Tag Archives: First time

The Babysitter’s First Time, #3

The Babysitter's First Time, #3Find this book on Amazon.

When I became a live-in babysitter, I never thought I’d end up here…spread open on the living room rug while my married boss takes control of my body for pay. I definitely never expected that his wife would catch us in the act.

But most of all, I never expected her reaction.

My most dangerous risk, my most intimate moment…led to my most intense, toe-curling, heart-pounding pleasure.

Preview:

I couldn’t get out of bed the next morning. I just lay there and thought about the previous afternoon, when Joel and I had had the house all to ourselves and he had taken my virginity in his own marital bed. I remembered the way he’d gotten me nice and wet, licking me and sucking my clit and making me beg for his cock, before finally pushing it inside of me, popping me open, and fucking me raw.

God, it had felt so good. So primal, animal. I’d felt like my entire body had been reduced to a gaping wet hole and two breasts, all for him. Now, lying in bed with only a thin wall separating my bedroom from where he probably still lay in bed with his wife, I reached a tentative hand down to my pussy. Wet again. I was insatiable these days. My pussy felt sore and stretched, but it made me smile in satisfaction. I no longer had the thin skin protecting my opening. Now I was truly open for business—from Joel, from my own hungry fingers, from the college guys I’d soon meet. It felt like a whole new world was opening up to me.

In the next room, I heard the low murmur of voices. Joel and Dana hadn’t had sex the night before, as they had so many of the other nights this past week that I’d been staying with them as their live-in babysitter. I knew because I’d heard them every time they had. Instead, last night, I had heard Dana’s giggles, then Joel’s voice telling her he was too tired, not in the mood.

Because of me, I knew.

Now, I heard her ask sleepily, “What time is it?”

“Nine o’clock,” came Joel’s lower tone. Hearing his voice made electricity shoot through my body, straight into my clit.

“I can’t believe Alice hasn’t come to wake us up yet,” Dana said.

“She’s off her game,” he agreed.

It was true: Joel and Dana’s four-year-old daughter was not good at patience, and almost every morning I’d been there she’d woken them up before their weekday alarms had at 6:45.

I was glad it was Sunday. Sundays meant my duties with Alice were light, a shared load with Joel and Dana, unlike on the weekdays while they were at work. Today I was free to spend most of the day daydreaming, remembering, wondering when I’d get Joel’s cock again.

A memory flashed onto my closed eyelids like watching a video: Joel, on top of me on his bed, his body pressing into mine, his cock positioned at the opening to my pussy. The moment when he’d popped me open. He’d hesitated, pushed, waited for me to confirm I wanted him to keep going, and then he’d pushed again and popped through, breaking my hymen and penetrating me in a single breathtaking moment….

***

Keep reading The Babysitter’s First Time, #3, or visit Anya’s Amazon author page to view all your dirty options.

NEW! Sign up for my weekly subscription to get every new story at a deep discount.

 

The Babysitter’s First Time, #2

The Babysitter's First Time, #2Find this book on Amazon.

I can’t stop thinking about my married boss pushing into my mouth and down my throat…and I want more. He’s offered to pay me lots of money to pop me open for the first time and use me hard, and I need the money. It’s so wrong, so why can’t I stop thinking about it?

His wife is leaving for the afternoon. If he rubs my tight slit, I’m not sure I can resist….

And I’m not sure I want to.

Preview: 

All week, I thought about Joel licking my wet pussy, about the way he had pushed his cock into my mouth and given me my very first taste of come. I was hornier than I’d ever been that week—rather than extinguishing my desire, the orgasm he’d given me only made me want more.

I wanted him to shove his cock inside of me, pop open my virgin pussy, pound me. I wanted to feel him stretching me open around his huge rod, wanted him to make me his.

Every time I ate a meal at Joel and Dana’s kitchen table, I remembered him hoisting me up there, staring at my exposed pink slit. My heart beat faster just being in that room.

Joel, of course, acted as though nothing had happened. He addressed me politely and professionally, though every once in a while I caught a glimpse of something dark and lustful in his eyes when his wife’s back was turned. And Dana, I knew, suspected nothing.

