Jillian
By the second day of our seven-day joyride on the Atlantic, I was finally starting to relax. Just a little. After digging through my suitcase and getting very frustrated at the lack of options suitable for eighty-degree weather, salty humidity, and the occasional splash of ocean water, I finally decided to do some creative wardrobe arrangement.
I found a slip of a tank top, meant to be worn underneath a proper blouse, and put that on along with one of my pencil skirts. As for shoes, there was no need. And besides, it hardly mattered what I wore, because one thing I could definitely be sure of was that Bruin would just rip it off my body and toss it aside anyway.
I had been nervously tiptoeing around the topic of what all he expected from me on this little cruise. The short answer was obvious. He wanted to fuck me. For seven days straight. With very few interruptions. That much I could easily tell. But as to the details… how often was I expected to give it up? What kind of depravity did he have planned for us?
The yacht was so huge, it wouldn’t have even surprised me much to find out that he had some hidden sex dungeon somewhere. I half-expected him to scoop me up and carry me off to some dark, secret corner where he could strap me into some crazy device and have his way with me.
Strangely enough, that idea didn’t totally freak me out. Well, it did. But in a good way. Perhaps I had just been reading too many steamy novels. Still, if someone had told me a week prior that I would soon be adrift on the sea, on a massive yacht meant to be purchased for my brother, as the guest of a billionaire playboy who just so happened to be my overprotective brother’s old college roommate, I would have laughed in their face. I mean, it was a completely absurd idea. One that I would never have agreed to, had the offer come from literally anyone else on the planet. But Bruin? He had me wrapped around his finger, ever since the first time I saw him so many years ago. I couldn’t deny him anything, and quite frankly, that scared me a little.
It was a beautiful, sunny morning when I woke up in Bruin’s bed on day two of the joyride. I yawned and stretched, rolling over to see if Bruin was still asleep. To my confusion, he was nowhere to be found. I frowned and sat up in bed, blinking blearily. Where was he and what time was it? I kind of regretted turning off my phone now, as it would have been useful to check the time. But I knew that was too big a risk. If I turned my phone on, I would definitely have a ton of missed calls from Jeff, and I couldn’t deal with that right now. Besides, I wouldn’t have service way out here on the ocean anyway.
I slipped out of bed, smoothing down my tank top and skirt as I trudged to the bathroom. It was surprisingly large, with a full shower and bathtub, and outfitted with the same sleek chrome furnishings as the rest of the rooms with the exception of the antique fixtures in the movie theater and the library. I looked at myself in the mirror and groaned. I looked like a hot mess. My dark brown hair was poking out in tufts at every direction, my face was pink on one side from where I’d had my cheek pressed against the pillow. I had slept hard. The kind of heavy sleep that only ever follows a particularly intense orgasm, from my experience. And God knows I had plenty of those.
I decided I might as well test out the shower. Maybe it would help me wake up. I stripped off my clothes and stepped into the stall. I turned on the water, which fell like rain from the gigantic, round shower head.
“Oh, it’s one of those,” I murmured groggily.
I had always wanted one of these at home, a detachable shower head. Anna Kate, swore by it. She said it was the closest thing to a man’s mouth on your pussy you could get. I had blushed and gotten very embarrassed when she told me that, but secretly I was thankful for the knowledge. Pretty much my entire adult life thus far had been one gigantic dry spell, after all.
Well, until now, of course.
I began washing my hair with the luxury shampoo and conditioner sitting neatly in the basket hanging from the shower wall, surprised at how nice it smelled. Like strawberries and vanilla. Surely these weren’t the products Bruin used. I looked around and saw another set of bottles, black and gold. Men’s products. I got a little flutter of something like fondness. He had picked out shampoo and conditioner for me specifically?
Or, I reminded myself, he just kept them here because he so often had female guests around on the yacht. Not just me. I wasn’t special. I needed to keep a clear head about this. Bruin was not trying to woo me. I was just the flavor of the week.
