Stroke It

by Ivy Jordan

  His cock was hard, and it stood up ready for me. I couldn’t take my eyes off him. I had thought about what he would look like naked, and I wasn’t disappointed. I had been right about his cock; it was nice and hard, thick enough to cause me immense pleasure. I fumbled with my bathing suit. I took off the top quickly...maybe too quickly, because he laughed. He bent down and pulled off my bikini bottoms and stared down at me.

  “God, you are so beautiful. What a sexy girl you are, Hailey.”

  He touched my pussy and smiled down at me. I had already grown wet with anticipation; I couldn't have been more excited to have him so close to me. I could see his cock and ached for it. I needed him badly, and just seeing his cock bob before me was enough to get me excited.

  “Your pussy feels nice, Hailey; you're so wet.”

  I moaned as he pushed a finger inside my pussy and finger fucked me. My eyes fluttered. God, that feels so good. I couldn't believe what was happening to me. I couldn't even think straight while he was touching me.

  Am I really going to let him fuck me? I smiled as I thought about it. Yes, I was. I was going to let Caleb fuck me. I didn’t care about anything else right then. Hopefully, he fucked me really good. Who was I kidding? Of course, he was going to fuck me good. Look at the man; he was built to fuck me good. “Mmmm, that feels so good, Caleb.”

  He bent down and smiled. I crushed his mouth with a kiss seeking out his tongue, sucking on it. The sound of his resulting moan thrilled me. I loved pleasing him and wanted to do more of it. I wanted to taste every inch of him. I needed his cock, though, and I was going to enjoy every minute of it. He continued to kiss me as he finger fucked me, and I was bombarded with waves of pleasure from his fingers as I enjoyed his kisses.

  He took his fingers out of me and put his hands on my bottom, squeezing it tight. I loved feeling his hands on me. I couldn't believe how turned on I was by his touch. I kissed his jawline, nipping at his throat. He growled, and I bit him even harder. My hands found his cock as I played with his balls before bending down. It looked incredible before me, and I ached to have it in my mouth.

  He let out a long moan as his hands were lost in my hair. I sucked hard while massaging his balls. I loved the power I had when his cock was in my mouth. I controlled the pleasure that he got at that moment. His cock hit the back of my throat, and he called out my name.

  My name had never sounded so wonderful. His voice was more of a growl, and it was just what I needed to make me even wetter. I moved in rhythm over his cock starting off slow then picking up the pace. My mouth moved onto his cock slowly at first and then his cock pounded into my mouth. I didn't want to make him cum right away, so I kept slowing things down.

  “God, Hailey, that feels incredible. Wow, that is so good.”

  I continued to suck him, twirling my tongue around his tip. His cock was hard in my mouth and taking it in brought me so much pleasure. I could feel myself getting wet all over again.

  “Darling, I need to be inside you. Hailey, I'm going to fuck you so good. I can't wait to give you my cock.”

  I slid him out of my mouth gently as he pushed me back on the bed. Seeing the fire in his eyes, I knew I was in for a night to remember. I lay back down onto the bed, spreading my legs for him. He looked at my pussy as if he was falling in love with it as he climbed on top of me. He finger fucked me fast, enjoying the look of ecstasy that came over my face.

  “Oh, God... Caleb, come inside me, please. I want you so badly.” I marveled at the fact that I was doing something I never would have considered before, but things with Caleb seemed so normal that it shouldn't be any other way. I was more than happy to be fucked by him – in fact, I was aching to have his cock inside me. I couldn't wait any longer.

  Resting my feet on his shoulders, he plunged deep inside me. I gasped as the full length of him went inside me, pumping in and out. I called out his name, which seemed to drive him mad. Everything about that man was incredible. Everything that I could ask for in a man.

  “You feel amazing, Hailey; I can't get enough of you. What a tight pussy you have.”

  I could barely think as waves of pleasure washed over me continuously. I had lost all ability to think and reason. I only saw him, felt him, and I had never felt so complete. I felt a tension build up inside of me, and I came on his cock, releasing an orgasm so strong it rocked my body.

