Daddy's Best Friend: An Older Man Younger Woman Box Set

by Charlize Starr

  Kelly gasped as his hands came in direct contact with her skin. Oscar kicked the towel away. He walked her backwards until she was pressed against the wall. His touch against her skin was urgent and almost careful. Kelly felt as if she was at a disadvantage backed up against the wall and naked, when he was fully clothed. She tugged at the hem of his t-shirt and was satisfied when he pulled it over his head. Kelly felt the warmth of his skin against her and savoured the way the feel of their bodies touching set her body afire. She was not satisfied, though, and she pulled at the hems of his shorts, which he quickly removed.

  “I want you so badly,” he whispered against her ear, as he pulled her leg up and nestled himself between her legs. Kelly gasped as the warmth of him flooded her.

  “Please,” she whispered.

  “Not just yet,” Oscar said, leading her toward the bed. “Lay down.”

  Kelly obeyed, and slowly climbed onto the bed and lay down. She felt no shame with Oscar. All she wanted to do was make love to him.

  “That’s right,” he said, climbing onto the bed.

  He looked down at her naked body as she lay on the bed. For a moment she thought he was going to pull away, but instead he reached down and brushed a lock of hair from her face. Kelly wasted no time and reached up to touch the finely-toned abs she had been fantasizing about all day. The feel of his skin against her hands was driving her crazy. Kelly looked up into Oscar’s eyes and saw the intensity in his eyes as he looked down at her naked body.

  “God, you’re beautiful,” he said, before pulling her back in for a kiss. This time she could feel the urgency in his touch. “Beautiful.”

  Kelly felt his dominating presence then and somehow it made her want him even more. She tried to push herself up onto her elbows to look at him, but he forced her back onto the bed.

  “Slowly, darling,” he said. “I’ve been thinking about this ever since I saw you on that pavement.”

  Kelly had no time to reply as he began kissing her again. He moved his kisses down to her neck, which caused her body to go completely limp. She was having trouble differentiating reality from the fantasy she had just slipped into. Oscar moved lower, lavishing her breasts with kisses. She let out a soft scream when he sucked her nipple into his mouth. Fireworks went off in her head as he teased and tantalised her body with his hands. When Kelly thought she could take no more, she felt the length of him pressing against her pelvis.

  “Oscar,” she whispered.

  Oscar let out a low groan and Kelly bit her lip as the length of him entered her. Her hips surged upwards to meet him thrust for thrust until their bodies collided with an urgency that drove them both off the edge.

  Kelly lay limp and spent beside Oscar, who had been silent for over five minutes now. She had never imagined herself having sex with her boss, let alone one who was so notorious for being a playboy. Kelly felt as if she should say something, but before she could do it Oscar sat up and looked over at her.

  “We need to talk,” he said.

  “Yes, we do,” Kelly replied, thinking of all the horrible things he was about to say to her. She would need to prepare herself for the worst. There was no way a man like Oscar would want to be with a woman like her, and with everything that had just happened, there was no way he would keep her on. At least she would be able to leave with her dignity, knowing that she had wanted this as well.

  Before Oscar or Kelly could say anything, there was another knock on the door. Oscar jumped up suddenly and stared down into her eyes. Kelly tried to cover her body with her hands, but Oscar clutched her hands.

  “Don’t,” he said, before reaching down and planting a gentle kiss on her forehead.

  The knock on the door came again. Oscar left the bed and pulled his clothes on, then stooped down to pick up her towel and toss it to her. Kelly grabbed it and wrapped it around herself before coming off the bed to stand beside Oscar. Just like the first time she had stood in his office, she saw a flash of something in his eyes that was quickly replaced.

  “We can talk later,” he said, walking to the door and opening it.

  Kelly watched as April walked in with her teddy bear clutched to her chest.

  “Ready for nap nap,” April said, before proceeding to climb onto Kelly’s bed and curl up into her sleeping position.

  Kelly looked up at Oscar, who was once again staring at her. Kelly waited until he left before she closed the door and let out a sigh of relief. She had no idea how she had let things go so far. It was obvious to her that Oscar had enjoyed it as much as she had, but she had no idea what would happen now that she had slept with her boss. She knew for sure that things would be awkward going forward. She only hoped it would not affect April.

  ***

  The three of them arrived at Oscar’s parents’ house while the party was in full swing. They entered the house together, April clinging to her hand and Oscar leading the way. There were a lot more people there than she had imagined. After a few minutes, April took off with a set of children she had been told were cousins of some sort. Oscar took her hand and led her through the house to where most people were enjoying lively conversation. This was the first time they had been in physical contact since the night they had made love. Oscar had spent most of the morning out of the house and, by the time he had stopped by the house, it had been time to leave. Kelly did her best not to let the feel of their skin touching lead her to any conclusions. Oscar had yet to say anything to her and for now she was still just the nanny, no matter how right it felt to have him hold her hand and lead her through his childhood home.

  Kelly realized his parents were not as old as she had thought they would be, and she was even more surprised to see his sister, who stood at about six feet tall with a thin figure that was fit for any runway. Oscar noticed her gaze and smiled.

