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This story is a submission for the “On The Job” Story Challenge. Hope you enjoy it, and as always your votes and Comments are much appreciated.
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The first day I started my interning gig at Harris, Fitzpatrick and Partners law firm, understandably I was nervous but eager to please.
I couldn’t believe my luck when I was shown around their luxurious offices by Brad Harris himself, senior partner. Especially when he stopped to introduce me to the woman I’d be working for, his daughter Lexi. Who it turned out was a total babe.
As he made the introductions, she shot me an appreciative smile, not even trying to hide the fact she was raking me over from head to toe. Though it’s a little embarrassing to admit, I was getting hard just looking her over. Not only because she was the sexiest, most beautiful woman I’d ever seen, but also because she seemed to enjoy what she was seeing, flashing a very naughty smile straight into my eyes, giving me hope that she was attracted to me, too.
Tall, toned, gorgeous with bright blue eyes, amazingly full breasts, tiny waist, and long shimmering blonde hair, it blew my mind to think I was actually going to be working for someone so insanely hot.
I’d just turned nineteen, and though I’d excelled at school and had even managed to skip a few grades, I hadn’t had a lot of experience with women, but I knew I’d be fantasizing about what it would be like with her, pretty much non-stop. Already thinking how crazy hot it would be to shove all the paperwork off her desk, spread her legs, and get my dick into her, I had to force myself to try and hear what her father was saying as he patiently explained what would be expected of me as Lexi basically acted as my mentor.
Since I was hoping to study law in college, I didn’t want to blow an opportunity like this for some real life hands-on experience, so I figured I’d just have to try to ignore how beautiful and sexy she was and just do whatever she asked of me.
But I noticed pretty quickly that she liked to flirt, which included brushing herself against me every chance she got. And that was more than fine by me, since I was enjoying the attention, and the way she made me feel — like a man she desired.
More often than not when she’d talk to me face to face, she’d taunt me with a sexy smile, then run her hand down over my chest, all the way to my fly, causing my dick to lurch imagining how good it would feel if I was ever lucky enough to get with a woman like her. It was like she couldn’t be close without putting her hands on me, brushing her breasts against my body or leaning in and touching her lips to my ear whenever she murmured to me in a sexy whisper, making every inch of me hyper aware of the fact that she was a very sensuous woman.
I’d been working with sexy Lexi for about three weeks, and learning a lot. She had me involved in most everything she did. Naturally, if we ever sat together side by side, she’d always put her hand on my muscled thigh as she talked, but I imagined it was just second nature for a hands-on type like her. Though I was grateful for the exposure to all the legal situations she was involved in, I was also thrilled that she seemed to be interested in me, personally.
Working together late one night, preparing for a meeting with a recently departed woman’s family the next day, we were going over the last will and testament of the lady who happened to be one of the firm’s wealthier clients with massive real estate holdings as well as a good size investment portfolio, when Lexi’s phone pinged with a text. She wrinkled her nose as she read it and I thought I heard her mutter, “Great, and just when I thought I’d finally be getting laid.”
When she dejectedly tossed her phone aside still muttering to herself, looking disappointed, I asked, “Everything okay?”
She lifted her gaze and narrowed her eyes on me, and I could feel my dick starting to twitch like crazy, just from the way she was looking me over, like she was sizing me up, maybe even considering something she might enjoy the two of us doing together.
I’ve been told I look older than my age. Tall, at six foot three, broad shouldered and with a nice firm body, probably since I never miss a morning run, or an evening session with the weights I keep in my bedroom. Girls I knew told me I was cute, with a dimpled smile they seemed to like, and neatly trimmed dark hair they enjoyed running their hands through whenever I got a chance to kiss one of them.
But I had a feeling sexy Lexi would expect a lot more than a few kisses and a little under the sweater action from the type of men she went out with.
Finally, she heaved a frustrated sigh, and told me what was bothering her. “I was hoping I had a date tonight, but apparently it’s been cancelled.”
“Sorry to hear that.” I cleared my throat, and sat up straight in my seat. “But if you want some company, I’d be happy to have dinner with you.”
She chuckled. “Well, Mason, if dinner was all I was after, I could just order a meal into the antalya escort office. But I can’t exactly call out somewhere to get what I’m looking for.”
