The Boss

by Stephanie Hunt

  The three of them left the house and got into Mike’s mustang. They made their way across town to a sushi place that came very highly recommended to Caroline by one of her work colleagues. It wasn’t one of those all-you-can-eat places. It was a genuine, sit-down, piece-by-piece ordering place. It was a little pricier than Caroline wanted to spend but she figured treating them was a good cause. She hadn’t really been spending much money lately, so she felt she could afford to splurge a little.

  Mike, Alicia, and Caroline sat at a table next to the window, where they could watch pedestrians stroll by. After ordering the food and drinks, Alicia wasted no time in getting into the gritty details regarding Caroline’s life.

  “Tell me sis, do you have a boyfriend yet?”

  “No, still single. I’m just a working girl trying to make end’s meat.”

  “You mean there is no man in your life? That’s impossible. You are positively gorgeous!”

  “That’s very kind of you to say,” said Caroline.

  Caroline contemplated telling Mike and Alicia about Liam for a moment. She decided that she would mention that he was her newest client, but would leave out the part where it appeared as though he was interested in her.

  “I have a new client that is a pretty interesting guy. His name is Liam Telson. Have you heard of him?”

  Mike nearly spat out his soup at the mention of Liam’s name.

  “The Liam Telson?” asked Mike.

  “Yes. Why, have you heard of him?” asked Caroline.

  “Of course!” exclaimed Mike. “He is all over the news these days. He is going to be one of the richest men in the city, if not the entire country. His family’s assets are in the tens of billions. You are cleaning his place?”

  “Yes I am. Don’t get too excited though. He is kind of underwhelming in person. He has a bit of a rich, spoiled, white boy attitude. He wasn’t very nice to meet the first time we met.”

  “What did you guys talk about?” asked Alicia.

  “Well, he kind of talked down to me the first time we met. He said that I was ‘just a maid’. The second time we met he sort of stuck up for me in front of his friends, which was actually kind of sweet.”

  “That is amazing, sister,” said Alicia. “What a client to have. Wait a minute. I see what’s going on here. You like him!”

  Caroline flustered, turning red with embarrassment. She wanted to deny the accusation but felt that her sister was probably an astute observer.

  “I do not! He is rich, and spoiled, and not very attractive on the inside.”

  “On the outside he is dreamy. You want to sleep with him!” said Alicia.

  Mike laughed very hard. Then Alicia took up the laughter, followed by Caroline. Caroline felt that it was good to laugh about the situation.

  After the meal, Mike drove Caroline back to her apartment and dropped her off in front of the doors.

  “See you later Caroline!” said Mike.

  “Bye sis! Talk to you soon!” said Alicia.

  Caroline waved goodbye and entered her apartment. She walked over to her laptop and checked her e-mail. Oddly enough, there was a new message from Liam. How did he get my e-mail address? She opened the message and it was an invitation for coffee on Monday at a local shop close to her place. It said that he wanted to talk about business. She was just a maid, she thought. What kind of business was there to discuss?

  That Monday, at three in the afternoon, they met for coffee. Liam was wearing a navy-blue golf shirt and khaki pants, with white tennis shoes. Caroline had on her nicest, blue dress and tanned leather jacket. She sat down in front of Liam and waited for him to say something.

  “Okay,” started Liam. “Here’s the deal. I have to say, when I first met you I wasn’t sure what to make of you. You have to understand, I never talk to my maids or anyone in a lower social status, you might say. There is something about you. When my friend, Emilio, put you on the spot you carried yourself well. I have been finding myself attracted to you. My parents won’t ever approve of my marrying a black woman who is so far beneath us socially. My entire fortune depends on my parents approving of me. They won’t let me see a cent of my fortune if they think I’m dating outside of my class. You have to understand; they are very into appearances.”

  “I think I understand,” said Caroline. “You like me, but you want to keep it secret.”

  “Secret? Yes, I suppose I do kind of think that. At least for now. At least until we can figure out what to do about everything. Are you saying that you might like me back?”

