The Daddy Dilemma

Home > Other > The Daddy Dilemma > Page 72
The Daddy Dilemma Page 72

by Tia Siren


  I arched my hips back as she reached her hand into my pants. I made sure to focus on the road and keep the car steady. Focusing became difficult when I felt her hand wrap around my cock and pull it out.

  “Wow,” she gasped. The way she spoke was soft, barely above a whisper. Her hand gripped me by the base, squeezing it. She wasn’t stroking it or working it with her hand. She was simply staring at it. Admiring it. “It’s definitely bigger than the dildo. I guess you weren’t the model, after all.”

  “Right in one,” I said, careful to keep my eyes on the road. I wasn’t sure what was going to happen next. I knew what I wanted, but I wasn’t going to ask. I wanted her to do it of her own accord. I wanted her to want to do it.

  A moment later, I heard the distinct sound of her seat belt unbuckling. Kendra leaned forward and wrapped her mouth around my hard, throbbing cock.

  Her mouth was warm and wet as it enveloped me. Her tongue swirled lightly around my head, and I inhaled sharply. Concentrating on the road became difficult. Every part of me wanted to look down and see Kendra’s beautiful face bobbing over my cock. It was something I’d dreamed about for more than ten years, ever since that night at the lake. I never truly believed something like this would ever happen between us again. It felt so damn good, it was almost worth waiting all those years.

  Her moist lips gripped the head of my cock. Her tongue, so soft and wet, ran along the slit of my head, massaging my hole, licking it gently. Her head began to bob up and down, and she took me deeper in her mouth.

  My breathing turned ragged. I lifted my hips as she pushed her head down further. Her thick, ripe lips slid down my shaft, slowly swallowing every inch of me. Then she pulled up, stroking me up to the swollen head of my cock before plunging down to swallow me whole again.

  Kendra fumbled around in the dark car, and pushed her seat as far back as it would go. She had enough room to fall to her knees in front of the seat. Then she was back on me, and I knew that I was in for one hell of an experience.

  Chapter 8

  Kendra

  His dick was even bigger than I remembered it being. When I first saw that dildo the previous night, I’d worried that I wouldn’t be able to fit it in my mouth. That fear was a thing of the past, considering the throbbing beast in front of me.

  On my knees and leaning over the gear shifter, I filled my mouth with his thick, pulsing cock the best I could. It was huge in size, and my jaw creaked as I opened my mouth as wide as I could. Every time I pushed it further down my throat, I struggled to suppress my gag reflex. It was a challenge, but I wanted this intimate reunion to be special.

  My hand gripped the base of his thick shaft and squeezed it firmly. I ran my mouth over the tip of him. His cock pulsated in my mouth, like I could feel his heart beat through it. Every time the tip of my tongue ran over his head, his whole body shook from the feeling.

  His breathing quickened, turning me on something fierce. To think I’d been imagining this happening earlier in the day. That felt like a lifetime ago. Although the frustrated ache between my legs was back in full force, urging me on.

  I opened my throat to swallow his head, sucking the whole thing like a lollipop. Only this was so much better than a chocolate dildo. This was the real thing, and it tasted even sweeter. I pulled my head back and licked my hand slowly. Then I wrapped it back around his shaft, working my hand back and forth. His body tightened with every stroke. I plunged his thick head between my lips while my hand caressed him. He was more than big enough for me to do both.

  The night had turned crazy, quickly. This was so unlike me. I’d never really done anything like this before, so spontaneously and out of left field. But Grant was just so damn sexy, and for some reason, I wanted nothing more than to please him. His body tensed up and his hand gripped itself around my head. I knew he was close. I prepared myself to take his load.

  Warm, sticky come erupted from the end of his cock. I kept my mouth wrapped around his head, milking pleasure from him. Even when he finished, I kept myself there, making sure to suck every last drop out of him. I pulled myself away from him and tucked his cock back into his pants. I was sure this was one blowjob Grant would never forget.

