I always thought of myself as a lesbian. I knew I liked girls in high school, and had girlfriends all the way through college. While living with my college girlfriend, I ended up getting fucked by my boss to keep my job, and I realized I'm actually bi... I fell in love with his cock.
I knew I was into girls from a pretty young age. I was infatuated early on with several beautiful actresses and storybook heroines, which eventually developed into real-life crushes on a few of my teenage girl friends. As we entered high school, and I started having sexual fantasies, I always found myself masturbating to images in my mind of sexy women or my most recent obsession from school.
In my teenage years I was an attractive brunette, with green eyes and a pretty smile.... and I developed relatively early, so I had big, 34D breasts by the time I was a freshman in high school, along with a narrow waist and curvy hips. I got plenty of attention from the guys in school.... which I actually quite enjoyed.... but my focus was always on the pretty girls in my friend group. I let the guys get away with grabbing my ass, or copping a feel on occasion.... I didn’t really mind it that much.... but my attention was mostly drawn to my circle of girlfriends, and how to get into their panties. Whenever we had sleepovers, I found myself checking out their boobs, nipples, and crotches... since we usually wore next to nothing during these little soirées, which really suited me perfectly.
One day in late summer just before my sophomore year in high school my friend, Miranda, had about eight of her girlfriends over to spend the night for her birthday. We were all in panties and tank tops, t-shirts, or camisoles.... no bras.... so tits were jiggling and bouncing, nipples were poking through our tops, and our panties were small and tight... some of us were even wearing g-strings or t-backs.
Like me, Miranda had developed early, and she had beautiful C-cup breasts that I found myself eyeing constantly. Her boobs weren’t as big as mine, but they jiggled around almost as much as mine did, and I couldn’t help but notice her perky nipples poking through the silk camisole she was wearing that night at her party. She happened to be my favorite crush at the time, so I checked her out surreptitiously several times over the course of the evening.
I had on tiny bikini panties and a thin, cotton crop-top with a picture of our school mascot on the front. It was pretty short on me... especially given the size of my tits, which it barely covered... but I loved how my breasts felt in that top... totally unfettered, and swaying gently beneath the soft material.... occasionally popping out beneath the bottom of the shirt, where others might catch a glimpse of my nipples and wobbly boob flesh. It made me feel sexy... and was actually kind of arousing... as the group of us horsed around and ate way too much junk food. Of course, seeing the other bouncing tits and tight asses of my friends was also a major treat.
Up to that point, I’d never actually had a “girlfriend”, although several of us in my friend group had ‘toyed’ with kissing each other and even had occasional fondling sessions. None-the-less, I enjoyed these little sleep overs because it gave me a chance to appreciate everybody’s budding tits and sexy butts, while getting more time to ogle Miranda’s nearly naked lady bits. I was pretty sure that Miranda knew I had a crush on her, but so far, we’d only been really good friends.
At Miranda’s house that night, the group of us were sprawled all over her parents’ game room.... playing video games, gossiping, experimenting with make-up, and eating a lot of pizza and chips. We had sleeping bags and blankets spread all over the carpet.... the idea being that, when it was time to go to sleep, we would all just crash right there on the floor.
Sometime in the early morning hours, all of us finally began to yawn and settle down to go to sleep, so I crawled into a corner of the room and pulled a light blanket over me. I smiled to myself when I felt Miranda climb under my blanket and cuddle up next to me on the floor. We whispered and giggled for a little while... trying to make as little noise as possible. Then, after a big yawn, I turned on my side, facing away from her, and started to close my eyes.
I hadn’t quite fallen asleep yet when my eyes popped open in surprise, as Miranda sidled up behind me... the front of her body pressed up against my back. I could feel her silk camisole on my skin, and the tips of her hard nipples pushing firmly into my back. Then she draped an arm over my side, and reached up under my crop top from behind to cup one of my boobs with her hand.... softly caressing the flesh, and occasionally tweaking my stiff nipple.
I was a bit startled.... but ecstatic........and, my God, her hand on my tit felt amazing!
I could feel my pussy getting moist as I closed my eyes and enjoyed the sensations radiating from my nipples to my clit, while Miranda continued squeezing and fondling my sensitive breasts. Still lying on my side, I worked hard to stifle my moans of pleasure, while pressing my ass cheeks back against her crotch.... rocking my hips slightly to let her know how much I was enjoying what she was doing.