  “Maybe,” said Caroline.

  Liam smiled at her warmly. She could see all the pretentious nonsense disappearing. She could tell in his smile that he actually really cared for her. The feelings she had gotten at his condo were not erroneous. There were genuine feelings for her there. As it became more and more evident that Liam cared for her, Caroline found herself falling more and more for him. Their coffee date lasted two hours and it turned out they had a lot to talk about. Liam had a very interesting life, and was something of a socialite. He told Caroline about all the interesting people he had met, about the exciting trips he had been on. About eating lobster on his yacht and shaking hands with the Prime Minister of England.

  Pretty soon Caroline started being able to picture a life she could share with Liam. That was, if, he was willing to be her boyfriend.

  “I think I like you, Liam,” she said. “You are a lot warmer than I thought at first. So where do you want to go from here?”

  “Just stop by my place tomorrow night as you normally would,’ he said. “I will have a special surprise waiting for you. Can’t wait to see you!”

  With that, Liam left some money on the table, picked himself up, and left. Caroline couldn’t believe what had just happened. She was actually flirting with Liam Telson. Not only that, but by the sounds of it, they were going to have an actual date the following day. She was very excited. She spent that afternoon and evening finishing off some jobs for some of her clients. When she got back to her apartment that evening it was eleven o’clock. She was so exhausted she simply took a shower, watched some TV, and went to bed.

  That night she dreamed about a life with Liam Telson. In it, she was a rich socialite, attending important events overseas and going on relaxing cruises in the Caribbean. In the dream she was care-free, never having to worry about money again. Of course, she was with the man of her dreams, Liam. He was kind and considerate to her, and was every bit a gentleman. When she woke up, she had a big smile on her face. She just hoped that the real Liam Telson would live up to the man in her dreams. There was only one way to find out.

  After another day’s work, it finally became time to head over to Liam’s penthouse condo. This time, however, she took extra special care to make sure than she looked great. She put on her maid’s uniform, but unbuttoned the front so that Liam would be able to see just a hint of the pink bra underneath. Caroline had great tits and wasn’t afraid to show them off. She also wore one of the smaller skirts that she had, which showed off her legs a bit better. The skirt rode up her thighs and was tight around the butt area. She knew she looked very sexy, and couldn’t wait to gauge Liam’s reaction when they met.

  She got to the condo before Liam did. She started going around with a duster, getting rid of all the excess dust that had piled up since she was last there. Finally, after about twenty minutes of cleaning, Liam showed up. He was alone this time. He had a bottle of champagne with him and a box of Cuban cigars.

  “Caroline!” said Liam. “That’s enough cleaning for now. Why don’t you come have a seat on the couch with me?”

  “Sure thing,” she responded.

  The two of them sat on the couch somewhat awkwardly, until Liam scooted over a bit closer to her and confidently put his arm around her. She didn’t know what to do at first but finally she decided to trust him and she leaned in against his chest, getting comfortable.

  “How do I make you feel?” said Liam, rather suddenly. />
  “Well, to be honest,” replied Caroline. “I am a bit in awe of you. I want to trust you but you acted like such a jerk to me before, it is hard for me to erase that from my memory.”

  “So, you’re not attracted to me?” asked Liam.

  “No, I am. You are very attractive. Not at all like the usual guys I go for.”

  “Here’s the thing. I am sorry I was rude to you. I just couldn’t help it. My parents put so much pressure on me and with them giving me all their money I have just been under a lot of stress. Sometimes I forget my manners. You are a catch, Caroline. I don’t want to let you go. Right now you mean more to me than all the billions they could ever give me.”

  “Well, hopefully you can have me and still keep the billions.”

  “That would be ideal.”

