Nickie & the Shoe Clerk

Nickie paused one last time to check herself in the store window. Her top was on the modest side. Deep red with a scooped neckline that gave only a hint of her breasts. And there was no cleavage since she had it buttoned all the way. But the material draped beautifully over her bust, leaving no doubt about the full breasts that lie beneath.  She wanted a modest top so there was no visual competition for the skirt.  The black skirt was definitely tight and short–following the curves of her hips and ending just two inches below the tops of her legs.

Her shoes, meanwhile, were basic black pumps with barely a heel. Mundane, to say the least. But that was the whole point.

She smiled at her reflection and walked two more store fronts down the mall until she came to a shoe store.

Nickie was ready.

The clerk was alone, which was to be expected 8:30 at night on a Monday.

“Good evening. Is there anything I can help you with?”

Nickie paused for a moment and smiled.

“Not yet. I think I’ll just look for a bit.”

“Let me know if there’s anything I can do.”

Nickie slowly walked to the nearest shelves and looked out the corner of her eye to make sure the clerk was watching.  Bending over, she reached for a shoe on the lower shelf, letting the skirt ride up to the bottom of her ass cheeks. She felt the air against the upper part of her legs and swore she could feel his gaze taking it all in. Standing up, she pretended to adjust her skirt, letting her hand smooth out any wrinkles on her ass.

After putting the shoe down, she turned around to find the clerk staring her way, not even bothering to hide his obvious interest.

“I think I could use your help, after all.”

“Wh-what can I do for you,” he said as he quickly moved from behind the counter.

Nickie glanced at his name tag, then looked straight into his eyes.

“I’d like a pair of boots, Joe. Something sexy.”

“What exactly are you looking for. There’s a lot to choose from.”

“Since I’m hoping for something that a man would find appealing, I’d like to see what you come up with.”

With that, Nickie backed up, turned slightly, put her hands on her hips, and gave him the warmest smile she could conjure up.

“What boots would complete this picture, Joe?”

After taking in the view from top to bottom, he nodded, then headed to the stock room.

“I wear a size 7,” Nickie called out.

Joe turned back with a grin, more than a little embarrassed that he neglected to get that crucial bit of information. And Nickie couldn’t help grinning herself, knowing that she already had him flustered.

She took a seat and waited to see what he came up with. After about five minutes, Joe came her way carrying two boxes and sat on a small bench in front of her.

“I’ve got something you may like,” Joe said as he handed her a short, black boot with a four-inch heel.

“Would you mind putting it on for me, Joe? It’d be a lot easier for me.”

Joe gladly removed the black pump from her right foot and replaced it with a boot that went just over her ankle. As he started tying the laces, Nickie moved her left leg, which pulled up her tight skirt an inch or two, calling attention to her thighs and more.

As she did so, Joe couldn’t resist following the softness of her legs to the hem of her extremely short skirt, wondering if she meant to give him such a view, or if it was an accident.

Could he tell that Nickie failed to wear any panties? Probably not. At least, not yet.

After tying the laces, he sat back on his heels and looked up at her, waiting for a reaction.

“They’re very cute, but I was hoping for something more than cute.”

“Well, I think I have something,” he said as he opened up another box and showed her a black, mid-calf boot with four-inch heels and a wrap-around leather tie.

Nickie loved what she saw and couldn’t wait to try it on.

Joe undid the boot on her right foot and slowly took it off. Instinctively, he reached out and rubbed her heel, but stopped when he realized what he had done.  He quickly looked up to see her smiling broadly at him. Relieved–and more than a little turned on–Joe gently pulled the other boot on her foot.

“I like it, Joe. Would you mind putting the other boot on for me?”

“Not at all,” he said, hoping his eagerness wasn’t too obvious.

As Joe took off her left shoe and started putting on the boot, Nickie moved forward on the seat, bringing the hem of her skirt to the very tops of her legs. At the same time, she undid two of the buttons on her blouse. It was time to give Joe a real show.

He sat back and stared directly up her skirt till his eyes rested squarely on her shaved pussy. Stunned, he felt paralyzed as he continued to soak up the view before him, not caring that she saw exactly what he was doing. His pulse raced and his cock grew hard as he tried to make sense of what was taking place.

This had to be deliberate, but Joe needed to be careful. One wrong  comment, one wrong move, and his boss would likely hear about it.

Nickie bent over, letting her hand run along her right leg, down to the black leather boot that adorned her lower leg. As she did so, Joe could see straight down her blouse. He looked at her, hoping to find a clue to help him understand, but Nickie was admiring and caressing the boots.

Finally, she looked into Joe’s face. “I love the boots, Joe, but they’re not quite what I wanted.”

All he could do was stare.

“You’ve heard of fuck-me pumps, haven’t you?”

Joe’s face momentarily betrayed his surprise at her choice of words. He nodded.

“I’d like a pair of fuck-me boots–something that will make a man notice me, maybe even want me. A second skin.”

No words came to Joe, because he knew men already noticed her, and, if they were like him, they wanted her, as well.

“Do you have anything like that?”

Without even answering, Joe got up and went to the back room, coming out two minutes later with a long box. Sitting in front of her once again, he took out a pair of black thigh-thigh boots that came with seven-inch heels and zippers that ran up the back.

They were perfect.

After removing the pair on her feet, Joe slipped on the right boot, followed by the left one. He then asked Nickie to stand so he could more easily zip up the thigh-high boots–and he did so slowly–almost lovingly–savoring the moment.

“These feel wonderful. But I want them to look like another layer of my skin. Would you mind making sure that there are no bumps or ripples? You can just run your hands along the boots to see if they’re perfectly smooth.”

Joe was speechless as he simply stared at her legs.

“Then check the tops, where they meet my thighs.  That way you can tell if there’s any kind of gap. Would that be OK?”

“Sure. Whatever you like.”

Joe started at the toes of her right foot and gently caressed her foot through the boot–then her ankle and calf–working his way slowly up her leg past her knee to her thigh, until he reached the top of the boot, just inches below the hem of her skirt. His warm hands moved from the boot to her thigh and lingered for a moment on her soft flesh.

Nickie felt her leg tingle, and she let out a soft moan.

Joe shifted his attention to her other left leg and again moved his hands carefully around and up the boot, feeling every inch as he worked his way up toward her thigh. Once again, he moved over the boot to her warm flesh–only this time he boldly caressed her thigh until her felt the hem of her skit. And he moved further up her leg until his hands were under her skirt, inches from the bare opening of her pussy.

While he couldn’t be sure how far Nickie was willing to go, Joe knew she was well aware of what she was doing.

Nickie jumped ever so slightly. She didn’t expect to have that reaction with her little episode–but she did. His hands–his touch–started a current that ran from her thighs to her pussy, before spreading upward throughout her body.

Joe was pushing the boundaries, and why not–Nickie certainly did. He looked to her face for a clue, but found it in her legs, which moved further apart, inviting him to go further.

And he accepted that invitation, sliding his hands further until he could feel her slit. She was wet–very wet–and Joe easily pushed a finger into her opening. With that, Nickie sat down again to keep out-of-view of anyone passing by the store window.

Nickie moaned softly, surprised at how excited she became. She loved seducing men and making them want her, but never thought her own desire would build so strongly. It was clear he wanted her, and she wanted him just as badly.

Nickie’s moaning became louder as she felt him caress the inside of her pussy with a finger from his right hand, while his other hand moved up to clit. There were no other customers in the store, but that was the furthest thing from her mind. All she cared about was the mounting pleasure from his touch and his probing.

Joe slid another finger insider her and began moving the two inside and out, faster and faster. Unable to resist any longer, he came in closer, replacing his left hand with his mouth–running his tongue along her clit, then enveloping it with his lips so that he could taste her and suck on her as his fingers thrust faster and faster.

Nickie tilted her head back and waited for the waves of ecstasy that began in her pussy and spread throughout her body over and over. When the feeling subsided, she closed her eyes and savored the moment. Looking down, she locked eyes with Joe and traded smiles.

Without saying a word, Nickie gathered herself, stood in front of Joe. “I’ll take the boots, and I’d like to wear them now.”

She followed Joe to the counter, paid for her new footwear, kissed him on the cheek, and whispered into his ear, “Thank you, Joe. Maybe I’ll see you again sometime.”

Turning around, Nickie walked slowly out the doorway and around the corner, with Joe watching her every move.

