Fruit Basket: Hawaii Pineapple

I'm Chris. I'm a simple, somewhat shy, 20-year old guy. I am 6'0” and am pretty average build-wise. I have medium-length brown hair and cinnamon-colored eyes. I have a decent package at about 8” long and it's somewhat thick.

I love sports and I'm willing to try any sport at least once. It had been a long school year and I decided to spend my first week of summer vacation in Hawaii. I packed my luggage and headed to the airport. The trip took 19 hours with one layover in California.

I rented a car at the airport and drove to the house I had rented for the week. It was a simple one bedroom house that overlooked the beach. I figured it was late enough in the morning to head out and try the surf. So I quickly changed into my white summer shorts, grabbed my surfboard, and headed down to the water. There were already a few locals riding the waves but one of them caught my eye. He was slicing through the waves like a hot knife through butter.

I ran into the water and surfed my fair share of the waves. After about an hour or two, I retreated back to the sandy shore and laid down on my board to catch some rays and tan up a bit. I must've been laying there for about 30 minutes when someone decided to walk up and block my rays. As I opened my eyes, I heard the figure speak.

“You know, if you don't have any sunscreen on, you're gonna burn pretty quick,” the guy said. I realized it was the experienced surfer I was eyeing earlier. He had the most perfect smile. He laid his board next to mine and laid down on it.

“Uhh... yeah, I was excited to surf and kinda forgot,” I replied, checking him out discreetly. He had a decent tan, shoulder length sun-bleached light brown hair, chocolate brown eyes, and from what I could tell, a nice bulge. He appeared to be around 5'10”, slender, with toned abs.

“You're not from around here are you? I'm Jerrick.” he said extending his hand forward.

I reached out, shook his hand, and answered, “No, I'm not. I'm vacationing here for the week. I'm Chris.” I turned on my stomach as I was getting somewhat hard talking to this cutie.

“Really? Where?” he asked.

I pointed toward the white house with the cerulean blue roof. “Over there.”

“Interesting. Got any plans for dinner?” he asked as I was getting up.

I shook my head wrapping my towel around my waist, “Not really. Haven't really planned anything at all. Why do you ask?”

“Don't take this the wrong way, but you're really cute. I kinda wanted to invite you to a native luau being held at the resort up the road. Some friends of mine are coming in board shorts and tanks so it's very casual dress code.”

“Okay, I'd love to check yo... uhh... it out. Thanks.” I answered scurrying back to the house as fast as I possibly could. Did I really just say that? I wonder what he must think of me?

I took a long hot shower and jerked off thinking about Jerrick. Hopefully this will prevent my board shorts from tenting while I'm talking to him. I took my time picking out the perfect pair of shorts and a nice top to go with it. I decided on my black board shorts with a sunset design on the sides, a white tank top, and a reddish tropical button up, only not buttoned up.

I walked over to the resort and looked around for Jerrick's face. I didn't see him just yet so I decided to go out on the balcony and listen to the sound of the ocean. It was shortly after that I heard voices coming from the beach although I couldn't see anything in the dark of the night. I decided to stroll along the shore and nonchalantly get a look at who was talking.

As I got closer I could hear four distinct voices all belong to guys.
“You barely know him,” came the first voice.
“He's right you know,” came the second.
“He seemed nice and he's really cute,” came the third, which sounded like Jerrick's.

“So you're gonna invite every cute guy you see?” replied the first.
“He's from the mainland. I'm just showing him a good time.” the third voice snapped.
“Yeah, a good time in your bed,” rang the fourth voice. “What else do you know about this Chris guy anyway?” So they were talking about me. Interesting.

“Uhmmm... Jerrick?” I spoke. As I approached, their voices ceased and from what I could see from the distant tiki torchlights, they were eyeing me and Jerrick.

“Hey, Chris. These are my friends, Sam (the first voice), Turtle (the fourth voice), and Boogie (the second voice).” We said our awkward hellos and shook hands.

Seeing how awkward the situation seemed, I was the first to speak up. “So, Jerrick, I thought you were going to show me around. Shall we go?”

“Y-y-eah...” he answered. “I'll see ya bros later.”

