Mom and Dad insisted we do the big summer family vacation thing over all of our objections. Robby was pissed he was missing hanging out with his buddies over the last summer before leaving for college. Sarah was constantly texting her latest boyfriend and refused to speak to anyone. That suited me fine because she's a bitch. And me? I wanted to squeeze my new bigger boobs into last year's bathing suit and finally convince that hunky life guard at the YMCA to show me what I've been missing. Oh well…
I have to admit the island resort was great, but as soon as we got checked in Mom did her whole take over the schedule thing and dragged Sarah and me to the spa. Don't get me wrong, I love being pampered but I want it on my terms. When the girl at the front desk greeted us, I asked for the gorgeous, dark-skinned masseur to rub me all over, but Mom insisted I get a masseuse instead. Then she took the masseur for herself with barely suppressed smirk.
I got undressed in the changing room and wrapped a towel around my chest before going into the dim, candle-lit room. The masseuse had set up small bowls of fragrant oils around the table.
"Remove your towel and lay face down on da table," the masseuse whispered over the rising cry of whale songs. She was an native islander, barely older than me, with the dark skin tone and blinding white teeth they all seemed to possess.
"I wish you were the big guy," I muttered, unable to keep the petulant whine out of my comment.
"Dat's my big brother, Theo," the masseuse chuckled. "Emphasis on big. He'd split you up the middle, girl. You even been wid a man yet?"
"Sure, lots of times," I lied as I slipped the towel off and draped it over the table. Then I climbed on and put my face into the padded hole at the end.
I'd never been totally nude during a massage before. Usually I'd leave on my panties and keep a towel over my middle, but I'd impulsively left them with my clothes when we changed. She didn't know me and I'd never see her again anyway.
There was no way I'd admit to Little Miss Islander I was still trying to find someone who knew what they were doing for my first time. That's why the lifeguard had been top of my list. All the girls I knew talked about how great he was in bed and I wanted my first time to best.
I knew what I wanted, after all. Once I'd figured out how to get off with the shower head when I was ten, I went a little crazy. First I used my hairbrush handle just to see what it was like to have something inside me. That was okay, but not as nice as putting my old wiggle writer right on my clitty. Mom noticed how we were always out of AA batteries so I switched to my electric toothbrush. Since it was waterproof, sometimes I used the thick end to stretch myself out to be ready for what I hoped would be the time of my life.
"I'm Vicky," the masseuse said as she rubbed oil between her palms to warm it. "Do you have any injuries or muscle problems I should know about?"
"I'm Kay," I sighed. Maybe I could imagine she was Theo. "And there's nothing wrong with me."
She worked the warm oil all over my back and shoulders before focusing on the different muscle groups. Her firm touch and my imagination put a smile on my face while she worked up and down my back. When she moved to my legs, I sighed and relaxed even more. She really dug into my calves and feet, bringing out quiet whimpers of pleasure.
"Roll over for me, please, Kay" Vicky whispered and I obeyed.
She worked up from my feet, making my stomach clench when she reached my hips and stomach. My porn tastes are exclusively men, especially gay men cumming from penetration alone, but I was so horny from imagining Theo touching me that I'd seriously consider letting a sister help me out.
It wasn't her fault. Vicky had a very businesslike touch, not sensual in the least. But when she pressed deep to massage my muscles under my arms and around my breasts I was nearly panting.
"Am I hurting you?" Vicky asked with a little concern in her voice.
"Not at all," I whispered, not daring to open my eyes or admit the truth.
Vicky worked her way up my arms and dug into my forearms and hands before placing them back at my side. She kept running her fingers lightly along my body, feet to neck, making my stomach warm and my cunt deliciously wet.
Moving to the head of the table, she began to massage my scalp and face. The sensation of electricity shot all over and made my skin prickle.
"Would you be interested in waxing?" Vicky asked. "It's included in the package and I am very good at it."
"You mean my pubes?" I asked. I'd waited twelve years to finally get some, but most of the popular girls had shaved theirs off as soon as they appeared. I liked the way it felt when I slipped my fingers in my panties at night. Sometimes I fell asleep with my hand cupping my mons because it felt soft and warm.
"And your legs if you want. It'll grow back if you don't like it, but I know I hate worrying about body hair showing when I wear a swimsuit." Vicky was still rubbing my temples. The fragrant coconut oil was relaxing me as much as her touch.
Then I realized if I said yes she would be the first person to touch my vulva, other than my doctor, since I figured out what it was for. And at that moment I really wanted someone to touch me there. Anyone.
