A literotic sexstories: Sexy holiday day 1: Kate and Jake: truth or dare by Bigcock0235 ,
The friends are just finished with school and are on their way to the coast together
Day 1Jake couldn‘t wait. He had finally finished school and was now going to spend a week with his best friends at his dad‘s house on the coast of Florida. He was looking forward to getting a tan on his 6‘4“ body, with light blond hair and blue eyes, especially on the six pack that he had developed over the course of years on the swim team. The best part of the week was that his best friend Kate was going to come along, the same Kate that he had secretly had a crush on for years. Just thinking of her perfect 5‘8“ body kept in excellent condition from the basketball team, with wonderfully shaped C cup breasts and her copper colored hair that looked great with her blue eyes made his 9-inch cock hard immediately. Looking at his watch he noticed that it was nearly time for all his friends to arrive, and quickly threw the last few things into his suitcase and pulled on a polo shirt and chino shorts.
The moment he had finished the bell rung announcing that his friends had arrived. Once he opened the door he caught sight of Dave, Daniel, Julian, Oliver, Alex, Ethan, Olivia, Charlotte, Emily, Elizabeth and of course also Kate, the person he was most excited about. They piled into 3 cars and set off for their drive of several hours that would let them arrive sometime in the evening. Sometime around an hour before they arrived Kate, who always gets sleepy on long car journeys, nodded off and fell against Jake, who found it increasingly difficult to hide the growing bulge in his shorts.
When they finally arrived at Jake‘s dad‘s house the others couldn‘t believe their eyes. Not only did the house have a private beach and a huge living room but also 6 large bedrooms overlooking the sea, all complete with a double bed and ensuite bathroom. The first thing they did was decide upon who would sleep in which room:
It was decided that Dave, a fellow member on Jake‘s high school swim team who was 6‘1“ with a lean yet muscular frame, light brown hair and blue eyes would share with Daniel, the star player on the high school football team a well muscled 5‘11“ teen with dark brown hair and matching eyes, he had a bit of a reputation for having more girlfriends than one could keep track of.
The second room was to be shared by Julian, a 6‘5“ football player with dark brown hair and eyes and Oliver, the only one who wasn‘t on any school sports team, with a very skinny 6‘0“ frame and the same hair and eyes as Julian.
In the third room there was Alex, who was the shortest of the boys standing at a muscular 5‘6“ with blond hair and brown eyes but, as he was on the football team, was one of the most muscular of the bunch. The other person in the room was Ethan, another member of the swim team, who stood at 5‘11“ had a six pack that was nearly as defined as Jake‘s and the same light blond hair and blue eyes.
The fourth room was shared by Olivia and Charlotte, two 5‘6“ girls with nicely accentuated curves, that came from their membership on the school track and field team, and both had long brown, slightly wavy hair and eyes, although Olivia‘s C cup breasts were a little bigger than Charlotte‘s B cup breasts.
The fifth room had Emily, the shortest of the friends, standing at 5‘3“ with B cup boobs and very long dark brown hair with matching eyes and a lean, slightly curvy body kept fit by swimming. This was a passion shared by Elizabeth, her roommate, who had a 5‘5“ body with perfect curves and long light blond hair with blue eyes and C cup tits.
What made Jake the happiest was that since there was an uneven number of girls and boys one of them would have to share a bedroom with him and that turned out to be Kate. Once they had eaten they went upstairs to their room, the biggest of all with a balcony overlooking the ocean. The first thing Kate did was to fall down onto the bed exhausted from the long day that she had had. “I think I’ll take a shower” said Jake “are you fine with that?”. “Yes, go ahead, I need a moment to rest anyway” replied Kate.
Jake went into the bathroom and locked the door, before taking off his clothes, realizing that his cock was already stiffening. He wanted to jerk off right then and there but was scared that Kate might hear him so he decided against it. After a quick shower he pulled on some looser shorts and a plain white shirt and stepped out of the bathroom to let the already waiting Kate in. Once she had finished showering she stepped out in a blue belly free shirt and short, loose pants.
