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

by Charlize Starr

  In my room at the hotel, I was holding my breath and trying to listen for her sounds in the room next to mine. I couldn’t hear a thing. I could imagine her though, her long chestnut hair falling over her bare shoulders, her sweet heart-shaped face and those eyes . . . those wide green eyes. I knew how soft her skin was, how light she was in my arms. My fantasies about Virginia were now out of control and I couldn’t do anything to keep them in check. It was like some secret door had opened in me again and every fantasy I had about her came tumbling out.

  I was ready to kick myself.

  How had I let this happen once again? And this time, I didn’t have the excuse of alcohol. I had kissed Virginia, in broad daylight, early in the morning, without a drop of alcohol in sight. I had kissed her because she was in my arms and totally irresistible.

  Since she’d gone to her room, I hadn’t even had the guts to check on her ankle. I had no idea if she was doing okay, and if she needed anything. I just wanted to stay as far away from her as possible, which was not really wise since I was in charge of her security.

  I couldn’t sleep. I was lying straight on my bed, staring up at the dark ceiling, and reliving every second of the kiss.

  This was a wilder, rougher kiss. Could it be possible that she had wanted it, too? That she had spent the past two years thinking about it? How could it be?

  I knew I was a good-looking guy, evidenced by the fact that a lot of women at a lot of bars threw themselves openly at me. The fact that I didn’t really have time for them had to do with my own personal past. But no matter how handsome some older women thought I was, I was a forty-five-year-old man. There was no way that a twenty-year-old found me attractive – not as attractive as I found her!

  I tossed in bed and realized that I had a raging hard-on. I couldn’t get the memory of her lips out of my head. She was so sweet and tender, with perfectly delicious plump lips, just ripe enough for the taking. She was gentle and delicate in my arms when I’d held her, so light and effortless to carry.

  How effortlessly would I be able to flip her over and thrust my cock into her pussy from behind?

  I growled and sat up in bed, angry with myself for every passing thought in my head. It was wrong. It was taboo. Apart from the fact that I was much older than her, she was my best friend’s daughter. Mike had trusted me. I was the only person he could trust with his daughter’s safety. What was he going to say if he found out that I was having wild thoughts about fucking his precious little princess?

  But those breasts. Fuck! I jumped out of bed and started pacing the room. Her breasts were the perfect size for the palms of my hands. When I had her in my arms, I had been so close to squeezing them. I could have just ripped her sweater and had her bare breasts in my arms. I could have pinched her nipples and had them in my mouth.

  My cock was throbbing hard and tenting my boxers. I couldn’t stop myself from stroking it. Just a little relief, just enough to make me stop thinking about her like this.

  She was in my arms, her mouth was in mine and I had taken possession of her lips. I could still taste her, but I wanted to taste something else. I was imagining what her sweet, tight pussy might taste like. What my tongue could do inside her, what she would look like when she came.

  My hands were inside my boxers, stroking my erect throbbing cock. I was standing in the middle of the room, with Virginia sleeping in the room beside mine. My cock was in my hands and I was stroking hard.

  I could picture her naked, her slender waist, her shapely legs. How soft were the insides of her thighs? Was she wearing lace underwear? Would I even fit inside her? She seemed tiny in my arms; how small was her pussy?

  I stroked harder and harder, until I was sweating in the cold and grunting because I was so close to coming.

  But I stopped. With my breath ragged and my nostrils flared, I plunged myself back on to the bed again. I didn’t want to jerk off to her. Correction: I wanted to jerk off to her, but I couldn’t.

  I just couldn’t get that thought out of my head—that she was Mike’s daughter. That my friend would kill me if he knew that I’d even touched her. It felt wrong to come to her, to fantasize about thrusting my cock into her.

  My cock was still throbbing, and my head was still filled with visions of Virginia’s naked body. I had been so good at controlling myself all these months. For two years I had managed to keep every fantasy at bay; I was able to distract myself. Now, with her in the room beside mine, after I had tasted her lips again—I knew it was going to be impossible to do that.