  I had never felt more confident.

  --

  My initial fear was that after giving him head on the drive, he would change direction and take me back to my apartment. It wouldn’t be the first time a man had changed his mind once he had shot his load. And considering it was Grant, I would not have been surprised. Once I finished and was back in my seat, not a word was spoken. Grant remained silent as he drove, navigating through the dark streets with a steely determination.

  It was only when we pulled in front of a very expensive looking apartment building that I was sure he was taking me back to his place. Obviously, he wasn’t done with me.

  We took the elevator to the top floor, where Grant’s penthouse was. The inside of his place was divine. I had never in my life dreamed that I’d ever step foot in such a lavish home. It was one of those apartments that you only saw in the movies, or on the front cover of designer magazines.

  The entire back wall was made of glass, giving the apartment a view over the New York skyline. The furniture was modern, and the layout was open, yet welcoming. At first, I assumed it to be a one-story apartment, but as I entered, I noticed a winding staircase that led to an open loft, containing the master bedroom. That alone was bigger than my entire apartment. That wasn’t including the kitchen, the balcony, or the hot tub.

  “You like it?” he asked.

  “It’s incredible.”

  “You should see the bedroom.”

  It wasn’t really a request, but a demand. I was more than happy to take it. I remembered that joke he made about me being on the clock, how he was still my boss. I chose to act accordingly.

  He followed me up the stairs, directing me into his room. The moment we were inside, he stopped me. I started to turn around and face him, only for him to stop me. He pressed his body up against mine from behind. His warm breath tickled the back of my neck. Goose bumps pebbled my flesh.

  “Honestly,” he whispered into my ear, nibbling it as he did. “Every inch of you is sexy.”

  He kissed the back of my neck, and his hands made their way to the clasp of my dress. Then, without asking permission, he unzipped it. I savored the release of my body from the tight dress, enjoying the cool air whipping at my naked skin as the dress fell in a clump at my feet.

  Still behind me, Grant ran his hands down my back, just the tips of his fingers on my skin. The barest touch. When he reached my ass, though, he gripped both cheeks in his strong hands and squeezed as hard as he could. He let out a low groan as he did, pushing his body up against mine.

  “Your curves. God damn.” His voice was a faint whisper in my ear.

  Again, I went to turn around, only for him to stop me. He kissed the back of my neck, and his hands worked their way around my front, cupping my breasts in his hands. I thought back to earlier in the day when I thought about how much he would love them. And as he kneaded them in his hands and pinched my nipples, I knew that he did.

  I tried to turn around for a third time, only for him to stop me again. This time, however, he pushed me forward until my knees hit the bed. “Get in,” he commanded. And I did.

  I crawled forward on the bed, my ass sticking up in the air. Any amount of self-consciousness I may have felt evaporated when he sucked in a long breath of air, like he enjoyed the sight of me. His hands trailed over my ass, massaging my flesh delightfully.

  I felt a sudden punch, and I yelped in surprise. I glanced over my shoulder to see that he had bitten my left cheek. Then he did it again, eliciting another sound from me. This time, it was a moan of pleasure. Then he leaned back and spanked my ass hard. I shrieked, but it tapered off into a groan of ecstasy, as I realized how much I actually enjoyed it.

  “Did you like that?” he asked.

  “Harder,” I responded. I buried my face i
n the bed, readying myself for the slap. Grant’s hand smacked my ass even harder. I bit into the bed sheets to muffle my cry. My flesh stung where he’d hit me, but it tingled with warmth, too. It was a heady mix of pain and pleasure I never knew I liked. I waited for Grant to spank me again, but he didn’t.

  I wasn’t sure what he was doing behind me, but then I felt it. His tongue slipped itself between my lips, licking me inside until it found my clit. His nose was buried deep in my ass, and I could feel him breathing me in as he licked my dripping wet lips. All the while, his hands squeezed down on my ass, digging his nails in.