"Okay," I whispered without opening my eyes. She rubbed my forehead a little longer, then stepped away from the table.
I heard her unlatch something at my feet, then the table opened between my legs as she stepped between them. She rolled over a cart or something, because I heard the rattling wheels, but I refused to look. I still wanted to imagine her brother, Theo, doing this to me.
I jumped when she touched my mons. The shocking feeling of her running her oily fingers through my bush made me bite my lower lip. She used the oil to soften my hair, then used a buzzing clipper to remove the longer ones.
I thought I was gonna cum from that alone. It took all my willpower not to lift my knees and press myself into that buzzy feeling. She pushed my thighs around as she trimmed, then she lifted behind my knee to have me open myself to her fully.
"It's not unusual to become aroused by this, but I promise I'll be professional about it," Vicky said with an odd tension in her voice. While she moved my skin around to clip off the longer hairs I couldn't help holding my breath. She had to notice I was soaked, but I was so horny I couldn't even be embarrassed about it.
When she turned off the clippers I swear I could still feel the vibrations all the way through me. She used scissors to trim more where the clippers couldn't reach. I lifted my hips when she pushed me up, allowing her to snip all the way down between my cheeks.
"I'm ready to start with the wax. It'll be warm, but shouldn't burn you. When I pull off the strip it may sting, but I've got a lotion for after that will soothe your skin and keep you from getting ingrown hairs. Are you ready?"
"Yes," I whispered. It was almost a moan. I felt the wax begin to cool as she pressed a strip of fabric against my mons.
"The first one always hurt the worst. Here we go."
"Mother fucker," I shrieked as she ripped out my vagina. Eyes open now, I raised up on my elbows to see if I was bleeding. There was only a bare pink strip of skin across the top of my mons. "That fucking hurts!"
Vicky gave a sympathetic chuckle. "It does, but I promise you'll appreciate it. And if you are serious about making a friend on the island this week, he'll appreciate it, too."
"Fine," I grumbled as she used a stick to smear more wax on me.
Watching her made it a little easier to bear. She worked down the mons and along the outer lips before going into the forbidden zone. That hurt, too, but not as bad as the first rip. Then came the seemingly endless plucking as she found stray hairs here and there.
I didn't get used to it exactly, but by the time I was smooth I could see her point. It was worth it because it did look neater being bald.
"I need to work this lotion in now, so I'll be touching you all over," Vicky warned. "Just lay back and relax."
Her skin was too dark to see a blush, but the way she was avoiding my eyes made her seem embarrassed for some reason. I lay back down, but kept my knees open for her to reach all the places she'd ripped out my hair.
The minty lotion tingled as she applied it, but it cooled off the heat the wax and hair removal left behind. It was almost like a massage as she worked more of the slippery lotion into my mons and outer lips. I shut my eyes and imagined Theo again. He had shoulders for miles and arms that were so muscled the veins showed through his ebony skin.
My knees drooped as I relaxed. I wanted to move my hips, my inner muscles wanted to clench, but I kept still and enjoyed the moment. Her fingers opened my lower lips to apply the cooling lotion to the inner places she had plucked stray hairs. My mouth opened on its own as I let out a slow breath.
"You have a lovely body," Vicky whispered, destroying my illusion of Theo, but I wasn't entirely disappointed by her compliment. She was the first person outside my family doctor to know me so intimately.
"Thanks," I whispered.
"My lips down there are so dark, but yours are pink like bubble gum." There was a delightful teasing tone to her voice that made me smile.
"I have a friend who has dark lips that stick way out. I've seen them in the shower at school. Well, everyone else sees them too, not just me."
I realize she wasn't just putting lotion on anymore. She was just exploring me and the idea caused me to break out in goose bumps.
"Mine do, too. Theo saw them once and called me flapjacks until I snuck hot pepper sauce in his pancakes one morning."
I chuckled and opened my eyes to see her echoing smile. Her fingers slipped away at last, leaving me wet and strangely wanting. I suddenly felt close to her, like I'd known her my whole life. "Thanks, Vicky."
She met my eyes for a moment. "I'm not supposed to hang out wid the guests, but I know of a party later on. Locals, mostly, down the beach a ways. There's a boy I t'ink you'll like."
"Sounds like fun!"