  He moved slowly and then gained some momentum. He pumped inside of me repeatedly until I felt another build up happening. I couldn’t believe how good he felt. It had been so long since I had sex that I had forgotten how wonderful it was to feel so close to someone. I couldn’t have asked for a better lover. He felt incredible all around me, and I felt faint as he pushed into me again and again.

  “Oh, Caleb,” I moaned. I could take his cock every single day; he felt incredibly amazing.

  I felt the build up increase, and I moaned as another orgasm took me over. I couldn’t get enough of him. He moved inside of me harder, and I called out his name. “Oh, Caleb, wow, that feels so good.”

  He was looking down at me with a smile on his face. “God, you look incredible when you orgasm.”

  I smiled up at him and couldn’t remember the last time that I felt so good. The idea that there would be consequences to that moment didn’t cross my mind. I needed him more than anything. I needed to feel fulfilled, and he was the right man for the job.

  “Oh, Hailey, I’m going to cum.”

  I groaned as he said those words, they sounded so hot. He came soon after and moaned loudly. He bent down and fell exhausted onto my chest. I kissed his head gently, putting my fingers through his hair. I felt so satisfied, I could have fallen asleep right then and there.

  “That was amazing,” he murmured.

  I smiled. “I'd say. Drinks and sex... Well, thank you very much, Caleb. Talk about a night to remember.”

  He chuckled. “I'm glad you enjoyed it.”

  I lay there feeling dizzy from the booze and the sex. He had felt so amazing between my legs – it was more than I could have asked for. He got up to use the bathroom, and I rolled over in bed, resting my head on the pillow. My whole body was warm from him, and I had a smile on my face. I had not felt that good in such a long time. Thinking of his hard body riding above me was the last thought that came into my head before I passed out.

  Chapter Twenty-One

  Caleb

  Rolling over in bed, I worried that I would vomit. My head felt like it might implode on itself, and I just laid there feeling like hammered shit. In my experience, the best thing to do for a hangover was to eat something greasy and have some coffee. I would, of course, add my special shake to the mix to help with the situation.

  I always regretted drinking so much when I woke up feeling like death. But it sure didn’t stop me from doing it in the first place.

  When I opened my eyes, I saw Hailey beside me, looking more beautiful than she had ever looked before. The night before came crashing back, and I couldn’t help but smile. It had been the best sex that I had in awhile – and I knew good sex. We had both gotten way too drunk, and things got out of hand.

  The smile left my face as I wondered how she was going to feel about the whole thing. Not good, probably. In fact, there was a very good chance that she was going to be mad. I rolled onto my back, deep in thought. She would want to kill me; she might blame the whole thing on me. Technically, I was her boss, and I definitely should have known better.

  Will she quit and return to Georgia? The thought that I might have fucked up my situation it didn’t sit well with me, at all. I had a hard time regretting the night before, but I knew I would if she ended up leaving me and the job. That was the absolute worst thing that could happen. I needed to think of a plan, something to say to her that would make her stay, no matter what her reaction was. Though if she was pissed, there would be very little that I could do to stop her from walking out the door.

  I silently got out of bed. I thought it was best to not be in the bed w
hen she woke up. That could be an ugly scene. She could feel however she wanted to feel and then meet me in the kitchen for breakfast. I made my way to the bathroom. I slipped into a pair of jogging pants and a t-shirt and left the bedroom.

  I hoped she would wake up feeling as great about the night before as I did, but I knew that was asking a lot. Heading into the kitchen, I saw the open liquor bottle and the shot glasses. My smile widened as I put the cap back on the bottle and set it in the cupboard. I placed the empty shot glasses in the kitchen sink and wiped down the counter.

  It was like it never happened – and yet it did. I was so glad that it had happened. It was seriously an awesome night. I considered texting Matt to tell him about it but thought it was best to wait and see how Hailey reacted to the whole thing first. That would change the story that I told him.

