Holly’s Island: The Complete Collection Page 4

  “Yeah, Caleb’s sometimes been a bit too concerned about prying that stuff out of me, but deep down I’m glad he’s trying,” Holly said. “So he and Ashley were … are pretty serious? It must be hard on them to not be together. I wish Caleb didn’t feel the need to break things off just because of me.”

  “Yeah, they were getting pretty serious and I don’t know why he felt the need to stop seeing Ashley, I guess he was worried about what kind of shape you’d be in when you first got here. But if you could talk to him about that I'd be forever in your debt. I really do love Ashley to death, but she's wearing me out without Caleb around!”

  “Um, okay, I'll … I don't want to get in the way of Caleb and your mom. I'll talk to him.”

  “Great! She been driving me crazy lately, but don't call her my mom … it's just weird. Yes, she has technically adopted me, but that was more for legal reasons like her needing an heir, we are more like best friends than anything else.”

  “Oh, okay,” Holly said.

  “So you want the tour?”

  “Sure.”

  Sara led Holly through the massive house, most of which was unused and closed off since there were only two people living there. It was in need of repair, but not as bad as Sara made it out to be. There were rooms that had been fixed up and she saw signs of repairs in other areas of the house as well.

  “It looks like you guys are doing your best to fix it up.” Holly mentioned when they walked by a partially demolished bathroom.

  “Yeah, Caleb was helping us out. But without him, labor is pretty hard to come by on the island and expensive, so we've had to put it on hold. We've been saving up though. Ashley’s been working a bunch of extra shifts and I chip in as much as I can.”

  “So what does your mom … I mean Ashley ... do? You said she works at the resort?”

  “Yeah, she's an assistant manager and also works some night shifts as an activities director. It's okay money, but not nearly enough when you live in a money pit like this.”

  “You said you help out too? Do you have a job? I've been helping out Caleb, you know being his assistant, but I don't really have much to do, sometimes it seems like he sort of made up the job just to be able to give me a paycheck, but there doesn't seem to be many other job opportunities around here.”

  “Ha, yeah that's certainly true. The island is sort of a wasteland in terms of job opportunities. If you’re not working at the research center or the resort, then you’re probably a fisherman. The resort is always looking for good workers. Ashley got me a job there last year, but it didn't work out … square peg into a round hole sort of situation. But you can always make money. You just need to supply something that people demand.” Sara said with a knowing grin. “Caleb taught me that, supply and demand, find something that the people want and give it to them … for a price, of course. Speaking of which, what did you think of my box of goodies I left for you to find?”

  Holly wasn't sure what to say so she just looked down at her feet and tried to keep her face from turning an even brighter shade of pink than it already was.

  “It's okay, you can tell me. I'm certainly not going to tell anyone. You know how embarrassed I'd be if people found out about what's in that box?”

  “Yeah, I guess,” Holly said quietly.

  “Well, then talk to me. What did you think?”

  “So ... you left it for me to find?” Holly said with her eyes still on her shoes.

  “Well, yeah, I mean I'm not just going to leave something like that out for just anyone.” Sara said with a big grin.

  “But, why me, you barely know me … you didn't know me at all back then.”

  “I had been keeping my eye on you ever since you got here. At first, I have to admit, I was pretty jealous of you, but then ...”

  “Wait, why were you jealous of me?” Holly asked snapping her head up to look Sara in the eye.

  “Well, first off you stole Caleb away from Ashley just when things were looking serious. And, honestly I sort of have a little crush on him too.” Sara said with a hint of secrecy. “Then, after I saw you that first time reading out on the porch I became jealous of how pretty you are.”

  “Whatever!” Holly responded louder than she intended before quickly lowering her voice, “I'm NOT that pretty … certainly not as pretty as you!”

  Holly blushed hard as she realized what had just come out of her mouth.

  “Oh, but you are pretty.” Sara said confidently as she brushed Holly's hair back over her ear with her fingers, letting her hand rest against her cheek. “And that was the main reason I shared my box with you. I thought you were the most beautiful girl I had ever seen and I wanted to show you how much fun we could have together. Did you like what you saw in my box?”

  Holly could only nod and hope that Sara would never remove her hand from her cheek.

  “So, do you think it would be okay if I kissed you now?”

  Holly nodded again her pulse pounding as she watched Sara's beautiful lips slowly move toward her. Her lips were moist and hot against her own and when Sara parted her mouth slightly Holly did the same. Sara's tongue darted into her mouth, gently tracing the outline of her upper lip and when Holly did the same and their tongues met she felt the wetness between her legs began to soak into her cotton panties.

  Sara pulled away and grabbed Holly by the hand.

  “Come on.” Sara whispered and led her into a nearby room.