I heard the click of the door opening and let out a gasp, covering my breasts and crotch instinctively as I turned to look at the door. To my relief, it was Bruin walking in, not one of the many crew members. Still, I felt exposed. He was shirtless, wearing just a pair of khaki shorts. He walked over and slid the glass door open, looking me up and down.
“Fucking gorgeous,” he said, shaking his head.
“Thank you,” I mumbled, feeling my cheeks burn.
“Mind if I join you?” he asked, a smirk playing on his lips. I shrugged.
“It’s your yacht,” I said, smiling. “You can do what you want.”
He grinned. “That’s right. I can.”
He stripped out of his shorts and stepped into the stall with me. He wrapped his arms around me, the two of us standing underneath the hot spray of water. I could feel every tight muscle of his body pressing against me. He was over six feet of power and control, towering over me. He could have snapped me in half if he’d wanted to. And sometimes, when he looked at me with those fiery blue eyes, I thought just maybe he would.
“We’re sailing to the Berry Islands today,” he reported. “The spots you picked out. I’m guessing you’ve never been?”
“No. Never even heard of them,” I answered honestly.
He took my chin in his hand and tilted my face up, then leaned down to kiss me. I felt the tingles roll down from the top of my head to my toes. His hands slid down my slick shoulders to cup my breasts, squeezing them, groping me like he couldn’t get enough. He pressed against me, one hand sliding around to grab my ass, push me into him. His cock grew harder and harder against my pelvis and I let out a little moan, which was captured by his kiss.
“We’ll be arriving in an hour or so,” he explained, tracing a finger down between my breasts, down to my stomach. “I think that gives us just enough time.”
“For what?” I asked, even though I had a pretty good guess at the answer.
He grabbed me and spun me around so fast I yelped. He held me against him, his cock against my ass. He took my hair in his fist and gently tugged my head to the left so he could get to my neck, kissing deeply, bruising me with his lips and his teeth. I moaned, feeling my whole body erupt into flame.
“I want you so fucking bad,” he growled in my ear. I shivered.
“Then take me,” I whispered back, surprised at myself.
“Get on your knees,” he ordered, releasing his grip on my hair. I knelt down in front of him, eye-level with his cock. I glanced up at him, biting my lip. “Go ahead. Show me what that beautiful mouth can do.”
I had only done this once before, many years ago. And Bruin’s cock was much bigger than that. I worried I might not even be able to fit him inside my mouth. I started stroking his shaft with both hands, slowly pumping up and down as I leaned forward and flicked my tongue over the head. He reached down and grabbed my hair again, pushing me closer. He was insistent, full of need. It turned me on to see how badly he wanted me.
I opened my mouth and took him in, gradually and carefully until the tip of his cock was brushing against the back of my throat. I started to cough, but managed to stop myself. I began to suck him harder, sliding my hands up and down in tandem with my lips. Bruin’s fingers tangled in my hair as he groaned in appreciation.
“Fuck. Just like that, Jillian. That’s so fucking good, baby,” he growled, bucking his hips.
I could feel myself getting so wet between my thighs, turned on by the sensation of his hard, massive cock in my mouth, the way he thrusted into me like he just couldn’t
help himself. I wanted to make him feel good. I wanted to make him come in my mouth. I wanted to taste his seed, feel it slide down my throat. I bobbed up and down on his cock, my tongue lathing over the engorged head as Bruin fucked my mouth. I could feel him tensing up, getting closer and closer to climax. I never wanted it to stop. I never knew I could love sucking cock this much.
Just as I thought he was about to blow, he pushed me back. “Stand up and turn around,” he commanded. A little disappointed, I followed his instructions nonetheless. He had such a hold on me, I would have done anything he asked. He slapped my ass so hard I cried out.
“You’re such a good girl. Now it’s my turn to make you feel good. Bend over.”
I obeyed, glancing back at him as he positioned the head of his cock at my slick opening. I gasped, pushing back at him, wanting more. Needing more. My pussy ached for him.
