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

by Charlize Starr

“No. I haven’t been in a relationship with anybody, ever,” I said and looked away from him. I could sense the tops of my cheeks burning up. We were dancing dangerously close to the fire.

  When I looked up at him, Carl’s eyes widened like he didn’t believe what I had said.

  “Is there a reason for that? I bet there is a queue of idiots trying to get you to go on a date with them,” he said and I thought I heard a tinge of jealousy in that statement. I couldn’t really be sure but it pleased me. I shrugged my shoulders.

  “Maybe, but there’s only one person I’m interested in and he doesn’t seem to be interested in me,” I said and Carl looked down at his plate again and continued eating. I wondered if he was going to ask me who that was, or if he had guessed that I was talking about him. Either way, he kept silent and kept eating.

  “I’ve never been with anybody.” The words tumbled out of me before I could hold them back. Carl’s head shot up and our eyes were locked again. He looked like he thought he had misheard me.

  “I just haven’t been interested in being with someone like that, nobody but him,” I confessed and I watched as his lips parted. I wondered if he was going to say something, but he clamped his mouth shut again. My heart was beating so fast in my chest that I was afraid he would be able to hear it.

  “That’s good, I’m sure your dad would be happy to know that. You shouldn’t force yourself into it unless you’re ready and sure,” Carl said, but he wasn’t meeting my eyes. My mouth had gone dry again, I was so close to just confessing that the guy I was into was him, but he looked like he didn’t want to hear it.

  “Well, I’m hoping that this isn’t something that you will be discussing with my dad!” I said and forced a light laugh. Carl looked up, he wasn’t smiling, but he was holding my gaze strongly.

  “Of course not,” he said.

  Chapter 8 – Carl

  There was a man staring at us from across the restaurant, and even though Virginia was speaking, my eyes kept drifting towards him. A big man, bald, with a carefully styled white mustache and beard. He was sitting at the bar, drinking, but had positioned himself sideways so that he had a steady view of our table.

  He didn’t look threatening, just suspicious. From the way his eyes traveled over Virginia’s body, I could sense that he was seeing what I was seeing: a beautiful young woman with a smashing body.

  “So, it looks like we’re just two people pining after lovers we can’t have,” I heard her say. Her words had snapped me out of my thoughts about the man. I remembered what she had just told me. She had never been with a guy. She was still a virgin. Why had she chosen to tell me this?

  “I’m not pining after her, if that’s what you’re thinking,” I said and she arched her eyebrows at me.

  “Oh? Why haven’t you married anyone else then? Why haven’t you been in another serious relationship?” she asked and I shifted in my seat. I looked over at the man at the bar, but he had turned his face away from us now. I figured I was just being paranoid. What Virginia had just told me had shaken my world. I hadn’t been looking at her as a virgin before. I had just assumed that she was experienced. A girl like her, who looked like that . . . she wouldn’t have had any trouble finding a guy who wanted to fuck her.

  “Because I’m done with that. I don’t want to get involved in a serious relationship with someone else only to have her cheat on me again,” I replied and Virginia’s lips turned up. She was grinning at me, and I couldn’t stop staring at her.

  She was untouched. No man had seen her naked. No man had touched her the way I wanted to touch her.

  “So you think that every woman in the world is a cheater?” she asked and I stared into her wide green eyes.

  “No, just that no woman in the world deserves my trust anymore,” I replied and there was a soft smile grazing her plump pink lips. They were the color of watermelons and I wanted to taste her.

  I thought I had done a good job of keeping my eyes off her at the hot springs. My cock had throbbed hard in my swim shorts in the pool while she moved around me. Her body was lithe and petite, while her legs were long and pale. I wanted to taste her skin, to feel the softness of her breasts in my hands. It had taken all the strength in my body to keep my eyes averted, to keep my hands off her. Instead, I had channeled my energy into my phone call. None of my staff had done anything to deserve the earful I had given them all.