  Holly recognized it as the setting for many of the photos and her tummy did several more flips just thinking about what had gone on in this room. But she didn't have much time to think as Sara's lips were on her again, but this time there was no doubt as to where it would lead and Holly wanted nothing more in the entire world. Sara started at Holly's mouth, kissing and tenderly sucking at her bottom lip before moving slowly down her neck leaving a trail of kisses in her wake. Nibble fingers unbuttoned her top as an avalanche of kisses followed her warm soft hands down her chest. Before she knew it her shirt was on the floor and Sara's mouth was gingerly sucking on her small pink nipples to great effect. Holly felt on the edge of orgasm even before Sara's hand began rubbing her pussy through the fabric of her shorts so it only took a few strokes before Holly's knees went weak and she collapsed onto the bed shuddering in a monster climax.

  Sara didn't waste any time flinging her own clothes to the floor and jumping on top of the still quivering Holly. By the time Holly had recovered, Sara had managed to pull off her shorts and was gently nibbling on her inner thigh. When Holly moaned Sara went to work, licking up the length of her pussy again and again until Holly was poised to fall over the edge once more. But Sara held back, going back to the inter thigh and kissing up to her stomach, over to her cute little bellybutton and down the other side to the opposite thigh and then reversing course and doing it all in reverse. Soon Holly was moaning for release and just when she thought she couldn't take it any more Sara's mouth latched onto her wet pussy and sucked hard on her sensitive little clit. Her orgasm was so intense, so overwhelming, that Holly couldn't seem to breath, the feeling was so all-consuming. It was as if her body had to shut down in order to just concentrate on feeling so phenomenally good.

  Holly couldn't be sure if she actually passed out or if she was just dazed, but when she came to she was met with the amazing sight of Sara's bare cunt just inches from her face. Holly knew that Sara shaved her pussy from looking at all the pictures so often, but the sight of it up close and personal was something out of a fantasy. Sara whispered something like 'my turn', but Holly needed no encouragement and tried her best to duplicate what she remembered from Sara's amazing example. She had no hesitation in tasting her first pussy, but she started slow like Sara had done with her, kissing around her sex, licking the crease made where her thigh and outer pussy lips met. Soon, however, Sara had had enough and with her position of power she sat her naked cunt right on top of Holly's mouth. Holly took the hint and went to town, sucking and tongue fucking her pussy with gusto. Sara's p
ussy juices ran down the sides of her cheeks and she started to moan in earnest. Holly found her little nub of a clitoris and sucked hard against it, flicking her tongue across it like she was trying to play her like a musical instrument. Sara shook hard and Holly grabbed her small ass and pressed her mouth firmly into her hot, wet, climaxing sex until Sara finally collapsed onto the bed next to her, her left leg still draped over Holly's sex soaked body.

  “Wow, so I guess you really did like my box!” Sara sighed.

  “Yeah, I guess I did. But this was so much better! I didn't think it could feel so … so … good.”

  “I know. I remember my first time with a girl, it blew my mind.”

  “So can I ask you a question?” Holly said turning to face the still heavy breathing Sara, “what does it feel like to … you know, have sex.”

  “Ha, I hate to break it to you but what we just did was sex ...”

  “No, I mean with a boy. You look like you are enjoying yourself in those pictures and, well, is it as good as this?”

  “Oh, you're still a virgin?” Sara asked and Holly nodded somewhat embarrassed at so easily revealing what was a deeply held secret. “Well, it's pretty awesome, but it's certainly a different feeling than this. I'm not sure I can explain it very well, you'll just have to experience it for yourself.”

  “Oh, I don't know … I mean I don't even know any guys here, let alone one that I would want to have sex with.” Holly said.

  “Well, give it some time. And you don't necessarily need to be in love with the guy to have sex with them. If you both like each other and want to make each other feel good, then what's the harm. The island has ways of loosening you up. You'll meet my friends soon enough and you'll see.”

  Holly thought about that for a while and couldn't really see the fault in Sara's logic. Then she thought of something that made her sad.

  “But, we're different, right?” Holly asked quietly.

  “What do you mean?”

  “I mean … like you didn't have sex with me just because you wanted to feel good.”

  Sara turned over on to her side and looked Holly in the eye.

  “Well, that was part of the reason, but if you’re asking if this … if what just happened between us, and hopefully will keep happening, is a purely physical thing? I would have to say no. I've felt something for you since the first time I saw you. I feel connected with you on a much deeper level than just sex. I just don't know exactly what that means, but I know I want to find out.” Sara said sweetly and kissed Holly on the cheek.

  “I would like to find out too.” Holly said and then paused.

  “What?”

  “It's just that you've had sex with all those other girls and guys … “

  “And you want to know if what we have is special? Yes, it is very special. All those other people are my friends and I love them all like friends and we all enjoy having sex with each other, but that's it. With you there is something more. You are different.”

  Over the next few weeks Sara and Holly hung out constantly. When they weren't exploring each other’s bodies, they were reading, biking, swimming in the ocean, or just lounging around talking. It was during one of these chats that Holly remembered something she had wanted ask way back during her first visit to Sara's house. They had just finished another mind-blowing sexual rendezvous in which they had managed to both orgasm simultaneously for the first time. Now they were lounging in the bed naked talking about boys.

