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Unexpected Meeting by strangefun WARNING: This story contains graphic depiction of depraved sexual acts, sisification, sexual abuse, humiliation and torture. Read at your own discretion! I really feel bad about lying to her. I just want to protect her from my "weird" side, so, once in a while I go on the "business trip", but stay in town to indulge my submissive sissy side and surrender for a few days to a dom I've met online. He is one sick fuck, getting off exclusively on abusing, humiliating and downright torturing fortunate sissies that get into his hands. As a cancellation to my "normal world" commitment, for every multi-day session, I lock my "clit" in a chastity cage, hiding the keys near home, and the only condition that my dom has to follow is to not let me cum - not that he cares about me cuming in the slightest. The only thing he cares about is to do things that would degrade and humiliate me, cause me as much sexual discomfort as possible, push me to the limit and keep me there, so he can watch me squirm, whimper, cry, scream, gag, and, though I myself find it hard to believe after everything he has done to me, blush in shame and degradation, all the while my clitty, engorged by excitement, is screaming in horny agony, pushing against the tight, unyielding, torturously small pink cage. When I am released, I come back home, hornier than ever, and devour her with my stored passion and horniness. She always says that she loves that I come back from business trips so horny - and she is always as horny as me, and we have mind-blowing sex on the night of my return, mostly licking her to multiple orgasms before she screams "fuck me" and I get up from between her beautiful legs and enter her soaking pussy, quickly bringing her and myself to a final, mind-shattering orgasm. I could never show my sissy side to her - I did not think she would understand or approve, so I never even chanced to risk it. The last business trip started as usual - luggage packed, good-buy sex had, goodbyes said. I drove to my dom's house and hid the car in his roomy garage. Soon, I was in a torturous submissive sissy heaven, moaning and sobbing, locked and bound, dressed in a ridiculous sissy outfit, fully under a complete physical and mental control of a twisted, sadistic pervert who's biggest joys in life are seeing my eyes roll back from the lack of oxygen as he buries his huge dick all the way to his swollen balls inside my gagging throat, or listening to my cries as he rams it into my throbbing ass, or smearing his cum on my face, or making me reel in disgust as he uses me as his urinal, and, after the first hunger is satisfied, making me parade in front of him in various silly, demeaning, uncomfortable and always torturous outfits and shoes, everything from tight little girl dresses to super-tight latex cat suits, from cute sandals to feet-crushing ballet boots, before he takes me down to his sound-isolated basement to see how loud and for how long he can make me squeal, tied to a gyno chair, wall or a bench, suspended from the sealing, stuffed in a tight box, spread-eagled or rolled into a ball, whipped, pulled, stretched on the inside and the outside, impaled, choked, hanged, electrocuted, miserable, horny and happy... I don't know why it makes me happy. For any "normal" person this sound awful, terrible and wrong - but any submissive sissy would start leaking in their cock cages reading this, willing with every pink fiber of their little girl's soul to be in my place. It cannot be explained. This is just who I am - a sissy whore for humiliation and abuse. My next couples of days are usually spent this way, alternating between being his suffering fuckmeat and being his suffering abuse doll. I always sleep bound, plugged and gagged - sometimes suspended from the sealing, sometimes bound in bed with him, in a heavy latex body bag, or outside bound in his isolated back yard, overlooking a highway, wandering if any of the people in the cars passing in the distance can see me bound to or suspended from a tree, or a fence, or on the porch, or a dozen other inventive places his wonderfully perverted mind decides to humiliate me at. Once or twice a day I am given some "personal time" to call home - he never listens in, but he always puts me in an incredible uncomfortable and torturous position, so I have to maintain normal-sounding phone conversation, while being repeatedly penetrated by a fucking machine, or standing on tiring and cramping tip-toes slowly being impaled on a widening dildo by my own body weight, or wincing from the random electrical charges shooting between a metal dildo in my ass and the metal caterer inserted into me through a pee hole in the cage, or any other situation that makes an "everything's OK" phone conversation extremely difficult to maintain. The biggest mindfuck is having phone sex with her in such a position - I describe what I am going to do to her, listening to her moaning as she plays with herself, trying to sound as mucho as possible, while wearing some ridiculous, girly outfit, bound and splayed like a whore in heat. She cumms and I don't, claiming that I am saving it for her - and I do. Sometimes he dresses me up and takes me to fetish parties or clubs - with my face always covered by latex or heavy makeup (and loads of cum by the end of the evening) so I do not worry about being recognized, and my ass plugged by an enormous plug, sometimes inflatable, sometimes heavy stainless steel (it bounces so wonderfully inside me as I mince in my insane heels), or a huge glass one. I enjoy those outings immensely, the humiliation level there reaches absurdity, and afterwards, after watching me being orally ravaged by hoards of strangers, my short-term owner is especially horny, kinky and cruel to my exhausted, barely moving, but still feeling and suffering, horny body. This time, the outing started just like all other times - with a dress- up. I was dolled up like a proper sissy little girl - super-short pink- and-white PVC dress with the skirt sticking out almost perpendicular from my tiny, corseted waist, propped by a tiny, but full white petticoat, still leaving the bottom of my distended plugged ass on the back and the pink chastity cage in front exposed. White, shiny stockings hugged my shapely legs, held up by frilly garters. Frilly, wide pink collar held my head with overdone, pink, glittery, whorish makeup rigidly facing forward, shiny hot-pink lips wrapped around a ring gag, with another, long penis gag strapped over it, inserted deep in my mouth. Pink, high- heeled booties are locked on my feet, and little cat bells on my ankles, chastity cage and collar chime delicately but loudly with my every move. My head is sealed inside a pink, frilly bonnet, which is actually a hood, locked on my head, and my hands are folded wrist-to-elbow behind me in a zipped and locked pink leather pouch held securely in place my leather belts, crisscrossing my flat chest. While he was getting dressed, I was standing in front of a tall mirror, admiring the perfectly ridiculous sissy doll squirming on the other side, shuffling uneasily on her 6-inch heels, her hot pink chastity cage clearly visible just under white frilly petticoat, and though I could not turn my head much to check the mirror, I knew that the bottom of my bare ass, framed by frilly garters, was on display too, as I felt the air movement on it, along with well-inflated plug with the bulb hanging between my upper thighs like a short tail. When he got down, I was surprised to see him dress in normal street clothes, not one of his dom leather or latex outfits, but sissy fuckdolls don't ask questions (mostly because they are gagged), so we got in the car and drove off. Riding in the car dressed like I was and plugged with such generously pumped plug had quickly put me in a hazy, horny, pre-orgy state, and I was enjoying the ride, the exposure, and the humiliation... Every bump on the road made the overinflated plug inside me transfer all this vibration directly to my abused insights, and I moaned at every bump, and the road was bumpy... Through the haze of my horniness, I was listening to my owner explaining to me that it is time I made him some money, and that he is going to whore me out to a kinky couple who want to have a sissy participate in their love making. The idea got me even hotter, as I was instructed to do everything they say and myself not to say a single word. We pulled up to a motel; he kicked me out of the car, told me a room number and drove off. I was left alone in the dark motel's parking lot, and, with my heart booming and my little bells jingling, I teetered on my tall pink heels along the row of doors, fearful of any one of them opening at any moment, until I found the right number. I caught my breath, and, denied the use of my arms, meekly knocked on the motel door with my heeled foot. The door swung open, and my eyes fell on a vision of sexiness and femininity. In the door, wearing the short, white, almost-transparent nighty and holding a glass of wine, stood my wife. My world heaved and turned. The ground spun around under my feet and I almost fell off my 6-inch stilettos. I was found out! How? I just stood there, dumbfounded, as my lovely wife looked me over top to bottom, laughing. Than, as I was burning alive in the fire of shame, she turned her head and yelled inside: - Hey, look, the sissy is here! Heavy footsteps approached, and, absolutely naked, large as a world (in more cense than one), a male figure stepped in behind my wife, grabbed