  “Maybe you just haven’t met the right woman, then?” Virginia said and I clenched my jaw. She was a woman who could be right for me. She was exciting and intelligent and made my blood boil with desire. She was also twenty-five years younger than me and my best friend’s daughter.

  “Maybe,” I replied and she bit down on her lip and took a sip of her sparkling water.

  I looked over at the man at the bar, and this time he was looking at Virginia again. His eyes were bright and curious. He was fucking checking her out! I could feel the rage coursing through my veins.

  “I think we’re done here,” I snapped and I stood up from my chair with a jerk. Virginia’s food was half eaten and she looked surprised, but I didn’t want that man staring at her anymore. Where was this jealousy coming from? She wasn’t mine!

  “Really?” she asked and I walked around the table and grabbed her elbow, pulling her up gently from her chair.

  “Okay, we’re done then!” she exclaimed, and threw her napkin on her plate and allowed herself to be dragged away from the table. She matched my steps as I guided her around the tables. I was keeping a close eye on the man at the bar, who was following our every movement with his eyes. He was still looking at her, and I was determined to get her out of there.

  I led her down the lobby in a hurry, and it wasn’t until we had gotten into the elevator, that she asked me what was going on.

  “Nothing, I just didn’t think it’s a good idea to have you exposed like that for too long,” I said. We were standing only inches apart from each other, and I could smell her sweet floral perfume. I felt dizzy with desire for her.

  “Exposed? You mean you think there could be a threat?” she asked, just as the elevator doors pinged open on our floor. She followed me out as I rushed down the lobby towards our rooms.

  “Carl? Am I in danger?” she asked, as I came to a stop outside her door.

  “I don’t know, I don’t want to take the chance,” I said and she licked her lips nervously.

  “Well, if there is a chance of a threat, don’t you think that we should stick together? I don’t want to be alone,” she said.

  We were staring at each other. Being in a hotel room with her alone could have disastrous consequences, but I could feel my cock throbbing in my pants. I was filled with a desperate need to have her.

  I swiped my keycard into the lock of my door and pushed it open. Without a word, Virginia stepped into my room and I followed. I shut the door and locked it and she turned to me. We were alone together, and there was only one thing that I wanted to do.

  ***

  “Carl,” she breathed my name softly, in the darkness of the room and I lunged at her.

  I had grabbed her by her waist and pulled her to me, and her mouth was on mine within seconds. My tongue was pushing her lips apart and I could finally taste her again. Her arms wound around my neck and she was clinging to me as I kissed her hard.

  This time, just kissing her wasn’t going to be enough. I used my body to push her backward and she moved, till the back of her knees grazed against the edge of the bed and she fell.

  I watched Virginia’s body bounce as she hit the mattress and she was biting down on her lip. I fell on top of her, covering her with myself and kissing her again.

  She moaned as I left a trail of wet kisses from her chin, down her neck and my hands reached for her breasts. They were a perfect fit and I squeezed. She was delicate and soft in my hands and she moaned again.

  My hands started pulling her sweater up, rolling it over her belly and over her breasts. She moved so that I could take it off
her. She lay back down on the bed and I couldn’t do anything more than just admire her beautiful, slender body.

  Her bra was black and lacey, and her breasts looked creamy and pale in them. They spilled out from the edges and over the top and I lunged at her again, squeezing them with both hands and seeking out her erect nipples.

  Her fingers were in my hair, while I tugged at the fabric of her bra with my teeth. I had pulled it down and finally, her breasts spilled out in full view. Her rosy pink nipples were erect and aching for my mouth. She had her legs parted wide and I had wedged myself between them.

  I lowered my mouth to her right nipple and she moaned. I looked up at her, and our eyes locked as I parted my lips right over her nipple. She was watching me with her green eyes widened, following my every move. I stuck my tongue out and her lips parted. She looked like she was just as hungry for me as I was for her.

  My mouth closed on her nipple and she moaned louder. She watched me as I sucked. She tasted sweet and I could feel her body shaking underneath me.