The hard part was getting away from Mom. She was glowing and happy after her massage but kept pushing Sarah and I to hang out. Dad and Robby were off doing something vaguely dangerous and adventurous, which left us stuck with Mom. She suggested going to the beach, but I still had an hour or so before I was supposed to ditch Mom and Sarah to meet Vicky.
Sarah and I were changing into our swimsuits in the hotel room when I heard Sarah gasp.
"Oh my God, you shaved your pubes?" she asked with wide eyes. She always kept hers mostly shaved except for a little strip on her mons. It was never as smooth as Vicky had left me and I could tell she was jealous.
"No," I answered like it was no big deal. "I got a wax when we were at the spa."
"Does Mom know?"
"Does Mom know what?" Mom asked as she walked into our room in the suite. She was already in her swimsuit and had a colorful wrap around her waist.
"Kay got a bikini wax!" Sarah loved tattling. Always had, the stupid bitch.
"It was included in the spa package," I explained before Mom went mental about it.
"Let me see," Mom growled as she pulled the one-piece swimsuit I'd been casually hiding behind.
Red faced, but standing proud, I allowed her to inspect me. Her eyes travelled over my body from neck to feet while she sighed loudly. "My baby's growing up," she whispered to herself.
I pursed my lips and shot a withering look at Sarah before taking back my swimsuit. Mom watched with a subdued smile as I stepped into it and tried to pull the top over my boobs.
"We need to get you a new suit, honey," Mom said.
"Not fair," Sarah whined. "She gets a bikini wax and a new swimsuit?"
"She can't go out in public wearing that. Her boobs are sticking out the sides and it's so tight her camel toe looks more like a moose knuckle." Mom laughed and waved her hand at me. "Take it off, Kay, and put on some shorts so we can go get something that won't make your dad have a heart attack."
The resort had shops down on the first floor that specialized in staples like swimsuits, flip-flops, and sunscreen. As we went down the elevator, Sarah whined until Mom agreed to buy her a new swimsuit as well. I wondered aloud why someone so committed to her latest boyfriend needed a new swimsuit and got a slug in the arm for the trouble.
Shopping for clothes with Mom required a bit of strategy. I knew she'd never let me get the string bikini I really wanted, but I refused to accept the frilly one-piece I knew she'd pick out. As we made proposals and counter-proposals, I worked my way toward the one I both wanted and thought I could get away with.
"I don't know," Mom said as she inspected the modest bikini with a colorful blue, green, and yellow tie-die look.
I'd already tried it on. The bottoms gave me a nice bridge over my hip bones but completely covered my butt cheeks. The top had an elastic band that went around to support my bust, with straps that went behind my neck. It left enough wiggle to be interesting without crossing into the forbidden zone where Dad would veto our decision.
To push her over the edge, I went back to the little scarlet bikini I'd tried on earlier. "Well, this one is still my favorite and I think I have enough allowance left—"
"Fine, the tie-die it is," Mom huffed as she turned towards the register.
Sarah was waiting with the swimsuit Mom had allowed her to get. "Finally!"
She was older and been allowed a little more latitude in her style choices. The bitch. God, I hate her.
So after a quick change upstairs, off we went to the beach. Mom spread her towel and put on shades for a late afternoon nap. Sarah posed and primped as she slathered on the sunscreen, pretending to ignore the guys passing by who drooled over her scrawny body. I dropped my towel next to Mom, then spotted a volley ball game in progress and jumped in on the smaller team.
The lack of pubic hair allowed the gusset of my swimsuit bottoms to rub in the most interesting way. It wasn't overt, but the constant awareness when I moved made me feel naughty and kept my mind on sex.
There were some cute guys playing, but mostly older. I've got nothin' against college guys in general, but once they figure out you're younger than you look, they run. I suppose knowing that having sex with me would land 'em on the sex offender registry makes it kinda hard to blame them.
The younger guys were fun to fuck with. I have a mean serve and years of dance mean that I can jump higher than most guys. I gave my coy smile to distract them, then spiked that fucking ball right down their throats. It worked until they figured out I'm a ringer, then they chill out so I can get to know them.
"So where you from, Kay?" one hottie with a body on my team asks.
"Houston," I reply as I toss the ball up for an overhand serve. It skims just above the net, sending the other team scrambling to scoop it before it hits the ground. "What about y'all," I ask.
I make sure to keep the conversation open to everyone so I don't limit my options. I get New York, Chicago, a couple of Californias, and an Oklahoma.