So, turns out I was right about her needing to get laid. But I doubted she’d be interested in hooking up with a guy my age, considering she had to be somewhere in her mid-thirties, and probably knew a lot more about having sex than I did, which was basically nothing.
Then my eyebrows shot to my hairline when she eyed me thoughtfully for a moment, then asked, “Mason, have you ever gone down on a woman, before?” Once my brain started functioning again, after trying to absorb a thought like that, I shook my head telling her I hadn’t. Then I couldn’t believe it when she smiled coyly and said, “Well, I think it’s time you learned how it’s done then, don’t you? It’s always a good place to start, if you want to earn a reputation as being a thoughtful lover.”
As I watched her walk around her desk, hike up her short little skirt and wiggle out of her sexy black lace thong, I thought I’d come where I sat. Holy shit, I just couldn’t stop blinking. I’d seen a few porn flicks, once my parents finally took the silly filter off my computer, just last year, but I couldn’t believe my boss was actually slipping out of her clothes right in front of me. Wow, this was like epic. Never mind when she got up on the edge of her desk, spread her legs open wide, giving me an eyeful of her snatch, trailing her fingertips up along her thighs, before she parted her pussy lips, even letting me have a look at her tight little hole as I watched her running her fingers up and down along her slit!
My heart pounding, my dick jumping, my eyes bulging — holy fuck, I absolutely loved this gig. I’d only just started here a few weeks before, and already my boss was giving me a flash of her snatch. And how cool was that?
She grinned, watching me lick my lips, just thinking how amazing it would feel to lick her, especially, there.
“You learn the right way to eat pussy, Mason, once word gets out, I promise you’ll have the ladies lining up to get with you.” She smiled coyly as she kept fingering herself and started breathing funny as she explained, “Now, when you get between a woman’s legs, you want to savor her sex, not devour it, understood?”
I eagerly nodded, happy to lick that sweet pink cunt any damn way she wanted.
“Well then, how about you slip a finger into me and get me ready for a nice hot tongue bath?”
“Sure,” I said, standing up and stepping between her legs. And the moment I sank my middle finger into the heaven of her tight wet hole, I swear I nearly lost my load. Already rock hard just from seeing her spread her legs and give me a flash of her pussy, getting a chance to have a feel of her was almost too wild to conceive.
As I worked my middle finger in and out of her, I noticed she was getting even wetter and her breasts were really starting to heave as she murmured a little breathlessly, “How about you get that big bad boy out of your pants while we’re at it? Give me something to look at, too.”
No need to tell me twice, I got my fly unzipped and my boxers down around my ankles in a heartbeat. And the moment Lexi got her first look at me, her eyes shot open and she actually gasped. I know I’m a little on the long side at a solid eight inches and really thick, too. So, if she liked big cocks, I figured she’d be happy with mine.
“I have got to have a lick of that,” she declared, grabbing hold of me by my shirt and tugging me close till she was face to face with my junk.
Then she took hold of me, squeezing my bare ass in one hand and my erection in the other. Softly moaning, her eyes fell shut as she started to lash her tongue along the length of me from my balls all the way up to the glistening tip, before hungrily licking all around the swollen crown, eagerly lapping up the little bead of pre-cum oozing from my hole, she happily smiled as she swallowed it back. Wow, I felt my knees start to shake watching her slide my erection along her tongue and then deep into her mouth. She had me thinking I’d just died and gone to heaven, it just felt so good, and now I understood why guys were so into to being sucked off.
Looking down at her lips stretched tight around me, I couldn’t believe my sexy-as-fuck boss had my dick in her mouth! And, if that wasn’t crazy enough, after this, she wanted me to eat her pussy, too! This was more than just a wet dream come true, I knew it had to be the best thing that would ever happen to me, even if I lived to be a hundred.
“Oh, wow, what a lovely, big cock you’ve got, Mason,” she murmured on a breathy purr as she cupped my balls in her hand and began to massage them, gently rolling them between her fingers. “You’re so well hung you must have the girls fighting to get at you.”
“Um.” I winced, feeling slightly embarrassed. “Not exactly.”
She kept right on licking all around me, even as she looked up at me, puzzled. “What do you mean?”
Figured I might as well just lara escort spit it out. “I’ve never actually had sex before.”
Her eyes shot open along with her mouth. “You have got to be kidding, with a cock this size, what a waste. Well, then I think it’s time we ended your life long dry spell, don’t you, big guy?”