  My only hope now was that Mike figured shit out soon enough, so I could just take her back. After that, I would have to leave the country or something, just to get away from her.

  ***

  I had no choice but to see her at breakfast. I came down from my room to find her walking around the buffet tables and filling up her plate. Our eyes had met across the room, but she quickly looked away. The kiss wasn’t forgotten and neither was my behavior after that.

  I knew I had been rude to her. She was kissing me back but I had broken away from her and said very little to her since then. But I had to do something. I had to stop it before it escalated even more. The only thing that I could do in that situation was create as much distance between us as possible. Now I didn’t know if she was pissed off because the kiss had happened, or because of how distant I had been towards her since then. Either way, I could sense that the mood was tense between us, and I didn’t blame her.

  Virginia didn’t seem to have trouble walking, and I watched her as she picked up her choices from the breakfast buffet.

  I remained sitting at the table with slim pickings. I wasn’t exactly hungry, and I was feeling guilty about having almost jerked off to fantasies of her the previous night.

  She joined me at the table, and I noticed that she wasn’t meeting my eyes either. The kiss had ruined everything!

  We were both sitting in silence at the table, both toying with the food on our plates.

  “How is the ankle?” I dared to ask her. Our eyes met, and she looked like she couldn’t believe that I had said something. She forced a weak smile on her face and nodded.

  “It’s fine, it wasn’t really sprained, just sore for a few hours,” she replied and I gulped and nodded. Just one look into her eyes and I knew I was a goner. She was gorgeous and I couldn’t resist her. I hated myself for wanting to kiss her again.

  “Do you have any activity in mind today?” I asked instead, hoping that if we could keep the conversation going, then maybe I wouldn’t feel so uncomfortable. She shrugged her slender shoulders, and I couldn’t stop myself in time. My gaze had already traveled to her breasts. They looked full and big and I looked away with a jerk. Thankfully, she had been looking at her plate and hadn’t caught me staring.

  “I saw in the brochures that there are some hot springs around here,” she suggested and immediately I felt my body freeze up. I knew what hot springs meant—it meant that I would have to see Virginia in a bikini and that was not something that I wanted to do. Seeing her around me, fully clothed was bad enough. How was I going to handle seeing her nearly naked?

  “I’m not sure if I want to go to a hot spring,” I said, averting my eyes.

  “Why not? It’ll be fun and I’m cold here all the time. It’ll be a nice change to get warm a little,” she said. Our eyes met again, and there was that smile on her face. That smile I couldn’t resist. I’d been dreaming about it the whole night.

  “Are you cold in your room? I can talk to the management and get the heating fixed,” I said and she shook her head and smiled again.

  “The hotel is fine, but I thought that maybe we could enjoy what the hot springs have to offer. Would it be such a bad thing?” she said and I felt my throat go dry. She was going to win this one, I wasn’t going to be able to resist giving her what she wanted.

  “Do you think you’re up to it?” I asked, still trying to fight it and she laughed lightly.

  “I told you my ankle i
s fine, you don’t need to worry. And I promise you, that I won’t be running around in the hot springs,” she said, still laughing. I liked watching her laugh, it warmed my soul and made me feel strange. I had to look away from her because she was doing something to my body.

  I kept imagining sliding away all the plates and food from off the table and lunging at her. I was imagining tearing her sweater and taking her right there, on the table. She looked beautiful sitting there across from me, looking into my eyes with her long dark lashes fluttering on her cheeks.

  She wasn’t just a beautiful creature, she was a sweet, funny person and she deserved to be with someone her own age.

  “Sure, if you insist. We’ll go to the springs,” I said and drank a mouthful of orange juice, hoping it would wash away every thought I was having about her. Just as long as she didn’t mention the kiss, we were going to be okay.

  “But first we’ll have to go buy some swimwear. I’m guessing you haven’t come prepared either?” she said and my body stiffened again.

