Dirty Secrets (The Ultimate Taboo Box Set)

by Wild, Angel

  Visit Angel Wild on the web @ http://www.AngelWild.com or get in touch with her on twitter @ http://twitter.com/angelwilderotica

  Popping My Sister’s Cherry

  By Jenevieve DeBeers

  Jake knocked. He looked around as he waited. His younger stepsister's voice called something out, too muffled by the thick door for him to understand. The door was locked, so hopefully she wasn't calling for him to come on in.

  He fidgeted. Ana-Marie always kind of made him nervous. At nineteen, she was six years his junior. Jake had already moved out of the house when their parents married, so he didn't know her all that well, but she always seemed so intent on him. Watching him with that beautiful, innocent face and those big brown eyes. She made him nervous, because being around her stirred feelings he shouldn't have for his little sister.

  The door flung open and Ana-Marie stepped into it. She was barely five foot one, whereas Jake was six foot four. She seemed so small and delicate, but there was no mistaking her for anything but a woman. Tiny waist, flaring hips, well-formed legs, she had it all up to and including a rather impressive chest. She inherited that body from her mother, though the dark hair and dark eyes came from her biological father.

  Ana-Marie's face lit up, sucking his breath away. She always did when she smiled at him. It didn't help that she was barely dressed in just lacey black lingerie and high heels. Her red satin robe barely dropped below her butt, and was open to reveal it all.

  "You still haven't learned modesty, have you?" Jake said, trying to not look but failing miserably. It was only a little after midday, so he wasn't sure why she was dressing so sexy. Early date with her boyfriend? Or did that lucky bastard just leave? "Am I early? I didn't mean to catch you in the middle of dressing."

  He knew her scanty attire wasn't for him, as much as he'd like it to be. Ana-Marie had a boyfriend, and by all accounts was crazy about him.

  "Come in, Jake," she said, and hugged him tightly.

  Jake wrapped her up in a big hug, always enjoying her sweet scent and the feel of her firm, young boobs pressed into him. This time, she did something she'd never done before, and kissed him on the corner of his mouth. Ana-Marie immediately took him by hand, and led him inside. Jake followed, feeling the lip gloss lip print, burning to his very core. Something stirred, as it so often did around beautiful young women, and especially Ana-Marie.

  His eyes dropped to her legs, looking amazingly long in her sky high stilettos. The heels were shiny black, and with the bright red soles of really expensive designer shoes. Her boyfriend was rich, and bought her a lot of really nice stuff.

  Ana-Marie led him to the couch, and sat very close, one leg curled up under her. The robe fell a bit more open, and when Jake turned to her his eyes were drawn first to her bright eyes, then her glossy, slightly parted lips, and finally to her deep cleavage. It got real hard to breathe with her sitting so close.

  "So…you wanted me to help you get rid of something?" Jake said.

  "Yes," she said, and sighed dramatically. Ana-Marie could be a little on the melodramatic side at times. "You know Gary, right?" That was her boyfriend, which he'd met at family gatherings three times, so Jake nodded. "Well, his family has a timeshare in the Bahamas, and it's his turn in two weeks. One week of tropical bliss. He invited me, and I accepted."

  "Wow, that's awesome," Jake said, impressed and a little jealous. His eyes dropped to her perfectly manicured hands, with long French manicures, and then shifted to those ridiculously expensive stilettos and their red soles. Yeah, Gary made her life a lot nicer than the working class existence she knew growing up. Her perfume even smelled expensive. "I bet you have a great time. Does this have anything to do with why I'm here?"

  Ana-Marie turned bright red, and averted her eyes. For a long moment she seemed obsessed with her shoe, wiping specks of dust off the long, skinny heel. Finally, looking more than a little afraid, she bit her lip and looked intently into Jake's face.

  "I'm a virgin," she said.

  "Really? I'm surprised. Guys like Gary usually want and get lots of hot girls eager to please," he said, and realized that wasn't the best response. Ana-Marie just nodded, looking a bit more distressed. "Then this is an issue with you two?"

  "No. And I want to ensure it never becomes an issue," she said. "You see, Gary is rather contemptuous of virgins. I've heard him say to others, and not jokingly, that anyone still a virgin after sixteen is a loser, and should be avoided at all costs. I think he really believes it, too. So if he finds out that I'm…."

