by Vi Keeland
He rocked into me over and over, his heavy balls slapping into my ass. When my body sufficiently loosened to accommodate his wide girth, I tilted my hips up to give him more access. Two more thrusts and I rode over the edge again in a blissful orgasm. I moaned through the ferocious waves of pleasure and it was his undoing. He growled as he pumped into me a few last times, before emptying himself into me.
He took a harsh breath and released my hand from above my head in its death grip. “Fuck Syd, I have no self control around you. Sex was always only a release of energy for me and when it was over and I was done, I was done. Every time I touch you, it only makes me want you more.” His gaze was serious.
Yet again I should probably have been insulted at his words. I may not have had many partners, but I knew enough to know that pillow talk about your sex life with other people was a big fat no-no. But for some reason, his words warmed me. “And I just had my first orgasm without intercourse, so I guess we both might be addicted now.” I smiled and blushed at my own words.
Jack raised both his eyebrows in surprise and smiled down at me shaking his head in amusement.
***
We stayed in bed the rest of the night, holding each other, our legs still tangled when we work the next morning. I raised my eyes to look at him and was surprised to find him awake and watching me. “Good morning sleepy head.” He gently stroked my hair as he spoke.
“Good morning. How long have you been awake?”
“A few hours.”
I rose and looked at him in disbelief. “A few hours, what time did you get up?”
“6.”
“Do you always get up that early?” Looking down at him, my face told him that I found it insane that anyone would get up that early when they didn’t have to.
“Question number 7.” He smiled. “Yes. I’m up and out for a run by 5am usually. You should be grateful that I didn’t wake you and demand you go with me for a quick 10 miles.”
“I’m not sure what is more disturbing to me in that answer, the fact that you think a 10 mile run is quick or that you think you could demand I go with you.”
He grinned and looked at me like I had just offered him a challenge. “There are a lot of things that I plan to demand from you babe. And you’re going to do them all for me.”
“Is that so?” I did my best to sound insulted, but the truth was that I was turned on at the thought of him demanding anything from me inside the bedroom.
He flipped me onto my back and kissed me passionately. His tongue stroked the inside of my mouth and I bit his bottom lip fiercely. Within a minute, we were both panting and I tried to wrap my legs around his waist to tempt him into giving me more, but he flipped us over and suddenly I was on top.
The way he looked at me made me feel sexy and uninhibited as I sat up, straddling him on both sides of his muscled thighs. I lifted up to allow his thick cock the space it needed to enter me and then I hovered over him, his wide head sitting at my entrance. He grabbed my waist and held me in place, looking in my eyes. “Slow.” He commanded.
I held his eyes the entire time I slowly lowered myself down the entire length of his large shaft. I circled my hips, taking him all in and allowed my eyes to close and head to drop back as he filled me completely.
“Fuck Syd.” He said through clenched teeth. “I’m going to cum, I can’t watch you and hold back when you look like that.”
His words excited me. I became so wet that I easily slid up and down his cock as I began to ride him. My pace quickened as I felt my own orgasm build, and he gripped my waist to take control of my movements. He needed me to go slow to maintain control, and I need to go faster to lose mine. I ground down on him as hard as I could, desperate to get the friction I needed.
“Slow.” He growled again in an authoritative voice that was desperate to regain the control. One hand released my hip and found my clit, giving me what I needed as he pushed me over the edge. I slowed and let it take over me as it pulsed through my body. “Look at me.” Jack held my eyes locked to his and watched as the orgasm ripped through me. I would normally close my eyes, but the way he looked at me with such possessive need, made me cum harder than I ever had in my life.
“Fuck.” He roared as he thrust his hips up, his arms back at my waist controlling my thrusts in time to meet his with each hard pound down. I wanted to watch his orgasm rip through him, almost as much as I needed mine to take over me. His already tight body went rock hard as he pumped twice more and came inside of me with a growl.
I collapsed on top of him and he stroked my damp hair as we both struggled to regain our breath. “You do things to me Syd.” He said quietly.
I smiled, such an easy one. “I like to do things to you.”
We both laughed and eventually he dragged me out of bed and into the shower.
***
“I better call Sienna, so that she doesn’t worry.” I was dressed in only a towel after our shower.
“She isn’t worried; she is expecting us in half an hour.” He handed me a Heston Hotels t-shirt and shorts. I looked at him confused, but he didn’t seem to notice. “The hotel shops aren’t open yet and it was all I could get the concierge to find this morning.”
“Thank you.” I slipped the t-shirt on over my head and let the towel drop to the floor. “Why is Sienna expecting us?”
“I made plans with Tyler, we are taking you ladies to the other side of the island for surfing lessons.”
I squealed with excitement and jumped up and down. His mouth twitched and he laughed.
The bathroom in the suite was heavily stocked with some of the essentials I was missing, moisturizer, a toothbrush and a blow dryer. I did my morning routine as best as I could and blow dried my long hair. When I came out fifteen minutes later, Jack had a full breakfast delivered. “Hungry?”
I smiled. “Question number 5. Starving.”
“That does not count as a personal question, babe. A personal question is how many partners have you had or how old were you when you lost your virginity.”