Kate asked “You know Jake I’m not really tired yet you want to do something fun?”. Jake replied “I thought you were really exhausted but sure, I was just thinking we should do something, what do you want to do?” “Well, I was thinking something along the lines of truth or dare” she said. “Sounds good but you need to start, truth or dare?” asked Jake. “Truth” said Kate. “Have you ever had sex?” asked Jake. Kate replied “No I have had a boyfriend touch me but we never went further than that” before going on to ask “Have you?”. “Hey it’s not your turn” said Jack before going on to say “I haven’t either”.
“Truth or dare?” asked Kate. “I’ll take dare” “OK I dare you to walk downstairs shirtless and get us a drink” said Kate. Jake replied “No problem I thought you would come up with something way worse” before pulling of his shirt. When Kate then gasped slightly he said “You’ve seen me in way less at my swimming competitions” “Yes, but it’s different seeing you up close and you’ve gained muscle since the last competition” said Kate. Jake then slowly walked out of the room, while putting on a bit of a show, flexing his muscles in Kate’s direction. He returned a few minutes later with two glasses of coke with ice and his shorts pulled down slightly as to better show off his v-cut. He decided to keep his shirt off, it was clearly pleasing Kate and it was very warm anyway.
“Your turn” he said to Kate “truth or dare?”. When Kate chose dare he said “Since I had to remove some clothing it’s only fair if you go without one piece as well”. Kate groaned and reluctantly pulled off her belly free shirt to reveal a matching blue bra. Jake instantly regretted this dare when he realized that Kate would probably be able to see by the growing bulge that he very much enjoyed the view. “Stop gaping at me, you’ve seen me in a bikini before” said Kate “you want a truth or a dare?”.
“I’ll take another dare, seeing as your first one wasn’t that difficult” replied Jake. “You want something difficult, then go out on the balcony naked and stay there for 30 seconds” said Kate. “I shouldn’t have asked for it” groaned Jake, while gettin up and walking outside. Luckily his cock had deflated a little so that he didn’t have a boner when he dropped his shorts and calvins. After what felt like an eternity Kate knocked against the pane, signaling that he could come back in. He pulled up his calvins and shorts and lay back down on the bed, glaring at Kate.
“Your turn now, truth or dare?” he asked. “I’ll take another truth” she said. “Do you ever fantasize about having sex and if yes with whom?” he asked. This question made Kate turn red “Yes of course I do, don’t you?” she said. Jake replied “Yes I do as well, but you still need to answer the second part of my question”. “OK I mostly fantasize about you” said Kate and blushed. Jake couldn’t believe his ears, had Kate actually just said she thinks about him sexually all the time?
To lessen Kate’s discomfort he decided to say “I’ll take a truth next”. “How big is your cock?” asked Kate. This made Jake turn a little red, but after a few seconds he replied “9 inches”. “Wow what the fuck, that’s like insanely huge” said Kate before adding “I always thought you had a big one because you always had the biggest bulge at the swimming competitions, I still never thought it would turn out to be that big”. Kate saying she didn’t just think about having sex with him but also thought about his cock size made Jake’s dick visibly stiffen, Kate would surely see how large it had gotten.
To get her attention away from his stiffening cock he decided to ask “truth or dare?”. “Dare” said Kate. “You need to go out and swim in you clothes” said Jake. “Noooo I can’t do that, they will be wrecked” moaned Kate. Jake replied “Well, if you don’t do a dare I think it’s only fair if you remove an article of clothing”. Visibly annoyed Kate pulled down her shorts to reveal panties that matched her bra “happy now?” she asked. “Yes, very” replied Jake and was even more excited when he saw that right where her pussy was there was a little wet spot on her panties. “Now I feel so exposed can’t you also take off your shorts?” asked Kate hopefully. “If you want to get them you need to take them off yourself” said Jake and stood up. Kate positioned herself so that her face was right on level with his shorts and started pulling them down, getting a short feel of his nearly stiff cock that was stretching Jake’s calvins to their limit. “Ooooh someone’s excited” exclaimed Kate. “Well someone has the hottest girl ever sitting in front of them” responded Jake.