her large firm breasts from the behind, and squeezing them hard (she moaned like a whore) while looking me over just like she did a second ago. My world span again, as I recognized in a man mauling my wife's large tits my dear best friend. Now, they were laughing together. I was standing outside, dressed as a sissy fuck doll, and my wife, being grouped by my best friend, stood inside and laughed at me. My mind reeled, I was ready to collapse, when she brushed his hands of her tits and, grabbing me by the pink leash attached to a ring on my collar, dragged me inside, saying "get in, sissy, before people see us!" I stumbled in. She led me to the middle of the room, and they started ogling my outfit, tugging, probing, pushing and laughing, while I just stood there, unable to think, burning in shame, gagging on the rubber cock in my mouth. - Wow, he was right! What a sissy she is! Wow! - Yeah - chimed in my friend - Wow indeed! Look, his... I mean her junk is locked in the cage! It's so tiny, how the hell do you fit anything in it? - Oh my got, look what she has in her ass! There is a bulb - she squeezed it a few times, making me moan as she laughed. - And her heels! How do you walk in those? Show us, sissy! Mince around for us! I started to slowly put my world back together through the fog of shock and shame. First. THEY DO NOT RECOGNIZE ME! What a relief! What relief? MY WIFE IS CHEATING ON ME WITH MY BEST FRIEND! And they rented a sissy to spice up their sex! AND I AM THAT SISSY! And it looks like they have no idea... SHE IS CHEATING ON ME! How could she?! How could... I? Don't I do the same thing? - Hey, sissy, didn't you hear what I said? Mince! Go around the table! With my head spinning, I shakily walked around the room, bells jingling, followed by their laughter. As I passed each of them, they slapped me on my bare ass, or added another squeeze on the bulb, taunting me, laughing at me, and generally having good time, while I burned with the mist intence humiliation I've ever experienced. Finally, they got tired of that game and climbed into bed, where he started manhandling her breasts again as I kept walking around the table, on every turn catching a glimpse of their now both naked bodies, caressing, kissing, moaning, accompanied my the sound of my heels on the hard floor, the jingles of my bells and my labored breathing around a big rubber cock in my mouth. The absurdity of the situation made me reel with humiliation. How can this get any worse? My own wife and my best friend are cuckolding me, and they don't even know about it! I am walking dressed like a little girl whore around a table in the motel room while they are in the bed next to me getting it on! - Hey sissy, come here, I have a job for you! My wife's melodic voice brought me to their bed. - Kneel! I gingerly got on my knees by the bed. She grabbed me with her legs reaching in, and, while pressing my face into her breasts, unbuckling my penis gag, pulling it out with amused laughter: - Wow, you had this thing in you all along? You must be an expert cocksucker! My friend smirked, as I fell my blood rush to my face, making it even redder, deathly afraid that she will recognize me at such close distance, even with the wig, whorish makeup and the ring gag spreading my mouth wide-opened. - Lick me, sissy! Get me ready for this big cock! As she leaned back on the bed, my wife's beautiful, smooth, cleanly- shaven vagina was right in front of my face. She pulled my head in with her legs until my face was pressed against her soft, velvety lips. I inhaled her intoxicating scent, a scent of a horny, aroused woman that I loved so much, and, still not believing that what's happening is real, I, almost absent-mindedly, started to lick her as best as I could through the ring gag. I know how to make my wife feel good. Ring gag or not, in no time she was moaning, grinding her sex against my wet face (good thing I used waterproof makeup) and gripping my head with her thighs. I felt her coming close to orgasm, when she pushed me head away from her glowing pussy, screaming "Fuck me! Fuck me NOW!" In my hazy state I almost started to get up, as I always did in these situation at home, momentarily forgetting the situation, attire, bondage and caged genitals, but my best friend's naked ass, instantly appearing between my wet, dripping face and my wife's glistening pussy had instantly put me in place. Just inches from my face, I watched as my best friend rammed his huge dick into my wife's tight pussy, all the way in, in one motion, hearing a scream that only a woman being fucked hard could make. She kept screaming, breathless, as he kept ramming his rod into her, his ass and large balls hitting my face on the outstroke as I knelt by the bed between their legs, and I did not even think about moving