by Ivy Jordan
I had gotten in over my head when it came to sex with Caleb and fell for him before I could stop it. I knew that I should stop having sex with him, that I was only going to get hurt, but I couldn’t help it. I wanted to be with him, as close as possible even if it wasn’t going to be forever.
I watched as Caleb and Matt joked with each other and smiled just watching them. I loved how they acted, the way they laughed and had fun together. They were a ball to be around, and I was going to miss them both terribly when it was time for me to leave. What would make the night even better was if Mandy were there to enjoy the festivities. But she had packed up her things and gone back to Georgia. She needed to make plans and arrangements for our move to LA.
I would not be returning to Florida, either. After the Masters were over, so would be my job. I would be paid, and it would be time for me to go. Just thinking about it made me sad, but I had known what I was getting into when I started. I just hadn’t realized how much I would care for Caleb when it was all said and done.
When I returned to Georgia, we would get our stuff out of storage and move to the land of the sun and smog. That was where we were going to make our dreams come true. I had an audition for a new movie coming up, so things were definitely looking up for me. The future was looking quite exciting, and I couldn’t wait to get started with my new life.
Dinner was great, and when we finally returned to our room, I was more than ready for bed. But as soon as we got into the room, Caleb pulled me close with a glint in his eyes.
“Why can’t I get enough of you, Hailey?”
“I’m not going to be able to walk tomorrow, am I?”
“I hope not.”
I gasped; was it possible that my heart was beating so hard? I thought it was going to burst through my ribcage and come through my chest. With just a few words, Caleb had rendered me speechless. I loved the way he talked to me; it turned me on instantly.
“If you want me, you can have me.”
He pulled me to him and kissed me deeply. Our tongues met, and I felt electricity run through me. Caleb could light me up so easily. I loved that he wanted to continuously please me. I grew warm all over with the thought, actually becoming incredibly horny as his tongue continued to play with my own.
My emotions were running wild. I couldn’t let myself fall in love with Caleb; it was too dangerous. But this was not just sex to me. I was falling in love with him; we were making love. I needed to shut it off and not get so emotionally involved.
He just stared at me. I wondered if he was feeling exactly the same way that I was. He wanted me so badly, and that turned me on big time. God, that turned me on so much. My mind was swimming, and I could barely contain myself. I was becoming wet just thinking of how and where Caleb was going to fuck me.
We were staring into each other’s eyes. What the hell was I going to do? I couldn’t keep doing this with him. I needed to shut down my emotions immediately and get back to pretending that we were just acting everything out; that must be better than falling for a guy that didn’t love me back.
“I want you, Caleb, so badly.”
He flashed me a devilish grin that made me warm all over. “I want you, too, baby. I can wait to slide my cock into your wet pussy.”
I gasped. Hell, yeah, that is exactly what I want him to do. The way that Caleb talked to me was addicting, intoxicating even.
He leaned in and slipped his hand around my neck, pulling me into him as his mouth claimed mine. He tasted like the beer that he’d had downstairs. His mouth was hot to the touch, and I moaned. He kissed me softly at first, and then his kisses became more fevered as if he needed my mouth on his. His tongue slipped into my mouth, and I claimed it. I sucked him slowly, tasting him before I pulled away.
He pulled me in again as he was not finished kissing me. His tongue found mine again, and our kisses grew more passionate. His hand found my breast, and he kneaded it softly. He began pulling off my shirt and tossing it aside. I wasn't wearing a bra, and he leaned down and flicked my nipple with his tongue.
“You are so beautiful, and your skin tastes so good.”
I smiled, though all I could think about was what his cock was going to feel like inside of me. His mouth found my nipple and sucked, nipped, and licked it. The sensation I was getting was making my panties wet.