  “Hey, can I ask you a question?” Holly said in her typical shy voice during a pause in the gossip.

  “Sure, anything at all.”

  “Well, remember when I first came over here?”

  “Yeah, how could I forget?” Sara said with a lustful grin as she casually rubbed her finger over one of Holly's pink nipples.

  “You never really answered my question about how you make money. I mean you always have nice things, new clothes, new bike, an iPod, and you also help with the costs of fixing up this old house ...”

  “Well, it's like I said, I supply something that there is a great demand for.” Sara said cagily.

  “And?”

  “Um, it's sort of a big secret. If I tell you and you let anyone else know, the whole thing would fall apart.”

  “You can trust me, I swear!” Holly pushed herself up on her elbow and looked down at Sara seriously.

  Sara paused before shrugging her shoulders and spilling the beans.

  “Well, because you sort of know already, I guess it won't really hurt to tell you the whole story.” Sara pulled herself up to a sitting position and got comfortable. “It all started about a year ago, about a month after my nineteenth birthday party. I was having Katie, Sasha, Ben, and Jacob over here to spend the night. Now up until this point we had been fooling around, mostly it was just kissing and touching, although I know that Katie and Sasha were actually having oral sex with each other and Jacob and I had just had sex for the first time the week before. He's the cute, tall, island boy in the photos. Ashley was working, of course, and Caleb was in the states picking you up so we had the whole night all to ourselves.”

  “So anyway we were fooling around, Jacob had heard his older brother talking about blow jobs so Katie and Sasha were trying it out on Ben and Jacob while I was between Sasha's legs eating her pussy for the first time when all of a sudden there was old Sam standing in the doorway staring at us with his mouth open.”

  “Oh, my God!”

  “Exactly, he had stopped by to pick up a bunch of books my mom was getting rid of and heard us moaning and groaning. We all freaked out and begged Sam not to tell anyone. I mean we were all over eighteen, so it wasn't like we were doing anything illegal, but even on this island a bunch of eighteen and nineteen year olds having an orgy would make for a pretty embarrassing rumor. But Sam was totally cool with everything, he just wanted to watch. It took some convincing before Katie and Ben gave in a let him stay. I think everyone was eventually sort of turned on by Sam watching us, at least I know I was because I let Ben fuck me that night for the first time.

  “So anyway, when we had finally exhausted ourselves we started talking to Sam. Sasha even asked Sam if he wanted her to give him a blow job, but he said he was too old for that kind of activity anymore. But he did tell us that his secret fantasy, at least when he was younger, had always been to have an orgy. Back in his youth, before there was the internet and free porn at the click of a button, he even paid money for photos of people having orgies and even though he could no longer 'get it up' he wanted to thank us for letting him watch, as it was as close as he has ever gotten to having his fantasy come to life.”

  “Anyway, our talk with Sam got me thinking and one day soon afterward I asked Sam about the photos he bought when he was younger and he showed me a couple of them. He told me that he used to have many more but he gave most of them to some vintage porn collectors he knew in the states. They were in the porn business and had met Sam years before when they came to the island to do some photo shoots before the town council decided to ban such activities. When he told me how much money they made in the business I started hatching a plan that could make some real money.”

  “So with Sam's connections and help, I took a few nude pictures with an old camera and he was able to sell the rights to them for $500 dollars. I split the money with Sam and it just took off from there. Once I got the rest of the guys to join in we were making thousands of dollars each with every photo shoot. Here take a look.” Sara jumped off the bed giving me an awesome view of her tiny ass and her still moist pussy, as she bent down and pulled out a large shoe box from under the bed. She plopped back down and lifted the lid revealing hundreds of neatly stacked twenty dollar bills.

  “Oh wow, how much is that!?” Holly asked.

  “I haven't counted it recently, but I'd guess fifteen or twenty grand. And that's just my share.”

  “But, what about getting caught, aren't you worried?”

  “Well, maybe a little, it's not il
legal, but as open-minded as Ashley is I still wouldn't want her, or anyone else for that matter, knowing I'm doing porn. But we have a pretty good deal in place. The guys who buy the photos have the right to use them on their family of porn sites, but, as is the case for many in the business, they protect our real identities as much as they can. We all have aliases and the only connection to our real names is the age verification documents that they are required to keep, but that's only accessible to law enforcement.”

  “Aren't you worried that someone might recognize you or one of your friends and tell someone?”

  “Yeah, but it's very unlikely. We are just a bunch of unknowns on a forgotten island in the middle of the Caribbean and because the island's unique properties, hardly anyone looks at porn here. Only a handful of people know who we are in the outside world. It's almost too perfect. Our only problem is quality and technology. Sam says his connections are always asking for higher quality digital photos which would sell for a lot more and of course videos, they always want videos.”