  “For a visit to the hot springs? No,” I stated and Virginia was laughing again.

  “Something tells me that you have nothing in your bag other than a couple of t-shirts,” she said. She’d caught me, but I couldn’t admit it. I shrugged my shoulders and picked up a piece of bacon and popped it in my mouth.

  “You’ll never know,” I said, in a mock-sheepish voice and she laughed even louder.

  “C’mon, hurry up, we have to go!” she exclaimed, jumping off her chair abruptly.

  “What’s the rush?” I said and took another sip of my orange juice.

  “We have to take you shopping!” she exclaimed, and I was glad to see that she was back to being herself again. At least one of us had been able to get past the kiss and just move on. It definitely wasn’t me, because I stared at her ass in her jeans as she weaved around the tables and hurried towards the doors out of the hotel.

  Chapter 7 – Virginia

  This was the sexiest bikini I had ever owned and Carl wasn’t so much as even looking at me.

  When I’d tried it on in the store earlier, I had a smile on my face. I couldn’t wait for him to see me in it. In a bright aquamarine shade, the two-piece had the tiniest bottom, and the top stretched menacingly over my breasts. This was the barest that he would see me.

  At the hot springs, which was pretty deserted, I had stepped out of the changing rooms and found him already submerged in the waters. As I walked towards him, I could see that he was on his cell phone and I hadn’t caught his eye yet.

  I kept my back straight as I walked towards him, with my breasts firm and stretched out. I wanted Carl to look at me, to see the way my body looked in the bikini. I wanted him to know what he could have because I wanted no man the way I wanted him.

  Even though I had walked over to the edge, right where he was standing in the water, he had still not looked at me. I knew I was trying hard just to catch his eye, just so that he would look over. My legs were endlessly long, my hair was tied in a loose bun at the top of my head and I entered the water gracefully.

  The hot soothing water lapped against my skin, sending goose bumps all over my body. Carl was shirtless, and I couldn’t really see his swim shorts, but what I could see was enough to make the knots in my belly tighten.

  I had never seen him shirtless before, and now while he was looking away from me talking on his phone, I took the time to admire his physique.

  He was a big man, with wide shoulders and an equally wide chest. I could see a cluster of tattoos on the right side of his chest, just like the one on his left bicep. His arms were muscular and strong, and I had proof of that from when I was in his arms the day before.

  His beard was neatly trimmed today, and even though he wasn’t looking at me, I could see that his blue eyes looked stormy and dangerous today. He was speaking gruffly to someone, and from the sounds of the conversation, it seemed to have been a member of his staff.

  I splashed around in the water, enjoying the warmth and also trying to get his attention. When some water splashed on him, Carl looked over at me, just for a moment and then looked away. His gaze didn’t linger on my creamy big breasts hidden underneath the tiny bikini top, nor did he bat an eyelid at my nakedness. He simply looked away and continued talking.

  “Well, get your shit together, Mickey. I’ve been away for like two days!” I heard him bark into the phone. I looked at him and gulped. His neck was wide and strong, the hand holding the phone to his ear was large and I wanted to feel it all over my body. I wanted to weave my fingers into the light tuft of dark hair on his chest. I wanted to feel the bristle of his beard against my cheek again as he kissed me. I was ready. I was so ready to give myself up to him, and he wasn’t even looking at me!

  After the kiss the previous day, I thought that he wanted me too. I knew that the fact that my dad was his best friend was a barrier between us, and I assumed it was why he had ended our kiss so quickly. So, a visit to the hot springs had been a suggestion to help him see that I wanted exactly what he wanted. I figured that if we were both nearly naked like this together, so close to each other; neither of us would be able to resist another kiss and to take it a step further.

  But now it seemed like my plan was a failure. He wasn’t even looking at me. No matter how much I splashed around in the water or sat in front of him with the gentle waves lapping against my breasts, Carl’s attention was entirely dominated by the phone call.