At night, I heard them fucking from the next room three other times, as I had my first night in their house. They made no effort to disguise their moans and grunts and sighs of pleasure, and I no longer felt bad about touching myself along with their rhythm. It became a near-nightly ritual, and I was disappointed when I didn’t hear them.

But I longed for it to be me that Joel spread out on that bed and thrust inside of. Since our first session, he hadn’t again mentioned wanting to fuck me, to take my virginity. I hadn’t dared bring it up, even when we were alone. I hoped I had been good enough for him, that he had enjoyed feeding me his cock.

Because I sure as fuck loved taking it. I almost didn’t want to admit to him how much I had liked it. If he knew, maybe he would no longer want to pay me for my services. But the secret truth was, as much as I needed the money, I had loved playing with Joel’s cock, loved having him rub it up and down the valley between my lubricated breasts. The truth was, I would’ve fucked him for free.

***

Keep reading The Babysitter’s First Time, #2, or visit Anya’s Amazon author page to view all your dirty options.

NEW! Sign up for my weekly subscription to get every new story at a deep discount.

The Babysitter’s First Time, #1 (Virgin, older man younger woman, cheating husband, oral sex)

The Babysitter's First Time, #1Find this book on Amazon.

On my first night as a live-in babysitter, I overheard my bosses, Joel and Dana, talking dirty and getting off together, and touched myself—imagining it was me, daydreaming about my own sexy first time. But I got carried away and they heard me.

Now Joel is offering me money to do to me what he does to his wife. I want him to spread me open and lick me while I suck him…but he’s married. And I’ve never done this before.

It’s so wrong….But I’m not sure I can resist.

 

Preview: 

Through my new bedroom wall, I heard faint moans, like someone trying to be quiet. Then giggles.

I crept silently toward the wall, grabbing a water glass off the desk, and pressed the glass against the wall, my ear against the glass, to amplify the sounds.

I was almost sure of it now: my new bosses, Joel and Dana, were having sex in the next room. It was only my first night in their house as their live-in babysitter, and already I was overhearing them having sex.

The girlish moans got louder, and then I heard Joel’s “Shh!” But a moment later the moans started up again, and then a rhythmic thumping. I felt myself get wet imagining what was going on in the next room. I could picture his strong thighs in front of her body, her legs open to him as he pumped into her.

What would his cock look like? Huge, I was sure. Meaty and thick, nice and hard. Just like the guys in the porn I’d accidentally caught sight of the year before. I’d never seen a real cock, but I was desperately curious what it would feel like inside of me, and so horny I could hardly stand it.

Without even realizing I was doing it at first, I reached down with my free hand and pushed inside the waistband of my silk pajama pants. Down into my lace panties, down, down, down, until I felt the warm wetness I was expecting. Ooh, my finger felt good against my throbbing, engorged clit. The skin there was so sensitive right now, and I made myself shudder by rubbing myself too firmly.

“You like that, you little slut?” I heard Joel say.

“Yes, yes,” Dana moaned. “Fuck me!”

The walls were paper-thin, I realized now. I didn’t even need the glass anymore. I set it down and used my other hand, the one not occupied in my panties, to rub my breasts, first on the outside of my sheer babydoll top, feeling my nipples through the thin fabric, and then pulling the satin ribbon that held the top together and allowing my breasts to free themselves. My nipples felt soft at first, pliable, but as I rubbed them they hardened beneath my fingers.

I had large breasts that had always attracted a lot of attention; in fact, I suspected they were part of what had landed me this job. I grabbed a handful of them now, squeezing as I rubbed more feverishly at the nub of my clit. My hand was getting drenched in my own juices.

Thump, thump, thump, came the sounds from the next room. My pussy felt as though it were stretching itself open to accommodate Joel, and I suddenly wished he were there with me, instead of in the next room with his wife. What would it feel like?

Stop it!, I told myself. That was no way to think about my employer. If I was going to get through this summer, I would have to be professional.

But I couldn’t ignore the moans, louder, more frenzied. I could hear his balls slapping against her ass as he fucked her—that’s how thin the walls were.

I crouched down, my back resting against the wall and legs spread open, so that I could push inside of my pussy with one finger. I couldn’t fit two—my hymen was still intact, after all; I had to be careful enough with one not to pop it open.