“Okay then. Question number 5. One, actually two now. And 16.”
“That shouldn’t count either, I wasn’t asking the question…wait, what, did you say one?” His head snapped to look at me as I sipped my juice.
“Yep, you are number two.” I could tell by his face that he was shocked at my answer. His reaction made me curious enough to cash in a question. “And how many partners have you had Jack?”
“Is that question number 8?”
I nodded.
“More than two?” His response was a question, as if to ask if that was going to be an acceptable answer.
“I’m going to need a little more specific of an answer?” I smiled and waited for his answer, letting his squirm for a while. Even though I had only been with one man, it didn’t mean that I was naïve. I knew that a man that looked the way he does would have ample opportunity.
“I don’t have an exact count.” He said after considering his response.
I found it adorable that he was afraid to give me an answer. “Ballpark babe.”
His eyes looked away from me. “Somewhere between 500 and 1,000?”
I spit my juice all over the place. Holy. Shit. I knew he was handsome and it sounded like he was wealthy, but 500 to 1000, really? That wasn’t normal, was it? I made a mental note to ask Sienna about it. “That’s crazy, how do you have time for anything else?” I teased.
He looked embarrassed and it made me feel badly for playing with him. “I’m teasing. I guess I’m a lucky woman then to have my rebound fling have such experience. I’ll be expecting to learn a lot of new tricks this week playboy.”
I saw him flinch, so I jumped up into his arms, wrapping my legs around him. He wrapped his arms around my bottom to hold me in place. “You have no underwear on. If you don’t want me to fuck you on the serving cart and be late to meet your friend, you better jump down and eat quickly.”
I kissed him on the cheek and smiled, let
ting him know that I wasn’t really upset. Then I jumped down and ate my breakfast because I was sure that Jack would make good on his word if I tempted him.
Chapter 5
The ride to the other end of the island was amazing. Jack rented an open air jeep and Sienna and I sang loudly along with most of the songs on the radio. The scenery was beautiful and we all laughed and enjoyed the ride. I found myself again thinking about how long it had been since I felt so carefree and happy.
We arrived at the beach and went toward the beach hut to check in for our surf lessons. The guy working looked like he just stepped out of a surfer magazine. He hand long, sun-bleached hair, a dark tan and was wearing sunglasses secured with a lanyard around his head loosely. As we approached he came around the counter smiling.
“Jack, dude, long time no see.” He clasped Jack’s hand and pulled him into a one armed guy hug.
“Bones, how are you man? It’s been a while.” Jack responded.
“All good, all good. Still taking it one wave at a time. I got the message you were coming down today to get some friends lessons so I had to stop down and check things out. You gonna catch some waves with me for old times sake while your friends get their school on?”
“Sounds good, as long as you let me ride the bone maker.”
Bones laughed and walked around the corner. “You got it man, you know I don’t let just anyone ride the bone maker.”
“I’m touched.” Jack held his hand over his heart in feigned sincerity.
“So who we got here, these two beautiful women have names playboy?” Bones motioned in our direction.
“This is Sydney and Sienna. And the big ugly guy is Tyler.” Tyler shook his head and laughed, the two men focused their attention on insulting each other, but underneath there was warmth that told their true friendship. “Where’s Val, she’s going to give Syd a lesson today.” Jack looked around as he spoke.
“Sorry dude, they tried to call you back, but you had already left. Val couldn’t get here…she’s stuck on Maui doing a photoshoot for some suntan lotion shit. She was supposed to be back this morning, but, Val being Val and all, she missed her flight. But don’t worry man, we hooked you up, Guy Stokes was in town for a qualifying round for the nationals and we got him to fill in for Val.” Bones motioned toward the water to a surfer walking our way carrying his board.
Holy. Shit. I thought I’d died and gone to surfer god heaven. The man coming toward us was breathtaking. Tall, lean and perfectly tanned with a chiseled face and long bleached hair pulled back in a loose pony tail. Definitely not the kind of man I would normally be attracted to, but that kind of man doesn’t walk by all too often.
“I hope that is my instructor, hot damn.” Sienna crowed, without a care in the world that the man she was currently sleeping with was standing right next to her. I looked to Tyler and he didn’t seem the least bit bothered by her comment.
Bones laughed. “Sorry there Sienna, Stokes is all for your friend today. He doesn’t usually give lessons, but we had to find some big guns to fill in for Val.”
“Bitch.” Sienna hissed at me.
Bones and I both laughed at Sienna’s response as the surfing god approached.
“Which one of you beautiful ladies is mine for the day?” Stokes flirted, giving his full attention to Sienna and I, completely ignoring Jack and Tyler.
“I raised my hand shyly. That would be me.”
“Damn, I’m one lucky man.” Stokes shook my hand, holding it longer than a normal handshake.
“I hope you go easy on me, it’s my first time.” I hadn’t meant it to come out so flirty, but it did nonetheless.
“I always go easy on first timers, we’ll take our time and go nice and slow.” Sexuality poured out of his every word.
I’m pretty sure I blushed. Jack’s deep voice snapped me out of my momentary bubble with the surfer god.