back as I watched, mesmerized, her pussy stretched around his huge meat, pulling itself in when he impaled her on his cock and almost turning itself inside out on the outstroke, as his ass and balls hit my face before the next thrust. He fucked her. Really fucked her. Fucked her like I was never able to. I heard her scream, curse, beg and scream again, as I knelt between their legs, my face feeling, seeing and smelling their sex. He had great stamina, and I had to endure that ultimate torture and degradation for what seemed an eternity, during which she just kept screaming and cumming, finally starting to beg him to stop, please stop, I... can't... Please... Stop... But he didn't, and, quickening the pace, he came inside my wife so hard that his cum squirted out of her pussy around his meaty cock, as both of them screamed, and thrusted, and screamed, and then, finally, slumped on top of each other, with my head between their legs, enveloped by their flesh, smell and taste. She whimpered something and he slowly pulled his cum-covered dick out of her raw pussy, and I watched it, gaping and slowly closing, filled with his slime, right in front of my face. He rolled over, breathing hard, and they just laid there, catching their breath, as I watched, hypnotized, my best friend's cum slowly running out of my wife's pussy. - Clean her up, sissy! At first, it didn't register. Shocked, I raised my eyes and saw both of their flushed faces looking at me with contempt. I could not process that request, did they just told me to lick his cum, my best friends cum, out of my wife's pussy? This is too much! I cannot! I shook my head no, but she grabbed my head with her legs and roughly pushed it back, right into her slimy, freshly used sex. All my censes exploded. My ring-gagged mouth was instantly flooded with the mix of his cum and her juices, the smell filled my nostrils, I felt her pulsating flesh with my lips and face, but I still was unable to do that unthinkable task, until the sting of his hand on my bare ass provided so much needed grounding on reality. And the reality was unreal. With my senses slapped back into me, I suddenly felt my own penis, painfully pushing on the cage, realizing just how aroused this made me. I am a sexual humiliation whore, and this was the ultimate sexual humiliation. I closed my tearing eyes in shame and started licking. It tasted... Horrible. Nasty. Salty. Humiliating. Awful. And, with the ring gag holding my mouth permanently opened, I could not relay swallow, so I was mostly spreading the seemingly unending trickle of cum all over my face and mouth, filing me with disgust, revulsion, humiliation and incredible horniness. My imprisoned dick was pushing painfully against the chastity cage as my horniness was taking over all the other feelings. My friend's strong hands kept swatting me on my bare ass, framed by the garters, and I squealed into my wife's cum-flooded pussy with every swat. I have never enjoyed spankings, but, apparently, my fried liked giving them, and I was in no position to refuse anything they wanted to do to me. - Well, now her ass is nice and red - his voice filtered through my ears through the sound of my moaning and slurping. - Why don't you fuck her? - My wife replied - You always want to go anal, and I am sure that's what this slut's specialty is! Just put on a condom, this slut is probably have been fucked by everyone! Oh my god, in addition to everything I am now going to be anally fucked by my best friend! While licking his cum out of my wife's pussy! This is... so... HOT! Yes, I had to admit to myself, that this is the hottest, nastiest, most arousing situation I could have aver experienced! It seemed like they really did not know who I was, and, after all the debauchery we can go our separate ways with none being the wiser! A loud hiss and a feeling of the rapidly decreasing pressure inside my ass snapped me back to my unreal reality. The inflatable butt plug slid out of my ass, but my moan of relief was instantly replaced by a scream, as he rammed his sizable dick all the way inside my ass, pushing my screaming face hard into my wife's slimy pussy. - Oh god, I always wanted to just ram my cock into someone's ass without all that "go easy", "it's too big" and "it hurts" stuff! - He punctuated every word with the deep thrust, slamming into me, penetrating me deep, pulling his cock out almost completely and slamming it back all the way down to his balls, pushing my face into my wife's pussy, full of his cum. - Damn, I am sure glad this is not me - my wife laughed - I would not want to sacrifice my ass to your cock! - Well, we can always rent HER! - Yeah, you were right, this is fun; we definitely should do this again! I guess it's a good thing my husband travels so often! That comment brought