After relishing Miranda’s attention to my tits for a few minutes, I turned over, so that we were lying on our sides facing each other. It was my first full-on sexual interaction with someone, so I felt a bit awkward, but we spent a few minutes fondling each other’s breasts and tenderly pinching each other’s nipples. We gently kissed... even used our tongues... and moaned quietly... trying desperately not to make too much noise.
I wasn’t sure what to do, so I just tried to think about what I liked when I fingered myself or gave myself an orgasm by rubbing my clit.
We both spread our legs slightly and slipped our fingers into each other’s vaginas... sliding inquisitive fingers in and out of our extremely wet pussies. I was in a bit of a daze, but was totally enthralled with Miranda’s hand between my legs, and the feeling of my own fingers plunging in and out of her drenched vagina.
After finger-blasting Miranda’s wet cunt for a while.... I moved my hand slightly, found her throbbing clitoris, and began to rub tight circles around the tip, as she rocked her hips and whimpered softly against my cheek.
With our eyes closed, and our lips still lightly touching, she murmured quietly into my mouth, “Oh, yeah.... just like that.... damn, Wendy.... that feels sooooo fucking good.... yeah, right there.... right there.... holy fuck.... yeah, keep going...”
As she gently ground her hips into my massaging hand, she moved her own fingers up a little from where they were inside my pussy until she found my clitoris... then began doing the same thing to me.
I mewled and whimpered as she started flicking and teasing my engorged nub, then suddenly caught my breath and let out a stifled gasp, as I creamed all over her probing fingers.
As I rode Miranda’s fingers to the height of my orgasm, I smiled to myself and thought, “My God, that happened so fast!”
Almost immediately after I climaxed, Miranda also ‘nutted’, and we both rocked our hips a little slower, as we continued teasing each other’s clits.... enjoying the warm, tingly sensations radiating through our bodies for as long as we could make them last. With our eyes closed and our lips still barely touching, we quietly whispered our murmurs of pleasure, and hoped our stifled moans hadn’t woken up any of our friends.
After we both enjoyed our delicious orgasms for a few more minutes, we kissed softly again, then I rolled back over on my side and closed my eyes. Miranda slid up against my back and draped her arm over my side... her hand tucked up under my crop top again.... gently caressing my breasts, as we both drifted off to sleep.
After that night Miranda and I dated for a while.... although ‘dating’ for us was mostly just looking for any opportunity to get our hands on each other’s boobs, and in between each other’s legs. Miranda guided me through the first time I used my mouth to lick her clit to an orgasm, then totally blew my mind when she did the same to me.... holy fuck... it was fantastic! That became my new thing..... I absolutely loved it.
Miranda and I moved on after about two semesters together, and I managed to have two other girlfriends in high school before heading off to college after graduation.
At university I lived on campus and was assigned a roommate to share my dorm room. She was a really nice friend, and we lived together comfortably during my freshman and sophomore years. I hated to see her go when she left school just before our junior year, but then I was assigned another roommate.... Lydia.... who turned out to be an even better roommate. In more ways than one, she was actually a perfect fit for me.
Lydia was a beautiful blonde.... about the same size as me, and with breasts almost as big as mine... I was instantly infatuated. And.... to my great delight.... I discovered that she liked women, too. We seemed drawn to each other right from the start, quickly becoming a couple and spending tons of time together. We did everything together and were basically inseparable.... lounging around naked in our dorm room, playing with each other’s tits and pussies, and driving each other to multiple glorious orgasms whenever we weren’t in class or studying.
One of my favorite things about my relationship with Lydia was that she introduced me to strap-ons, which we incorporated into our love-making just about every time we had sex in our dorm room.
Now, this became my new thing.... I loved it!
As much as I enjoyed getting my nipples sucked, my pussy fingered, and my clit licked and rubbed, I couldn’t get enough of her slamming that strap-on dildo in and out of my cunt.... especially from behind. I had some of my best orgasms on my hands and knees.... with Miranda plowing her strap-on dildo into me from behind, while she squeezed and slapped my heavy tits swinging back and forth beneath me.
After we both graduated, the two of us happily moved in together, sharing a little apartment just outside of Houston. Jobs were scarce at that time, and we struggled to find work... especially at decent wages. We had nearly run through our savings when Lydia landed a job at a cell phone service provider near our apartment. Shortly after that I found work as an accounting assistant at an independent oil producer in the heart of downtown. Our salaries were actually fairly decent, but rent in the city was pretty high, and we sometimes barely made ends meet at the end of the month.