  As he worked my clit with his tongue, my body began to respond. A warm shiver worked its way up my legs and through my body. My knees shook, and my breath came in ragged pants. I could feel myself about to explode. And then he stopped. But not for long.

  He kept one hand on my back, ensuring that I didn’t turn around. I heard his pants unzip. I knew what was coming and braced myself, not knowing if I was ready, but knowing I wanted him so badly I didn’t give a damn.

  My whole body clenched in anticipation. A dull, emptiness throbbed inside me, desperate to be filled. We’d never gone all the way in high school. We’d done plenty of other stuff, but not that. Now, after more than ten years apart, we were about to take that final step.

  A second later, I felt the thick head of his cock press against my aching entrance. His girth probed into me, parting my lips in a way I’d never experienced before. I arched my back and spread my legs more. He drove himself forward, entering me.

  It was like nothing I had ever felt. So thick. So hard. So long. I swallowed him whole, too, willingly opening myself as he pushed himself forward. My lips sucked around his shaft, letting him slide in as deep as he could go. Then he pulled back all the way, only to drive himself forward again.

  “Holy shit!” I moaned as he punished me. Back and forth he moved. Back and forth. Back and forth. Each time he entered me, it was like the first time. When he slammed into me, my knees buckled and he knocked the breath from my lungs.

  His hand went back and slapped my ass. I screamed, so he did it again. He ground into me, increasing his speed. As he did, his grip on my hips tightened, and his movements became jerkier. I knew was what coming.

  “I want it inside of me,” I said through a mouthful of bed sheet.

  “You want whatever I’m going to give you,” he replied, pumping harder and faster.

  Harder. Faster. I gripped both sides of the bed. I arched backward and tilted my head back. He exploded inside of me. Warm, sticky come filled me. I could feel it erupting from him as his body seized up and he gripped me even harder. I could feel it dripping down my thighs.

  And then it was over. The moment he came, he fell backward, releasing me. He then stumbled toward his bathroom without saying a word.

  --

  After we were finished and as we laid in his bed, I felt nothing but confusion. My confidence soared higher than ever. All night, he told me how much he loved my body and my curves. Then, he proved it. I had never had a man appreciate my hips and butt the way that he had, and it left me feeling sexier than I ever had.

  But on the other hand, I also felt dirty. The sex was purely one-sided in nature. He didn’t fuck me to get me off, but to get himself off. I was a hole for him to shove himself in. If for one moment, I thought otherwise, he quickly dispelled that illusion with how he treated me.

  As a result, I had no idea what to think or how to feel about what just happened.

  And then, as if to add insult to injury, he rolled over and spoke to me for the first time since he came. “Just so you know, the overtime will show up on your next paycheck.”

  Was he joking? Was he trying to be funny? I was left bewildered. Even more so by the fact that he chose that moment to roll over and go to sleep. I was glad that he was sleeping actually. If he were awake, he would have noticed how upset I was.

  I didn’t want him to have that power over me, too.

  Chapter 9

  Grant

  Jack’s club was busy tonight. Much more than I expected it to be, considering it was a Tuesday night. I had only gone in the first place because I assumed it would be a quiet night. But, as Jack informed me the moment I arrived, it was ladies’ night and that meant one thing.

  “God, the amount of tang in here tonight is unreal!” Jack shouted into my ear as I pulled up beside him.

  The club was Hot Damn, and it was one of the many that Jack owned. On the weekends, it usually catered to a higher-class clientele, the type that had money to burn, but during the week, it became a free for all. Which was probably another reason that it was so packed.

  I was glad for Jack. He’d be raking in money tonight hand over fist. And the crowd wasn’t a problem for me anyway. It was Jack’s club so we were able to escape into the VIP section, away from the masses. The VIP section was its own private balcony, overlooking the dance floor below. It had its own bar and its own set of thirsty women for Jack, myself, and the other VIP’s to enjoy.

  “Seriously!” Jack yelled into my ear again. I was barely paying attention to him. “What is with you tonight?”