me back from the state of a horny whore being mercilessly fucked to a cuckolded husband being fucked in the ass by his wife's lover. Shame rolled over me, as I again realized what was happening: I, bound and dressed like a sissy whore, was being fucked in the ass by my best friend, while forced to lick his cum out of my wife's well-fucked pussy, while my own penis screamed for release trapped inside tiny and painfully-tight chastity cage! The only thing that was going for me (other than, judging by my penis' reaction, everything else) was the fact that they did not recognize me, and I still could get out of this situation and back to my normal life... But how will I face them, knowing what they do when I am away? At least they do not know what I do when I am away! I felt my wife bend forward and undid the strap on my ring gag. Pulling it out of my mouth, she barked and order: - Make me cum, sissy! NOW! I dove in with abandonment, while being rhythmically pushed into her from behind. And I really knew what to do, since I have always made my wife cum with my mouth much more often, than with my modest penis. The pain of penetration of my ass was turning to pleasure, and I was now pushing against his every thrust, moaning like horny slut, licking the cum- covered, soft pinkness that I loved and worshiped so much, using my entire face to play with her pussy, expertly bringing her to a shattering climax, and, as she came, screaming, gripping my head in a vice of her thighs with my face buried deep in her sex, squirting the contents of her pussy right into my open mouth in the throws of her orgasm, as I felt strong hands pulling on my corseted hips, impaling me on his throbbing cock even deeper than before, as he came inside me. Their simultaneous orgasms were beautiful. She kept cumming, screaming, gripping my head, pushing it into her, and he kept thrusting into me, groaning an almost animalistic groan, expelling all their sex and all their horniness into me, and I, in the middle, just took it as a proper slut should, hot able to cum myself. His final thrust was deep, and he held me fully impaled on his cock as he drained the last squirts of his cum into my ass, than, unceremoniously pulling his softening member out of me. I heard him pulling off his condom and felt it stuffed back inside of me. My wife pushed me away from her exhausted pussy with her foot and I sat on my heels, feeling her juices and his cum slowly running down my face. He collapsed next to her, both exhausted, and they cuddled, caressing each other right in front of me, kneeling at their feet, still hot and horny, my trapped penis raging against the chastity cage, making me whimper and bend forward a little in discomfort, attracting their attention. - Get up, sissy - commanded my wife. I struggled to get up on my shaking high-heeled feet and stood next to their bed, my face dripping, jaws, knees and ass aching, and, adding to my humiliation, feeling his cum from the condom he stuffed up my ass leaking out of me and running down my shaved, stocking-clad legs. - What a pathetic fuck toy - said my friend - I wander, what kind of man you have to be to like being so... degraded. - Well, judging by the size of his cock cage, not a very manly man - my wife joined in on humiliation - but his... I mean HER mouth is truly talented! The only other person who could make me feel that good with his mouth is my husband! - May be you should offer him to join us? - My friend responded - I feel kinda bad abo it, he is my best friend, so we are both kinda cheating on him... - I love him too, but if he joins us, he would not be able to do much other than lick me when your monster is around... don't really want to give a little guy an inferiority complex! - Not that big, eh? - No, when he fucks me, I have to fake it to encourage him, but his mouth is divine! Just like this sissy's! Faking? To encourage me? I stood in front of them, humiliated, the slime on my face slowly drying, feeling the blood rushing to my face as I blushed in shame, as they lazily continued to cuddle and verbally degrade me, wanting to just disappear, before they... OH MY GOD, she removed the gag, so my face is now exposed to them completely! It was covered in their juices, and I am wearing a lot of waterproof makeup, but if they take a closer look... - I wander if he would be OK with the idea of bringing this sissy into the bed with you, will make him feel more like a man! - Said my friend - I don't know, he probably would be more comfortable being in our bed AS this sissy! He might look good dressed like this! This sissy, actually, kinda looks like him! Both of them laughed, looking at me, and, suddenly, their laughter stopped. They just laid there, naked in each other's arms, looking at me, as smiles melted off their