“I dare you to lick my pussy” said Kate. “Hey I haven’t even chosen yet” protested Jake, but then added “OK I will if you so desperately want me to”. He then proceeded to unclasp her bra revealing her wonderfully sculpted tits that he gave a small rub and then moved on down to pulling down Kate’s panties, revealing her completely shaved pussy. He then started to caress her legs and lower belly, moving ever closer to her succulent pussy. Kate had just started to become a little impatient when he let a finger slide down her clit and into her tight pussy. Adding a second one he started massaging her pussy, getting faster and harder all the time. The level of skill with which he did this made Kate doubt that he was as inexperienced as he said he was. His fingers went at it harder and faster and Kate’s moans increased so that Jake was sure that everyone in the house would hear. At one point her moans were louder and more filled with pleasure than ever and her pussy clenched around his fingers and squirted her juices all over him.
Once he had managed to untangle his fingers from her tight pussy he started to lick up and down her clit, occasionally sucking, causing Kate to once again moan in pleasure. He kept licking and sucking her sweet clit until Kate’s moans got louder and louder and she came, squirting all of her wonderful juices into his mouth. Once Kate’s orgasm had subsided he said “now it’s your turn”.
Before he even managed to finish talking Kate had pushed him down onto the bed and started passionately kissing him. She then moved down, covering his neck, chest and abs in kisses until she reached her goal and slowly started pulling down his calvins, exposing his cock that was harder than ever inch by inch. When she reached the end of it, Jake’s cock came free and swung upwards, hitting Kate in the face. “Wow it really is 9 inches and sooo thick” said Kate, taking it into her hands. In fact it was so large that even when using both of her hands she only managed to cover about two thirds of his shaft and it was so thick that she couldn’t quite fit her hands around it. She rubbed up and down it a few times, marveling at the size and then started slowly taking it into her mouth inch by inch, until after several minutes she gagged at about 7 inches. Jake had never felt anything like it, he was the luckiest guy in the world, he never knew that he could feel so much pleasure at once. Jake leaned back and watched Kate who by now was bobbing her head up and down on his cock, sucking it as if she were sucking on an oversized lollipop. Kate had been sucking for so long she wondered whether he would ever cum, when she felt Jake’s cock swell a little more and heard him moan “Oh Kate I’m cumming”, giving her little time to prepare for the giant load he shot down her throat, his huge balls quivering in excitement. He shot so much that Kate thought it wouldn’t end, and to her disappointment some of it came dribbling out of her mouth all over his engorged member.
“Wow thank you for that” said Jake “I know how I can repay you”. With that he picked her up and tossed her onto the bed, kissing her with renewed passion, while positioning his still hard cock at her entrance. “Careful, this might hurt” he warned before slowly entering her pussy, pushing slowly into her tight hole. Kate moaned half out of pleasure, the other half out of pain. “Should I stop?” asked Jake. “No, just keep going slowly, I will adjust” she answered.
So Jake kept going, pushing ever further into her pussy, until he reached her barrier, warning her that it was going to hurt, he pushed forward, breaking her hymen and sliding on until his whole 9 inches were buried deep inside Kate. He then slowly started pulling back out and sliding back in, gathering speed. Kate’s moans had turned into moans of profound pleasure, getting louder and louder until her already tight pussy clenched around Jake’s cock even harder.
Jake however was still far away from an orgasm and kept fucking her even faster and harder now, completely filling her up. Soon after Kate’s first orgasm had subsided her moans got louder again and she once again clenched around Jake’s cock, this time pushing him over the edge. He thrust into Kate one last time, before emptying an even bigger load than before deep into her pussy, filling up her womb with his hot seed.
Now his cock started to soften and he pulled out of Kate, panting with exhaustion. Both of them couldn’t stop smiling about the amazing experience they had just had. Suddenly a feeling of tiredness overcame both of them and Kate cuddled up against him, falling asleep naked, her head resting upon his chest.