I moaned softly as he replaced his mouth with his fingers and pulled on my nipple, causing an ache between my legs. I loved when he played did that; it made me horny. He continued playing with my nipples, causing me to moan as a pleasure built up in my body. My hand reached down, and I massaged the front of his underwear where I could feel his hard cock pushing against my hand. He smiled down at me. “How about you put my cock in your mouth, sweetheart?”
I nodded, still speechless from the things that came out of his mouth. I felt wanton around him, like I would do just about anything to have his cock inside me. To have him please my body, to give me what I wanted. I pulled his underwear down, and his hard cock bounced before me, now free from his underwear. He was so big; the sight was always breathtaking to me. I was so lucky to have a nice thick cock like his at my disposal.
I straddled him and bent down. I took his cock into my mouth and sucked on it. His eyes closed as I sucked hard while I massaged his balls. My tongue began to swirl against his shaft and then around his tip. When he moaned with eagerness, I sucked him even harder.
“Oh God, baby, I love the way you suck my cock.”
I took him deeper into my mouth until it hit the back of my throat. I moved up and down rhythmically until I moved fluidly with him in my mouth. His moans excited me and I felt my pussy become even wetter. He pulled his cock out of my mouth. “It's my turn, sweetheart. Lay down so I can eat your pussy.”
I didn't hesitate to roll over and lay on my back, spreading my legs. I couldn’t think of anything I wanted more.
Caleb bent down between my legs and licked my pussy slowly, as if it was the best thing he had ever put in his mouth. It felt incredible as his tongue licked the sides of my opening, causing a tingle to run through my body. He took my clit into his mouth and sucked on it, causing me to moan loudly as my pussy dripped.
“Oh God, that feels incredible, Caleb.”
He looked up and smiled, “Does it?”
“Oh God, yes, it feels incredible.”
My pussy was dripping, and he was licking it up, tasting every inch of me. I felt the build up coming. I was going to cum right there with him in between my legs. I had no intention of cumming quietly, either – he was just making me feel so good.
“Oh God, oh wow, I'm going to cum.”
He was sucking on my clit when he buried a finger inside my pussy and started pumping away. It was too much, too much all at once, and I screamed out his name as I had an orgasm so delicious that I wanted even more.
“How was that?”
I just grinned with desire written all over my face.
“Let me sit down, baby. I want you to sit on my cock and ride it.”
I grinned, loving the sound of his words. I got into position with my back facing him and plunged myself onto his cock. I planned on riding him good and hard.
I was rendered speechless by the deepness of his cock and started moving slowly. He felt fantastic, and I started riding his smooth cock even harder. The way he was moaning softly was making me lose control. Waves of pleasure were coursing through me intensely.
“Mmmm, you're so sexy, Hailey. You feel delicious. You ride my cock good, baby, fuck me good. I have the best view in the hotel right now; you look incredible riding my cock.”
I moaned – his voice, his words, his cock were driving me mad. And just when I thought it couldn't get any better, he started playing with my clit. It was almost too much to bear; I couldn't get enough. I was moaning softly, wanting to beg for more, but feeling already possessed by him. My pussy was so wet; he was driving me wild.
“Just relax, sweetheart.” I gasped as pleasure coursed through
to me. I continued pumping onto his cock as an orgasm took a hold of me once again. “Oh God, Caleb... Oh God, that feels so good. your cock is driving me crazy,” I whispered to him.
“I want to put my cock in you and fuck you. It's my turn, baby.”
I lifted myself off his cock and waited to see what he had in mind. Looking at his size made me horny all over again. I wanted to be fucked by him desperately. I didn't want to wait. I wanted him inside me immediately.
He caused my body to throb immensely until I wanted to beg him to release me from that feeling. I needed him. I wanted to be fucked repeatedly by Caleb for the rest of my life. Being with him was all I ever needed to forget my troubles. He completed me in that way. He made me feel whole, and if I was stressed, he took it all away. At that moment, he was the only thing that existed. I couldn't even focus on anything else.