“Change of plans, you are with Sienna today.” Jack moved closer and put his hand on the small of my back.
I turned and saw Jack’s stone face. His expression and stance clearly left no room for debate. Jack was staking his claim on me and, oddly enough, it turned me on.
Bones shook his head and laughed. “Never thought I’d see the day dude.” He gave us all boards and Jack carried both of ours down to the water, where we all parked our stuff on two lounge chairs. I slipped out of my shorts and tank and found Jack watching me.
“You like what you see?” I whispered to him as we all changed.
Jack ran his fingers through his hair and leaned in to whisper back to me. “I want to rip that little bikini off and run my tongue from that sexy freckle on the inside of your thigh up into that sweet hole and taste your sweet cream.”
Holy. Shit. Did he just really say that? I looked around to see if anyone was listening but everyone else seemed to be engrossed in conversation and oblivious to us. I felt my clit swell and my nipples harden and I was sure that everyone on the beach knew I was turned on. When my eyes made their way back to Jacks, he gave me a sexy smile and arched one eyebrow, as if he was waiting for my response. He expected me to respond and I could barely breathe I was so turned on. Instead, I did the only thing that came into my mind. I reached up onto my tippy toes and pressed my body into his and kissed him hard.
It took a minute after I broke the kiss to realize that everyone that was oblivious to us a minute ago had become silent and were watching us intently. Stokes took a deep breath and slowly looked me up and down, not hiding his seductive gaze in the slightest. “Damn, you sure you don’t want me to give Syd a lesson dude?”
Sienna jokingly punched him and Tyler laughed. Jack, apparently, did not find anything funny. He grabbed my hand and our boards and pulled me to the water with a murderous look on his face.
***
We spent the day in the water riding the waves and either Jack was a great teacher or I was a quick learner because I was able to stand after only a few tries. Without having to waste any of my remaining questions, I learned that Jack had patience and was a good teacher. We played in the water together and eventually wound up wrapped in each other’s arms floating in the waves. On the way back to the resort, I found my mind wandering again. When was the last time I felt so happy and carefree? I couldn’t remember. Surely, I must have felt the same type of happiness with Michael in the beginning. I just couldn’t remember when things had changed. Michael and I didn’t do outdoor sports together and I had forgotten how much I enjoyed the simple things like bodysurfing at the beach. For a long time I felt like that part of my life was over. Almost as if that type of fun was for kids. But I was beginning to realize that it didn’t have to be that way.
Chapter 6
The minute we entered our room, Sienna began her inquisition. She must have been about ready to burst with all the questions she had stored up for me. “Holy shit Syd, that man wouldn’t let another man touch you with a ten foot pole! Normally I would think possessive was annoying, but on that man, it is sexy as all hell. He’s so into you. And speaking of into you, spill on the sex.”
The honest truth was that I wanted to share with Sienna; I just didn’t know how to do it. I had spent so much time with Michael that I never learned to dish because I didn’t have flings to dish about. Sienna, on the other hand, made dishing a science. She could give a blow by blow of her night that would rival the best erotica novelist. “It was awesome.” God I sucked at dishing.
“Well I could have told you that just looking at the man!” She wasn’t going to accept my three word summary of my escapades.
“I guess I just don’t have much to compare it to, but if I am comparing it to sex with Michael, it’s like comparing the Rolling Stones to our 8th grade band, Punk White girls.” I may not be good at giving an account of my sexual promiscuity, but I could always get my point across to Sienna with a music analogy. “He’s a bit dominating, but it’s mixed with a hint of a sexy sweetness somewhere down deep, so it isn’t overwhelming. And, it helps that he is
well endowed.”
After all of the years we had been friends, Sienna was a master at reading my mind through what I didn’t say, rather than the words I spoke. “I knew it, I knew that asshole Michael had a little prick!” We both cracked up on the bed like we were in ninth grade again.
“Just be careful Syd. This is supposed to be your rebound fling and I don’t want to see you getting hurt.” It wasn’t a lecture, I knew she meant well, I didn’t have much experience with men, especially men like Jack, and I was just out of a bad breakup.
“I will Sienna. He’s just made me realize that I was dead for a lot of years, just going through the motions and not controlling my own life.” I sighed. “I didn’t know how much I needed this week.”
***
Dinner with Tyler, Sienna and Jack was entertaining, to say the least. We laughed the entire time and I saw a new, playful side of Jack. Tyler and Jack went back as far as Sienna and I, and their history together was anything but tame. Tyler told stories of them growing up together and all of the fights they got into. Sienna and I told stories of all of the fights we caused.
After dinner Tyler asked if we wanted to go dancing at the resort’s club. Jack answered before I could respond. “Another night, we have plans.” Sienna looked at me and I shrugged my shoulders.
Tyler slapped Jack on the shoulder. “Whatever man. You guys have a good night. Just remember the boys own your ass tomorrow for our trip.”
I said good night to Sienna and Jack led us out of the restaurant with his hand burning a hole at the small of my back. “So, what plans do we have?” I smiled up at the beautiful man, intrigued at what he had planned.