Nickie stopped in front of a nearby store window and studied her reflection, straightening her hair and admiring her new boots. After a couple of minutes, she could hear one gate after another coming down as employees began locking down their stores. She turned, and began walking back from where she came, till she approached a young man from behind.

“I want to tell you how much I appreciated your service tonight.”

Joe turned toward Nickie, unable to hide his surprise at seeing her again so soon.

“Now that it’s after-hours for you, how about I help you this time.” Nickie said those words as her eyes settled on the obvious bulge in his pants.

Taking his arm in hers, Nickie led him toward the exit. This time, Joe had no doubt about her intentions.

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Babysitter’s Private Lesson

When Blake opened the door, he was surprised by the music. It was a little loud, but the kids’ room was on the other side of the house, so it probably didn’t bother them. It’s just that Rachel, his babysitter, usually didn’t play music on the job, at least she didn’t when he came home at the usual time. But he was able to leave his business event much earlier than expected. Plus, with  his wife out of town, it was probably a good idea to get home before too late.

He put his keys down in the kitchen and turned the corner into the living room, then stopped dead in his tracks. Rachel, wearing only a blue thong and matching bra, was on the sofa straddling another girl, her hands around her neck. The other girl, a red-head whom he had never seen before, was fully clothed in jeans and a tank top and held Rachel by the waist.

After nearly a minute, the red-head noticed Blake standing in the doorway and dropped her hands. Rachel looked down to see why she let go, then followed the girl’s eyes to Blake.

Jumping up, Rachel looked momentarily lost, then picked up her pants from the floor and put them on, followed by her tight red top.

“Mr. Redburn,” Rachel blurted out. “I’m so sorry, but it’s not what it looks like.”

“Rachel, it’s OK,” Blake stammered. “I was just surprised. I…I didn’t quite expect what I saw, that’s all.”

The red-headed girl slowly stood up, gathered up her purse and keys, and headed for the backdoor.

“I should probably go,” she said, then disappeared.

That left Rachel and Blake awkwardly alone in the living room.

She was the first to speak. “I want to explain.”

“There’s no need to. You did nothing wrong.”

If she liked girls, that was perfectly fine. The truth is, he was just disappointed, because that meant she was off-limits, even if only in his dreams.

“I really wasn’t making out with Jen,” she said. “You might as well know the truth.”

Rachel had been babysitting for Mr. Redburn and his wife for a couple of years. She got along well with him and was especially proud of how they were able to confide in each other. Now she was going to push the limits, and she feared it would change the way he thought of her.

“Jen was helping me…practice…for a job interview tomorrow. Actually, it’s more of an audition.”

“An audition?”

“At Kitty’s Nightclub.”

“The strip club?”

“Yeah, the strip club,” she confessed, her words trailing off in embarrassment.

They stood there in palpable silence. She was waiting for his reaction, while for him, it was a matter of taking it all in. In the time it took for one beat of the heart, he discovered a whole new girl from the one he knew for years.

And he found himself getting aroused. Sure, he always noticed her full breasts, round ass, shapely legs, and those lush lips, but he didn’t think of her sexually–or at least he tried not to. But now it was different. She was trying for a job that was sexual in nature. It was as if he had permission to look at–and think of–her much differently.

Knowing he had to say something, he tried to reassure her.

“You’re of legal age and can make your own decisions. That’s up to you. And I’m sure you’ll do well at the audition. You’re certainly attractive enough.”

“Thank you, Mr. Redburn…”

“You should probably start calling me Blake.”

“OK, Blake,” she said with some hesitation. “I think I can handle the stage part of the audition, but I’m not so sure about the private dances. And I don’t have any way to prepare now.”

Blake looked down a little and muttered, “Maybe I can help you.”

Rachel looked at Blake in surprise. “Do you go to strip clubs? Have you had many lapdances?”

He waited before speaking, which was all Rachel needed in order to have her answers. But he finally confirmed what she already knew.

“Yes to both questions.” It was now his turn to be embarrassed.

The look on Rachel’s face changed to something he had never seen before. Her lips curved up in a way that made her look both happy and, well, naughty.

“Mr. Redburn…I mean, Blake?!”

They were now more alike than she realized; they simply approached the same interest from different points of view.

“I bet you can explain to me how to be good at lapdances. What I really need is a man’s perspective.”

She grabbed his arm with both hands and led him to the sofa so they could sit down and talk.

“What does a guy want or expect in a private dance?” she asked. “I watched some videos online, but I don’t know how realistic they are.”

She then decided to word it more directly. “What do you like in a lapdance?”

“Well, I like being teased a little, and I do expect some two-way contact. Every dancer I’ve been with let me touch her breasts, even kiss them.”

“So they let you fondle their tits?” She looked to see his reaction at the word “tits” leaving his babysitter’s mouth.

“Yes, I expect to fondle their tits and suck on their nipples.”

Good. She liked that their talk was getting less formal and more dirty.

“Do they touch your cock?”

“When they sit on my lap, their ass grinds into my crotch, which is the whole point.”

“No. Do they touch your cock with their hands–over or inside your pants?”

He paused. “Sometimes. I’ve had dancers rub my pants on the outside, and some have even unzipped me to reach inside.”

“But you’ve got to be careful,” he continued. “Some clubs are strictly by-the-rules, and most dance booths have security cameras, so make sure to check with the other dancers. And don’t do anything you’re not comfortable with.”

Rachel decided to push the boundaries.  Their relationship would never be what it was before, so she thought she might as well try to re-define it right then and there. She always found him attractive. Maybe their mutual interest in strip clubs could open the door to something more.

“Let me  practice on you. I really want to be ready for the audition tomorrow.”

He couldn’t bring himself to say no–not to the prospect of getting a lapdance from Rachel. He said nothing for a few seconds, and Rachel took his silence as consent.

She stood up and took off her pants and top, and stood before him dressed as she was when he first came into the room. He looked her up and down, admiring the way her long, wavy blonde hair draped over the tight blue bra that pushed her tits together and barely covered her swollen nipples. His eyes dropped down to the tiny blue thong that teasingly stopped just above her pussy. He could feel her watching him stare–and he didn’t care at all.

She walked to the side of the sofa to put on her four-inch heels to complete the effect. Her goal now was to see how much she could turn Blake on. Her hips swayed as she slowly walked toward the sofa. Leaning in she whispered, “Do you like what you see?”

Unable to answer, Blake merely nodded, which was her invitation to climb on his lap.

She started with her tits just inches from his face, then moved lower and lower until she sat on his lap. No grinding or moving–there would be time for that later.

Reaching behind her back, she undid the clasp on the bra and let the straps fall from her shoulders. She held the cups of the bra in place with her hands to tease him for a few more seconds, then pulled them away, revealing her full breasts.

“Do you like my 19-year-old titties?” she whispered, letting him feel her warm breath as she kissed his ear.

Sensing he was still unsure how to react to his babysitter, she said, “Then why don’t you touch them? I need to feel your hands and your lips on me, Blake.”

He rubbed and caressed her tits, then moved his hands to her back and sides as he kissed her breasts and sucked on her nipples. Her body shook and she let out a soft moan, encouraging him all the more.

Wanting–no, needing–to take things to the next level, she moved her hands along his shoulders and chest, then began to rub her crotch back and forth against his cock. It was his turn to moan, as he watched her hips and stared deeply into her eyes.

She no longer wanted to simply turn him on. She wanted to see and touch all of him, and then feel him inside her. She only had sex once before, and it was not a pleasurable experience. What she needed now was a man, not a boy, and she knew she would get what she needed that night.

Standing up, Rachel turned around and sat on Blake’s lap, giving him easier access to her tits. She leaned back with her arms around his head, pulling his cheek next to hers. He held her breasts, feeling the weight of her flesh as he moved them up and down.

“I want your hands on my pussy. Would you do that for me, Blake?”

She knew from her last comments that Blake liked it when she talked dirty, and it turned her on all the more. His hands found her thong and rubbed her pussy through the thin fabric.

“I’d rather feel your hands inside my thong,” she cooed.

His fingers ran along the top of her tiny thong, then slipped inside until his right hand covered her mound.

“Do you like my shaved pussy? Run your finger up and down my slit. Oh, yes, that’s just how I do it when I’m alone.”

“My clit. Find my clit. Rub it, play with it.