I lay down on the bed and looked up at him. He lifted my legs up and put my feet on his shoulders. He grabbed one of the pillows from the bed and put it under my hips. He was going to go very deep, I could just tell.
“I want you to put on a show for me, sweetheart, then, and only then, will I fuck you.”
I smiled. “What did you have in mind?”
“Touch yourself for me. It makes me crazy horny seeing you play with yourself.”
I grinned and nodded. I was doing many new things with Caleb, things I hadn’t tried with other guys before. Just being with him made me feel free. Before too long, I was going to have to say goodbye to a man that made me feel alive. Lock up your emotions, Hailey, I thought, and get your shit together. I needed to get my emotions out of the game here, or I was really going to get hurt.
“I want to see you please yourself, and then I'm going to slide inside that wet pussy of yours and fuck you really good. Is that what you want, baby?”
“God, yes, I want you to fuck me so good, Caleb, please.”
I swirled my fingers around my pussy before moving up to my clit, massaging it with my finger. I was so incredibly wet that my fingers just slid around easily. I massaged my clit, closing my eyes as I enjoyed my own touch. I felt insecure under his gaze, but I knew that I was doing what he needed. It turned him on, and that was part of making love to someone. Doing things that pleased him as well.
When I opened my eyes, he was staring down at me, as though mesmerized by what I was doing. He looked up at me with fire in his eyes, and the look on his face made me feel incredible I could never get enough of that look he had on his face. I loved the feeling of controlling his lust and inserted two fingers inside my pussy, moaning as they went in deep. I finger fucked myself in front of him, watching a slow smile form on his face.
“Is this what you want, Caleb? To see me fuck myself?”
“Yes, sweetheart; that is so hot.”
I moaned as I pleasured myself, taking my fingers out and swirling my juices around my clit. I was throbbing all over and desperately wanted to be fucked. I slipped my fingers into my mouth and watched his eyes grow big.
“Do you like it?”
“Wow, Hailey, that's insanely hot.”
“I want you.”
“Then you can have me, Hailey.” He positioned himself in the missionary position and put my legs up over my head again. He entered me slowly, and I gasped with how deep he went.
“Oh yes, this is nice. You're nice and tight, baby. God, your pussy feels so good.” The level of deepness in that position was so amazing
I leaned my head back, delirious with pleasure. He fit inside me perfectly, and I got a wave of pleasure every time he moved inside me. Caleb began pumping me a little faster, causing me to moan loudly. His cock was perfect, and with the position we were using, he was in the perfect spot to hit my G-spot repeatedly.
It was perfect, and I got a jolt of pleasure as he pounded inside of me. My body built up once again, and I knew that he was going to cause me to cum all over his cock.
“I feel you tightening around me, Hailey. Are you going to come for me?”
“Yes,” I whispered.
“Do it, baby; come on my cock.”
I exploded then, doing as he asked with a loud scream. I was spent, and yet he kept fucking me slowly.
He flipped me over to do our new favorite position: doggy-style.
“I like your sweet ass sticking in the air, baby; it looks so hot.”
He slid inside my pussy hard. I cried out as pleasure overtook my body, enjoying every inch of his cock as he pounded me repeatedly. He leaned down towards me and spanked my ass. I cried out, realizing I had never experienced anything so sexy in my entire life. He pumped into me harder, waves of pleasure rolling off me. I could feel his balls smacking against my ass. I smiled up at him and moaned loudly as another orgasm ripped through me. Sex was so amazing with Caleb; every moment was more intense than the next.
“You have a real nice pussy, Hailey; I like fucking you, baby.”
I moaned, loving the way he was making me feel, but even more so the way he talked to me.
He pulled out again and started finger fucking me from behind. He slid his fingers into my pussy and finger fucked me for a bit, making me wet all over again – although, at that point, I was pretty soaked from all the fucking. “I want you back on my cock, baby; you need to do some more riding, baby.”
“Anything you want, Caleb.”