faces. Looking at me with a sudden realization, slowly setting in their minds. Looking at me, standing in front of them dressed in a tight, tiny, pink, frilly little girl's dress, stockings and heels... Looking at me in my pink, silly bonnet, trembling pink shiny lips, tearing made-up eyes... With my pink chastity cage showing just below the frills of the petticoat, twitching and dripping preicum in obvious suppressed arousal... Looking at me with my face covered in their juices and cum dripping out of my ass an slowly running down my legs... Their jaws dropped. Slowly and absent-mindedly pulling the bed sheet over their nakedness, my wife whimpered: - Honey..? Is that... you? I blushed even more and lowered my eyes, shame feeling me to the brink, wishing to die. I am found out... They know it's me... Oh my god, what am I going to do? What are they going to do? Is this the end of everything? Oh please, please, please... - Dude..? I raised my eyes and saw the realization on their faces. They just remembered everything they did to me and in front of me. It is his cum and her juices drying on my face. It is his cum that's running out of my asshole down my legs, making my high-heeled locked pumps slippery inside, making it even harder to stand on my shaking legs. It was them, who made me eat my best friend's cum out of my wife's pussy after he fucked her right in front of my face. And it was him, who fucked me in the ass while I was doing it! The absurdity of the situation has hit all three of us at the same time, and, suddenly, both of them bursted laughing hysterically, as I stood in front of them, dying from shame. - Honey... Really? You? Oh my god, what a mindfuck! I should be mad at you with your "business trips", you slut, but this is just too funny! Wow, this is just... - Unreal! And embarrassing! I fucked him in the ass! Oh my god, he ate my cum out of your pussy! - Well, SHE ate you cum out of my pussy! - Right! What do we do now? - Well, her "owner" said just to kick her out of the room when we are done with her and text him to pick her up... - Well, let's do that! We can square everything out when "she" comes back from "her" "business trip"! Let me just put everything back as it was... He got up from the bed in all his naked glory and stepped in front of me, holding the ring gag that my wife took off me earlier so I can better lick her cum-filled pussy. - Open wide, sissy slut! I blushed again - my best friend called me "sissy slut"! My wife smirked, as he jammed the ring gag between my teeth, than, picking up the long penis gag, he smiled evilly, and, turning to my wife, without a word spread her legs, inserted it all the way in her dripping pussy and fucked her with my gag as she moaned and arched her back in the most whorish display of sluttiness that made my caged penis ache inside it's tight confinement. When he pilled it out, it was covered in thick layer of his cum and her juices. Looking straight into my wide-opened eyes, he slowly inserted the filthy rubber cock deep into my mouth and buckled it tight behind my head, as I was gagging on the slimy rubber. Than he stepped behind me, and, while I was looking at my naked wife with tearing eyes as she laid naked in front of me on the bed with her legs still spread wide, watching me, breathing heavily and fingering her clit, he inserted the inflatable butt plug into my slimy ass and starting pumping it, as I moaned from the increasing pressure, and my wife echoed those moans while playing with herself, looking a me squirming and moaning into the penis gag from the pressure in my ass and inside my chastity cage. He finally stopped pumping, got up and opened the motel room door. - Out, sissy! With tearing eyes, I minced on my high heels towards the dark of the outside world. As I was stepping over the threshold, he slapped me hard on my bare ass, sticking out below the ridiculously short, frilly petticoat. - Have fun for the rest of your "business trip", sissy! - And honey - Chimed in my wife from the bed - When you'll be getting back home from your "business trip", don't bother to change back to your normal clothes! And keep that cage on - I'll be taking the keys! The door slammed behind me and I was left standing in the poorly lit parking lot of a shady motel, in the middle of the night, bound, gagged and plugged, my face and legs covered in their fluids, slowly drying up and crusting on my skin and clothes in a cool midnight air, bewildered, frustrated and incredibly horny, listening to the faint sounds of my wife being again properly fucked by my best friend. I hope they will not forget to send the text... From the author: I hope you enjoyed the story. Write a review; let me know what you think! Or talk to me directly at [email protected] (yahoo chat: strangefun2) Stay strange!