  “Believe me, I’m still the hottest one in this family,” he said.

  Just then, his sister charged towards them with her arms outstretched.

  “Oscar,” she screamed. “It’s been forever seen I last saw you.”

  “You know how work gets,” he said shyly.

  “And who is this?” his sister asked, motioning towards Kelly.

  “This is Kelly. She’s been helping me with April since I left Julianna,” he said.

  Kelly took note of the way he had introduced her.

  “Oh, wow, that’s awesome. I’m Mason,” his sister said, stretching her hand out to Kelly. Before Kelly could take it, April ran through the middle of the group, chasing a little boy and screaming with glee. Mason laughed. “It seems like you’re having a good effect on my niece. She hardly ever plays with anyone.”

  “Just a little encouragement here and there does the job,” Kelly replied.

  “Sure does,” Oscar said, smiling at her.

  Kelly could tell he wasn’t talking about April, but she chose to keep that to herself. She needed to clear her head of Oscar, and the best way to do that was to head back to her parents’ for a night. After their tryst together she no idea where they stood and whether or not he was just using her as his little plaything until he got bored. She knew she wasn’t his type and that made it even harder for her to imagine their relationship being anything but sexual.

  Chapter Six

  Kelly returned home the next day to find that April was gone and the usual house staff were also absent. She made her way to her room to get settled and call Oscar, so she could figure out what to do. As she passed the kitchen, she noticed a woman standing in there. She had her back turned to Kelly and she seemed to be looking at something on the kitchen counter. Kelly wasn’t sure what to do, so she opted to clear her throat to get the stranger’s attention. The woman turned around and Kelly was surprised to see that it was Julianna, April’s mother.

  “Oh, hi,” Kelly said, walking towards Julianna. She looked surprised to see Kelly standing there.

  “Kelly, I presume,” she said.

  “Yes,” Kelly replied. “Is Oscar somewhere around here?�
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  “Oh no, but he called me and told me he wanted me to come back,” Julianna said.

  Kelly raised her brow skeptically. From everything she had heard about this woman, she had her doubts that Oscar would ask her to return.

  “He did?” Kelly asked.

  “Oh, yes. We had a long conversation. I convinced him that I had changed and he told me I could come back home and we could be one happy family again.”

  “Well, that’s none of my business,” Kelly said, doing her best not to let her emotions get the best of her. Sure, Oscar had made love to her, but there had been nothing else. He hadn’t called her or texted her, and he hadn’t given her any promises that there would be any future for them. For all she knew, all that had been a momentary lapse for him.

  “Where are you going?” Julianna asked.

  “I’m going to my room,” Kelly said, turning around to face her once again.

  “No, you’re not. You’re leaving. We won’t be needing you anymore, since I’ve returned,” Julianna said.

  “Are you serious?” Kelly replied.

  “Yes, please leave,” Julianna said.

  Kelly could tell she was being vindictive, but there was nothing she could do. After all, Kelly had no claims to this life she had been living for the past few months. All she knew was that she had fallen in love with the little girl she had been paid to care for, and she was only just trying to figure out how she felt towards the father. She was now forced to see that, no matter what she had thought, she didn’t belong here in this family.

  “Sure,” Kelly replied, trying to be nonchalant. After all, this was April’s mother, and Kelly had no claims to Oscar.

  “I’ll have the rest of your things delivered to you,” Julianna called after Kelly, as she made her way to the door. She called a taxi and waited outside. Minutes later, the taxi returned to get her. She didn’t look out of the window as the taxi took her away. She kept her eyes focused on the gate. There was no way she was going to cry about having to leave this place behind.

  “Why are you back?” her mother asked, when she walked through the door. “Did they fire you?”

  “No, mom. Well, technically, yes. Oscar’s wife, or ex-wife showed up and told me to leave,” Kelly told her mother.

  “His ex-wife. The woman he left and told to stay away from their child?” her mother asked.

  “Well, I wasn’t there yesterday. I have no clue what could have happened between then and now,” she replied.

  Her mother looked at her for a few minutes.

  “Do you have something going on with that man?” her mother asked.

  “What! No,” Kelly said.

  “You do,” her mother said with a smirk. “Otherwise you would have sent that woman out of the house.”

  “Mom, what could I possibly have with a man who is more than twice my age?” she asked.

  “I don’t know. Why don’t you tell me?” her mother asked. “That’s why you came here the other night so suddenly. Something happened between you two.”

  “You’re crazy, mom,” Kelly said, trying not to blush.

  Her mother had always been strangely fascinated by her love interests, ever since she had been sixteen and had brought Allan Dennis, a pimple-faced senior, home to meet her parents.

  “What, did he come on to you?” her mother asked.

  “It’s complicated,” Kelly said.

  “What happened?”

  “We, sort of, umm, we-” Kelly was having trouble admitting to her mother that she had got down and dirty with Oscar. “We had a connection,” she lied.

  “Wow, a connection, and then what?”