  "You think he'd leave you?"

  She nodded. "But I have two weeks before we leave. It's pretty much assumed by both of us that we will consummate our relationship on this trip. Despite his contempt for virgins, he's not a total pig, horn-dog. He's looking for a good woman to spend his life with. We've been taking it slow, and I think we can make it."

  "But when he finds out you are a virgin…"

  "He's not going to find out," she said, her eyes narrowing with determination. She glanced up at him, then lowered her eyes. Seemingly inadvertently, she brushed the robe off her hip, revealing a lot more of her body to Jake. He noticed, but it appeared she didn't realize what she'd done. Didn't matter, though, because Jake's heart started hammering and he felt his cock and balls tingle and tense up. "I was going to go out tonight, and get laid by the first guy who showed any interest at all."

  "Ooh," Jake said, screwing up his face. That explained the lingerie and sexy shoes. "Man, Ana-Marie, that's kind of dangerous. You don't know what kind of creep you'll cross paths with."

  "I know. It's scares the wits out of me," she said. "And to let a stranger, someone I don't know, much less care about, touch me intimately…Eww. I can't do it."

  Jake felt profound relief. The thought of Ana-Marie's beautiful, delicate body and innocence violated by some callous stranger disgusted him.

  "That's why I want you to deflower me," Ana-Marie said.

  "What?" Jake cried, jumping to his feet. "I can't do that. You're my sister, for Christ sake."

  When he turned to her, Ana-Marie was kneeling on the couch, reaching out toward him. He eyes locked on her barely covered chest, then up to her lips. He so wanted to kiss her right then. Her offer came back to him, hitting him hard below the belt. Jake's dick hardened, tingling. His balls were aching, too. One look in those big brown eyes told Jake he could have her if he wanted her.

  "No. No, I'm only your stepsister. Big difference," Ana-Marie said.

  Jake didn't have anything to say to that. He'd told himself the same thing for years.

  "Nice woody, big brother," Ana-Marie said, giving him a sizzling come-hither look. Her knees spread a little wider below her, and he noticed her lacey little thong was barely wide enough to cover her pussy lips. So skimpy, in fact, she had to be completely waxed bare down there to wear it. "I bet it’s a cherry popping machine, too. It would feel so good popping my sweet little cherry, don't you think?"

  Ana-Marie followed his eyes, and dropped her hands to caress her inner thighs, and then slide up to lightly stroke her twat through the thin fabric. He followed her hands up her body, until they reached her boobs and pushed them together.

  "Don't you want me?" Ana-Marie purred so softly, so enticingly. She lowered her eyes, gnawed on her lip, and then looked up to lock eyes with Jake. "I've crushed on you for years. I've dreamed of us together, making the sweetest love. Make my fondest fantasies come true, Jake. Be the big brother that pops my cherry."

  "But if our parents found out."

  "Who's going to tell them? You? Not me." She reached back and unzipped her bustier, and Jake sucked in a sharp breath when her tits finally came into view. He tried to turn away, and not look, but he was mesmerized instead. They were more beautiful than he imagined, with small perfectly defined dark pink areolas. Her nipples and areolas were hard and erect, showing him just how aroused she was right then. "If you don't take my cherry, then I'm going straight to the biker bar down the street and let th
em have it. Probably on a pool table, and followed up with a gangbang."

  "Like Hell you will."

  "Really? Watch me," Ana-Marie said.

  Topless, wearing only the open robe, thong, and heels, Ana-Marie angrily headed for the door. She passed right by Jake, who grabbed her arm and spun her around. Angry brown eyes bore into him, making her looks so damn fierce and sexy. Jake pulled her in close, yanked her head back by her hair, and kissed her. Kissed her like he never kissed any woman before.

  "Mmm," Ana-Marie groaned, her arms flung around his neck. She returned that kiss with a hunger and passion that left Jake's mind reeling.

  "Damn you, Ana-Marie. If you want your fucking cherry popped so badly," Jake said. He reached down and ripped off her thong. Her eyes closed, head rolling back, as she released a long sigh. "Then I'll take it. I'll take it my way."