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Unexpected Surprise on a Road Trip and Pleasure Free Sex Stories and Adult Erotica Stories

I was going home after a long day’s work and didn’t feel like driving in the crappy weather. It was raining cats and dogs, anything was hardly visible and roads were flooded. In that weather, I found a girl looking for lift. I had to stop and I watched her as she slowly walked towards my car. She stood at the window hesitating. I assured her I am not some kind of psycho. She smiled and slowly got in. I turned on the blower, she was dripping wet. I started the car and slowly drove around. I...

Shemale
2 years ago
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Unexpected Consequences

Unexpected Consequences A cross-dressing husband is caught, understood and surprised! My gorgeous wife had taken the weekend away to look after a sick friend of ours and would be away from Friday night to late Sunday. I had mixed feelings, being sad at her absence over the weekend but.............well my hidden 'special' needs were screaming out for fulfilment and here was a rare but opportune time to indulge them! Saturday mid-morning saw the sudden re-appearance of Claire. I heard...

1 year ago
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Unexpected Meeting

Hi my name is Lexus Ford I am from a small town near Melbourne Australia. Graduate from the University of Melbourne with a Doctorate in Psychology being the lead Professor at a major University in Europe. I am 35 year old blonde which sometimes I change when the mood hits. I have green eyes and my measurements are 38FF 24 36. I have been divorced now for ten years but looking to get back in a relationship. This was the reason I decided to take a month long holiday to maybe let my hair down...

Bisexual
2 years ago
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Unexpected Opportunity Unexpected Bonus Pt 2

I stood naked in front of my full length mirror. I absently stroked my shaven pussy as I thought about my evening with Gerald. It had been two weeks since we had our unexpected encounter. I constantly thought about seeing him again. He hadn’t come back the following day and I was beginning to think he was regretting what he had done. I didn’t completely blame him, I mean he did have a wife and kids. I’d better get dressed, I thought. I was meeting the girls downtown at our favorite bar. I...

4 years ago
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Unexpected Hot Sex With A Hot Stranger

Two totally true stories from when I was much younger. Two different strangers (both of them hot by the way) try to hit on me. And they both succeed...Story 1: I was 22. Me and a friend walk into a jazz bar for one last drink to cap off a long night of bar hopping. A live jazz band was playing and they were very very good. The place wasn't crowded but it wasn't empty either. It had a great vibe going that night.I notice a very pretty woman with a hot body sitting on some much older guy's lap a...

3 years ago
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Unexpected morning

Unexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body she...

3 years ago
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Unexpected night of fun

It was a warm spring evening and the smell of the rains from that afternoon was still in the air. With the windows of my truck rolled down as I drove, I could smell the sweet smell of the spring plants mixed in with the wet stone smell coming up from the streets. I enjoyed the refreshing air. I had been home alone, bored, and decided to seek some excitement. I had no idea what awesome experiences were in store for me this night. In my head I had been going back and forth about where to go. A...

3 years ago
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Unexpected Experiences

I had been house sitting for the last week while friends were away. A beautiful home that had a gorgeous pool and hot tub that I had been dying to use. Unfortunately terrible weather had prevented it until today.  Today was perfect for a lazy day lounging by the pool and I intended to make the most of it. I slipped into my bikini, grabbed all the essentials for the day and made my way to a banana lounge where I could read, doze and work on my tan for as long as I wished. By mid-morning I'd...