  He sounded arrogant, and bossy as he spoke to the person on the other line and I could feel my heart dropping. Carl had changed his mind, he had no interest in seeing me in a bikini, even though I couldn’t stop admiring his body.

  “Put Jenkins on the line! I want to hear what he has to say for himself!” I heard him bark into the phone and I looked away from him. I could feel the bottom strands of my hair getting damp in the water. Being in the hot springs was soothing but things weren’t working out the way I’d planned them. Carl was determined to resist me – he didn’t want things to go any further than an innocent kiss.

  “I’m going to have to get back and fix it myself!” I heard him shout again and then there was silence. I wasn’t looking at him, but I could sense that he had ended the call.

  I kept my face firmly turned from him, and from the corner of my eye; I could sense that he was still not looking at me. His strong long arms were spread out on either side of him as he held on to the edge of the pool. I could feel my throat going dry, as I began to realize that I was acting foolishly. I was throwing myself at a man who didn’t want me.

  I was just a stupid twenty-year-old who had read all the signals wrong. That kiss had meant nothing to him.

  ***

  We were back at the restaurant for dinner that evening. I had changed back into my usual outfit of jeans and a sweater, while Carl was in a t-shirt, jeans, and his trusted leather jacket. He looked just as handsome as ever, and the fact that he had barely looked at me in my bikini made me feel like I wasn’t even remotely attractive. What did I have to do to get him to look at me the way I looked at him? I was beginning to lose all hope.

  I should have been feeling fresh and rejuvenated after the hot springs, but I could feel myself giving up.

  I had been so excited for this trip, and I’d believed that I would finally be able to live my teenage fantasies out here alone with him. Other than the kiss, which had potentially ruined everything, nothing seemed different. I was just a girl and Carl was the man in charge of my protection.

  I wasn’t very hungry, while Carl seemed to be wolfing down his food. I looked at him from time to time, trying to think of ways that I could break the ice between us. We had been on a silent spell the whole day, only making casual conversation when necessary.

  I wanted to get to know him, I wanted to know what made him tick. He was an extremely difficult person to read and I wanted to crack him. Even though I was pretty sure that there was no hope left to make a connection with him, I made one last attempt.


  “How come you’re not married?” I asked. Carl stopped eating and looked up at me like I had slapped him across the face. His blue eyes narrowed on me and he finished chewing his food before he said anything.

  “Well, that’s quite a personal question isn’t it?” he said and I shrugged my shoulders. I was pushing the spaghetti on my plate around with my fork unenthusiastically.

  “I’ve always wondered, and now I’m asking,” I said and Carl took in a deep sigh.

  “Why have you always wondered that about me, Virginia?” he asked and our eyes met. He was challenging me with that question and I wasn’t about to back down. I had spent the past five years lusting after this man and it was time that I did something about it.

  “Because all of my dad’s friends are married or were married at some point and I can sense that you’re not the kind of guy who had trouble finding a woman to settle down with,” I said and placed the fork on the plate. Carl was still staring at me with his eyes narrowed. I could see that he was trying to decide whether to continue this conversation or end it. He sighed again and looked away from me.

  “There was one woman I wanted to marry. I thought I’d found the one. She was exciting and vibrant and intelligent and I could see myself spending the rest of my life with her,” he said. I could feel the pinpricks of jealousy under my skin and there was a lump in my throat. I didn’t really want to hear him talking about another woman like that.

  “So what happened? Why didn’t you marry her?” I asked.

  “She cheated on me. With my brother,” he replied flatly and started eating his food again like it didn’t matter. It had to have mattered! He hadn’t married anyone. I couldn’t remember him ever bringing a date to any of our parties. I was certain that he had never been in a serious relationship.

  “And since then you . . . ” I started saying, but Carl had interrupted me.

  “Enough about me. What about you? Are you seeing someone?” he asked and I gulped. I didn’t think he would be interested to know.