Daddy Boss

by Claire Bishop

  “Not really. She was so young that I don’t think she really even remembers her. I think the only reason she remembers at all is from me talking about her and from looking at pictures. I don’t think she has any actual memories of her mom,” I said.

  “Does that bother you?” Rachel asked.

  These things were a little hard for me to talk about. But I needed to be open with someone, and it was nice to get to know Rachel this way.

  “Not really. I think maybe it’s a little easier this way. But it was hard the first few times she asked me why she didn’t have a mommy,” I said and found that it was still hard for me to say that.

  “Oh, wow,” Rachel said. “I’m sorry if this is bothering you.”

  I reached across the table to place my hand on hers. I wanted to reassure her that there was nothing wrong with her asking questions and that I was perfectly okay with it. “It’s okay. I can talk about her and what happened a lot easier these days. Much better than I could after it first happened,” I said.

  Rachel smiled at me, and I’m sure she didn’t know what to say. A lot of people didn’t know what to say to me. Especially through that first year. They seemed to not know how to talk to me anymore, so they didn’t. That part sucked because I really could have used someone to turn to. But it was hard, and now it wasn’t so hard. Something in Rachel’s questions as bothering me though.

  “Have you ever lost anyone?” I asked her.

  She nodded her head, but the look in her eyes told me that she didn’t really want to talk about it. I’d been there before, so I didn’t pry. I didn’t want to push it any further and ruin my chances.

  Our food came out, and our conversation turned a little more lighthearted. Rachel told me crazy stories about her and Sadie. We laughed, and I really enjoyed myself. It was nice to be out with someone like that. No pressure at all and really no awkwardness either.

  “I have a lot of fun with you,” I said to her. I couldn’t help myself. I needed to let her know that I really did enjoy her company, and it just felt right to say it.

  I watched her face light up, and she smiled at me one more time. I loved her smile, so much. “I have a lot of fun with you, too. You and Nell. She is such a hoot.”

  I laughed at her use of the word.

  “What?” she asked.

  “I just haven’t heard anyone use that word in a long time,” I said. It was true, and I liked it. I liked that she liked to use all sorts of sayings. She looked so gorgeous, I really couldn’t get over it.

  I paid the check after fighting Rachel on it for a bit. I admired that she wanted to pick up the bill, or at least her half, but I just couldn’t let her do it. Afterwards, we left and went back to my house. When we got there, we stepped inside, and I looked at Rachel.

  “I can’t make the same mistake twice,” I said to her.

  I pulled her into me, and our lips touched. I felt sparks, something I’d never felt before. Not even with Whitney. It was the best first kiss of my life, and I regretted not kissing her sooner even more. We pulled apart breathlessly, and without saying a word, I led her to my room.

  When we got into the room, I pulled her into me and started kissing her again. My hands were in her hair as our lips moved in sync. Our tongues were encircling each other as my cock grew harder each second. I wanted her so bad. I wanted her more than I wanted anything. Pressing my cock against her, she pulled back and bit her lip. It was the single hottest thing I’d seen that day. My cock twitched in response.

  “Are you sure?” I asked her. I wanted to be certain that this was really something she wanted to do before we went any further.

  “Oh yes, I’m sure,” she said. Her voice was hot and full of lust, and I knew she was telling the truth.

  I brought my mouth back to hers, and we kissed some more and made our way over to the bed. I ran my hands along the sides of her body, and we started to undress. I helped her, she helped me, and before we knew it, we were sitting on my bed kissing, both completely naked.

  There was an ache deep within me that was ready to be unleashed. It had been a long time, and I was ready to feel her. I was so turned on.

  She was so sexy, with curves in all the right places. Her breasts were perfect. They weren’t too big, and they weren’t too small. Her nipples were perfect little round pink dots. I brought one into my mouth, and she let out a soft moan. My cock twitched in response. I brought the other to my mouth, and the same thing happened.

  “Ready?” I asked.