We walked down the shore for about an hour just talking about our lives, when I stopped, turned to him, and looked him in the eyes. The moonlight reflecting in his eyes made them shimmer and gave Jerrick such an innocent look. “What's wro-” Jerrick started to ask before I pulled him close and kissed him.

He seemed tense at first but soon relaxed, which in turn became need as he pulled my body close to his. I broke the kiss and stared deep into his eyes before asking with a dirty grin, “So what was it about a good time in your bed?”

He grabbed my hand and we raced back the way we came until we arrived at the resort. “Don't tell me you have a room at this hotel,” I asked looking at him nervously.

“Actually, I own all the rooms in this hotel. Well, my family does but I'm head manager of this one. And I don't stay in a room, I stay on my own floor.” My jaw dropped. He grabbed my hand and led me to the elevator. He inserted a key and a panel opened up where he hit the button for the 11th floor. As the elevator went up, we made out and started shedding our clothes. The elevator dinged and the doors opened to his private floor. We grabbed our clothes and proceeded inside.

He and I quickly felt each other's need. I knelt on the floor and slowly untied his board shorts and let them drop. He had nothing on underneath and his cock sprang happily from the material. I took a moment to appreciate the delicious piece of meat before me. It was about 8 and a half inches and somewhat thick. I couldn't help myself and slowly licked the bead of precum that had collected at the slit. Jerrick moaned in response to the simple gesture. I decided to lick up his shaft to the tip before engulfing the entire length slightly gagging as I deepthroated it. He groaned and ran his fingers through my hair urging me to do more. I decided to run my hands over his ass and as I sucked his cock, my fingers teasingly played with his pink puckered hole.

He lifted me up and led me to his bed. There he laid me down, pulled off my board shorts and gave me the attention my rock hard member needed. He slurped at the head before working his way expertly down to the base, deepthroating me and moaning sending shivers down my spine. This went on for a good ten minutes and I could feel myself close to orgasm. My balls were tightening and just before I exploded, he stood up. I whined in protest at this action. “Let's make tonight last,” he told me.

I decided to return to giving him attention so I switched places with him. He fell onto the bed next to me and started playing with himself. I took a second to admire his sexy physique, then I fit myself between his legs and got to work in giving him more pleasure. As I felt his cock hit the back of my throat, I was fingering him trying to make sure that it was loose enough for me to get in there.

“Fuck me, please...” Jerrick moaned. His body was writhing and squirming as he attempted to make his pleasure last. I decided to tease him further and 'make tonight last' by lifting his legs over my shoulders and proceeding to rim him. This sent him into overdrive and he started pushing back onto my face to the best of his abilities. “Ughh.... hurry up... and fuck.... me... already...” he pleaded. I grabbed a condom from my board shorts and put it on. Then I lubed up my dick and lined it up with his hole.

I worked slowly not wanting to hurt him when all of a sudden he reached forward, grabbed my hips and impaled himself onto my throbbing dick. He let out a short abrupt grunt slash scream, but I gave it no notice. I was hornier now and decided to go straight to work on his ass.

I fucked him slow and deep, before switching to short and quick. I never let him get used to one tempo for too long and it just had him screaming and moaning into one of his pillows. Then I decided to go even further and experiment with different positions. “I... I'm... gonna.... gonna... cum...” he moaned. I quickly stopped and he whimpered in response trying to wiggle his hips and hit his climax.

“Not yet, Jerrick. I'm gonna give you a little extra treat.” I told him. He looked at me questionably. I returned us to our starting position with him on his back and his legs above my shoulders. Then I proceeded to fuck him slowly while giving him a mind blowing blow job at the same time.

He was yelling and before I knew it, I felt 5, 6, 7 great shots of cum hit the back of my throat. His orgasm caused his ass rings to clench around my dick and caused me to buck into his ass as fast as I possibly could. I pulled out of him, ripped off the condom and shot my load all over his chest and face.

“Wow. You are incredibly talented,” he said as licked up some of my cum from his fingers, “and tasty too.”

“I'm glad you enjoyed. You're pretty tasty yourself.” I replied licking my lips and falling onto the bed next to him.

We enjoyed the rest of the night and the rest of my stay in Hawaii. Jerrick will always be my Hawaiian Pineapple in my Fruit Basket of sexual exploits.

**** Author's Comments **** : This is my first attempt at writing these stories, please rate me and comment as needed. Thanks!