He massaged her nub between his fingers and felt her body shudder under his touch.

“More, Blake. I need your finger inside me.” Her whisper was a plea, and her body shook again as his finger spread her lips apart and entered her tight, wet pussy. She held his head harder and kissed, then sucked on his neck.

Blake’s finger circled inside her cunt, then moved in and out, covered in her juices.  He rubbed her clit again, gently at first, then faster and faster to match her writhing.

Rachel could wait no more. She slid off Blake till she was kneeling on the floor between his legs. Her hands caressed his hips and legs, then finally his crotch, where she felt his cock harden some more.

Blake wanted to know how far she planned to go? Was she simply teasing or was there more in store for the two of them?

He got his answer when he felt her hands undo his belt and  pull down his zipper. Before it all sank in, her hands slide his pants and shorts down his legs and off his feet. Her hands resumed massaging his legs, only this time they ended up holding his bare cock. He couldn’t believe what was happening, and in many ways, neither could she.

Rachel’s hands stroked his penis gently, lovingly, followed by her tongue licking up one side, then the other. She then massaged the tip with her lips, before letting it enter her mouth, further and further until it pushed against the back of her throat. She sucked and licked him, knowing he wanted her as much as she wanted him.

Afraid that he was close to cumming, she stood up and pulled off her thong, standing before him with nothing on but her heels. He stared in disbelief as she climbed back on his lap, holding his big cock in her right hand, guiding it to her pussy. She let her cunt lips massage his cock–much as her mouth had–then slowly pushed it into her tight, wet opening, deeper and deeper until she felt his balls against her crotch.

Instinct took over as she rotated her hips, then moved back and forth with Blake, letting his cock go in and out of her, faster and faster. She savored the feeling of his dick rubbing her slit and the sides of her pussy.

She bent down and kissed his lips. Their tongues explored each other’s mouths, then locked together as she felt his cock tighten inside her, then explode its warm cum. At that moment, her body convulsed over and over, with waves of pleasure traveling up her back, again and again, as if every nerve was having its own orgasm.

She shook and shuddered before falling limp into the comfort of his arms.  She kissed his chest and his neck, while he caressed her head and back. They lay there for several long minutes, not wanting the moment to end.

There was no doubt that she was ready for the next day’s audition–and she was most certainly ready for the new relationship she was forming with Blake.

Meet Erotic Fiction Author Emerald

Erotica is ultimately meant to arouse the reader.  In some cases, it’s even mentally and emotionally provocative. Then, there are those writers capable of arousing and provoking, while writing in a literate, even artful, style—and that is precisely the realm in which Emerald operates.

Emerald brings a wealth of experience to her writing. She has worked as a stripper, webcam model, and an amateur porn performer.  In college, she studied creative writing at the master’s level. That background yields stories that are well-crafted, full of insight, and, yes, arousing.

Emerald  has two books of short stories: If…Then: a collection of erotic romance stories and Safe: a collection of erotic stories. My introduction to Emerald came 14 months ago in the fall of 2014, when I started reading Safe—and there was no turning back.

Dirty Scribe: The story that stands out the most for me is “On the Rise,” found in your collection Safe. It’s about a man who pays an escort to visit his paraplegic friend, being cared for in a nursing home. What really struck me was the humanity and the compassion—two things that I see as common threads in your writing. Is that a fair assessment, and, if so, what inspired you to take that approach?

Emerald: I actually feel quite flattered by that assessment and appreciate it very much. The tiny bit of autobiography in that story is that I did read an article like the one referenced about relatively young people who are cared for in assisted-living homes due to accidents or disability. I specifically remembered reading about a patient who was 26 and had experienced an accident that resulted in paraplegia and how his best friend visited him every day. I felt struck by a quote from the patient about having no privacy in his living environment. This is my projection, of course, but when I read the word “privacy,” sexuality came into my consciousness. I winced imagining how challenging it might feel for a 26-year-old to live in an environment (seemingly) without any access to or support for sexual interaction…including with himself. (All of which is not to discount the challenge in the same context for elderly patients in such environments, which is its own salient topic.) The idea for “On the Rise” in almost its entirety dropped into consciousness in me at that moment.

I found the entire article heart-wrenching, and in answer to your question about taking that approach, I can hardly imagine how else I would have written it. The entire situation called to me in such a heartbreaking way, and I would guess what may seem striking about it is that it does (I hope) recognize both a physically disabled person and a sex worker as human beings, and both of those represent populations who have tended to experience dehumanization in the general culture, as I perceive it. As you well know, the idea of sex workers actually providing a service has sometimes seemed unrecognized in society in general, but I think you also know, as do I, that that perception is incomplete.

Thank you again for your words about that story—it was one I really appreciated the opportunity to write, and I feel profoundly glad it resonated with you.

Dirty Scribe: In your story “No Such Thing”, you wrote, “Sex was life force, embodied; it was strength, it was beauty, it was joy, it was—Healing.” Is that your philosophy of sex? And was it something you had already believed, or did you discover it through your writing?

Emerald: That line is definitely representative of potential I see in sexuality, yes. That story also has a degree of autobiography in that there was a moment for me in which I experienced self-induced orgasm as prayer/the uninhibited expression of surrender and vulnerability in the context of wishing love and all best for all. When I wrote that story, I was already aware of perceiving that, but in a general sense, the transformation of how I viewed and experienced sexuality in me was distinct, striking, and occurred in my mid-twenties. That was also the time I started writing erotica, not coincidentally, and as I contemplated your question, it occurred to me that said transformation may indeed have been informed by writing I began doing on the topic…even in ways I didn’t/haven’t consciously realized.

Dirty Scribe: You don’t simply tell a good story, you write well—very well—and I suspect you’d be successful in a variety of genres. What drew you to erotica?

Emerald: Thank you very much. As I just alluded to, I began writing erotica when I experienced a profound expansion and shift in my own experience of sexuality. Both then and now, the answer remains twofold: 1) I find sexuality a simply compelling subject. I see it as an area with abundant potential for internal exploration, expansion of self-awareness, and growth. 2) Societally speaking, I simultaneously see sexuality as a historically vilified and/or underrated area of personal experience, and that strikes me as profoundly detrimental to our species on both individual and collective levels. I have often felt inspired to focus in sexual contexts artistically, professionally, and personally with the aim of inviting a more sincere appreciation of the potential and beauty of sexuality in our culture and our species.

Dirty Scribe: Do you have a specific type of reader in mind when you write your stories?

Emerald: What an interesting question. On a general level, no, but when I first started writing erotica, I was fresh from a monumental shift in myself from the effects of sexual repression to the recognition of said repression as just that, rather than as something appropriate and/or incontrovertible. I thus remember feeling an aspiration to support people in recognizing and expanding out of/beyond sexual repression and feeling aware that was part of what was inspiring my erotica writing. I still certainly have an interest in that aspiration, so the idea of a reader’s experiencing any such opening, shift, or supportive effect from reading anything I wrote is something by which I would feel profoundly honored and heartened.

Dirty Scribe: How much of your writing is based on personal experiences?

Emerald: It’s tended to depend greatly on the story. Especially at this point, aspects of internal challenge or experience, psychological or spiritual expansion, and/or self-awareness are more likely to be both the focus of a story and where more of my own personal experience or perception is reflected than any actual sexual interaction—though I have sometimes written about that autobiographically too. A lot of times I have used an encounter or interaction of my own as a basis of a story and expounded beyond what I experienced, whether sexually, interpersonally, or psychologically/spiritually. So usually in a story, there is some aspect of something I personally experienced. It’s just a matter of what it is! It could be anything from the setting to the tone of a relationship to an actual sexual interaction to an internal revelation.

Dirty Scribe: Do you read erotica? If so, what are you attracted to?

Emerald: I have been known to, indeed. The answer to the second question has tended to vary. In large part, I appreciate erotica that delves into questions about sexual connection, personal growth, psychological exploration—much like what I’ve aimed to write. On the other hand, just like with reading in other genres for me, sometimes I may just want something relatively superficially entertaining/stimulating. It really does depend on what I’m seeking at the time…and I appreciate that I’ve tended to know where to go to find both!

Dirty Scribe: What can we expect next from you?