The ball goes back and forth a few more times, long enough for Mom to doze off and Sarah to strike up a conversation with someone who didn't look at all like her boyfriend back home. I stepped back slowly at the end of a game instead of switching sides with the rest of my erstwhile teammates. Before anyone noticed I ran up the beach where Vicky said she'd be waiting for me.
I'd purposefully left my cell phone in the hotel room so I could avoid being called back before I was ready. I might catch a little heat for it, but on vacation Mom could only punish me by punishing herself. And if things went like I hoped, I might be fine with being confined to our hotel suite.
Vicky looked different out of her white hotel uniform. She had on brown leather sandals and a brilliant green cotton sun dress that set off her dark complexion. Her smile lit up when she caught sight of me.
"You made it!"
I felt a little under dressed in my sporty bikini, but shrugged it away. That was when I saw girl with a lighter skin tone holding Vicky's hand. Her white sun dress was the same simple style as Vicky's. And where Vicky had kinky curls, the other girl had smooth wavy hair pulled back in a scrunchy.
"You must be Bubblegum," the other girl said as she extended her slender hand.
"Bubblegum?" I asked with a laugh and blushing look at Vicky.
"This is Simone, my girlfriend." Vicky sucked her lips in tight and gave me an apologetic look. "I didn't mean to tell her. She can be very… persuasive."
They kiss briefly and I feel a tightness in my stomach. "You told her?"
"It's okay," Simone laughed when she broke the kiss. "It's still a secret. And don't worry, I won't tell Renauld."
"Who's Renauld?" I ask, feeling a little hurt and confused.
"Renauld is my brother," Simone said with more of a French accent than the Caribbean patois Vicky spoke with. "And he's dying to meet you."
"He's the one I was telling you about earlier," Vicky said as she stepped closer.
Simone's eyes darted between us as I took in Vicky's face. She had touched me and made me wet that afternoon. I didn't want her like I did a man, but the compulsion to kiss her full lips gripped me like a madness.
"Are you sure you want Renauld?" Simone whispered as she watched us with excitement in her eyes.
I saw the proposition in Vicky's face, but couldn't make myself do it. "Let's go find out."
We walked together with Vicky between us. I shared the usual things and asked questions of them both. They had been together for a year, but had an open kind of relationship. I got the feeling Simone was more open than Vicky, but it was their life and their choice.
The bonfire wasn't far from the hotel. I could still see its lights along the top in the distance, so I knew I could find my way back. The group of islanders were already drinking while some kind of combo of hip-hop and reggae blasted from ragged looking speaker cabinets near a DJ mix table. The guy spinning had dreads down to his waist and was rocking in time with the beat.
Vicky pulled me along through the crowd, grabbing me a can of Red Stripe from a dirty cooler. The beer was cold and tasty, unlike the cheap beer at keggers back home. We got to a group of guys laughing and talking about soccer when I saw the most handsome man I'd ever seen in my life.
He had Simone's coloring, but his hair was a short, curly cap. His mouth was wide with the kind of thick lips I'd always loved. His eyes stopped on me with a look of surprise, like I was an old friend come home. When he glanced at Simone, I caught the nod that pulled him away from his friends.
"Simone," he said and kissed both of her cheeks. "Vicky," he said and did the same. I blushed, thinking he might do the same to me. "And who do we have here?"
"Renauld, this is Kat," Simone said. "She is our new friend."
"Enchanté," he whispered as he drew closer and touched his lips to my cheeks.
"Hi," I said, suddenly tongue-tied. Vicky was suppressing a smile as she and Simone stepped back a little.
"Come, let me introduce you to my friends."
The next hour passed in a whirlwind as Renauld took me around to meet so many people it made my head spin. He treated me like I was special. He always kept his hand on my lower back and made sure my Red Stripe was never empty. He even did little things, like explaining the in-jokes he and his friends shared to make me feel part of their group.
When it was fully dark, I took Renauld's hand and pulled him away from the bonfire. "I need to head back before my parents call the police."
"May I walk you?" he asked.
"That would be nice."
We walked along the beach, passing beach houses and smaller hotels before the resort came in view. There were still plenty of people around in the pool area, which would make it easier to blend in for a while. Renauld slowed until we stopped in the shadows and I turned to him.
He kissed me. Those wonderful, soft lips touched mine forcing my arms around his neck to hold us together. He went deeper, opening his mouth to me. I tasted beer and something sweeter, warmer. Chills went up and down my arms.
"I want you," he whispered and I felt his erection pressing against my stomach.