***

Keep reading The Babysitter’s First Time, #1, or visit Anya’s Amazon author page to view all your dirty options.

NEW! Sign up for my weekly subscription to get every new story at a deep discount.

Preview: Pounded By My Boss, #2 (Fertile, forbidden, older man younger woman, CMNF)

Find this book on Amazon.

One week after Nina’s much-older boss, Brian, popped her tight cherry, she can’t stop fantasizing about him and touching herself, despite Brian’s warning that it can never happen again. But when her clothes get stolen while she’s teaching a swimming lesson, Nina must choose whether to return to the office for a meeting with Brian wet and nearly naked in the skintight swimsuit, or be late. Brian hates when his employees are late. What choice does she have?

Nina may be young and naive, but she wouldn’t mind if Brian stripped her naked, took her hard and unprotected on his desk again, and filled her up while he stays fully clothed. Even if it’s the middle of the workday and there’s a chance they’ll get caught. They’re playing a dangerous game…but some things are worth the risk.

This 5,000-word short features — and is intended for — only those 18 and up.

Preview: 

The night after my boss popped my tight cherry on top of his desk, I had vivid dreams about the moment my hymen gave way. In my dream, I could feel Brian starting to push into me, getting caught on the thin layer of skin protecting the untouched part of me, and then the delicate pop of pushing past it, opening me up, filling me with his thick cock.

And just like that, I was no longer a virgin. It had been an odd feeling, the sensation of something big and hard inside of me where I was used to nothing. But oh, it had felt so incredibly good. And then, when he had started moving in and out of me, using my tight cunt like a toy, I had almost exploded right away.

And it had all been worth it. Even in my dream I remembered the feeling of satisfaction — not only satisfaction at getting used in the way I’d long been fantasizing about, but satisfaction at the way I’d protected my job. Brian had revealed to me that there would be layoffs, something he shouldn’t have told me before anything was confirmed. And though I knew I’d be the first to go, I’d persuaded him to keep me on.

My pussy had persuaded him.

The next morning, I woke up feeling refreshed despite the vivid dreams. It was like getting fucked had rejuvenated me, and reliving it over and over throughout the night had only given me more energy. I was excited to go into work, to see Brian again, to reassure myself, perhaps, that it wasn’t all a dream, that it really had happened.

Yet I was nervous too. And I had all morning to anticipate seeing him again before our paths would ever actually cross. I taught swimming lessons in the morning at one of the city pools, then went into the Parks Department office in the afternoon for the other half of my job, the administrative assistant part.

I felt like a new person that day, as I taught my class. I noticed the fathers looking me up and down in my swimsuit, tight against my curves, and I felt proud. This was a body that had been used, that had been filled up with my boss’s cum. I stuck my breasts out further than normal and let my hips sashay back and forth as I followed my swimming students down the length of the pool from the deck.

By the time my lessons ended, though, I was a nervous wreck. I dressed in the pool restroom and drove to the office, and my heart was pounding as I pushed open the front door.

I didn’t see Brian. Would he avoid me? Would he want a repeat of yesterday? To be honest, I hadn’t thought about whether I’d want to fuck him again. I hadn’t thought at all past this moment, when I’d first see him again, and how he’d act toward me. But I had to admit that the thought of having him deep inside my unprotected pussy a second time made my clit throb, and I knew that if he wanted it, I wouldn’t be able to resist.

***

Keep reading Pounded By My Boss, #2, or visit Anya’s Amazon author page to view all your dirty options.

Preview: Pounded By My Boss, #1 (First time, fertile, forbidden, older man younger woman, CMNF)

Find this book on Amazon.

She’s so horny…but he has all the power
When Nina finds out she’s at risk of getting laid off from her first-ever job, she decides to do whatever it takes to persuade her much-older boss, Brian, to keep her. She’ll work extra hard and stay at the office extra late. But once everyone else is gone, Nina discovers Brian’s dirty secret…and things go further than she could ever have predicted.

Now Nina must make a choice. Is keeping her job worth letting her boss pop her tight cherry, fill her up unprotected on his desk, and then lick her clean?

This 5,100-word explicit short story features — and is intended for — only those 18 and up.