Emerald: Since the release of my short story collections If… Then and Safe last year, I’ve been working on a longer-form work. It is, however, far from prepared for public consumption at this point! In the meantime, my novella Doubleheader was released a few months ago as both a standalone e-book and a part of the Athletic Aesthetic anthology from Sweetmeats Press, and I have a short story in Cleis Press’s recently released anthology Best Erotic Romance of the Year. My story “Sunshine” will also be included in The One That Got Away, a forthcoming anthology published by Cleis Press and edited by Kristina Wright, slated for release in early February 2016.

Thank you so much for interviewing me today, Steve! It’s been a pleasure responding to your questions.

Note: You can find Emerald at her website, TheGreenLightDistrict.org.

Finally 18

“Megan, like I’ve told you before, I’m not comfortable flirting with someone underage.”

“I know, Tom, but it’s different now. I just turned 18.”

There was a noticeable silence as Tom tried to process what he just heard. Was Megan coming on to him or was she just letting him know it’s OK to flirt?

“I…I should go see if my brother needs a hand with anything.”

Megan always enjoyed being playful with Tom, but now that she was older, the teasing took a turn. She discovered sex with a classmate about two years ago, and there was no turning back. She couldn’t help thinking about everything in terms of sex, and it showed in the way she talked and dressed and acted.  While she enjoyed sex with boys her own age, Megan was most attracted to older men. There was something about their sharper features and air of authority that appealed to her. She also found it appealing that they were more sexually experienced than boys her age. Plus, older guys would surely appreciate younger pussy and make the most of the opportunity.  Not that she had many opportunities with older men. Sure, there was the occasional college guy, but truly older men would walk away when they found out she was underage.  Now that she’d had her birthday, Megan was hoping things would change. In fact, she was counting on it.

“Are you causing trouble again?”

Megan turned around to see Mr. Brady standing on the patio near the grill.

“Just a little harmless fun, Mr. Brady.” Megan couldn’t help let out a small giggle after that comment. “And I think he went looking for you.”

“Tom doesn’t need me. He just wasn’t sure how to react to you.” Mr. Brady laughed as he chose his words very carefully.

“I hope I didn’t go too far with him.”

“Don’t worry, Megan.  He enjoyed himself. Who wouldn’t?”

Was he just flirting with her? Megan felt herself get a little excited.  As much as she enjoyed being playful with Tom, it was his brother, Mr. Brady, who she really had the crush on. And why not? He was tall with broad shoulders, deep-set eyes, and a strong jaw, making him a pleasure to look at it. And when he spoke it was in a deep, resonant voice that she found comforting and reassuring.

She had known Mr. Brady since becoming best friends 14 years earlier with his daughter Kate. He always knew how to brighten Megan’s day with a kind word or a funny story. She never really had a dad of her own, so she came to look on Mr. Brady as a father figure. But over the couple of years, as Megan started blossoming into a woman, she began looking at him a little differently.

She was always grateful to be invited to the Brady family cookouts. Kate’s family was close, making the get-togethers great fun. And while she always enjoyed them, she came to look forward to the outings for slightly different reasons.

“It’s always good when a man enjoys the company of a woman, isn’t it, Mr. Brady.”

That’s not something she would have said as recently as last year. He was hit hard by his wife’s death three years earlier, and only recently began to seem like his old self.

Megan walked away, swaying her hips more than usual, hoping Mr. Brady was enjoying the view.

It was time to leave, so Megan said her goodbyes to Kate and her family, lingering longer-than-usual goodbye with Mr. Brady.

On her way out of the yard, Megan took off one of her bracelets and put it under a tree where no one could see it. She then walked the two short blocks to her house and began counting the minutes till the next day.

The following evening found Megan on the front stoop of the Brady house ringing the doorbell.

Mr. Brady opened the door and greeted her warmly, as she expected.

“Hi, Megan. This is a nice surprise, but Kate isn’t here right now. She’s working the late shift at the restaurant.”

“Oh, I know, Mr. Brady. I may have left something in your backyard and just wanted to take a look.”

They went out together, and Megan slowly bent over at one of the trees, giving Mr. Brady a long look at her cute, tight ass. She then stood up with her bracelet in hand.

“Here it is. I’m so glad I got it back.”

“So am I. You must have been worried sick.”

“I was. It’s a good thing you were here tonight.”

“Even if I wasn’t, you know you’re always welcome here. You could go into our yard anytime–no questions asked.”

She liked the sound of that and gave Mr. Brady a quick hug and a kiss on the cheek before they headed back to the house.

“Can I get you something to drink, Megan?” Mr. Brady sounded unusually flustered, and she took that as a good sign. A very good sign.

“I’ll have whatever you’re having,” Megan said as they walked into the kitchen.

“The only problem is that I’m having a beer. You may be 18 now, but that’s not quite old enough to drink.”

“I understand. But you do know that I lost my beer virginity a while ago.”

Mr. Brady took out a single beer from the refrigerator and led her to the living room, where they both sat down on the sofa.

“Look, I’ll just put my beer down on the coffee table in front of us.  And if someone picks it up when I’m not paying attention, well, there’s not much I can do about it.”

Megan liked that Mr. Brady wasn’t treating her like a kid and that he was willing to bend some rules with her. It might be a sign that he was willing to take other liberties.

“I really enjoyed your cookout last night. And I’m always glad that you include me.”

“You’ve been coming to these parties for quite some time now, haven’t you? And I wouldn’t have it any other way.”

“I remember when we were little and you’d set up a wading pool for Kate and me. That was very sweet of you.”

“It was a joy to watch the two of you have fun in that tiny pool. And it’s been a pleasure watching you grow up.”

“Thanks. But, you know, I’m not a kid anymore.” Megan looked him in the eye as she said those words, wanting to emphasize the point that she was a woman now–a young woman, but a woman, nonetheless.

“No, you’re clearly not a kid.” Mr. Brady’s eyes wandered to her medium-sized breasts, covered in a tightly tied crop top. And he was certain she wasn’t wearing a bra.

She reached for the beer to calm her racing nerves before she made her next move.

“One of my earlier memories with you was sitting on your lap. You had a way of making me feel safe and wanted.”

Mr. Brady smiled at Megan, recalling his own memories of those days.

“Would you mind if I did that one more time? Can I sit on your lap? Please? Just once.”

“Sure, I guess, but you’re all grown up now. I’m not sure it would be right.”

“Of course it would be OK,” Megan said, as she climbed onto his lap, not giving him a chance to say no. “We’ve known each other a long time.”

Mr. Brady instinctively put his arms around Megan, as she leaned in to whisper into his ear.

“It’s like you’re my daddy.”

She looked at him with her soft brown eyes, waiting for a response. Thoughts raced through his brain, but he was unable to say a word. His lips quivered slightly as he opened his mouth, and Megan had her answer.

“This is just like the old days, only there’s a little more of me to hold, don’t you think?”

She leaned back against Mr. Brady and snuggled her cheek against his neck.

“Hold me like me used to. Nice and tight.” Megan took his hands in hers and wrapped them around her body, bringing his arms up so they pushed against the bottom of her breasts. His cock hardened underneath her ass cheeks, prompting Megan to move her hips, letting him know that she was aware and most definitely approved.

“You noticed that there’s more of me to hold, didn’t you?” As Megan said those words she reached down and rubbed Mr. Brady’s hard cock through his pants.

“Megan, we shouldn’t. I’ve known you since you were little.”

“But I’m not little anymore, am I?”

She untied and unbuttoned her blouse, then moved his hands to her tits, holding them in place, encouraging him to feel her young flesh.

Mr. Brady enjoyed touching her soft skin, but still hesitated. “Kate might found out and she’d  hate me for it.”

“It’s OK, daddy. I don’t kiss and tell. And I never fuck and tell.”

That was all the assurance Mr. Brady needed. His hands started rubbing and kneading her breasts, then exploring her belly and legs. He couldn’t get enough of her 18 year old body.

“I want to see your cock and put it in my mouth.  Then I want you to fuck me. Would you like that?”

“More than I can say.”

“Daddy, please cum in my ass. No one’s done that before, and I want you to be the first.”

Mr. Brady was stunned by what he heard–and more than a little turned on.

“If you cum in my ass, I’ll be back later in the week so you can cum in my pussy. Would you like that, daddy?”

Megan got her answer when he turned her over and pulled down her shorts and panties. His hands quickly found her pussy and began rubbing, then probing to get her more ready than she already was.

She let out a moan as she pulled away.

“But, daddy, I need to taste you first and get you nice and hard for me.”