  Some time passed and they watched some more TV. Then Liam turned the channel and landed on a movie with a naked scene. Liam could sense Caroline’s sexual tension and decided to make a move. He leaned in and kissed her on the forehead. Then he kissed her nose. Then he kissed her on the mouth. Finally, she returned his kiss, and they began making out. He slid his hand up her torso and landed on one of her large, full breasts. He massaged it gently, and then unbuttoned her top. He removed her bra and suddenly both of her breasts were exposed. He licked around her nipples, playfully biting them and sucking on them. She moaned and leaned her head back.

  She reached for his trousers and unzipped them. She then undid his pants completely and slid his boxers down his legs. Undoing her own skirt as well, she positioned herself underneath him. Within a few minutes they were having sex, and Caroline felt wonderful. Their love-making lasted half-an hour, and as Liam came, Caroline shouted out his name in ecstasy.

  Afterwards, they moved over to his bed and slept in each others’ arms. Before Caroline knew it, it was past midnight. She had to go home to get to sleep so that she would be ready for the next day and her clients.

  “Just stay,” said Liam. “Don’t worry about your clients tonight. I want to spend the night with you.”

  “What about my job?” asked Caroline.

  “Forget your job. You are with me now. I will make it so that you will never have to worry about money again.”

  “So, I will be your girlfriend?”

  “Well, not right away. We can continue to see each other but I can’t make it official with you until I have figured out what to do with my parents.”

  “Okay, I guess I can accept that. As long as I can continue seeing you.”

  The next day, Caroline resigned her position at the cleaning agency. She continued seeing Liam a couple nights per week and they had a great time every time they got together. The only people she discussed her relationship with was her sister and her mother. They were thrilled with her, but wondered when the relationship could be made public.

  A month later, Caroline noticed that she was having morning sickness. She called up Alicia, who told her to get a home pregnancy test. It turned out that she was pregnant, and she knew the father was Liam. When she broke the news to Liam, he seemed really happy and excited. Once again, he worried how to break the news to his parents. Then, the unexpected happen. Liam’s mother and father were on their way to a vacation in Italy, when all of a sudden their plane crashed in the Atlantic Ocean. There were no survivors. It was a terrible event and made news headlines all around the world. At the same time, it meant that Liam no longer had to keep his relationship with Caroline a secret. He had inherited, instantly, the multi-billion-dollar empire. He mourned their deaths, and was truly disturbed. The silver lining was also great and he was happy to no longer have to sneak around.

  One day, after a round of golf, Caroline and Liam were hanging around his condo, eating sushi. The funeral for his parents had passed, and they were deciding where in the world to go to next.

  “I think Spain would be wonderful,” suggested Caroline. “I have always wanted to go there.”

  “Sure, we could do that. I know a lovely little villa near Barcelona that we could rent. There is actually something more important I had been meaning to talk to you about.”

  “Oh? Let’s hear it, sweetheart.”

  “Caroline, since I first met you, you had taken a piece of my heart. I knew you were someone special, and that I wanted to spend my life with you. Now that we have no reason to hide our relationship, and that there is a baby on the way, I feel as though I can finally do this.”

  Liam took out a ring-box and opened it. There was a beautiful, diamond engagement ring, made from white gold and a massive rock inside.

  “Caroline,” he continued. “You have already made me the happiest man in the world. Will you continue to do so, as my wife? I know we can have a great life together.”

  Caroline was so happy she was almost in tears. She managed to get out a few brief sentences.

  “Yes! Darling, why yes.”

  The two of them hugged tightly. He planted a passionate kiss on her lips, which she returned. She then tried on the ring, and it looked wonderful on her finger.

  “I have to tell my mom and sister!” she exclaimed excitedly.

  “Oh okay. I will have to tell my friends that you said yes! I can hardly believe it myself,” said Liam.

  Caroline picked up the phone and called her Mom first.

  “Mom!” she said loudly when her mother picked up the phone. “Guess what, I have wonderful news! Liam proposed to me! We are going to get married!”

  “Oh my gosh, dear, that is so fantastic,” said Patricia. “I knew you guys were in love. With the baby on the way, and now the wedding, there is just so much good stuff happening to you!”

  “Promise me you’ll come to the wedding. I want Alicia to be my maid of honor.”