I nodded, relieved that she didn’t laugh, but even more relieved that she still wanted to get busy with me. “Yeah, I think so, too.”
Her eyes all dark and stormy and her voice sounding a little deeper and huskier, she told me, “Okay, Mason, then get back in the chair, and get your head between my legs. We’ll start with you getting a taste of me. And once you’ve got me nice and juicy, I think we’ll let you sink this gorgeous piece of man meat into me, so you can give me a nice hard ride.”
I had my hand on my dick, stroking it as she told me what she wanted me to do to her. Eat her out and then fuck her! I could hardly believe this was happening. I was finally going to get laid, and probably by the hottest woman alive. How lucky could a guy get, I wondered as I felt my dick growing thicker in my hand, just imagining how hot it would be to have sex for the very first time, especially with a total babe like her.
A while back, when I was still in high school, as we sat in the dark at the show, watching a horror movie together, I got a chance to feel up Mary Anne Casey. At the time, I thought that was pretty sweet to get a chance to cup her little breasts in my hand, and feel her tiny nipples pebbling between my fingers. But she had braces that cut into my lip and made my mouth bleed when we tried to kiss, so that was as far as it went.
But now, thanks to my sexy boss, I was about to discover what sex was really all about.
My hands are big, so Lexis’ tight little ass fit perfectly in my palms as I tugged her to the edge of the desk. Then for a moment I just stared at her quivering snatch, wondering again if this was actually happening, and if I was really about to get my first taste of pussy.
While I did my best to remember to keep breathing in and out, with her chest heaving just as hard, my eyes flared when she tore open her blouse and started tugging at her nipples right through her black lace push-up bra. And holy crap, I couldn’t believe how nice and full her breasts were, practically spilling out over the top, never mind how erect she was getting her nipples, looking like two big pink erasers that I couldn’t wait to get in my mouth.
Then, getting back to the business of me eating her out, she said on a shaky breath, “Flatten your tongue, Mason, and take your time sliding it along from my back hole all the way up to my little love button on top. That’s my clit and it’s really sensitive, so go easy on it, keeping in mind it’s what gets me off — that is, if you tongue it just right.”
Knowing how good it felt when I jerked off watching porn in my room, I couldn’t wait to see her falling to pieces. So I did as she suggested, clutching her ass in my hands, I flattened my tongue and really took my time, slowly dragging my tongue across the warmth of her hot, slick flesh from her tightly puckered back hole along her quivering slit right up to her swollen clit. Wow, I licked my lips after I’d had a taste of her, and instantly realized I was in love with the taste of her snatch!
Once I’d had a taste of her, I just couldn’t get enough. Almost tugging her ass off the edge of the desk, I dove in face first and gave her a tongue-lashing I knew she’d never forget, licking and lapping, poking into her hole with the tip of my tongue, sliding a finger into her, then two. Till at last I had her squealing and shivering so hard, from the relentless assault I was waging on her pussy, I had to hold her tight to keep her ass from sliding right off the desk.
“Holy fuck! Are you sure you’ve never gone down on a woman before, Mason? ‘Cause, damn you’re good!” she gasped, twisting her fingers into my hair, and holding me tight against her pussy, so I wouldn’t stop driving her wild.
Still lapping into her deep, I shook my head, too wrapped up in the taste of her to even answer.
As she started to get off hard enough that I could feel her pussy lips tingling against my mouth, Lexi grabbed fistfuls of my hair in both hands and started tugging like crazy, making me wonder if I was going to lose some hair. Basically feeding herself to me, with her thighs wrapped tightly around my neck, she moaned and started to quiver insanely hard, squealing and tossing her head from side to side, she cried out, “Suck my clit, roll that little bead with your tongue, you bad boy. God, I’m so close I can almost taste it. Fuck that feels good!”
Suckling her clit between my lips, I rolled the hard little button with my tongue, still sliding two fingers in and out of her delectably wet cunt, utterly lost in the taste and feel of her. I decided right then and there that I was made to eat pussy and I was exactly where I was meant to be, buried between side escort her legs up to my eyebrows, determined to get her off like she’d never got off before.