Megan was quickly on her knees, taking his cock in her hands and guiding it into her mouth. The more she licked and sucked and massaged him with her lips, the harder he got.

“You’re ready, daddy. Fuck me. Please fuck me now.”

Not waiting for an answer, she got back on the cushions, facing the back of the sofa, while Mr. Brady stood behind her and placed the tip of his dick at the opening of her anus.

Megan reached into a pocket of her shorts and handed Mr. Brady a tube.

He couldn’t believe that this girl actually came with her own anal lube. He never met anyone like her, let alone someone who was only 18.

He applied the lube to his rock-hard penis and, again, placed it at the opening, pushing gently, more and more.

Megan let out a gasp and moaned as she felt his cock slowly go deeper and deeper into her ass.  He stopped pushing when he felt her body tense up.

“Oh, daddy, it hurts a little, but feels so good at the same time. I just don’t know if I can take all of you.”

“Do you need me to stop, baby.”

“No, no. I want you in me. I want all of you.”

With that. Mr. Brady pushed his cock deeper and deeper into her tight, young ass until she took it all. He held her by the hips and slowly began pulling out of her. Before his cock left her, he pushed back into her–doing this again and again, stretching her out a little more with each thrust. She felt her cunt tingle through the thin membrane separating it from her anus. She began to push back into him as he continued his thrusts. Mr. Brady reached around and began rubbing her clit with his left hand to heighten her pleasure.

“That feels so good, daddy. Please don’t stop. Fuck me harder.”

Megan cried out as he thrust harder and faster, her ass tightly gripping his cock. Throwing back her head, she screamed “Daddy” as currents of pleasure raced through her body. Mr. Brady could hold back no longer and released a flood of cum into her anal canal. He stopped movements, held her hips tightly , and let his cock empty into her.

“Oh, my god, daddy. That was amazing. Please tell me you’ll do that to me again.”

“Megan, yes. I can’t believe what you do to me.”

“But first, my pussy. You need to fuck me in my pussy. I can come by on Thursday. That’s when Kate works late again.”

“I’ll be waiting Megan. And I’ll treat you right.”

“I’ve wanted you for so long, daddy. And it was worth the wait.”

Megan pushed back into him and began counting the days. She smiled, knowing the wait this time would not be nearly as long.

Nickie’s “Coming Out” Party

“Let’s just say I’m having a little trouble walking today.”

Martha had no regrets. Every step she took reminded her of the fun she had over the weekend.

“I’m thinking Beth is having some of the same issues. We went to that frat party about 10 o’clock, and that was pretty much the last I saw of her.”

A smile came across Beth’s face.  “Those boys were very–shall we say–friendly.”

Having graduated from college only two years earlier, the girls fit in easily with the college crowd. And besides, no frat boys were going to refuse them. Martha was a petite blonde with small, firm tits and long, shapely legs. Beth had wavy red hair that reached past her shoulders, ample cleavage, and an ass that would turn any man’s head.

While Nickie enjoyed listening to stories of their exploits, she couldn’t help but feel left out.

“You should have gone with us. You would have had fun.”

Nickie listened to Beth and nodded. Part of her did want to go to that party, but she thought she wouldn’t fit in. Actually, she was always afraid of not fitting in.

“Maybe next time.”

“I hope so,” assured Martha. “Everyone’s easy to get along with. And you don’t have to pay for a thing.’

“And you don’t have to fuck anyone if you don’t want to,” said Beth. It’s just nice getting a little attention.”

Nickie liked the idea of going to parties and getting some attention. And she did want to fuck. But she wasn’t like Martha and Beth. They were outgoing and confident and sexy–very sexy.

“To be honest, I wish I was more like you two. You always know what to say and how to act. And you’re both beautiful.”

Martha was quick to respond. “You put too much pressure on yourself. You’re smart and can talk about anything. Besides, the guys do most of the talking. All you have to do is smile and look pretty.”

“Martha’s right. And you most definitely are beautiful. You just need to dress in a way that, well, shows you off better.”

Nickie long felt there was another woman deep inside needing to come out.  She trusted her friends, and heard herself say, “Then show me how. Please.”

Beth and Martha looked at each other and smiled.

“Does that mean you’ll be coming with us next weekend?” asked Beth.

Nickie nodded. “But if it isn’t working out, I get to leave early. OK?”

Nickie’s friends agreed. The two girls could barely believe that Nickie would finally join them–and they couldn’t be happier.

“We’ll pick you up Friday at 9,” said Martha.

“Make that 8,” added Beth. “We’ll come early to help you get ready. You need to look the part.”

Martha and Beth laughed at the thought, and Nickie couldn’t help but smile, too.

With each day, Nickie found herself getting more excited about the frat party until she could barely contain herself. She was never so relieved to have a Friday night arrive.

The knock on her door came at quarter of 8–a full 15 minutes early–but Nickie was more than glad that Beth and Martha were there. She was worked up beyond belief, and knew her friends would help her settle down.

After quick hugs, they went straight to the bedroom to consider Nickie’s clothing options. They searched through blouses, pants, skirts, and dresses. Should Nickie dress up or have a more casual look? How much should she stand out? Nothing seemed quite right–until Nickie reached into the back of her closet and pulled out a white mini-skirt and black halter top with a plunging neckline held together by a ring and a tie that went around her neck.

“Where did you get all this?” said Beth.

“I may have done a little shopping during the week,” Nickie said coyly.

“It’s perfect,” said Martha. “You are looking forward to this, aren’t you?”

“What about shoes?”

“What do you think of these,” said Nickie, holding up a pair of white ankle-boots with 4 1/2 inch stiletto heels.

Beth couldn’t contain herself. “Oh, yeah. Get dressed. I want to see how it all looks on you.”

Nickie took off her jeans and t-shirt, squeezed into her mini-skirt, then put on the blouse and shoes, and posed for her friends.

At first, no one said a word. Beth and Martha just admired the transformed woman in front of them. It was as if they were looking at Nickie for the very first time. She stood 5 foot four inches with long brown hair, a tight ass, and legs that curved in all the right places. Her 34C breasts were so tempting in that blouse, since a hand could easily slip inside the loose vertical opening. And anyone could see there was no bra.

They exchanged only a few words before gathering purses and heading for the door. Nickie could feel her heart pounding the entire drive to the frat house. Would all her effort be worth it? Will guys pay attention to her? And will she know how to behave? There was one thing she did know: It was too late to turn back.

They parked the car a half-block near the frat house, and Nickie saw that a couple dozen people were gathered on the front porch. As the girls walked up the stairs, Nickie noticed a few heads turn their way. They stopped talking and simply stared. She took that as a good sign.

Inside, the lights were low and the music loud as a crowd of people did their best to spread out. The three girls found a small space near the living room and stood there for a minute to get their bearings.

“This is definitely more crowded than it was last weekend,” observed Beth.

“I’m glad we got here early.”

As Martha said those words, four guys–four very good-looking guys–walked up.

“Hi. I’m Jerry, the vice president of this fraternity. This is Barry, Jon, and Frank. Frank is a wide receiver on our football team–a real star.”

Frank smiled at the introduction, keeping his eyes on Nickie the whole time.

“I’m Beth. And I’d like you to meet Martha and Nickie.”

“Can we get you ladies something to drink? We have punch, beer, and soft drinks.”

There was something unsettling about the thought of frat party punch, so all three girls went for the beer. Soft drinks weren’t an option, especially for Nickie who needed something to calm her nerves.

After they got their drinks, the seven of them chatted about music, life, and the boys themselves, who were doing their best to impress the girls. Barry gravitated toward Beth, while Jon stayed close to Martha. Nickie, meanwhile, held the attentions of both Jerry and Frank. She knew, right then and there, that she could have either guy–or both of them–if she wanted. This was going to be easier than she dared hope. It was never like this for her when she was actually attending college. But maybe if she spent a little less time in the library or dressed differently–or simply believed in herself more–she would have had more fun. But it’s never too late.

Nickie couldn’t help but admire the two boys, especially Frank who had deep-set eyes, a firm jaw, and an athlete’s body. Still, she resisted her urges, not wanting to settle on someone too soon. Plus, she wasn’t particularly interested in being the latest conquest for Jerry or Frank, even if they were two of the hottest guys at the party. She looked around the room as Jerry and Frank did their best to win her over.