Preview: 

I closed the stall door behind me and gratefully pushed my fingers into my panties, feeling the gush of wetness between my legs. Most everyone in the office was at lunch, so I had a few minutes to myself without much chance of getting caught.

Still, I was very, very quiet as I rubbed the protruding nub of my clit with increasing ferocity. My finger slid around on the slick surface with no resistance, and I let my finger wander down toward my hole, then back up, I imagining that I wasn’t all alone in the work restroom — imagining that I was about to finally lose my virginity to a thick, hard cock.

My hole was too tight to push more than one finger inside of, and then only gently. At eighteen, I still had a hymen, though I knew many virgins my age had broken theirs accidentally by then, bouncing on trampolines, practicing gymnastics, riding horses, or engaging in any number of activities I’d also done over the years.

Fuck, I was so horny. In fact, just about every day lately I’d been sneaking off to take care of myself during the workday. There was something about spending half of every day in a swimsuit that made me almost unable to contain myself — the feeling of the cool water entering my swimsuit, filling up the area between my pussy lips, cooling my clit. The knowledge that the parents at the pool were watching me, while pretending to watch their kids. The tight fabric of my suit stretched over my curves.

In my imagination, I was back in my bedroom, completely naked. A male figure stood behind me, and I was draped over the bed, my breasts pushed down into the comforter and my naked ass at a right angle to the guy as I stood there bent at the waist. I couldn’t tell who it was — it didn’t matter who it was. I just wanted to get fucked.

He spread open my ass and fingered my pussy with one finger, staring down at its pinkness. Then he slapped my sensitive skin with his hard cock once, twice, three times, before lining the tip up against my hole and pushing deep inside of me, popping me open for the first time ever.

Oh god, it would feel good. In my fantasy, it was the most amazing feeling in the world. And against my finger in that tiny bathroom stall, my clit began to throb as my body pulsed its release. I moaned out loud; I couldn’t help it. My cunt got wetter still as the orgasm shook me, took me over for those few seconds.

Finally, panting, I pulled my finger out of my panties and my pussy pulsed one last time. I licked my finger clean before exiting the stall, washing my hands, and returning to the real world…and my meeting with my boss, Brian.

***

Keep reading Pounded By My Boss, #1, or visit Anya’s Amazon author page to view all your dirty options.

Preview: Unprotected With My Dad’s Best Friend, #2 (Fertile, forbidden, older man younger woman)

Find this book on Amazon.

A naughty 4,400-word short story about an almost-innocent college student who’s too tight for daddy’s friend…

Two weeks ago, Amber had her cherry popped by one of her dad’s three best friends. Another of his friends, Nate, lives right next door, and when Amber catches him naked and rock-hard about to step into his shower, she can’t think of anything else. She’s never been so wet and feverishly horny in her life.

But she never expects that she and Nate will run into each other totally naked…and all alone in the house. She also doesn’t expect just how huge he is up-close. Will Amber resist temptation, or will she risk it all a second time just to get taken hard and filled up unprotected by another forbidden, much-older man?

Preview: 

The bathroom windows in the house next door were starting to fog up, but I could still see clearly when the naked figure of one of my dad’s best friends, Nate, came into view.

My heart beat faster when I saw him and realized that he was naked. He stood with his back to me, and I took in the view like an addict. Nate was gorgeous, tanned and manly, and I’d been trying to hide my attraction to him and my dad’s other best friends for over a year now. I hadn’t always succeeded, I had to admit, thinking back on two weeks earlier, when Dad’s friend Jamie had popped my tight cherry in Dad’s bed while he was out getting beer and arguing on the phone with my mom.

If anything, Nate was even more attractive than Jamie. I could see his tight ass in front of the window, and he seemed oblivious to the fact that the blinds were open.

Or was he?

Nate turned toward the sink then, and I gasped when I saw him in profile. From this view, it was obvious that his cock was hard and straining, and I felt a stirring between my legs as I looked on. I reached down a put an experimental finger inside my panties, feeling between my delicate pussy lips. Yes, I was very wet.