My job as an accounting assistant wasn’t all that interesting, and... to be honest... I wasn’t very good at it. But, for the most part, it was okay... I liked Glenn, my boss, and most of my co-workers. However, most days I just looked forward to making it to quitting time, so I could get home to Lydia, get undressed, and spread my legs for her.
Glenn was several years older than me.... he was a relatively good looking guy, with an nice build.... and he obviously loved looking at my boobs, since he could barely keep his eyes off them whenever we were near each other. Since I was trying to stay in his good graces, I often dressed with that in mind.... thin, silky blouses or cotton tops that showed off my prominent nipple bumps; short skirts that accentuated my legs and ass; and tight fitting dresses or sweaters.... usually bra-less, and always showing plenty of cleavage.
It seemed to work. He flirted with me constantly.... asking me out frequently, and always finding excuses to be around my desk at work. I noted with a smile that he couldn’t seem to help himself... whenever he was nearby, he’d inevitably bump my tits or rub my side boob.... sometimes even casually pressing the bulge in his pants up against me.... either while I sat at my desk or stood at the printer. I couldn’t help but notice, as the lump in his pants was significant and difficult to hide.
I always refused his advances.... but I needed the job, so I kind of encouraged his attention, and didn’t complain about the occasional nudging and touching.
I didn’t hate my job, per se, but I knew I was screwing things up. I’m definitely not a numbers person and, unfortunately, my job was nothing but numbers.
After I’d been working there for about five months, Glenn discovered that I’d been fudging the Treasury Reconciliation Report each month... that was the report that compared amounts due from our customers to the actual cash received by the Treasury department. I could tell he was furious when he came by my desk just before it was time to go home one day, and told me to stop into his office before leaving. I suspected he’d figured out the errors I was making on the monthly report, and I was freaked out for the last part of that day.... I totally expected that, when I left his office after our meeting, I wouldn’t have a job to come to in the morning.
That day I was wearing a flare-bottom mini-skirt, and a thin silk blouse with tiny buttons down the front, tucked in at the waist. As I headed toward Glenn’s office at the end of the day, I nervously unbuttoned two extra buttons on my blouse... exposing even more cleavage than usual. I ‘fluffed’ my boobs for a second and quickly pinched both of my nipples a few times... making them stand up a bit more.... then knocked on Glenn’s office door. He called me in, then told me to close the door behind me and to take a seat.
Glenn had a really nice office.... ornate bookshelves lined one wall, with a big, dark mahogany desk as the centerpiece of the room. Directly in front of his desk were two over-stuffed wing-back chairs, with a matching sofa against the far wall behind them. I’d been in his office many times since I’d begun working for him, but this was the first time I felt a bit of trepidation.... fearing that I was about to be fired.
As expected, Glenn was livid about the mess I’d made of the monthly reconciliation report. I sat quietly through his tirade, with my head bowed and my eyes downcast, as he finished chastising me and laying out his final decision.
With anger in his voice, he grumbled, “I have no choice, Wendy.... you’ve fucked up a critical report that is going to make me, and this entire department, look like goddamn idiots. I’m letting you go.”
I noticed that, even as he raged at me and my inexcusable mistakes, he couldn’t take his eyes off my heavy breasts and obvious nipple bumps. I saw him unconsciously adjust himself through his pants at one point, and thought to myself that I might still have a card to play, after all.
With my head still downcast, I leaned forward in my seat so he could see further down my blouse... hoping that the sight of my dangling boobs, and my silk blouse draped off the tips of my stiff nipples, would help make the case to keep my job.
“Glenn, I know I fucked up.... I’m just not great with numbers. But, please.... you can’t fire me! I’m barely making ends meet as it is, and you know as well as I do that the job market sucks right now.”
Struggling to keep his eyes off my wobbling tits, he threw his hands up and said, “How can I possibly keep you? You’re not good at your job!”
With moist eyes, I responded, “I don’t know.... I don’t know.... but c’mon, Glenn, there has to be something I can do!”
Glenn sat there with a scowl on his face and thought for a minute.... continuing to let his gaze drift down to my boobs... gently swaying back and forth, along with a little jiggle whenever I crossed, or re-crossed my legs. Noting the affect I was having on him every time my breasts moved, I adjusted my position a few more times, as I sat in the chair facing his desk.... waiting for his decision.
Then... still furious... he got up from his chair and walked around to the front of his desk.... stopping directly in front of me. He perched his butt on the front edge of his desk, spread his legs slightly, and... making no effort to hide his intentions to look down my blouse... he said, “There is only one way you’re keeping a job in this company, Wendy.”