That’s when she noticed a guy in a red polo shirt sitting alone on a two-person sofa. He was looking down with his elbows on his knees, and he just looked lonely. It was a feeling Nickie knew all too well from her college days.

If tonight was going to be a “coming out” for her, maybe it could be the same for someone else.

After excusing herself, Nickie walked over to the small sofa and asked if the seat was taken.

There was no response as the young man just looked at Nickie, as if he couldn’t believe that someone like her wanted to sit with him–even if it just meant sitting.

“Sure…I mean, no, the seat’s not taken. Please, go right ahead.”

Nickie nodded and joined him on the sofa, smiling at the thought that she was capable of making a man nervous. She found it empowering.

“I’m Nickie.”

“I’m Jim.”

“Did you come with anyone?” Nickie wanted to make sure she didn’t misread the situation. For all she knew, his girlfriend was just around the corner.

“I’m with Mike, over there,” he said nodding toward a good-looking guy in the corner having an up-close conversation with a pretty little thing. Mike looked their way and smiled, maybe more than a little surprised to see his friend alone with a brown-haired beauty. It was at that point that Nickie made up her mind; she was going to show her brand new acquaintance a very good time.

After a little small talk, Nickie made her next move, sliding over to Jim, her hand holding his upper arm as she leaned in.

“It’s hard to hear with the music so loud. I hope you don’t mind me sitting closer.”

Jim’s arm tensed under her touch. She wanted to assure him that her touch was more than incidental, so she gently massaged his forearm with her fingers–ever so slightly.

“No, that…that’s fine. And it…is better.” Jim looked at her face and smiled.

His arm started to relax as he turned to face her. She saw Jim lower his gaze to her neckline, so she bent over, which allowed the neckline to gap some more, giving him a better view of her full breasts. She embraced his silence and the knowledge that she chose well in selecting that blouse.

Nickie could see that Mike was still watching. She thought it was time to give Jim’s friend a little more to dwell on. She leaned in closer so that Jim could feel her breath on his ear.

“I love old houses like this. Do you want to explore the upstairs with me?”

“Sure. That sounds good.”

Nickie stood up and waited before pulling her mini-skirt down, wanting Mike to get a good look at her legs. She took Jim’s hand and led him to the other room, turning her head slightly to catch Mike’s eyes before they disappeared up the stairs.

The floor creaked as they walked down the dark hallway, past numerous people paired off in intimate conversations. Nickie noticed a door that was slightly open and peered into the dimly lit room. Finding no one, she led Jim inside and firmly closed the door.

“Much better, don’t you think? Now we can actually hear each other.”

Nickie sat down on the corner of the bed, letting her skirt ride up her legs till the hem just barely covered her panties. Jim paused, not knowing exactly where to sit. Despite her signals, he was still afraid of making assumptions and ruining the moment.

He took his place on the bed about a foot from Nickie and, once again, lowered his eyes to soak in her beauty.

“Do you like my outfit? I bought it just for this occasion.”

She was deliberately vague. Would he interpret that to mean she bought the outfit for the party or for being alone with a man–the right man? Maybe both.

“I think it looks great on you. It’s been hard keeping my eyes off of it,” he said through a grin.

“I did catch you looking at it when we were downstairs. That made me happy.”

Jim looked straight at her and smiled. He was apparently beginning to gain some confidence in himself and in where the situation might be heading.

“I’ve never been to a frat party and wasn’t quite sure how to dress. So you think I did OK?”

All Jim could do was nod.

“Do you want to know why I chose this one, Jim?”

“Why is that?”

Nickie closed the gap between the two of them and leaned forward. “It’s because the opening runs from my neckline down to just above my waist. And it’s loose enough to give guys the impression they can easily slip a hand inside.”

She nearly whispered that last sentence in Jim’s ear so he could, again, feel the warmth of her breath.

“Did you see those guys I was talking to when I came in the house? Well, they would never get their hands inside my blouse.”

Jim looked at her eyes and gulped.

“But you’re a different story. I would definitely let you reach inside. Would you like to do that?”

Jim looked at Nickie and slowly reached for her with his left hand. He appeared tentative, as if he wasn’t quite sure that she meant it.

Nickie took his hand in hers to reassure him that, yes, she did want him to touch her. She guided his hand to her chest where it slid under her blouse. He caressed her breast–almost reverentially at first–then began to squeeze, first one, then the other. He found the nipple of her right breast and played with it–touching and squeezing it, before tweaking it between two fingers.

Nickie reached behind her, slipped the tie over her head and removed her blouse. Jim seized the opportunity and played with both her breasts before taking each one into his mouth to kiss and suck.

Nickie moaned at the sensation of his touch and the knowledge of what was to come. And she felt herself becoming wet between her legs.

“Fair is fair, Jim. You got to feel me under my clothes; I get to do the same. Would you like that?”

Not waiting for an answer, Nickie started undoing his belt and the top button on his jeans, then slowly pulled his zipper down. Her right hand moved into his pants and under the waistband of his shorts until she reached his already-hard cock. She watched his eyes close in pleasure as her hand moved up and down his shaft several times, before she massaged the head of his penis with her fingers.

Nickie thought of how much she enjoyed–no, adored–seduction. It was empowering for this one-time wallflower to get a man’s attention, raise his hopes, and make him desperately want her. Bringing it all to its rightful climax would be the final touch. And that’s the point she had just reached with Jim.

Nickie knelt between Jim’s legs, took off his shoes, and removed his pants and shorts. There was time for one final tease. She slowly kissed her way up his left thigh, then his right–coming close to his penis, but never touching it. She felt him squirm to her kisses and decided enough was enough. Her hand gently held his balls as she slowly licked her way up the entire length of his eager cock before wrapping her lips around its head. He squirmed from the embrace, which excited her all the more.

She lowered her mouth further and further onto his cock, surprised at how long it was. Her mouth went up and down with her lips caressing his shaft with each movement. She started slowly and gradually began to pick up the pace. She could feel his breathing quicken and chose to stop, fearing that Jim would cum too soon. Nickie came to the party hoping to have a cock in her pussy. She was not about to be denied.

“I need you to taste me, Jim,” said Nickie as she lowered herself onto his face. He put his hands on her ass and guided her pussy to his waiting mouth. She felt his tongue lick along her opening and his mouth hungrily massage and suck on her. Jim was clearly without a lot of experience, but Nickie didn’t mind. She relished his raw desire and enjoyed the feel of his tongue and his lips. Her own desire for him grew till she needed to feel him inside her.

Nickie slid down his chest until she could feel his rigid cock against her pussy. With the help of her right hand, his hardness penetrated her soft folds, gradually going deeper and deeper into her. Jim’s hands held her hips, but Nickie was in total control, thrusting up and down. She stared at his face and knew they shared something important–it was a turning point for both of them.

Sensing that Jim wouldn’t last much longer, she took his right hand and moved it to her pussy. Together they massaged her clit. She was determined to have her own orgasm. Plus, she wanted to show him how to look after a woman’s needs.

“I love how your cock feels inside me, Jim,” Nickie moaned.

She could see a smile crossed his lips. Clearly, he loved having her mention his name while she fucked him.

Nickie moved her hips faster and faster, while she let him rub her clit alone.

“Just like that,” she moaned. “Don’t stop. I’m so close. Please, don’t stop.”

She could feel the sparks start to build until her body convulsed relentlessly, shooting currents of passion from her pussy through her entire body in wave after wave. Her face became flush and her body started to weaken, but she continued thrusting. In a matter of seconds, Jim squeezed her hips forcefully and stopped his own hips movements, as his penis exploded, filling her pussy with his cum. His cock continued pulsing and he turned his head to the ceiling savoring the moment.

At that point, Nickie collapsed onto his chest. They held each other and, for the first time, they kissed–their lips locked in their own embrace, forever sealing their sexual bond–this turning point–for both of them.

After several minutes, they rose from the bed, gathered themselves, and made their way passed the knowing glances of the people lining the hallway. Jim couldn’t help but smile–and neither could Nickie.

At the bottom of the stairs, Nickie found Mike, and made sure to give Jim a deep kiss in full view of him. She wanted to ensure that the relationship between the two men would evolve, as well.

With that, she turned and walked into the living room. The night was still young.