“Please. Just fuck me, Bruin,” I begged him. He chuckled.
“Is that what you want?” he asked, almost cruelly.
“Yes. More than anything.”
“Tell me exactly what it is you want,” he said.
I blushed. “I-I want your cock inside me. I want you to fuck me hard and make me come. Please, Bruin. I need you,” I pleaded.
“You’re not going to come until I say so,” he ordered. In one swift, blindingly pleasurable movement, he shoved his shaft deep inside me. I cried out, flailing to brace myself against the wall of the shower as he grabbed my hips and rammed into me, hard.
“Fuck.” I gasped.
“You like that, Jillian?” he hissed.
“Yes, oh God, yes.”
“You want it hard and fast?”
“Please,” I moaned as he reared back and slammed into my pussy, striking my G-spot.
“I want you to touch yourself. Play with that sweet little clit while I fuck you from behind,” he demanded.
I began rubbing my clit with two fingers, rocking back and forth with every hard thrust of Bruin’s cock. I was shaking, my legs going weak. Every thrust was painful in the best possible way, aching and glorious. I was going to come, and soon.
“Oh my God. Bruin. I’m going to come,” I gasped.
“Not yet,” he warned. “Don’t come until I tell you, baby.”
“Please. Oh, please. It feels so fucking good,” I moaned, my whole sex clenching up.
“You want to come all over my cock, baby?” he teased.
I nodded. “Yes. I need to come, Bruin. Please.”
“Now. Come for me, Jillian,” he commanded.
I exploded, my body trembling as I screamed. I went limp, nearly collapsing before Bruin could grab me and hold me up. Never relenting for even a second, he continued ramming into my pussy even as I squirmed and whimpered. The pleasure was so overwhelming I thought I might cry. But he didn’t stop. Not until he was done with me. Bruin fucked me harder and harder until finally he tensed up and grabbed my hips roughly, holding me in place as he shot his sweet seed deep inside me. Panting, he leaned down and kissed along my spine.
“Oh yes. I think we’re going to enjoy the Berry Islands,” he said.
Seventeen
Bruin
Jillian was moaning exactly how much fun she was having as I bounced her on my thick, swollen cock on the edge of the bed as fresh beach air wafted in through the open door of the cozy little hut we had been fucking in for the past half-hour.
Sunlight was filtering in through open-air windows, leaving us in just enough shade to see each other and be out of the hot Caribbean sun. Her legs were behind me, heels digging into the sheets as she thrust herself forward each time I thrust up. The way her hair got in her eyes when she was flustered like this made her look even more beautiful in a messy comfortable way.
The feeling of her ass on my thighs as I helped her slide up and down my shaft made me forget all my worries. I hated that I’d gone all this time without recognizing Jillian for who she really was and what she was really capable of. And damn, she was capable of a lot.
I felt the tension in my body welling up as she squealed with another orgasm, and I felt my shaft get slicker again, her body pulsing around me. She had her arms around my neck, hands draped behind me, and as she came, I pulled her in to kiss me.
Her hand grabbed the back of my head, fingers playing with my hair as I bucked up harder and harder until I couldn’t hold myself back anymore, and my thrusts got less regular and more wild, more uncontrolled, and I reached behind her to grab her hair as I released myself.
She gasped as she arched her back and I pulled on her hair, keeping her back just tight enough to remind her how much control I had on her even as she rode on top of me. My seed filled her up and ran down my shaft to my balls, our natural wetness mixing together and spilling carelessly.
When my cock had emptied itself, I broke the kiss, smiling at Jillian and stroking her hair while she just sat there on my cock, rocking back and forth gently to make sure she had every bit of seed she could get from me.
“You know,” I said, running my fingers through her hair and smiling into those eyes that I was always lost in, “I’ve never felt like I was getting this much of a...I’m not sure if ‘workout’ is the right word.”
“Oh, come on,” she laughed, kissing my neck playfully. I turned my head up to let her, groaning, but I smiled.
