Holly’s Island: The Complete Collection Read online

  After minutes of grinding his lips and tongue against her now soaked underwear-covered snatch, Sasha finally took matters into her own hands and ripped off her frilly blue panties exposing her pussy for the first time. Her neatly trimmed black pubic hair barely concealed her dripping wet sex. Jacob dove back into her wet pussy, sucking up her juices and nibbling on her pronounced outer lips. When he finally latched on to her hard little clit she was so worked up she came almost instantly, wildly bucking her hips against Jacob's face as he grabbed her ass to keep his mouth in contact with her spasmodic cunt.

  As soon as she settled down Jacob started in again, kissing and sucking on her sweet wet sex until she was on the edge of another climax. But this time Jacob spread her legs wide open so Holly could get a good close up shot as he slowly slipped his middle finger up inside Sasha's juicy pussy and started to finger fuck her to her second orgasm. His finger slid easily in and out of her tight, yet well-lubricated fuck hole making beautiful little sucking noises with each withdrawal. He kept fingering her through her orgasm and into another until she finally stopped him by sitting up and grabbing his rock hard cock through the thin fabric of his skater shorts.

  Within seconds he was naked and she was knelling in front of him with his hard penis in her mouth. Jacob had a remarkably large cock and, like Sasha, showed similar signs of grooming has he had cut his dark pubic hair very short around the base of his shaft and shaved everywhere else. Sasha couldn't quite take the whole thing into her mouth, but that didn't stop her from trying. Jacob soon put an end to her futile quest by picking her up and throwing her down on the bed.

  Grabbing her hips he positioned himself between her long curvy legs, his erect manhood was so hard it was pointing almost directly up to the ceiling and needed Sasha's hand to pull it down to the entrance of her waiting pussy. Because of the animistic way they had been going at each other so far, Holly almost expected him to just ram it up inside Sasha and fuck her with hard quick thrusts. But Jacob knew what Sasha liked and with the experience of old lovers he slowly eased his stiff member in to her cunt, filling her up with each inch of his thick, eight inch long cock. Only after he had buried himself deep inside her did he start to fuck her. He withdrew just an inch or two before slowly plunging back into the soft, hot, wet, confines of her beautiful pussy. Again and again he eased himself in and out of her, building up speed with each thrust until he found a solid rhythm and stuck to it. Sasha mashed her hands into her big firm tits, pulling and squeezing her hard nipples as she mouthed dirty words at Jacob, urging him on.

  Finally after almost five full minutes of steady fucking, Jacob shot Holly a look, their agreed upon signal for when he was close to cumming, and Holly nodded back and zoomed in for the close up. Jacob pulled out and straddled Sasha across the chest as he wildly beat off over her waiting face. Then, with an audible sigh, he let loose with a thick stream of cum that splattered right across Sasha's open lips and tongue. Even as she licked the white goo off her lips and swallowed, Jacob's cock continued to unleash hot ropes of baby juice all over her pretty little face. As soon as he was finished Sasha took his slowly softening cock into her mouth and sucked it dry.

  “Alright, cut, that was awesome you guys!” Holly said as she got one last shot of them snuggled naked together on the bed.

  Everyone clapped and told them what a great job they did.

  “Okay now it's Ben and Katie's turn.” Holly said. Her panties were soaked with pussy juices after filming Jacob and Sasha and she was eager to keep the action going.

  “Okay, what needs to be done?” Ben asked jumping to her side.

  “Let’s do some set up shots. Ben, you'll come out of this door to go to the bathroom. Sara's room down the hall will act as Katie's room.” Holly explained, “Katie, did you bring the PJs?”

  “Yep, got them right here,” Katie was already getting undressed and Holly noticed a large wet area on the crotch of her underwear, Holly wasn't the only one who was turned on by what they had just seen.

  “Great. When you're ready, you and Sara can go down to her room and start shooting, Sara knows what to do. Remember this is supposed to be the first time for both of you so act innocent, like you don't know exactly what you are doing.”

  “Right, got it,” Katie said as she and Sara went out the door and down the hall to the other bedroom, Katie now clad in a pair of pink PJs.

  “Alright, let’s get going.” Holly said and explained what needed to be done before they started shooting.

  The first shots were just set ups for the main event, Jacob and Ben talking about girls and then Jacob pulling out a dirty magazine. They looked at that for a while before eventually going to sleep. Then, in dim light, they filmed Ben getting up to go to the bathroom. He walked down the hall past Katie's room, went to the bathroom, and started to walk back when he heard a moan come from inside Katie's room. Her door was slightly ajar so Ben peeked in and sees her, her pajama bottoms pulled down to her ankles, her hand madly rubbing her freshly shaved pussy.

  Holly was so turned on by the sight of Katie masturbating that she almost forgot what she was doing. Katie was a petite woman and with her small breasts and thin frame, she had an aura of innocence about her that contrasted sharply with her lewd actions. It was an incredible turn on for Holly.

  Ben, hid partly behind the bedroom door, pulled out his hard penis and started playing with himself while he watched Katie moaning on her bed. Getting a bit too worked up, Ben 'accidentally' hit the door causing it to open wider, revealing himself to Katie who sat up in shock.