  “Carl . . . oh my God, Carl!” she was moaning again and the more I heard her voice, the faster my mouth worked on her breast. I sucked and tugged and nibbled her peak before I smacked my lips away and moved to her other breast.

  She was rotating her hips underneath me. I knew she could feel my cock. It was throbbing hard in my pants and digging into the base of her belly while I worked on her left nipple. My hand squeezed her other breast, while I played with her. My tongue lapped her sensitive peak and she shuddered and shook underneath me.

  Her fingers were in my hair with a tight grip and then she moved her hands down until they were underneath my t-shirt on my back.

  “Take it off, Carl . . . I want to touch you,” I heard her murmur. I released her nipple from my mouth and straightened up.

  Her bra was bunched up underneath her breasts. She was naked for my taking and no girl had looked more beautiful than her.

  I took off my jacket and then my t-shirt and I watched her eyes grow wide. She liked what she saw. Her eyes roamed over my tattoos and my abs. She reached out her hands and I leaned towards her again.

  The palms of her hands were warm when she touched my chest. She was feeling me, drinking in the shape of my muscles. She looked so small and dainty, lying there on the bed. I reached out and unhooked her bra before pulling it off her. Her breasts bounced lightly and I stared at her stretched out naked body some more.

  “Carl . . . I don’t know what to do,” she said, and her eyes looked even larger. Her lips were parted barely, and I leaned over and kissed her again. I held her by her hair gently as my tongue explored her mouth.

  “Don’t worry, we can take it slow,” I whispered in her ear and she arched her back, pressing her breasts into my chest. Her body was as soft as cream, and I ran my hands over her again.

  She had seemed shy at first, but now she wasn’t afraid of presenting herself to me. Her breasts were thrust out and I cupped them again and squeezed.

  I couldn’t believe how beautiful she was, how lucky I was right now. She was a virgin, and the first man that she was choosing to be with was me. Nobody had touched her like this before.

  I released her and straightened myself again. I was staring at the spot between her legs, the secret magical spot that no person had seen. I reached for the buttons on her jeans and she moved her hips invitingly.

  “Tell me if you want me to stop,” I growled, in a deep voice. Virginia nodded, but said nothing. She didn’t want me to stop. I could barely control myself. I had to do everything in my power to not rip her jeans off and just thrust my cock into her. She needed time – this was her first time and I couldn’t just do that.

  Slowly, I zipped down her jeans and started peeling it down her legs. She was clutching the bed sheets tightly. Her breasts were rising and falling as she watched me undressing her.

  Her jeans were off, and now she was in nothing but her black lace panties. My cock throbbed in my pants and I felt like I could explode by just looking at her.

  ***

  This beautiful young girl was lying in bed naked in front of me, and despite all the experience I had with women; all I could do was just stand and stare. How was she the sexiest creature I had ever laid eyes on?

  She was staring at me, too, like she had no idea what to do or what I was going to do next. I wanted to do everything to her. I wanted her on her knees, I wanted her on the couch, spread eagle on the bed with her wrists tied to the bedpost. I also knew that these weren’t things that I wanted her to experience for her first time.

  Instead, I kneeled down on the carpeted floor in front of her legs and she raised herself on her elbows. She didn’t ask me what I was doing; it was like she trusted me completely.

  I grabbed her knees and squeezed and then gently parted her legs. I could hear her heavy breathing as I brought my face close to her. I wanted to prepare her first. I wanted her to experience her first orgasm with a man and just feel it in her soul.

  I touched her with a few fingers and she trembled under my hands. My fingers had found her sweet wet spot, covered by the lace of her panties and I rubbed gently. She was already wet for me, her body knew what to do even though she didn’t. With my thumb on her slit, I stroked her while my forefinger sought out her clit. It was already swollen and throbbing and she felt soft and delicate to my touch.

  Virginia moaned and sighed and then sank back down in bed again.

  “You don’t have to do anything. Just relax, close your eyes,” I said, in a low, deep murmur and she did what she was told. While I rubbed her pussy, she kept her eyes closed and breathed heavily. I could feel the stickiness of her juices through her panties. I rubbed and stroked her clit until I knew that she was throbbing and aching for me.