  “Then his daughter knocked on the door and we stopped.”

  Her mother laughed, making Kelly cringe.

  “You’re terrible, mom,” Kelly said, standing and walking away so that she could go into her room.

  “So what now?” her mother asked

  “I have no idea,” Kelly replied. “I have a month break from school and I don’t have to work, so I think I’ll go with Janice and her family to Europe.”

  Janice was Kelly’s oldest friend. As a child she had been aware of their differences, but Janice had never made her feel like less of a person because she had less money. They had grown up together and made plans to travel the world. Recently, Janice had pitched the idea that they travel to Europe to do “country hopping”. Kelly had originally disagreed because of her jobs and the need for money, but now that she had saved up some and her fees had been paid off she didn’t have as much to worry about. Plus, she needed to get away from Oscar as far as possible.

  Chapter Seven

  Kelly had been in Europe for four weeks now. She had travelled to Britain, France, Germany, Greece, Italy and Norway since her arrival.

  “Are you ready?” her friend Janice called from the other room.

  “Just about,” Kelly said, trying to escape a bout of nausea by using smelling salts. It had been five weeks since she had last seen Oscar and April, but everywhere she went she swore she saw their faces. She had done her best to try and forget him. After consulting with her mother, she had left for Janice’s place immediately and gone to Europe a week later with Janice to go exploring. The journey so far had been fun, until a few nights ago when she had suddenly felt the urge to throw up after eating a pizza. Back then she had chalked it up to the cheese having a negative effect on her body, but now she was afraid it might be something else, something far more dangerous.

  “What are you doing in here?” her friend Janice asked, coming into her room.

  “I have no idea,” Kelly replied.

  “What’s wrong?” her friend asked, realising she was a bit distressed.

  “I’m not sure, but I think I might be pregnant,” Kelly told her.

  “What?” Janice asked.

  “I might have done the dirty without protection,” Kelly said, trying not to become flustered. She hadn’t thought about the possibility of her becoming pregnant until just now.

  “Do you need to go to a hospital?” her friend asked.

  Kelly looked up at Janice, who appeared to be freaking out more than she was, and laughed.

  “We just need a few pregnancy tests,” Kelly told her.

  “A few?” Janice asked.

  “Yes,” Kelly replied. “Just in case one turns out to be incorrect.”

  “Got it,” Janice said, taking off before Kelly could say anything else.

  Kelly sat and stewed over what her life was going to be like if she found out she was pregnant. She had no intention of telling Oscar. The last thing she needed was him thinking she had got intentionally pregnant just to trap him like his ex. She also was worried about what would happen if Oscar decided he wanted the child. Would she be forced to raise her child with that terrible woman Oscar had taken back into his house? She realised that she missed him. She missed April, and she just wanted to go home. Janice returned half an hour later and by then Kelly had begun crying uncontrollably.

  “Are you alright?” Janice asked, looking afraid.

  “I’m fine,” Kelly replied, taking the bag from her hand and taking out all four pregnancy tests that Janice had bought.

  “You bought four?” Kelly exclaimed.

  “I didn’t know how many the right amount was,” Janice said, smiling.

  Kelly made her way into the bathroom and peed on each individual stick before resting them on the bathroom counter. She sat there waiting and then decided it was best if she let Janice read them.

  “I think you should read them,” she told her friend when she opened the bathroom door.

  “Are they ready?” Janice asked.

  “In a minute,” Kelly replied.

  They both waited, barely taking breaths as the tests processed. After a minute Janice walked into the bathroom and picked up the tests. By the third one she looked over at Kelly.

  “You’re pregnant,” she whispered.

  Kelly could hardly believe it. Nothing could have
prepared her for this. She clutched her stomach and ran to the bathroom as another wave of nausea washed over her.

  “What are we going to do?” Janice asked.

  “No idea,” Kelly replied. “I’ll figure it out.”

  Chapter Eight

  Five days later, Kelly was home in bed catching up on the notes she had missed when she heard a knock on the door. She had returned home as soon as she found out that she was pregnant, somehow feeling the need to be around her family. Her mother had been at her neck to figure out what was wrong since day one. She had decided to wait until it was absolutely necessary before she told her mother. Until then, she would keep it a secret. She was going to try and finish her degree and get a good job so that her parents would be less worried about her having a child on her own.

  Assuming that it was her mother coming in to try and catch up about her trip, she walked to the door and peeped out. Instead of her mother standing on the other side of the door, though, she came face to face with Oscar. For a moment, neither of them spoke to each other. They just stood there staring, until Oscar finally broke the silence.

  “May I come in?” he asked.

  “Oh, umm, sure,” Kelly replied.

  She looked around at the mess in her room and cursed the fact that he had shown up so unexpectedly. The room was so small that all she had been able to fit in there was a dresser, a bed and a chair, which was currently stacked with clothes. Kelly motioned for Oscar to sit on the bed.

  “Why are you here?” Kelly asked, coming to sit beside him. She wanted to keep a bit of distance between them, and she angled her body away from him.