  Holly stopped the action several times to get reaction shots and set up the stationary camera in Katie's room before letting the scene unfold. Unlike the scene with Jacob and Sasha, the speaking parts of the scene with Katie and Ben were much more believable.

  “What are you doing?” A mortified sounding Katie hissed under her breath.

  “Oh, god, I'm so sorry I didn't mean to see anything … I was just going to the bathroom and heard you … I'm sorry... please don't tell anyone.” A very shocked and embarrassed Ben stammered, his cock still hard in his hand.

  “Only if you don't tell, okay,” Katie said hopefully.

  “Okay … it's a deal?” Ben asked with the perfect tone of shyness and excitement.

  “Deal,” Katie said and held out her own hand waiting for Ben to shake it.

  Ben slowly approached the still half naked Katie, both of them not covering themselves. With Katie's hand still resting on her pussy and Ben's hard penis still sticking out of his boxers they shook hands

  “My dorm-mate showed me how to do it. She was shocked that I had never done it before … I guess I'm a bit of a late bloomer. But it feels so good and now I do it all the time. Do you do it?”

  “Yeah,” Ben nodded his head. “But I've never seen a girl do it before, in person I mean.”

  “I'll show you how I do it if you show me how you do it? But you'd better close the door.” She said as Ben quietly closed the door behind him.

  “Here sit down,” Katie said patting the bed next to her. “But maybe you should take off your shorts first.”

  Ben nodded, slid out of his boxers and hopped up on the bed, his erect cock bouncing up and down with every movement.

  “You ready?” Katie said and started to rub her naked sex with abandon.

  She was obviously already super turned on by being filmed and everything that she had watched transpire earlier so her trip to orgasm wasn't but a few minutes long and soon she was soon arching her back and clenching her tight buttocks in her first orgasm of the night.

  “Wow, that was cool.” Ben said.

  “Okay, now it's your turn.”

  Ben laid back and started to rub his hard cock as Katie looked on enraptured by the sight. He was nearing his own climax when Katie interrupted with a question that almost made him cum immediately.

  “Is it okay if I touch it?”

  “Sure,” Ben said with great enthusiasm.

  Katie t
ook his hard dick into her soft hand and felt its soft stiffness surge beneath her fingers.

  “How do you do it, again?”

  “I just take it your hand and just sort of squeeze it like this.” He said putting his hand around his cock and giving it a couple of squeezes. “And then hold it tight and pull the skin over the tip, like this.”

  “Hmm, can I try?” Katie said.

  “Sure,” Ben said with excitement.

  Katie wrapped her hand around his hard dick and gave it a squeeze causing Ben to groan in pleasure.

  “I'm sorry, did that hurt?” Katie said with an apologetic tone.

  “No, no, please don't stop that feels real good.”

  Katie went back to squeezing and then grabbed his throbbing pole and pulled the foreskin up over the head of his big cock causing Ben to sigh with ecstasy. She pumped his manhood with nice slow easy strokes, but even that timid pace was pushing him to the brink.

  “I'm gonna cum really soon!” Ben said clenching his ass cheeks.

  “You want to fuck me, before you do? I've heard that guys take a long time to get hard again once they cum and I want to know what a real cock feels like ...”

  “Okay.” Ben said acting like his fantasy was about to be fulfilled.

  “Here, lay back and I'll get on top.”

  Ben stretched out on her bed and Katie straddled his waist, their sexes mashing against each other.

  “Oh, wow, that feels good.” Ben exclaimed.

  “I know, right?” Katie said with a sigh, “But hold on, I want to put it in inside.”

  She lifted herself up on her knees, grabbed Ben's stiff cock, and lowered her wet pussy down until just the tip of his dick was resting at the entrance to her 'virgin' opening. Then ever so slowly she sat down, letting Ben's big hard cock penetrate her hot wet pussy. Millimeter by millimeter she sunk Ben's stiff member deeper and deeper up inside her tight little fuck hole until it was buried entirely inside her trembling cunt. They both sat there for several minutes enjoying the 'new' feeling. Katie striped off her pajama top to expose her handful size tits to Ben and then took his hands and placed them on her tiny pink nipples, showing him how she like to play with them.

  “Oh, yeah, like that, that feels good.” Katie sighed as Ben lightly pinched and rubbed her hard little nubs. “Are you ready?”

  “You mean this isn't it?” Ben said with a sigh.

  Katie smiled and shook her head.

  “Okay, I'm ready if you are.” Ben said.

  Katie then slowly lifted herself up and lowered herself back down on Ben's hard cock, her tight cunt stretched wide by his thick shaft. She repeated the motions several more times and Ben moaned in ecstasy beneath her. Soon she quickened her pace, placing her hands on Ben's chest for balance as she fucked his big hard dick. It took only a few minutes before Katie started to shiver and then shudder with the pleasure of another orgasm. Her tight pussy clamped tight around Ben's hard cock while she kept fucking him with hard swift thrusts.

  “Oh, I'm gonna cum,” Ben whispered excitedly as he neared his own orgasm.

