat, “So what’s up? You were talking about some job proposal? I am not coming back there. Drive is a kill.”
 
Arric laughed at her jest of him getting married. "No in fact that is slightly my issue. With as busy as I am, it is quite difficult to find women." He smiled as he looked at her, "And that is where you come in, you get to go to fancy shows and accompany me. This way I don't have to go by myself, I'm not hiring an escort to go with me, you get paid for doing this, it is a win all around situation."
 
Anna chuckled at the end of her sentence, standing firm on her decision despite loving working for him. She sat there with her calm but innocently cute demeanor, looking at him as she laughed at her comment about him getting married. It was a good laugh.

She leaned back in her seat, “Oh…Issue huh? That you are, really busy.” She nodded in agreement, able to relate with him about being in a relationship with someone while keeping busy and it takes a toll; not just mental one but a physical too. That was one of the reason her last relationship didn’t work out. “Me?” she leaned forward the moment he mentioned her and then explained how he needed someone to accompany him, “Gee…an escort? Like your plus one? A date?” she rolled her eyes, thinking to herself but also saying out loud. “What’s the pay like?” She chuckled and looked at him, curiously asking him.
 
Arric should his head at the salary comment. "It would be more like a sugar daddy type situation. You take care of my needs and I make sure your needs are taken care of as well."

He leaned back in his chair, watching her carefully, trying to gauge if she was interested or about to bolt in the wind forever and away. But so far she did seem interested, but he waited eagerly for her response.
 
She had to ask him about salary since he was the one that brought it up. She still wasn't sure if it was worth it and if she had the time. The job, her school and this? She's going to have to quit one of them. It sure wasn't going to be her school. She cocked her eyebrow when he openly said the WORD. Now she knew what it meant but only briefly had she idea of it. Though it was sexual in nature...whatever he said about his needs being taken care of.

She watched him lean back while she leaned forward with interest, "Sugar dd...daddy? Care to tell me what is it you really have in mind Mr. Arric?" She asked politely, but with a soft smile about her face.
 
He reaches out to take her hand as he leans forward to look into her eyes. He smiled, his always charming smile that make people in business deals want to say yes to him. His thumb does a small circle on her hand as he studies her. "You take care of my needs, having a plus one, having a perfect companion for the evening, having a ravishingly attractive woman at my side, ... and of course in my bed later as well."

Arric will attempt to pull Anna to him, so she can sit on his lap if she is so inclined.
 
She always found him handsome but he was old and she was pretty much young, in college. He was also her boss so there were lot of factors in between them and to add one more, he was rich while she was only a student and still unsettled. When he leaned forward and looked into her eyes, she looked back, recognizing his charming smile as he explained.

It was pretty much obvious what he wanted. A girl who would take care of his needs in bed as well as outside in case he needed some company. Though she wanted to make sure it wasn't a relationship, tilting her head she looked at him, "Okay...so not some boyfriend sort of relationship right?" She asked him as her heart raced when she should be freaking out hearing what he wanted from her.
 
As she moves a bit towards him, Arric helped her the rest of the way as Anna finds herself on Arric's lap. His hand moved to her back, as he again looked into her eyes. He shook his head at the mention of boyfriend. "I believe we would be classified more like "Friends with benefits" category than anywhere close to the boyfriend / girl friend category." He could smell her perfume with her this close to him and feel how fast her heart was racing.

He let his hands slide through her hair, "Should we seal our deal with a kiss?"
 
She didn't run away after hearing his proposal so that had to count for something at least. It was then, she found herself walking towards him until he guided her to take a seat in his lap. Slipping between his legs to sit sideways, she found his thigh thighs support her lightweight as his hand moved to her back.

She smiled hearing his explanation, "I guess we can call it that. Or simply sugar daddy will work." She smirked, "I never knew you would ask me for this but now that you did, I am glad. Though curious....Just about how many girls you are sugardaddy to?" she said and nodded at his last question, turning her head to look at him and prepare for a kiss. She did lean forward until her lips grazed but found it odd to kiss her own boss.
 
Arric finished the rest of the way as his lips locked with Anna's. His hand moving to her neck as he keeps her there, kissing her a bit harder. His tongue licks her own lips before sliding past them and entering her mouth. He became lost in the kiss, realizing all of the fantasies he previously had for this sexy intern. His hand on her back slid beneath her shirt as she touched her bare skin. "You would be my first" he whispered as the kiss broke. "Perhaps in the future, I can get you a referral bonus if you know of anyone else who might fit the bill."
 
She found him lean forward to pull her into a sensual kiss. She felt her body wither away when he kissed her a bit harder, not knowing how he had fantasized about her. How she was the one he always checked out when she was working under him. She kissed him back but for the most part, it was him kissing her, pushing forward his slick tongue to enter her mouth. She pushed her tongue in turn to mingle with his.

Finally breaking the kiss while his hand slid beneath her shirt over her lower back, touching her bare skin. She tilted her head in question, "First one huh. I am honored." She giggled a little and gave him a confused gaze, "Referral? You want me to what? Suggest other girls? And why would I do that? When I am getting things from you? Unless it's really worth it...." she cocked her eyebrow at him.
 
It took her awhile, but Arric finally felt Anna begin to respond to his kiss. She was hesitant at first, but after the first few seconds she was returning the kiss. As the kiss broke and she started talking about the referral. "Oh yes, I'm sure I could make the bonus very much to your liking." He thought bout it, "A vacation, perhaps Hawaii? Would that be enticing enough for you? there are many great hotels there." He kisses her lips again, wanting to feel the passion. "So are you interested?"
 
Anna still was hesitant about this, not sure what to call it. She did like the guy but he was older and what he was asking was not a relationship. Matter of fact, it was everything but a relationship. She started to ease down and kiss him back, smiling softly when he broke the kiss.

She listened to him attentively when he told her if she would refer someone. No one came to her mind at the moment. She scoffed, “Hawaii?” She smiled, literally giving away she was interested.
 
Arric smiled back, knowing when someone has all but said yes, "But if you are not interested, we can forget this conversation ever happened and we can both go about our lives." Other parts of Arric's body were quite upset by those words, and Anna could surely feel that part as she sat upon it. But Arric knew how to close a deal, and what he needed to do was remove the prize to make the person want it more.
 
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