  “Absolutely. I’m sure she’ll be glad to hear it.”

  After her phone conversation with her Mom, Liam said that he had some big news for Caroline.

  “Caroline, I am going to buy us a cruise. Everyone that is close to us will come. I’ll have my buddies, and you’ll have Patricia, Alicia, and Mike. It will be a fun way to celebrate the pregnancy and the engagement all at the same time. What do you say?”

  Caroline thought it was a wonderful idea. They were scheduled to leave the following Friday, and the cruise would be one week. She had to check whether or not the three of the would be available. Alicia and Mike would have to take the time off school, and Patricia was retired so that wasn’t a problem.

  After getting off the phone with all three of them, she happily reported to Liam that they could all make it. Liam was pleased and started talking about how much fun it was going to be. By next Friday, Liam and two of his friends, Emilio and Stephan, picked Caroline up in a black stretch limousine, and then made the rounds to pick up Patricia and Alicia, and then finally Mike. They headed for the helicopter take-off pad and loaded into the chopper. The helicopter was scheduled to take them all the way over to the cruise ship, and drop them off there. Caroline had never been in a helicopter before, and neither had her Mom or sister, so they got a big thrill out of it. Luckily the weather was perfect and it was scheduled to remain so for the coming week. Once on the boat they all wasted no time in finding out where they were going to be staying. Patricia had her own private room on the main deck. Mike and Alicia had a shared room on the main deck as well. Emilio and Stephan had separate bachelor rooms that were very luxurious, and Liam and Caroline had the best suite in the whole ship. It was at the front of the boat and had huge windows overlooking the ocean. They all made plans to get into their vacation clothes and meet on the main deck for dinner and drinks, and then head over to the Jacuzzi for a while, until it was time t0 listen to the band play and go dancing.

  Dinner was a magnificent feast of all kinds of seafood, as well as steak, duck, and roast chicken. They ate on their private deck, of course. After the meal they all walked over to the Jacuzzi and got in. The tub was massive and even with the six of them, they still had plenty of room.

  “This is
the life, eh girls?” said Patricia. “I could definitely get used to this.”

  “Get used to it you will, Patricia,” said Liam. “Or should I call you mother-in-law?”

  Patricia laughed.

  “We are really lucky you came along into our lives, you know that?” Patricia said. “You are opening up worlds that we had never even dreamed of previously.”

  “Well, I am in love with your daughter. Plain and simple,” said Liam. “I want the best for her and her loved ones. With the baby on the way, we want to do things right. The little one will go to the best schools and have the best teachers. He or she will have all the private tutoring they need. Say, dear, did we decide on violin or cello for out little kid yet?”

  “I believe it was up in the air,” said Caroline with a laugh. “Either is good for me.”

  “It’s good for me too,” said Alicia.

  “Me too,” echoed Mike.

  Emilio lit up a gigantic Cuban cigar. He puffed mightily, sending smoke rings into the crisp evening air.

  Under the soapy bubbles of the super-heated water, Liam’s hand passed over onto Caroline’s leg. He worked his way up her thigh and rested it in between her legs, directly in front of her womanhood. Caroline felt a shiver run through her spine and was lost in pleasure. No one seemed to know and then Liam began massaging her pussy. He used his fingers to bypass her bathing suit and spread her lips. After a few moments he took one of his fingers and inserted it, fucking her underneath the water. Stephan and Emilio were talking about the stock market again, and the economic situation in Europe. Alicia was talking to Mike and Patricia about the track team at school. Liam continued probing and was now massaging her more vigorously. Caroline returned the favour and positioned one of her hands in his lap. She slid a hand into his swim trunks and felt around for his manhood. It was erect and ready to be played with. She jerked him off gently at first, before doing so more vigorously. She stopped before he was going to cum, thinking to herself that she would finish him off later when they were in their bedroom and not in a tub full of their friends. This sent Liam to the moon and gave him blue balls, but he understood why it was happening.