  “I want to see how it tastes.” Katie said.

  “What?” Ben said in between gasps of sexual elation.

  My friend said it tastes sorta good, so I want to try it. Are you close?”

  “Very.”

  Katie slipped off his cock and immediately replaced it with her mouth, quickly starting to bob her head up and down on his stiff rod. Ben moaned and his body went rigid.

  “Oh, God,” he gasped as he felt the first streams of cum come rushing out of his cock, exploding into Katie's small mouth.

  Katie pulled the cumming cock out of her mouth and pumped it with her hand, letting the next few loads splash across her face, stream after stream of white semen shot out of the end of his dick, the last few shots aimed by Katie at her small firm tits. She licked Ben's cock clean before sucking his juices off her hand and then rubbed the remaining cum into her tiny hard nipples and all over her breasts.

  “Can I see what you taste like?” Ben asked after he had fully recovered from his massive orgasm.

  “Um, sure,” Katie replied with a shrug.

  She laid back and opened up her thin legs to expose her smooth pussy to his eager mouth. Her vaginal lips spread slightly revealing the wet pinkness of her flower, the nub of her hard, excited clit barely visible under its hood at the apex of her moist pussy lips. Ben slid his hands under her tight compact ass, his palms and fingers fitting perfectly around the half circles of her perfect little butt. He didn't bother with the foreplay and just dove right in, kissing and licking and sucking on her pussy with abandon. When he finally got around to her little happy button she nearly exploded in orgasmic ecstasy, her whole body shaking with delight as waves of pleasure rushed through her tiny body until she eventually collapsed.

  Holly was just about to yell cut when Katie's body shook again and she grabbed Ben's head and smashed it hard against her sex as she rode a string of orgasms for the next several minutes. For a moment Holly was worried that Katie might suffocate poor Ben, but she soon released him from her grasp and he fell on top of her, kissing her little lips with her pussy juices still dripping from his face.

  “That was awesome! Cut! Great job you two!” Holly exclaimed.

  “Okay, you two get cleaned up, everyone else grab the gear and let’s move down to the kitchen,” Sara said grabbing one of the cameras.

  “This is going pretty good so far, don't you think?” Holly asked Sara as they both lugged the camera supplies down the stairs.

  “Yeah, but I can't wait to get naked and get some relief after watching all of that,” Sara smiled.

  “I know what you mean,” Holly said in a whisper, “my panties are so wet I'm surprised I don't have a damp spot on the front of my jeans.”

  “After we're done with this next shoot do you want Jacob to … you know?” Sara asked smiling lustfully.

  “I was thinking maybe Ben ...”

  “Ben, huh, that's not who I thought, but I can see how you might be attracted to him. He's super cute in a nerdy sort of way and very good in bed … VERY GOOD,” Sara said with a laugh setting one of the cameras down on the kitchen table.

  Holly just looked at her and blushed. They spent the next few minutes setting up for the nights final scene wondering what could be keeping the rest of the crew. Suddenly Jacob and Sasha came busting through the kitchen door breathing heavy, clothes disheveled, and hair messy.

  “Sorry,” Jacob said still trying to catch his breath, “Sasha and I felt the need for a quick one after watching Katie and Ben go at it.”

  “Ha, we were just talking about that ourselves,” Sara said with a laugh.

  “Oh yeah, you in need of my services, Holly,” Jacob said, his eyebrows rising seductively.

  “Not you, you horn dog,” Sara said gleefully, “Holly wants Ben to be her first.”

  “Oh, hey, no worries, I can see how an inexperienced girl like yourself would be more comfortable with a less masculine partner for your deflowering,” Jacob said with a laugh.

  “You are such an ass,” Sasha laughed at Jacob hitting him hard in the arm.

  “Ow, damn, I was just joking ...” Jacob said forcing a smile.

  “Hey, Holly, where do you want this stuff?” Ben said as he entered the kitchen carrying a camera bag and a tripod.

  “There's the big man himself! I guess this is your lucky day, pal! You get to fu... Ow!” Jacob was cut off by Sara's not so gentle love tap to his mid-section. “Will you girls stop hitting me?”

  “Stop being such a jerk and we'll stop hitting you.” Sara scolded him kindly.

  “I'm just joking around ...”

  “We know exactly what you are doing, you jealous little devil, you're about to have two wet pussies to stick your cock into so why don't you just concentrate on all the fun your about to have instead of the pussy your can't have, okay?” Sasha said giving him a sweet kiss on the lips to sooth him.

  “What's
going on?” Ben asked still holding all the camera equipment, looking befuddled.

  “Nothing, nothing, here I'll take the tripod and you can set the bag on the counter,” Holly said taking the tripod from Ben. “Let’s get set up.”

  “Okay, okay, what do you need me to do?” Jacob asked still sounding a bit miffed.

  “You can get changed in your other outfit. Sara, you and Katie need to get changed too,” Holly said taking control, trying to defuse the slight tension that still hung over the room.

  “Right, come on Katie,” Sara responded grabbing Katie's hand and following the still stewing Jacob out to the living room.