Kissing him again to give my consent, he moaned in my mouth when my hand went inside his board shorts. He was already wet on the tip and I used those slippery drops to stroke him until he shivered.
"I know a place," he said as he broke our kiss.
He led me to a small cabana near the hotel pool and lazy river. After checking it was empty, he pulled me inside and locked the door behind us. The room was dim, but there was a low padded bench that would have to do.
Renauld pulled his shirt off over his head and even in the shadows I could see his muscle definition. I took off my swimsuit while he watched with wide eyes. Then he pulled something out of his back pocket and dropped his board shorts.
I stepped closer and kissed him again. There was no way I could tire of his lips. His erection fit perfectly in my hand, making him push into my grip. With one hand cupping my breast, he rubbed a thumb over the erect nipple while the other hand stroked my ass.
"I want to taste you," he whispered.
"Please," I begged and allowed him to sit me down on the padded bench. He knelt between my legs, pulling behind my knees to drag me closer to the edge. I caressed his hair as he bent to lick the smooth skin on my mons. Oh God, Vicky was so right. Feeling his slippery tongue made me clench my cheeks and open my knees wider.
"You taste so good," he murmured.
His breath brought up prickles but his tongue made me whimper. In moments, he had me riding the cusp of an orgasm faster than I'd ever gotten there before. Holding my breath, I strained hard as his tongue circled slowly. My hands in his hair, my toes curled tight, I passed the point of no return and shivered like I was freezing.
He knew because he moaned for me as I spasmed and kept his mouth on me until I stilled. Sitting back, he tore the side off the condom wrapper and got up on his knees to roll it down his thick length. My heart was still pounding from his mouth when he pushed himself slowly inside me.
Fuck toothbrushes. Fuck wiggle writers. Fuck hairbrush handles and shower heads. I love cock. I love being filled full of thick cock. It was cool at first as he spread me wider than I'd ever been. I could only moan softly and tug at his hips to hold him deep inside. When he was warm, he began to move slowly at first, then faster.
He pushed my knees higher. It changed the angle and he hit something inside just right. I gasped and began to squeak each time he thrust into me. I didn't mean to squeak, it just happened. I kept my hands on his hips, his arms, his shoulders. I touched him to encourage him to keep doing whatever he was doing. My head turned as he brought me closer again, my lower lip between my teeth.
"Oh fuck, Renauld," I murmured. "Oh God, don't stop."
He chuckled. The smug fucker actually chuckled, but I didn't care. Something big was happening. Something bigger than I'd ever felt before. Orgasms I'd had, but he was pushing something that was either going to kill me or make me pee. I kept going higher until I lost control of my voice.
"I'm coming! I'm coming! Oh fuck!"
My body convulsed as he held me down, the pressure inside growing even higher as I pulsed around that wonderful, amazing cock. He was panting and I wanted to feel him let go. A dozen hand jobs and one blow job had gotten me familiar with the signs of a guy on the edge. While he might be cocky, Renauld was about to cum inside me… well, inside a condom inside me. I'm not stupid.
Once I could think again, I pulled up to kiss him. "Cum for me," I begged. "I want to feel you."
He pulled me close and pressed himself deeper inside. Our foreheads touched as a sudden warmth filled me deep inside. I could feel the tale-tell pulses of his orgasm and wrapped my legs around his waist to keep us welded together. His kisses went down my neck as his panting turned to chuckles.
"Fucking amazing," he muttered into my neck, making me smile and sigh.
"Thank you," I whispered back. He had been perfect and amazing and wonderful. This was the first time I'd always dreamed about and thanks to Renauld my dream had come true.
There was a little bit of awkwardness as he pulled out of my sore vagina to dispose of the condom. I dressed in my swimsuit, still smelling too much like sex to go up to our suite.
"Wanna float around the lazy river?" I asked as he pulled his shirt over his head.
"I'd love to," he said, his white teeth smiling in the dark.
My mother found us floating in tubes a little while later. The scent of sex was gone, but it felt like she could tell I wasn't a virgin anymore. She snapped at me to come up to bed and stormed off before I could say anything. I kissed Renauld one last time at the back entrance to the hotel lobby.
"Can I see you tomorrow?" he asked with that smug grin he'd earned.
"I'd like that. I'll be at the beach after breakfast if you want to hang out."
"I'll see you or pass a message through Vicky if somethin' comes up."
Then he walked away into the night while I watched. Damn. I was already horny again.
Source: reddit.com/r/sexystories/comments/3tnmc2/island_vacation_mffirstoralmast
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