I couldn’t stop thinking about losing my virginity to Jamie….and now that I’d had one of Dad’s best friends inside of me, I couldn’t stop imagining how the other two, Nate and Chris, would feel. I couldn’t stop touching myself, feeling how slick and wet the memory made me, how instantly horny I became when my mind turned to Jamie or the others.

It was like a dam had been broken — I’d been keeping my lust for them mostly at bay, but now that I’d fucked one of them, I knew that they were all a real possibility, more than just a crazy fantasy. I tried hard to think of other things when I rubbed myself, guys from my college, actors from my favorite shows, male porn stars…but the harder I tried to put my dad’s friends out of my mind, the more intense my desire for them became.

I loved how much older and wiser they were, how experienced. Jamie had known how to please me in a way that I knew a guy my age, nineteen, never could. His cock had done things to me that I didn’t know possible….

***

Keep reading Unprotected With My Dad’s Best Friends, #2, or visit Anya’s Amazon author page to view all your dirty options.

Preview: Unprotected With My Dad’s Best Friend, #1 (First time, fertile, forbidden, older man younger woman)

Find this book on Amazon.

A 5,500-word erotic story about lusting after the wrong man…

Amber is unbearably horny. She’s in her second year of college, but she can’t seem to find anyone interested in popping her tight cherry. To make matters worse, she can’t stop fantasizing about three forbidden older men — her dad’s best friends — including Jamie, who has a warm, rock-hard body and a huge bulge in his pants.

But when she walks in on Jamie almost naked and decides to confide her troubles in him, she never could’ve expected what would happen next…or how close they’d both get to destroying everything.

But regardless of the risks, Amber’s been waiting to get spread open and filled up for years — and there’s no way she’ll let Jamie pull out now.

Preview: 

I leaned in toward Shawn as he poured our drinks, squeezing my breasts together to emphasize my cleavage. He glanced over and looked down my shirt, and I felt a giddy thrill at his gaze. Would tonight finally be the night I’d lose my virginity?

But a moment later he’d returned to pouring cheap tequila into the red plastic Solo cups, then topping it with the margarita mix I hated so much.

“Here you go, Amber, Shawn’s famous margaritas,” he said cockily, handing me a cup, and I pretended like he’d actually put in some effort.

“Mmm, delicious,” I moaned, licking my lips in what I hoped was a seductive way, a way that would get him thinking about what else I could do with those lips. I was so horny in those days I would’ve fucked almost anyone who would have me, I just wanted to know what it was like to get filled up. The margarita was syrupy-sweet, fake tasting, and not cold enough, but I’d be damned if I wouldn’t force it down my throat and pretend I loved every drop.

Just like I wanted to force Shawn’s cock down my throat, and take in every drop of his cum. I wanted him to spread me open and pop my tight cherry so badly I felt almost feverish. I would’ve done anything to make him want me. And if getting it meant putting up with his lame attempts at bartending, so be it.

But Shawn didn’t seem to be getting the hint about what I wanted from him.

The lights went out then and colored lights appeared in their place, bouncing around the room. “Dance party!” someone screamed.

While bodies began gyrating around me, I closed my eyes for a split second. An image of Dad’s three best buddies popped into my mind, shirtless and drinking from these same plastic cups last summer when we’d gone out on a party boat on the lake. They were over twice my age, and I couldn’t quite put my finger on why I’d flashed on that image, other than drinking from the same cup.

But these cups were everywhere. Surely there was more to it.

That day had stuck in my mind for some reason, and if I was honest with myself I’d flashed on it several times since then — even sometimes when I was masturbating. Growing up, my dad’s friends had been just that, but that day on the lake I saw them as men for the first time, muscular and strong and powerful…and it was clear they noticed my curves for the first time too. I’d seen the outline of their cocks when they’d come out of the water with their swim trunks clinging to their bodies, and my nipples had hardened as their eyes washed over my bikini-clad body.

I made myself open my eyes. There was no point thinking about that — those men were off-limits. First of all, they were way too old for me, and even if they weren’t, they were my dad’s friends, people who had known me since I was little. I still lived with my dad even though I was in my second year of college, so fantasizing about these men was all the more forbidden.

***

Keep reading Unprotected With My Dad’s Best Friends, #1, or visit Anya’s Amazon author page to view all your dirty options.