  She bit her lip and nodded her head.

  Chapter 20

  Rachel

  I was so turned on. Every time he sucked on my nipples I felt the desire deep inside me bubbling through. I just wanted to feel him, and finally, he was ready. I reached my hand down and grabbed onto his cock. It was so big. So thick, and long. I wanted nothing more than feeling him inside of me. I loved the fact that he kept asking if I was ready for this. It made me feel safe and secure with him. But that didn’t really matter at this moment.

  I ran my hand up and down the length of him, feeling every single inch. My hand barely fit around his thick cock. Our lips touched again, and we started kissing one more time. I felt his hands slide to my tits, down my stomach, and to my pussy. His finger found my clit and started rubbing it, back and forth, and up and down. He went slowly at first, and I matched his speed with my hand on his cock.

  He was so hard, and I was so fucking wet and ready.

  I stopped kissing him, pulled back and looked at him. “I want to feel your cock inside me,” I said to him.

  He smiled at me and then pushed me so I was laying on his bed. I moved back so my head could lay on the pillow and he spread my legs apart. I watched as he lowered himself down and brought his mouth to my clit. He started licking it, slowly at first, and then he started to pick up speed. He pressed my clit with his tongue and was licking it hard.

  “Oh fuck,” I moaned, as my hands gripped the sheet on either side of me. I felt so good the way he was moving his tongue down there. Up and down and then in circles. Then his finger found its way inside of me and that only made the pleasure that much more intense.

  “Oh my God,” I called out.

  He slid his finger in and out of me harder and faster. It felt so good and I could feel myself getting on edge. It’d been a while since I’d even had sex, but this, this felt like the first time. Actually, way better than the first time. Way better than anything I’d ever experienced.

  He pulled his finger out of me and sat up, leaving me whimpering and so close to coming.

  He got in between my legs and spread them apart, putting my legs on his shoulders. As he was holding my legs there, I felt him rub his cock up to my pussy. I could feel it pressing in, and I wanted it so bad I was trying to get it. Just then, he shoved it deep.

  His cock slid all the way inside of me, sending a jolt of pleasure through my entire body. I hadn’t felt a cock in so long that I’d almost forgot what it felt like. But his felt so good. Better than anything I’d ever experienced. He was bigger than I’d ever had before and I could feel his thick cock stretching my tight little pussy.

  “Oh my God. You’re so wet,” he said.

  I bit my lip as he continued to thrust in and out of me. He slid it all the way in, then drug it all the way out; it felt so good, I could barely stand it.

  He started to go faster, and as he picked up the pace, so did my moans. I couldn’t help it. It all felt too good. He let go of my ankles and leaned down so I could wrap my legs around his back. He was leaning down on top of me now, his cock still sliding in and out of me.

  “Oh my God,” I whispered in his ear. I bit down on his shoulders he started fucking me harder and faster. His cock filled and stretched me. I could feel myself getting closer to coming once again. I loved the feeling of his skin on my skin. I’d missed skin-on-skin contact so much. I loved feeling the weight of him on top of me. Holding me down at the end of the bed. I moved my hands and felt him grab onto t
hem with his. I opened my eyes, and he was staring at me. He held my hands down as he looked at me and fucked me. It turned me on so much.

  “I want you on top,” he said to me.

  He let go of my hands and pulled out of me. I hurt from the loss when he pulled out of me, only because I wanted him to stay. He was now on his back, and I flipped over and swung my leg over and straddled him. I slowly lowered myself down onto his cock. I felt my pussy come in contact with it and I didn’t even pause; I pushed on harder. Until he was fully inside of me, once again.

  “I love your cock,” I said. I started to rock my hips back and forth, and I went slowly because he was so deep inside of me that it hurt a little bit. But the pain was nothing compared to the pleasure. I would take that pain all day long as long as I had his cock inside me because it felt so good. It felt so good to have him stretch me out like that.

  “I love this pussy. You’re so fucking tight,” he said.