  "Anything you want, baby. Anything at all."

  Together, they stripped Jake. He pulled off his rock and roll tee shirt, while she unfastened his jeans and started tugging them down around his ankles. Ana-Marie pulled off his shoes, and then the jeans. Finally, kneeling before him now, she reached up and slowly pulled down his boxers. His cock snapped straight out.

  "Have you ever sucked cock?"

  She paused, looking up coyly. "Maybe. Why?"

  "Suck me first," he said.

  Ana-Marie didn't answer. With a look of wonder on her face, she lovingly caressed his long shaft with just her fingertips. Jake watched her long, delicate fingers, with her long manicured nails, sliding up and down, barely touching him. It felt incredible. Even better, he enjoyed the way she started panting, squirming. Like she wanted it deep inside her. With the tip of one hard nail, she flicked his urethra, and just under it. That sent ripples through him that he'd never experienced before. Then one hand began fondling his balls, while the other wrapped around his cock.

  "I've never seen such a huge cock," Ana-Marie said. She rolled her tongue around his head, and then swallowed half his length, before pulled off with a loud slurp.

  "Are you sure you're a virgin?" Jake said. "You're awful good for the first time having sex."

  "Oh, please. Everyone knows oral isn't real sex," Ana-Marie said, and swallowed him again. This time she went down on him until his cock pressed against the back of her throat. No gag reflex at all.

  Ana-Marie worked his cock like a pro. Sometime during that blowjob, Jake realized she'd released his balls. Looking down, he found her masturbating, rubbing her clit, while sucking his dick. Her breathing became harsh through her nose, and her eyes glazed over. Jake watched in fascination as she brought him to the brink, and brought herself there at the same time.

  Jake seized her head between both hands, and started pumping into her mouth. She was damn good, but for those last few strokes he wanted to be in control. Her full lips sealed around his cock, and she worked her tongue as he pounded in and out. At the same time, he watched as her clit rubbing became more frantic.

  "Ugh," Ana-Marie grunted, her body stiffening, eyes rolling up.

  While she came, Jake got his last few strokes in, before pure pleasure burst out of his groin. His balls tightened up, and tingling heat flowed up and out as the sweetest convulsions seized his throbbing cock. He came halfway in her mouth, so that he could enjoy the velvety warmth of her mouth, while she got the full taste of him as his viscous cum spurted out, over and over.

  "That's right, Ana-Marie, swallow. Swallow it all, baby," he said, speaking softly while stroking her hair.

  He released her head once if was finished. She pulled off him, smacking her lips as she locked bedroom eyes with him. Those eyes boring straight to his core, sending ripples of all things good through him.

  "How long?" she whispered, looking sated and happy.

  "How long for what?"

  "Before you are recovered enough to pop my cherry?" she said, sounding like he was silly or something. "I'll give you anything you want, do anything you ask of me, but I really need to be taken care of in that way today. I need time to recover before the vacation."

  Jake dropped to his knees before her, placing his hands on her shoulders. She looked up into his eyes, looking a little confused. He gently pushed her back, until she was sprawled out before him.

  "If you'll notice, my dick is still hard," Jake said. "I'm still ball achingly turned on."

  "Oh. You mean…?"

  "Yes. I'm going to pop your cherry right now," he said, dropping to all fours above her.

  Ana-Marie's eyes rolled up, her head starting rocking back and forth, and she squirmed sexily below him. Jake never saw anything like it. She looked so utterly aroused it made his dick harden a bit more, and his balls start to ache.

  "I've waited so long for this to happen," she whispered. "I think my brain is going to explode. Oh, God, my heart is going to explode, too. It's so loud. Oh. Oh."

  Jake lowered his face to her boobs. He licked and sucked on her nipples, and soon had both hands working her over, too. Ana-Marie gasped and groaned, squirming and clutching desperately at him. Her hips started rising and falling, simulating sex, or so Jake thought.

  "Damn, girl, just how horny are you?"

  "You wouldn't understand. Oh," she said, breathlessly. One hand wrapped around his cock, and started pumping it firmly. "I'm so wonderfully out of control, and it just turns me on more and more."