He returned to the top, and I positioned myself so I had my back to him again and slid his cock inside me. I was going to ride him like a cowgirl.
“There we go, darling; we are going to go easy. That feels good, doesn't it?” I moaned in agreement.
“Okay, here we go, just stay relaxed, don't tense up.”
God, I wanted him so badly. I was so sexually satisfied being with Caleb, yet he made me so horny still I would have let him do just about anything to me. I was aching inside with want of him.
I rode Caleb's cock, feeling the delicious sensations spread all over my body.
As I pushed onto him a little more, I tried to relax and allow it to happen. He certainly felt huge when he was going in on this end. I felt full with him in my pussy, but I loved every moment of it. He then began to move his hips and meet my thrusts onto his cock. He was trying to allow me to get used to more inside of me. I moaned as he picked up the pace, his smooth cock gliding inside and out.
“Are you okay, baby?”
“Yes,” I whispered.
“Does it feel good?”
“God, yes. I love having you inside me.”
Riding on him, he felt humongous inside me. He rocked into me slowly, continuing to meet my thrusts. I started rocking into him faster, letting the waves of pleasure crash into me repeatedly, without much of a break in between.
“Oh God,” I moaned.
He reached for my pussy. He rubbed against my moist clit, giving me some added pleasure while he moved his cock inside me.
“Okay, baby, I want you to fuck me good.”
I thought I would lose my mind with the words coming out of his mouth. He was sexy and experienced, just the kind of man that I needed.
The whole length of his cock slowly pushed inside me, causing me to let out a slow and powerful moan. There were so many different feelings and sensations going through my body at that moment. I was lost in a sea of pleasure, and I wanted to let go of another orgasm.
“I want so much more of your cock.”
I heard him chuckle, and he started pumping me as I thrust onto him. I was delirious with the pleasure he was giving me – I needed it, needed him. Caleb had just changed me so much; I couldn't imagine him not being a part of my life now. But I would have to leave soon, and that broke my heart more than I wanted to admit.
I was dripping wet, and I felt a build up once again. I couldn't believe I was about to cum again. God, the thought was just too delicious. He could make me cum so easily.
“Oh, Caleb, baby, it feels so amazing; you are so good at this.”
“I know, baby, so are you. It's amazing, isn't it?�
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“Yes,” I gasped, “I'm coming again.”
My whole body shuddered as I came. He continued pumping inside of me, breaking all reason inside my mind. He was glorious. As I felt myself build up for another orgasm, the shudders ripped through my body, causing me to ache and scream his name.
“Oh, Hailey, I'm ready, too, baby. I'm going to explode.”
He spilled inside of me and closed his eyes. Sliding slowly off of his cock, I knew for certain that I was going to be one sore lady the next day.
I lay beside him exhausted. The sex had been amazing, not that I should be surprised. It always was between us. I cleaned myself off as best as I could. I would fall asleep quickly that night; there was no doubt about that.
“Where are you going, love? Don't you want to do that again?” Caleb asked.
“What?” I exclaimed fearfully.
He laughed, “I’m just kidding. Come cuddle with me.”
I turned to him and lay on his chest. His body was warmed from the sex, and I cuddled into him. I wished that things could be like that forever, but I was just kidding myself.
The sooner the job was over, the better it was for me because I was only getting in deep at that point and I needed to get out. Soon it would all be over, and I would be saying goodbye to Caleb. I would have to get on with my life, whatever that meant. It wasn’t long before I fell asleep in his arms.
Chapter Thirty-One
Caleb
Friday arrived, and so had the Masters. I couldn’t believe that they had finally arrived that we were all there. The crowds were thick, and there was plenty of tension in the air. Everyone knew what was at stake here and you could feel the fear and the nerves as if it was air to breathe in.
I knew exactly what that feeling was like because I had been there multiple times. The feeling was always the same. I started to feel the anxiety build tried the breathing exercises that Dr. Brentwood had told me to use when I felt anxious at the Masters.