  Then, I started rolling her panties down her legs and I heard her gasp.

  “It’s okay,” I said, as I chucked her panties away. Even in the dim light of the hotel room, I could see that Virginia’s cheeks were a bright red. Nobody had seen her this completely naked before. I was staring at her perfect beautiful body, at that spot between her legs that I had fantasized about since I first kissed her on her eighteenth birthday.

  She was small, and her clit throbbed and was swollen as I looked. She was almost too perfect to touch. I could have just stared at her all night and that would have been enough. But there was no way that I was stopping now, not when I had already begun.

  I touched her again, this time feeling her soft fleshy folds in my fingers. Virginia moaned and moved her hips, and I teased her clit.

  “Carl . . . oh my God, please!” she squealed as I rubbed her harder. My forefinger entered her just an inch, and I felt my cock jerk. I knew the boxers were drenched in pre-cum. This was the hottest thing I had ever done, with any woman. Who knew that taking it slow could be so sexy?

  I could feel the sticky wetness of her juices. Her pussy was tight and small and I knew she wasn’t ready for my cock yet. Instead, I slipped my forefinger an inch deeper and she gasped again and moved.

  “Just relax, Virginia,” I said and slid my finger deeper. My thumb remained on her clit, teasing and rubbing it so that she was going to be ready to orgasm. With my other hand, I reached for her breasts again and pinched her nipples.

  She moaned and moved her hips. Her breathing was hard and slowly my finger slipped deeper and deeper into her and then I slid it out.

  “No! More!” she squealed, and with a smile on my face, I complied. I thrust my finger into her with force this time and she moaned loudly. I was picking up the rhythm, sliding my finger in and out of her while my thumb worked on her clit.

  Virginia was writhing underneath, rotating her hips, moaning as she worked her way towards an orgasm. My other hand played with her breasts, teasing her nipples, while my finger slid in and out of her tight sweet pussy.

  “Come for me, Virginia,” I growled, as my thrusting became harder and quicker.

  “Yes . . . Carl . . . I’m going to come!” she sq
uealed, and then I could feel her body shaking. She was biting down hard on her lower lip as her pussy exploded in my hands. Her juices trickled out of her, and my finger slid and slipped as I continued thrusting. She was moaning as her toes curled and I could see her pretty little face turning red as she came hard.

  It wasn’t until her breathing subsided, that I pulled my finger out of her. I straightened myself up, while she remained stretched out in bed. Her breasts were heaving and she was panting and out of breath. Some of her bangs were pasted to her forehead with sweat.

  “What about you?” she asked, in a small weak voice. I could see that she was already exhausted. She was watching me with wide, expectant eyes and I shook my head.

  “That’s enough for one night, Virginia. You should get some sleep,” I said and I slipped into bed beside her. We were lying next to each other, without touching. She was still panting, still staring at me like she couldn’t believe what had just happened.

  I knew what had happened. I had taken her virginity. She had just had her first orgasm with a man and I couldn’t believe that she had chosen me!

  ***

  When I woke up, Virginia was sleeping with her head on my chest. She had fallen asleep almost immediately after we had lain down together, while I had spent nearly the whole night awake and feeling guilty.

  Everything that had happened and was happening was wrong. I shouldn’t have allowed her to come into my room, I shouldn’t have undressed her or touched her. Also, I shouldn’t have allowed her to fall asleep in my arms like that.

  I couldn’t have slept for longer than an hour or two, drifting in and out of my dreams. But I hadn’t wanted to wake her either. She was asleep in the cradle of my arms and she had looked so peaceful there that I couldn’t move her. Not that I wanted to either. I just knew that it was wrong.

  She was still sleeping when I woke up, breathing peacefully as her eyelashes fluttered on her cheeks. This had changed everything. What we had shared wasn’t just an innocent kiss anymore. A part of me had been inside her. I had taken her virginity.