  Jake sated his lust on her boobs. He played with them to his heart's content, doing everything he ever dreamed of doing. Ana-Marie responded wonderfully, eagerly giving him anything and everything he wanted. She enjoyed it as much as Jake, and that made it better for him. All the while, especially with her stroking his cock, a growing tension built up within him. Before too long, Jake's needs overwhelmed him.

  "Are you ready?" he said, panting.

  Ana-Marie's eyes widened. She gnawed on her lips, and nodded. Her eyes were big as he took over control of his dick from her. She grabbed onto his butt cheeks as he guided himself to her glistening pink pussy lips. Rubbing the dick head over, across, and around her sensitive folds a moment, Jake finally pushed through into her slit.

  He looked deep into her eyes. Their connection ripped through him, curling his toes as he slowly pushed into her. Entering her vagina. Going deeper and deeper, right up to her Hymen.

  "Last chance to save your virginity."

  "Do it. Pop my cherry, please," she said.

  Jake let his weight pull him down, and he ripped through that thin membrane. Ana-Marie's back arched up, knees coming up, too. She gasped and dug her nails in. Jake held still once popping her cherry, waiting for her to recover. It wasn't long before her hips started moving, and he returned to pumping.

  Ana-Marie had the oddest look of awe and bliss on her face. He couldn't take his off her. Was it a change in her, or within himself, but she never looked more beautiful. She slowly turned her eyes to his, and their connection sizzled. Both of them lost their breath, began panting. Jake pumped faster, more desperately. Her hips started coming up to meet him, and soon she was squirming and bucking. Tiny mewing sound came from her, and deep hunger and passion filled her eyes.

  After several minutes of insane humping, Jake was still pretty far from finishing, but was surprised she hadn't came yet. She looked and acted like she was on the verge, but just not taking that final step over. He wasn't concerned about himself, because the second time took a bit longer for him.

  "We need to change up," Jake said, pulling out.

  Ana-Marie looked shocked. "But I'm almost there. Don't stop…Oooh."

  Jake grinned. "Oh, don't worry, baby. I'll get you there."

  He rolled her onto her belly, then pulled Ana-Marie to her hands and knees before him. Jake guided himself back inside her, and started humping her hard and fast right off. His little sister sighed contentedly, and was soon bucking and whipping her hair all about. Jake grinned.

  "Now we take it to the next level, Ana-Marie," he said, grabbing a fistful of silky hair and yanking her head way b
ack. She gasped, eyes wide. And then he reached around her hip, and straight to her twat. After just a little groping around, he located her clit. Jake started rubbing her clit as he pounded away, smiling when she gasped again. "Yeah, I thought you'd like that. I've noticed over the years that most of my lovers had to have a little manual manipulation to climax."

  "Oh yes. Yes. Ooooh, yes," Ana-Marie cried, starting to claw at the floor.

  Working her like that wasn't easy, but well worth the effort from her enthusiastic response. Her tiny cries of joy called to something deep within, and soon Jake was feeling it stirring deep inside. His balls tightened.

  Realizing he was about to come again, Jake upped the ante with his sister. Instead of rubbing her clit, he pinched it.

  "Aaiie!" she cried.

  Jake rolled it between two fingers, pinching hard as he did so. Ana-Marie's eyes grew wide and she started trembling, but the only sound was the squishing of his cock sliding in and out of her. And then her eyes rolled up, and she sucked in a harsh breath.

  "Aaagghhh!" she cried. "Oh my fucking…Aaaggghhh!"

  Girl cum flowed out, bathing his balls and inner thighs. Jake never experienced that before. He'd had women ejaculate, but she was coming and coming like crazy. It was more than he could take, and Jake lost it. He pushed in all the way, and held it as his cock and balls emptied inside her. Like always, it was divine.

  "Holy shit," Ana-Marie gasped out. "I never…Ooooh."

  "Hell, I never," Jake said, breathless as he pulled out and fell back on his butt. He leaned against the couch, panting as his body slowly cooled.

  Ana-Marie stretched out on the floor and looked back at him with the sexiest bedroom eyes. Jake looked her up and down, liking how sweaty and shiny her body had become. That's when he realized how sweaty he'd become. He laid beside her and opened his arms, and she moved into them. When she laid her head on his chest and closed her eyes, they both sighed deeply.