“No, I mean it. I’ve been exhausted before, but with you, it feels different somehow. I don’t know how to put it.”
“The great Bruin Kincaid at a loss for words?” she said with raised eyebrows. “Now that’s surprising.”
I gave her a slap on the ass for that as I laughed, and I helped her slide off of me before standing up.
We were on Sandy Cay, one of the Berry Islands, and the second one of them we’d visited so far. There wasn’t a lot of civilization out here, in the strict sense, and that was just what I’d hoped I’d get with her. Most of the islands were privately owned, and it just so happened that one of the islands was owned by a friend of mine who owed me a favor. I’d called him up last night to call it in and have the island house for the day. The day before that, we’d just dropped anchor near an uninhabited one and enjoyed some of the best fish you could get in the Caribbean while exploring the ship.
The little hut we were using for some of the best sex I’ve ever had was not the house, of course. The real house was further inland, relatively speaking, and it was as lavish as you’d expect a private island home to be. We’d spent most of the day touring the place, sampling imported liquors, and flirting with each other around the natural paradise of the island before we couldn’t stand it anymore and ran off to this hut.
With an open-air view of the crystal-clear waters and pearly-white sands and the beginning of the sunset, it seemed like this hut had been put here for exactly this purpose.
Sighing contentedly, Jillian stepped naked over to the closet and picked out a green silk robe.
“You look almost as good in that as you do with nothing at all on,” I added as I laid back on the bed, totally naked myself.
Jillian laughed at me and picked out a gunmetal-gray robe for me, tossing it to me. Places like these tended to have everything you could possibly want, and that was intentional.
“I’d say the same, but I don’t think the crew would appreciate the view,” she teased.
“They won’t bother us,” I explained as I slipped it on and followed her path to the doorway. “They stick to the ship and have strict orders.”
“There could always be other billionaires lazing around the Caribbean on week-long cruises,” she said playfully, nearly skipping out the door and sinking into the soft sand.
I followed her, then crouched a little to feign sneaking before I ran up behind her and swept her off her feet, scooping her up in my arms.
She giggled and threw her arms around me to meet the kisses I peppered her with as I walked us out toward the beach, where a towel waited for us. I’d left it there while Jillian freshened up earlier, hoping to wat
ch the sunset with her, and it looked like I wasn’t going to be disappointed.
As I set her down, and watched her get comfortable on it, though, it struck me how odd it was I was having that thought. Watching the sunset with someone? What was getting into me?
The weirdness of it couldn’t last long, though. Seeing her smile brightly up at me as she made room for me to sit by her made my heart flutter in a way I wasn’t used to. It had been just half of the full week, but the sight of that happy face pushed any worries away.
Well, all but one.
It was easy to lose myself in the thrill of finally having Jillian, the fresh delight of being able to savor someone I never thought I’d want to have. But part of me had almost been expecting her to turn cold, sober up, and treat this like a transaction before long. Instead, I was seeing that same kind of blushing smile in her face that I felt in mine.
And that made my mind drift to Santa Barbara with a pang of guilt.
“So, what’s on the menu tomorrow?” she asked as I sat down beside her.
“Besides you?” I answered, making her blush. “Well, that depends. We have four full days left, then the trip home, which will take up the last day. What do you think about snorkeling?”
She seemed to perk up at that. “Ohh, I’ve never been, but it sounds like fun.”
“I know a spot on the coast of Andros Island, biggest island in the Bahamas,” I said with a smile. “If you take a liking to it, we can spend a couple days there. The day after that, though, I have a reservation at a restaurant in Nassau that you’ll never forget, but we’ll go over some of the possible sights on the boat tonight and let you pick your favorite.
She shook her head, leaning into me and beaming at the sparkling waters. “I never thought I’d be in a place in life to have all those options.”
And which one are you planning to tell her about your situation? I asked myself as I stared out at the sea.
“What’s wrong?” she asked me, noticing my silence. I gave my head a little shake.
My Playboy Crush Page 10