Welcome to The Dirty Scribe

I’m glad you found my new and evolving site. What you read here is my work, unless otherwise noted. I was previously a contributing author for The Sex Writer, which, sadly, is no  longer around. The time I have for writing my stories varies, which partly explains why I post irregularly. I’m currently working on several ideas and expect to have a burst of productivity before too long. I hope you like what you see and come back periodically to see my latest fantasies come to life.

Babysitter Makes Her Move

Ashley chose her outfit carefully. She wore a simple white blouse with buttons. It was tight, but Mr. Brenner couldn’t tell since she kept her sweater on till after he left. Her skirt was loose and short–well above the knees. She decided against a plaid, thinking it was cliché and, instead, went for bright blue. She completed the outfit with a pair of pink ankle socks. She was going for a look that was both innocent and sexy–just short of slutty.

And she succeeded beautifully.

At the same time, Ashley was more nervous than she had ever been in her life–and she was starting to get second thoughts. Sure, Mr. Brenner was good-looking and friendly, and they got along very well–but she’d known him for years and didn’t want to risk hurting their relationship. He was a father figure, and not once did she think of him sexually–that is, until four weeks earlier. That was when she used his computer to look up something online and stumbled across his collection of porn videos. Ashley didn’t think a lot about it until she realized most of the videos had to do with babysitters–and most of the girls were blonde, just like her!

That changed everything. From then on, she couldn’t stop thinking of Mr. Brenner in a sexual way. The discovery of his porn videos came at a time when she was already thinking of having sex for the first time–of finally getting fucked–but the idea of doing it with a boy from her school didn’t appeal to her. She didn’t want to lose her virginity to someone who didn’t know what he was doing; she wanted an experience that she would always treasure. She wanted a man.

Ashley didn’t think that would ever be possible–that is, until she discovered a different side to Mr. Brenner. What started as an innocent fantasy turned into an obsession. Did he think of her sexually? Could she really be the object of his fantasies? Ashley’s urges kept growing stronger, and she couldn’t pass up the opportunity to find out–but she was going to tread carefully, just in case she misread the signs.

Ashley wasn’t sure how to go about seducing Mr. Brenner–or just letting him know she was sexually available. She found some guidance in his video collection. Even if they didn’t show real-life scenarios, Ashley figured anything that reflected his sexually fantasies would help.

It was almost 10:30, and she heard a car pull up in the driveway. Ready or not, it was time to find out if Mr. Richmond thought of her as more than a babysitter.

Ashley quickly took her place on the sofa with her face turned  away. She brought up her knees which let her ass stick out. Then she pulled up her small skirt till it showed off most of her left hip, just barely covering her lace panties. Finally, she undid the top three buttons of her blouse. She was ready.

Her heart pounded, and she waited.

After what felt like half-an-hour, the door to the kitchen opened, and Mr. Brenner called out, “Ashley. I’m home.”

As hard as it was, she resisted the urge to respond, wanting him to think she was sound asleep.

She heard him walk into the living room and then just stop. There was no movement, no sound. He must have been looking at her, and Ashley hoped–even prayed–that he liked what he saw. Maybe his eyes were following the curves from her feet, all along her smooth legs, up to the roundness of her hip and her half-exposed ass.

He wasn’t moving–and that had to be a good sign.

Finally, Mr. Brenner half whispered her name.

“Ashley? Are you awake?”

She moved her head with her eyes half-closed and looked his way.

“Oh, Mr. Brenner. I didn’t hear you come in. Sorry.”

She slowly turned around on the sofa, letting the skirt ride up to the tops of her thighs and sat down facing him.

“No problem, Ashley. You must be very tired. I hope everything went well with the baby.”

“Absolutely. He was easy, as always.”

Ashley bent down to rub her ankle, knowing he could easily see down her blouse.

“How was your night, Mr. Brenner?”

There was a noticeable silence that prompted Ashely to look up. That’s when she saw him staring at her half-bare tits being held by a red lacy bra. Maybe he was starting to think of her as more than a babysitter, after all.

“My night? It was fine, but frankly, I’m just glad to be home after a long day.”

She was glad, too–and started feeling confident that she was on the right track.

“Did you get a lot of homework done?”

She saw an opening. In one of the videos, the babysitter turned the topic of discussion to sex to help create the right mood. Ashley would do the same.

“Not really. I just wasn’t up to it tonight.”

“Why not? Are you OK?”

“Something’s been bothering me a little, but I’m not sure if I should talk about it.”

Ashley knew Mr. Brenner couldn’t ignore that opening. He had a sensitive side and was sure to find out if she needed someone to talk or not.

“We’ve known each other for years. You can talk to me about anything, Ash.”

She loved it when he called her Ash. It somehow made her feel closer to him.

“This is different, Mr. Brenner. It’s…well…it’s about sex.”

Mr. Brenner paused for just a moment. He wasn’t expecting that response.

“I don’t want to interfere in something that’s maybe best left to your parents, but we can talk if you want.”

“That’s OK. It’s not something I can talk to my parents about, and I don’t know if I can talk to anyone about it. I’m sorry I mentioned it.”

Mr. Brenner sat down on the sofa to be more reassuring.

“But you can talk to me. Please tell me what’s bothering you.”

Ashley looked at him, took a deep breath, and got herself ready to take the next step.”

“I want to have sex. I mean, real sex. I’m a virgin right now, but I decided it’s time for me to have sex with a guy. I just don’t want to do it with a boy who doesn’t know anything about it.”

Mr. Brenner opened his mouth to say something, but just stopped.

“I mean, shouldn’t the first time be special–something to enjoy and remember fondly? I don’t want my first time to be something to just get out of the way. Can you understand that?”

“Yes, that makes perfect sense, Ashley. But are you really ready for sex?”

“This is a little embarrassing, but, I am horny a lot. Sometimes, all I can think about is sex. And I have gone on the pill. So, yes, I am ready.”

Mr. Brenner looked at Ashley. For the first time, he didn’t see her as just a babysitter; she was all grown up–she was a woman.

“I think I’m making you uncomfortable, Mr. Brenner. We should talk about something else. Or maybe I should just leave.”

“No, Ashley. I’m just not sure how much I should tell you. I mean, you’re my babysitter.”

“I know, Mr. Brenner, but I’m 18 now and not a kid anymore.”

Mr. Brenner paused, then said “You’re right, Ashley. And please call me Steve from now on. Like you said–you’re not a kid.”

Ashley smiled at those words, instantly feeling closer to him, now that that he was Steve, and no longer Mr. Brenner.

“What was your first time like, Mr. Brenner…I mean, Steve? Did you enjoy it?”

“No, not really. I had no idea what I was doing. And I really didn’t take care of the girl I was with. I wish I could do it all over.”

“That’s why I want to lose my virginity to someone who knows what he’s’ doing. I want it be memorable for all the right reasons. I want it to be pleasurable. Isn’t that what it’s all about?”

“Yes. Yes, it is, Ashley. Just don’t rush into anything. Make sure he’s the right guy, and please make sure you’re ready.”

“I’m definitely ready, and I’ve made up my mind that I’m going to have sex. The only question is who the guy will be. I’m thinking I should look for a college guy–or maybe someone older. I think an older guy would be good. He’d be more mature and have all that college mentality out of his system. Yeah, that’s what I’d like–someone who’s done with college.”

Ashley looked straight at Steve as she said those last words. His face turned slightly red and his breathing stopped for just a moment. She wanted him more than ever, and she started to think that he wanted her, too.  All she needed was to find a way for them to touch. And thanks to his video collection, she knew exactly what to do.

Ashley hung her head and sighed. “You must think I’m a silly girl, and maybe I am. But this is so hard to sort out, and it’s embarrassing. I should leave.”

Ashley hid her face in her hands and let out a sob. Steve quickly slid closer on the sofa and put his arm around her. Ashley immediately curled up into him and put her hand on his chest. With that, he put his other arm around Ashley and pulled her closer.

“Thank you, Steve. Sometimes a girl just needs to be held.”

The encouragement worked, as Steve instinctively began rubbing her back.

Ashley cooed. “That feels nice. You’ve always known just what to say and do.”

Steve rubbed her back, starting at the shoulder blades and gradually moved his hand lower and lower. Ashley snuggled up closer and began gently caressing his chest. She pressed her head against him and felt his breathing quicken, which she took as a very good sign.

“You don’t look very comfortable, Steve. Wouldn’t you rather lean back a little?”