  Opening the fridge, I glanced inside. There were bacon and eggs, which sounded like a great breakfast. I could cut up some fruit, as well. I pulled out some strawberries and pineapple and set them on the counter. I went about fixing a pot of coffee so that it would brew while I cooked. The whole time I cut up fruit and kept an eye on the bacon in the pan, I couldn’t stop thinking about Hailey’s long legs and round bottom. She was extraordinary in so many ways.

  She walked into the kitchen just as I was finishing the eggs, and I smiled at her. She looked at me sheepishly, a deer in the headlights look about her.

  “Good morning.”

  She sat down on a stool at the counter and didn’t say anything. Oh, shit.

  “I hope you are hungry because I made a ton of food.” I grabbed a couple of plates and started nervously filling them. I didn’t know what else to say because she wasn’t saying anything herself. I worried that she was thinking of different ways to kill me.

  “Caleb?”

  I froze while filling the plates and turned to look at her. She held a worried expression, and I set down the plate.

  “Yes?”

  “About last night.”

  I held up my hand. “Before you say anything, I just want to say that I know it was irresponsible and it wasn’t what you came here for. I don’t regret a moment of it, but I know that it complicates things a bit since you work for me.”

  She nodded. “I just can’t be having sex with you while we’re working together. I just don’t want to feel like I’m getting paid for that.” She looked down at the counter, and my face burned red.

  “Oh God. I’m sorry, Hailey. Trust me, that is not how I see last night at all. It was just sex; it’s no big deal. I certainly don’t expect that as part of your job.”

  She looked up at me and nodded. “Good. Sex is sex, that’s all it was.”

  I smiled. “Did you at least enjoy yourself?”

  She smiled back at me, and I was starting to feel less like I would be murdered. “Yes, I did. It was great, actually.”

  “Damn right it was; it was amazing.”

  She laughed awkwardly, and the air in the room was becoming less tension filled and becoming more relaxed.

  “Are you hungry?”

  “I’m starving.”

  I nervously got her a plate together and set it in front of her. I then poured her a cup of coffee and set it down before her. I watched as she added cream and sugar to it, and she seemed to be okay with the situation. She got up to go to the fridge and grabbed a carton of orange juice and brought it to the table. I got myself a plate of food and a cup of coffee and sat down across from her. She focused on eating for awhile, and I dug in, as well.

  We both sat there eating, lost in thought. I felt awkward about the whole thing, but there really wasn’t anything left to say. At least she wasn’t planning on leaving. I would just play things off like last night didn’t matter that much. There was nothing else left to do.

  “I’m going to wake my sister up, make sure she’s not dead.”

  “Oh shit, I forgot all about her. It’s a good thing I made lots of food.”

  I got up to make another plate as she went to find her sister. I was glad we got the sex talk out of the way before her sister was in the kitchen. Though, I was sure the two of them would talk about it later on. A few minutes later, a rumpled Mandy came walking into the room.

  I laughed at the sight of her, “Feeling that good? Food should help.”

  “I feel like death warmed over... I’m worried that food won’t stay down.”

  “Well, try anyway.”

  I put a plate of food and a cup of coffee in front of her and resumed eating myself. It was silent and awkward around the table. I looked up at Hailey.

  “Do you have stuff that’s being delivered from Georgia?”

  “No, we decided to leave everything there in storage, especially since the apartment is already furnished. We are actually thinking of moving to LA after the job here is done. It just makes sense for me to be there for my career.”

  I nodded, “Yeah, of course. So, aside from furniture, is there anything that you do need?”

  “Well, we need cutlery and plates, pots and pans, stuff like that,” she said as Mandy nodded at her.

  “No problem. Get whatever you need. I’ll give you a credit card, just work within twenty thousand.”

  She laughed, “That seems a bit excessive, don’t you think?” Mandy’s eyebrows were so high that I wondered if they would fall off her face.