  I started to ride him faster. I loved how he was talking to me about my pussy. It turned me on so much. I moved my hips back and forth harder and faster, and I leaned forward placing my hands on his chest so I could balance myself on top of him better. I rocked my body back and forth feeling his cock’s slide in, out, in, out. I slowed down just a little bit so I could soak up the pleasure and enjoy it a little more. But I couldn’t do that for too long; I was so turned on and too close to losing control.

  I leaned back again and felt him go so deep inside of me. Then I leaned back even further so that I was at an angle on him. He put one hand on my hip and held his other hand on my chest, as I started to grind on him once again. I could feel his cock moving inside of me. Stretching the walls of my pussy and hitting the back of it. Hitting my sweet spot.

  I was starting to get close again when he moved his hand that had been on my chest down my stomach to my clit. He placed his thumb right on my clit and began to rub it back and forth. He did this fast and hard as I rode against him.

  “Your body is so fucking gorgeous,” he said. His hand gripped my hip harder, with his fingers digging into my skin, and all it did was turn me on more. It made me move faster and harder, and I could feel myself getting closer.

  I bit down on my lip, closed my eyes and proceeded to ride him harder and faster than I had been. He still was moving his thumb on my clit, and it was just pushing me closer and closer to the edge.

  “Are you going to cum for me?” he asked.

  Opening my eyes, I looked at him and nodded my head. I inhaled sharply as I moved my body faster. I was so close and couldn’t let this slip away. I was too close to turn back now.

  “Come for me, baby,” he said. His voice was rough and husky, and I could tell just by that that he was getting close to his own release.

  “Oh fuck. I love riding your big thick cock,” I said and bit my lip.

  I was still right on the edge. My muscles were tensing, and the pleasure was pulsating through my entire body. I wanted nothing more than to find my release. I move my hips, grinding harder on him, his cock pressed into my G spot. His thumb continued to massage my clit, and I was ready to feel the pulsating sensation. To feel the pleasure rush through my entire body and cause me to feel like I was floating through the air. I moved a little harder, a little faster. That’s all it took, and I was sent to a spiral of pleasure. My legs tensed up, my toes curled, and I threw my head back, calling his name.

  “Oh, James,” I yelled out, “oh fuck.” It felt so good, and all I felt was pleasure running through my entire body. I felt it in every bit of me, and every fiber of my being wanted to yell out. I leaned forward, my body collapsing on top of him as my orgasm continued to rip through me. I felt him wrap his arms around my lower back and he started to fuck me harder. His cock sliding in and out of my pussy hard and fast. I knew he was really close, and it felt so much better because I was still orgasming and he was fucking me through it.

  “Are you going to come?” I asked him. I made my voice sexy for him.

  “Oh, fuck yeah,” he said. Then I felt him thrust inside of me hard, then he paused, and I could feel his cock throbbing inside of me, just like my clit was still doing. I was coming down from my orgasm while he was going up from his. It was a magical combination of sensations and pleasures. It only served to intensify everything.

  I rolled off and laid down next to him on the bed. He rolled over and pulled me into him and held me, and we stayed like that for a long time. He whispered in my ear how amazing it was and I told him I felt the same. But honestly, I was kind of freaking out because I didn’t know what he was going to do next. He got what he wanted from me; what would he do now?

  I was worried about my job, which I really enjoyed. That fact that we had sex made me question whether I was going to be able to keep my job anymore. What had I just done? If this didn’t work out, I didn’t know what I was going to do. It took me so long just to get to point to even try this job, and if I lost it, I knew it would send me down into another deep depression.

  And Nell; what of Nell? An innocent little girl that I had grown so attached to. I was pretty sure she had grown attached to me as well. If things didn’t work out between James and I, what would become of my relationship with Nell? I was sure she would be crushed.

  “Was that okay?” he asked me. Even though his voice was calm and he was asking to make sure that the sex was okay, or even that it was okay that we done it, my mind was still reeling, my insecurities still bothering me. I couldn’t seem to quiet my mind.