  The moment I arrived, Jack pulled me upstairs and bombarded me with gaggles of drunk women. They had names like Cherry and Crystal, and from the looks on their faces and the outfits they wore, they were at the club with one thing in mind. But, despite all that, I just wasn’t interested.

  “It’s the new store,” I shouted back. “It’s got me preoccupied!” That was only half the truth. Although it was the store that I had been thinking about, there was one aspect of it in particular that had my mind working overtime.

  “Oh yeah? I thought that was all taken care of? You got the hiring out of the way, right? What was it? Kendra, right?”

  “Yeah. I figured that out a few days ago. She agreed.” I really didn’t want to go into detail about it with Jack of all people. This was because I knew he would want to know one thing.

  “You fuck her yet?” he asked bluntly. As he did, one of the girls, it may have been Amber, fell onto his lap. He wrapped his arms around her waist and kissed her on the back of her neck as he did.

  I was glad for the distraction. I was a pretty useless liar, and I knew that he would be able to read my face like an open book. As such, I chose to look away toward the dance floor, rather than answer.

  “That’s a yes,” Jack laughed. “I haven’t seen this one before though. She must be something, to have you acting this way. I might have to come in and—”

  “Don’t,” I warned before even realizing that I had. “I mean... it’s my new business. Please don’t come in to the store looking to score? Okay?”

  Jack stopped laughing. Instead, he stared at me with a concerned look on his face. So concerned, that he even pushed Amber off his lap. He swiveled in to better look at me. “You’re not... you’re not falling for her again, are you? Tell me you’re not falling for her? Oh please, tell me you aren’t—”

  “I don’t know!” I shot back. I could feel my blood rising as Jack taunted me. “You know how she broke my heart back in high school? Maybe these are just leftover feelings, you know?”

  “You want my advice?”

  “Not really.”

  “Revenge pussy. It’s the best kind. Sleep with her. Use her, and kick her out when you’re done. Better yet, if you can somehow recreate the way she dumped you, all the better!” Before I had a chance to reply, another two girls approached Jack, grabbing him by the hands and pulling him up. He didn’t even try and fight it.

  I was glad they distracted him. I needed a chance to think. The truth was, I had no idea how I felt about Kendra. The sex the other night was unreal, for me at least. She was so god damn sexy that I could barely control myself. The way I acted afterward wasn’t ideal. I knew I could have handled that better, but I could sense myself opening up to her. I had to stop it before it began.

  I just wished that it was easier, and that I knew how I felt.

&
nbsp; As Jack danced around the VIP section, making out with the two girls, and really, any of the other girls that were there, I turned my attention to the dance floor below. It was a writhing mass of bodies, all moving in rhythm to the music. Usually, I would scout the floor for a potential target before making my move. But not that night. That night, I just couldn’t get into it. Just then, a curvy woman caught my attention. Damn, she was hot. Although she seemed familiar. Holy shit.

  It was Kendra on the dance floor with a friend of hers. I had no idea how long she had been there, but now that I had spotted her, I couldn’t take my eyes off her. She looked good, too. Dressed casually in a pair of tight jeans and a black tank top, her hair in a ponytail, I couldn’t believe it took me so long to spot her.

  I wasn’t the only one either. Judging from the way the other men on the dance floor slowly made their way closer and closer to her and her friend, I could tell that they were all equally as enamored by her. And really, how could they not be? She was fucking stunning.

  What was odd to me was how much I hated it, too. Watching the other men move toward her, readying themselves to pounce, left me with a churning feeling in my stomach. There was one guy in particular. A sleazy looking grease ball that I could just tell was working up the courage to approach. All I wanted to do was walk down there and punch him in the face.

  Unable to watch any longer, I was on my feet, making my way from the VIP section down to the dance floor. I pushed through the masses of people, not caring how rude I was being. Not caring that I knocked people down or stepped on toes. I had to get to Kendra before anyone else did.

 

‹ Prev