Steve took her suggestion, but since the arm of the sofa was far enough away, he wound up lying flat on the sofa with Ashley on top of him. He didn’t mind at all–and neither did she.

“Isn’t that better?”

“Yes. Yes it is.”

“I have a question, if you don’t mind. You said your first sexual experience wasn’t very good and that you didn’t take care of the girl you were with. What do you wish you did differently?”

“It’s a little embarrassing to talk about, but it’s a fair question. I should have taken care of her better. Teenage boys sometimes cum too quickly, and I certainly did that day. I wished I made sure she came that night.”

“And that’s my point, Steve. You did nothing wrong. You were both just brand new at it. Wouldn’t it make more sense if one person knew what he or she was doing?”

“That’s a little hard for boys. To be honest, guys like to think they’re in charge and know what they’re doing.”

“Well, maybe I can find a man with some experience for my first time.” Ashley looked at him as she finished that sentence.

Steve squirmed a little at what he just heard. “Be careful, Ash. You want to make sure you’re with someone nice who won’t take advantage of you.”

“That’s easy, Steve. I’ll look for someone like you.”

She wondered for a moment if she went too far. She looked up to see Steve smiling as he looked right at her. Ashley smiled back and caressed him along his belly, letting her elbow “accidently” run up against his now-hard cock.

“I think I’m making you uncomfortable. I’m sorry.”

“Don’t be sorry.”

“I just needed to talk to someone I trust. Maybe I should leave now. ”

“Don’t leave, Ash. Please stay.” There was a near urgency in his voice, making Ashley think she could get away with pushing things a little further.

“But what about this,” she said, moving her hand lower until she was gently rubbing his cock. “Doesn’t this mean I’m causing you some…difficulty?”

“In a way, yes.”  Steve chuckled ever-so-slightly.  “I just can’t help my reaction. I hope you don’t mind.”

“No, I don’t mind at all. I like the idea that you find me appealing. At least I hope you do.”

Ashley looked at his face for some reassurance.

“You’re definitely appealing, Ashley,” Steve said, squirming a little as she continued to rub his cock. “But maybe we’re taking this a little too far.”

“But why is that? We’re both enjoying each other’s company. And, as you said, we can’t help how we react.”

Steve closed his eyes for a moment and enjoyed the feeling of her touch.

“Plus, I was hoping you can explain things to me a little more. In case I don’t find the right man soon, I could use some help on what to do.”

Ashley paused for a moment, then said, “Or maybe you can show me. Will you, Steve?”

Steve’s eyes popped open, and he looked straight at her in disbelief at what he just heard. Of course, he wanted her. But he was older, and she was still his babysitter. Part of him insisted he should ask her to leave, but he simply couldn’t find the will to do that.

“Can I take a look? I’ve never seen a cock up close before.”

It was a lie, but one she knew would appeal to his ego.

“Sure, Ashley. I’d like that.”

She looked up at him and smiled broadly as she undid his belt buckle, unsnapped his jeans, and slowly lowered his zipper.

Ashley was done being coy and put her hands on the waistband of his pants. Steve took the hint and raised his hips off the sofa. allowing her to pull down his jeans and shorts. After one final tug past his hips, Steve’s cock sprung from the confines of his clothing. Ashley assumed it wouldn’t be small, but she was not at all prepared for the size and hardness of what appeared before her. She said nothing as she stared at his beautiful, firm cock–and she smiled, knowing it would soon be inside her.

“Do you mind if I touch it? ” Ashley didn’t bother waiting for an answer, knowing full well that he very much wanted her hands–and more–on his cock.

She reached out and grabbed his hardness with both hands and massaged his cock repeatedly from the base to the head. Her body tingled with anticipation as she wondered how it would fit inside her virgin cunt. Looking up, she saw Steve close his eyes and tilt his head back in pleasure and–she hoped–his own anticipation.

There was no turning back for either of them. She wanted more and leaned forward to give his cock a brief kiss–then another and a third–each time letting her mouth linger all the longer. Remembering what she saw on Steve’s videos, she  caressed the head of his cock with her lips, then opened her mouth, allowing the tip to slide inside. Ashley savored the feel of his rigid penis and the taste–and she felt herself become increasingly wet.

She took him deeper, as far as her young mouth could take him, and began stroking him with her hand. She loved feeling his cock throb and grow harder–loved it so much more than she ever imagined.

Ashley released him from her mouth so she could look at his beautiful, erect penis. Leaning down, she simply kissed his shaft–first once, then again and again–before placing a final, lingering kiss on the head of his cock.

“Steve?”

“Yes, Ashley?”

“Would you like to lick my pussy? No one’s done that before, and I want you to be the first.”

Steve was stunned by those words, and could only muster a soft, “Of course.”

With that, Ashley motioned for Steve to lie down on the sofa so she could straddle his face, just like she’d seen it done in his videos. Slowly, she lowered herself until she could feel his mouth pressing against her cunt. A spark shot up her spine as his lips began massaging her wetness. She had guys–more like boys–touch her and finger her before, but never did she feel anything like this. Steve’s tongue licked at the outside of her slit, then pushed through her opening. As he probed the inside of her pussy, Ashley threw her head back and moaned, louder and louder, praying the moment would never end.

But she wanted something else . The evening was about losing her virginity to Steve, and Ashely needed that to happen now.

She lowered herself from Steve’s mouth and leaned forward to whisper in his ear.

“Please fuck me. Steve. Fuck me now.”

Steve lifted her by the waist and positioned her on the sofa, where she spread her legs beckoning him to take her. Unable to bear the anticipation any longer, Ashley held him by the hips to pull him closer. She watched as he bent over to kiss her gently before locking his lips onto hers with his tongue finding hers. She could taste herself in their deep kiss, which took her to new heights. She was now more than ready for his cock. Though this was her first time, Ashley instinctively knew what to do, as she reached down, found his rock-hard penis, and placed it at the opening of her pussy. She held his hips as Steve slowly, gently pushed his way into her.

Ashley wondered how her virgin pussy could take all of Steve’s cock. She held her breath as he went deeper into her, letting out only the smallest grimace when he broke through. Ashley trembled with pleasure as his cock filled her. It was then that Steve pulled out till his cock was just inside her opening, then slowly thrust it back in. He did this again and again, moving faster and pushing harder each time. Ashley pushed back with her hips to match his rhythm and felt wave after wave of pleasure starting at her pussy and spreading over her entire body.

“Steve, Steve,” she cried out. “I can’t believe how good your cock feels in me. Please, don’t stop!”

The tightness of Ashley’s young pussy and her cries of pleasure drove him to thrust harder and harder into her. With each push, the excitement coursed through every fiber, every inch of her body till she it reached a fever pitch. Her fingers dug into his hips, and she stopped pushing back as her body began to convulse repeatedly. Ashley let out a soft moan, then a louder one, releasing any inhibitions that may have been lingering.

Knowing  that Ashley had already cum, Steve continued his thrusting, feeling that rush of excitement build to the point of no return until his cock exploded with an intensity he had never felt before. Stream after stream of cum erupted inside Ashley, who threw her head back as she let out a soft moan.

Then there was silence. The two stopped and looked at each other, each trying to savor the moment and fully grasp what had just happened. Ashley was no longer a virgin–and she couldn’t have been happier. Steve, in turn, saw the look of contentment on her face and was pleased that her first sexual experience turned out well.

He began to push himself off of her, but Ashley stopped him.

“Please don’t. I want to feel you inside me as long as possible.”

With that, he lowered himself back onto Ashley, kissing her softly and stroking her hair.

“That was wonderful, Steve–and so much better than I ever hoped it would be. Thank you.”

“I should be thanking you, Ashley. Being with you tonight was a true gift.”

“I’m glad you feel that way. But I still have so much to learn.”

Ashley let those words linger in the air before going on.

“I want to learn more. I’m not even sure how to give a proper blowjob–and to swallow. Would you teach me?”

Steve looked at her in silence, unable to fully process what he just heard. He had assumed that fucking Ashley was a one-time opportunity, and he was fine with that. But she was asking to continue their sexual activities, perhaps indefinitely.

“I promise to be good to you, Steve. I’ll do whatever you tell me. I just want you to teach me what I need to know about sex.”

“I’d love nothing more, Ashley. And I’ve got a feeling you’ll be able to show me a thing or two yourself.”

They held each other tightly, each re-living the experience they just shared and looking forward to the encounters yet to come.