  “Yeah. It was amazing. Was it okay for you?” I asked him.

  “Of course, it was. I liked a lot,” he said with a sleepy-sounding chuckle that made me feel sleepy as well. It wasn’t long before I was rescued by sleep and all my doubts were muted, at least for the moment.

  Chapter 21

  James

  I woke up the morning after having sex with Rachel for the first time, delighted with her snuggled up against me. It had been a long time since I’d held a woman in my arms like that, and it felt good to have her there. Her warm naked body pressed into mine. But something else was bothering me. Even though my wife had been gone for two years at this point, I still felt like I was cheating on her in a way. She was no longer here, no longer alive even, yet I felt unfaithful. Could I be doing something wrong by laying here in my bed with this beautiful woman?

  Trying to push the guilt out of my mind; I didn’t want to feel this way. I didn’t want to think about Whitney now, but I couldn’t help it. I felt like I was doing something so wrong and I just wanted the feeling to go away. Intellectually, I knew it wasn’t so, but I couldn’t get past the feeling.

  Rachel’s eyes fluttered open. I kissed her forehead and tossed all of my doubts out the window. Because I wasn’t cheating on her. Whitney had passed away, and she wasn’t coming back. I had every right to move on, and I was choosing Rachel to move on with. I was glad I had waited for someone special, and she was totally worth it.

  “Good morning, beautiful,” I said to her.

  She smiled at me, “Good morning yourself, handsome.”

  She looked absolutely gorgeous. It was first thing in the morning, with her hair a mess and her makeup smeared. But it was the most beautiful image of her I could recall, and I wanted to hold her like this forever. I didn’t want to move or otherwise interrupt this moment we were sharing. We looked into each other’s eyes, and I felt like a brand-new me. Better than I’d felt in a long time.

  “Do you want some breakfast?” I asked her.

  She nodded her head, and I knew she might be too tired to talk. I kissed her head once more and got out of the bed, trying to hide the morning erection I had.

  “Is that for me?” she asked with a small laugh.

  I laughed with her, all awkwardness gone. “Let’s get some breakfast first,” I said, as I pulled on a pair of boxers and some sweatpants, then headed to the kitchen. A few minutes later I heard Rachel come down the hallway as I was pulling a couple pans out of the cabinet.
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  “Do you need any help?” she asked me.

  I loved that she was asking me that. I turned towards her, and said, “No, I don’t. You can just sit and relax,” I said. I didn’t want her to help me. She was the guest in my house after all. I wanted to cook breakfast for her, especially for this first morning after.

  “Are you sure?” she asked.

  I nodded my head at her and pulled the eggs out of the fridge, along with some bacon and pancake mix. I whipped up a quick breakfast of bacon, eggs, and pancakes.

  “You’re okay about last night, right?” I asked her. I wanted to make sure she was still okay with everything, and that I hadn’t messed anything up. The most important thing was to keep things okay between us and not awkward. Not that they were, but I just wanted to be sure.

  “Yeah,” she nodded, and then quickly looked down at her pancakes. I immediately knew something was wrong.

  “Are you sure?” I asked her, and my stomach dropped. I hope more than everything that she didn’t regret last night. I didn’t regret last night and would seriously hate it if she did. This woman was truly something else, and I didn’t want to lose her already.

  With a look a resignation, she said, “Well, honestly, I’m nervous something is going to happen between us now and I’m going to lose my job,” she said. I was glad she told me the truth. I needed to know her feelings, and had concerns myself about where we would go from here. I found her honesty refreshing.

  “You don’t need to worry about that. You’re not going to lose your job. And Rachel, if you don’t want to make this anything more than it is because you’re not ready, we don’t have to do that.” I knew I liked her, but I didn’t want to rush her into anything. I even wondered if I was ready. This hit us both out of nowhere in a way. Maybe that was the beauty in it, though, but I just wasn’t sure.