Then, with a wry grin on his face, he pulled down his zipper, and fished out his already semi-hard cock. He didn’t say anything more.... he just dropped it and let it flounce and swing back and forth between his legs.
My eyebrows shot up as I gazed at the impressive near-boner that swayed only a few inches from my face. I’d never actually handled a guy’s penis before... although I’d had several rubbed up against me over the years in various social settings... but, holy shit, this looked like a big one. I figured it was about 9” long... which was definitely longer than the dildo Lydia and I used at home... and thicker, too.... and it wasn’t even fully erect yet!
His prick stuck out from his crotch, with a gentle bend to the shaft and the wide, bulbous tip pointing at the floor between us. After letting it flop around for a while, Glenn reached down with one hand and grabbed the base of his growing prick... gently shaking it, so that the mushroom-shaped head bounced and wobbled very close to my stunned face.
“If you give me a blowjob... right now... and let me fuck you whenever I want... then I’ll find a place for you in my department. It’s as simple as that.... and it’s a one-time offer.”
I was a bit speechless... and shocked... not just by how brazen he was being about fucking me to keep my job, but also by how mesmerized I was with this enormous hard-on dangling in my face. It seemed like it was getting longer and stiffer as he shook it in front of me.... moving it closer and closer to my lips. I had never been interested in cocks before, but for some reason this one seemed to have me hypnotized.
Glenn continued to waggle his now fully erect prick in front of my face, as he said, “It’s entirely your choice, Wendy... just make a decision.”
Even in my incredulity, I knew I had set this exact situation in motion, so I silently nodded my head, and reached out with one hand to replace the one he was using to slowly stroke his rigid pole. He chuckled, then moved his hand from his shaft to the back of my head, pulling me forward, as I opened my mouth and sucked the tip of his engorged penis inside.
As I ran my hand up and down his stiff erection and sucked the tip of his throbbing boner, Glenn kept one hand on the back of my head, and reached between us with his other hand to unbutton my blouse... allowing my heavy breasts to sway and jiggle in rhythm with my pumping fist and bobbing head. With one hand still holding the back of my head, Glenn used his other hand to slap and squeeze the flesh of my wobbling tits... occasionally pulling on the nipples, then releasing them to watch my boobs bounce back into place.
I was kind of stunned to realize that I actually liked the feeling of my hand sliding along the shaft of Glenn’s thick rod, and the sensation of his cock sliding along my tongue as he slammed it in and out of my warm, wet mouth.... I could even feel my pussy getting moist, as I continued bobbing my head up and down on his pulsating hard-on. His hands on my tits were also having an effect on me, and I let out a guttural moan around his shaft as I continued to suck Glenn’s dick while he fondled and tweaked my hanging breasts.
Glenn rocked his hips and moaned for several minutes.... shoving his erection against the back of my throat, over and over.... then surprised me when he abruptly pulled his cock out of my mouth and pulled me up by my shoulders. He traded places with me, then turned me around, pushed me over to the front of his desk and bent me forward.... causing me to put my hands on the top of his desk for support. My heavy boobs swung back and forth beneath my chest, as he moved behind me, flipped my skirt onto my lower back, and yanked my panties down to my knees. I heard his buckle hit the floor as his pants fell around his ankles.... then he stepped between my legs, lined the tip of his cock up with my dripping wet vagina, and slammed his engorged prick as far into me as it would go.
I was totally unprepared for how big he was, and.... even more surprising to me.... how good it felt.
“OHH!... I... uh... what the fuck, Glenn... holy shit.... wait.... uhnnn.... damn, you’re fucking huge!.... uhnnn.... oh, my God.... just a min... hmmmm.... wow.... oh, my God.... uhnnn.... uhnnn.... that feels incredible.... hmmmm...”
I heard Glenn chuckle again, then groan, as he mumbled, “Goddamn, you feel great, Wendy.... I’ve been wanting to do this since the day I hired you.... holy fuck, but you’re tight.... uhn... uhn... yeeeaaaahhhh... so fucking nice...”
He began rocking his hips back and forth... hammering his thick staff in and out of my sopping wet cunt over and over... going deeper and deeper, and causing me to grunt with every one of his forward jabs.
“Uhn.... uhn.... shit, Glenn... uhn... uhn... I had no idea... uhn... yeah... keep going... a little harder.... yeah... just like that... uhn.... uhn.... hmmmmm.”