  I smiled, “I have no idea. I’ve never shopped for an apartment before. Mine was taken care of for me. If you have money left over, then by some shoes.”

  She smirked, “Okay then.”

  “How often do you think you might stay at your sister’s apartment?”

  “I would like to stay there sometimes. I will be here whenever you need or want me to be, though. I don’t mind. I will deal with it, but, yes, I did plan on spending some time there, especially during the times when you are busy.”

  “Okay, I guess I can understand that.”

  “Thanks. I’m glad you understand.”

  I smiled. The sooner we got over the awkwardness of the night before, the better off we would all be. I didn’t want her to feel uncomfortable around me, at all. I wished we were in the kind of situation where we could have had morning sex, but that was definitely a tall order at the moment. I was lucky she didn’t storm out of the house that morning.

  I was happy she was willing to let the whole thing go and stay with me. I would have hated to have to tell Matt that she left because I was an idiot and fucked the whole thing up. I didn’t want to ever have that conversation. Not to mention Aria would go up one side of me and down the other. She would assume that I had not changed at all and that it was time to drop me. And then, of course, I would have to deal with my father. It would be a huge domino effect that would only lead to disaster, and I wanted to avoid that at all costs.

  “I’ll drive you girls back to the hotel when you are finished, and you guys can get settled into your apartment.”

  “Great, thanks.”

  We ate the rest of our breakfast in silence, each lost in our own thoughts. I just hoped that she was having good thoughts about the night before because every time I thought about it, it brought a smile to my face.

  “Stop smiling.”

  I looked up to see her watching me, and I burst out laughing. She giggled, and it definitely broke up the awkward feeling between us. Mandy looked as confused as ever, and I wondered how she was going to feel when Hailey told her about the night before.

  When we finished eating, the girls went up to get changed and to freshen up while I went out to the patio. It was a beautiful day, and it looked like the week was going to turn out well. I was looking forward to seeing what the weekend would bring. I would give Hailey a few days off so she could help her sister out, and it would give us a chance to avoid any awkwardness after the night before. By the time we saw each other again, things should be back to normal.

  “We’re ready.”

  I turned to see Mandy and Hailey standing at the door, and I got up from my
chair and followed them out. I wondered briefly how Matt’s morning meeting went and sent him a text to see how he was feeling after the night before. We all had gotten pretty drunk, and he probably wasn’t feeling the best, either.

  When we arrived at the hotel, Mandy got out, and Hailey stayed put. She looked over at me and smiled, “So, what’s next?”

  “I’ll catch up with you in a few days, okay? Get settled, do some shopping, and please message me if you need anything.”

  “Okay, thank you.”

  I watched as the two of them made their way into the hotel and sighed. Thank God, she is staying.

  Chapter Twenty-Two

  Hailey

  The day was gorgeous and the heat was upon us as Mandy and I spent the day shopping. It was great to finally be settled in Florida and sight seeing was becoming easier by the day. We were settled completely in the apartment and were now at the point where we could drive to the supermarket or pharmacy without getting lost. We knew which beaches were the best to go to, which ones we should avoid, and which area of the city had the best shopping.

  I couldn’t have been happier with how things were going, and I was often surprised with how hot it was in Florida in March. I was loving every minute of it, especially the beaches. You couldn’t go to any beach in Georgia in March. It made me look forward to moving to LA, and over the past few weeks, I had been scouting out apartments. After I spoke with Jillian, I learned that there was an office her agency had in LA, and she would be transferring there if I moved. Talk about a dedicated agent – that’s how I really knew that she believed in me.

  Mandy and I were dress shopping that day. Well, that was a lie. We had intended on dress shopping, but we were buying all kinds of things as we were going along. I found the cutest Marc Jacob purse that I had to have. Between the money I was making on the job and the fact that Caleb kept bestowing us with gifts, I had plenty of money to splurge when I wanted to. It was hard not to get addicted to the lifestyle, to know that you could walk into any store that you wanted to and buy whatever you wanted. It was crazy, and I’d never thought that I would be in that position.