“Oh, fuck, here it comes,” she warned me as she tightened her legs around my neck, nearly choking off my air, ripping at my hair, she threw back her head and yelled out, “Oh, man I’m seeing stars, you’ve got me coming so fucking hard!”
The way her whole body started shiver from top to toe, I believed her, too. When she eventually started to come down after coming that hard, slowly releasing the death grip she had on my hair, and the choke hold on my neck, I leaned over her, cupped her face in my hands, and surprised her when I smiled down at her and softly kissed her.
She blinked, opened her eyes and grinned, telling me, “Oh wow, after that performance, I promise you’ve got a job here for just as long as you want. Because now that I know what you can do, there’s no way I’m letting you go.”
As glad as I was to hear that, my cock was throbbing so hard, I knew I had to get inside her if it was the last thing I ever did — I just had to fuck my boss.
Slightly gasping, and still fighting to catch her breath, she threw open her legs, giving me a bird’s eye-view of her everything she had, as she told me, “I’m clean and I know you’ve got to be, if this’ll be your first time. So give it to me, Mason, and don’t hold back, I want every last inch of that big bad monster packed in me tight.”
That was all I needed to hear. I clutched my dick in my hand, and nudged at her opening, and then I thrust my hips and groaned as I felt her pussy clenching around me tight, sucking me in as I pushed inside her. Fuck, after just one thrust it felt so amazing, already I knew I’d want to do this again, and just as often as I could.
“Oh, fuck that feels good,” she murmured, digging her heels into my ass to spur me on. “Now ride me, Mason, ride me hard. Give me everything you’ve got, and don’t hold back.”
More than happy to oblige, I took hold of her legs by the ankles and spread her open wide, till I had her spread open like a wish bone. And just as she asked, I went deep and hard, chuckling at the way she squealed with delight, quickly realizing she was getting off on me already taking charge, and basically owning her pussy. Just going by instinct, knowing she wanted it rough, I didn’t go easy on her. I rode her like a beast, pounding her pussy with everything I had, slamming her sweet ass hard into the desk.
Looking down between her legs at where we were joined, I gotta say, porn’s got nothing on watching your own cock sliding deep into a woman’s hole. Definitely had to be the hottest thing I’d ever seen, or felt. I loved how tight she was, as I pushed into her over and over, going a little deeper with every flex of my hips, stretching her inside and out, with how tight her pussy lips looked stretching out around me, with me packed inside her to the absolute max. As I ruthlessly plowed her, she just kept making the craziest noises, squeezing my dick insanely hard, clenching her inner muscles around me, while still tugging away at her nipples. I could tell she was going to climax again, and I knew I wasn’t going to last long as I kept slamming her pussy, hopefully giving her the ride of her life, till I looked up and could see her whole body was starting to shiver.
“You want me to shoot inside you, when I come, or pull out?” I asked, breathing really hard, as my balls began to tighten and the most amazing electric tingle started running straight up my spine, till I could barely see straight with the way my dick was starting to pulse, like a second heartbeat.
Her eyes flared, looking alarmed. “Don’t you dare pull out, I want to feel you come and fill me up. And being your first time, I’ll bet you’ll shoot gallons, too.”
I had a feeling she was right, because I knew I was close, and once I spewed I had a pretty strong feeling she’d be dripping for days once I was done with her.
Just for fun, I ran my tongue along her calves, as I pumped into her a little harder and faster, making her squirm and squeal even more, knowing that any second I’d be losing it, and so would she.
When she put a hand between her legs and started to rub her clit, still tugging a nipple between her fingers, I rolled my eyes as I felt my dick start to explode and shoot off wave after wave deep in the depths of her pussy, just as she cried out, “Oh, fuck me, I’m coming so freaking hard!”
I shut my eyes and froze, overwhelmed at the sensation of having my cock pulsing so wickedly hard, with her clenching me over and over again inside her as I let go and came. My eyes rolled back in my head, shocked and amazed at how good it felt to actually have honest to god sex with a woman, as my balls let go and just kept shooting into her in a steady stream, filling her up to bursting with my seed.
Now that I knew how incredible it felt to get with her like this, I hoped we’d be doing it a lot. Like every chance we got, if I had my way. Not only was I in love with the taste of her pussy, but her also letting me ride her on her desk was like a real life dream come true, especially for a guy like me, who’d never so much as laid a finger on a pussy before, never mind had a chance to get my dick into one.
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