Glenn continued to pound his stiff boner in and out of my drenched cunt from behind.... his nutsack slapping against my clitoris with every stroke of his hard-on. My heavy tits swung wildly beneath me.... making a ‘clapping’ sound as they crashed into each other from the force of his thrusts.
After the shock of realizing I actually enjoyed Glenn’s huge penis slamming in and out of my pussy, I was surprised again when I began to feel a climax building between my legs. Still grunting from Glenn’s stiff prick slamming in and out of my drenched pussy, I started shoving my ass back into every one of his forward stabs. It didn’t take long before I closed my eyes and caught my breath as an intense, leg-wobbling orgasm coursed through my entire body.
“What the fuck.... uhn... uhn... damn, Glenn... yeah... keep going... uhn... uhn... ah... ah... aaaaaahhhhhhh.... aaaaaahhhhhh.... fuuuucckkk mmeeeee.... are you fucking kidding me.... aaaaaahhhhhh.... aaaaaahhhhhhh.... holy shit, that feels amazing.... yeeeaaaahhhhh.... hmmmmmm.”
Hearing me climax seemed to set Glenn off... he grabbed my hips and plowed his erection into my snatch as deep as it would go, then blasted several ropes of cum all over the walls of my sopping wet cunt.
With my eyes still closed, I relished my ebbing orgasm.... dropping down to my elbows on Glenn’s desk... my hard nipples sliding back and forth on its surface... as he continued to shove his rigid pole in and out of my sloppy vagina. Gobs of jizzm leaked from around his plunging rod and dripped onto the polished wood floor between our legs.
When we were finally done enjoying the remnants of our waning orgasms, Glenn slowly pulled his slimy cock out of my pussy, and flopped backwards into one of the wingback chairs directly behind us.... his legs spread wide, and the shaft of his glistening, semi-hard penis swaying back and forth between them.
I stayed bent over the desk for another minute, or so, just to catch my breath.... with my legs apart and Glenn’s cum dripping down the inside of my thighs. I imagined Glenn staring at my gaping pussy and naked ass cheeks, and it kind of turned me on.
As I stood there like that, I smiled to myself and thought, “This.... this was my new thing.... goddamn, that was fantastic!”
After my breathing returned to normal, I grabbed a tissue from a box on Glenn’s desk and cleaned up between my legs. Then I pulled my panties up and adjusted my skirt before squatting down to wipe up the mess that had dribbled onto the floor earlier.
Grabbing a few more tissues, I knelt between Glenn’s legs and cleaned the slimy spunk and pussy juices off his softening prick, as he playfully slapped my boobs and watched them swing back and forth between us. I was still a bit amazed at how big his dick was.... and at how much I’d liked having a thick cock slamming in and out of my pussy for the first time.... and even at how much I actually enjoyed just seeing it dangling there in front of me as I wiped it off.
Once I’d finished cleaning Glenn’s prick, I held it in my hand as he stood up and pulled up his pants. Once he snapped the top of his slacks, I shoved his cock inside... tucking the shaft down one leg of his trousers... then pulled up his zipper, while he buckled his belt.
After we were dressed, we sat for a few minutes and discussed what he could do to keep me working for him. Eventually we decided I would trade positions with another employee working for Glenn in the Customer Service group. This job made quite a bit more sense for me, since it dealt with answering questions and resolving issues that our royalty owners phoned in, rather than auditing or reconciling cash receipts.
Having determined that I would remain employed, I jumped up and happily gave Glenn a quick hug.... gently squeezing his now flaccid penis through his slacks to let him know I remembered our deal. I giggled as he buttoned up my blouse, then walked me out to my car.... giving both boobs a final squeeze before I slid into the driver’s seat and headed home to Lydia.
After that night, Glenn made me stay late to ‘work’ with him two to three times per week. I was a bit amazed... even bemused... to find myself actually looking forward to our evening fuck sessions. I just couldn’t get enough of his huge cock in my hand, mouth and pussy.... and the orgasms were incredible!
I also soon realized that I liked giving head... almost as much as I loved having my clitoris licked, or getting fucked from behind. I even enjoyed having Glenn’s cum shooting down the back of my throat.
After Glenn had been fucking me for about six weeks, we started taking our lunches together, too... which usually involved Glenn getting a blowjob in the car as we drove either to or from whatever restaurant we ate at that day.
I never told Lydia about Glenn fucking me every week... nor my discovery that I like cocks, as well as pussies.... but I did manage to convince her to get a bigger dildo for our strap-on.
DucksculptorReport