Straight Sex
2 years ago
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Unexpected date

“Just a minute,” I yelled. Rolling out of bed I picked up some random clothes that where laying around, not bothering to check exactly what I was putting on and not caring at this time in the morning. Whoever was knocking had better have a good reason for waking me up early on the weekend. There's no way I'd be able to fall back asleep either. My German Shepherd was barking, it's tail wagging, no doubt happy I was starting the day early. I walked to my front door, running my hand through my...

4 years ago
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Unexpected Morning

Unexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body...

2 years ago
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Unexpected Encounter In A Park

Hi guys, I’m Varun(name changed) from Bangalore. I’m a bisexual strongly attracted to men who are older than me. Possibilities do exist. So if you wanna know more about me and my experiences, get in touch with me. So this story is about an unexpected encounter that happened to me last year. I was 19 years old then. I was always fascinated to see new dicks and gave a fetish for underwears. Also, I like exploring sex in public places. This story outsets when I wanted to inquisitively experience...

Gay Male
3 years ago
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Unexpected Morning

Unexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body...

3 years ago
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UNEXPECTED TURN

When Jake first realised he was attracted to his mother, he had no idea that his lust would take such an unexpected turn, leading him down roads he never would have imagined in his wildest dreams. Jake was eighteen, and had just finished high school when he started planning to seduce his beautiful, 42 year old mother. Just the thought of sucking on Lucy's big, delicious breasts was enough to make Jake's uncut 7-inch cock stand up straight and start oozing with pre-cum. Following the advice of...

2 years ago
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Unexpected Restroom Sex 8211 Part 3 8211 The Restroom Again

This story is the continuation of the previous story. As I told before having sex with one girl led to a snowball effect. It’s really surprising to see that there have been so many women around me; whom I thought didn’t even care about boys or made people feel that they were confined to themselves; were not like that. It was the case of Janani Priya that taught me a lesson. We are all deluded about people. We just can’t find who is what. Ok enough philosophy for today. Ill introduce myself...

3 years ago
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Unexpected Turn 8211 Event Of A Lifetime

Hey all this is Raj, 23 from Bangalore. This is story of mine having sex with an unexpected person and how it turned out to be one of the best ever had. The story begins when I completed my boards exam and waiting for the results. During that time my family decided to go on a vacation to Andaman and Nicobar islands but I stayed back with a lot of stubbornness as was not interested to roam around so being the only son my parents weren’t so confident on letting me stay home alone so they asked my...

Incest
3 years ago
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Unexpected Sex With Neha

Hi guys this is a story when I was I had a huge crush on a girl called Neha. We were good friends but she always used me in her studies to get her work done. I helped her thinking that she respected me and we were good friends but that was not to be… After knowing each other for two years we were supposed to go for a college trip to Manali for a couple of weeks. My friends always told me that she was a bad girl and stay away from her but I never listened. I wanted to propose her but I never...

3 years ago
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Unexpected Move From Asha

This happened a four months ago. We have one manufacturing at Nagpur. As I am the head for India and as part of employee engagement we used to have our family day function at each location. I had requested my assistant Asha to go to Nagpur and help the team a week before so that we have 100% participation from employees and their family. While discussing this I got a call from Nagpur factory that employee involvement is not at all there and that he is confused. Local HR is busy with day to day...

4 years ago
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Unexpected Experience With Sanjay Uncle 8211 Part 2

Hi! All friends, I am back with another interesting episode of my unexpected. but exciting and real encounter. Your valuable comments are welcome. After that exciting evening in his house, we became very intimate and one  day, he planned for a long night-session of sexecitement, as his mother would return only after one more week, but I discarded it as impracticable and left it at that.  The following Sunday, Sanjay anna(uncle) lunched with us and with my parents’ permission, both of us went to...

Gay Male
2 years ago
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Unexpected Encounter With Sanjay Uncle 8211 Part 1

Hello friends, hope you liked my earlier story with my master. Here is another one for you to read and offer your valuable comments and encouragement With the summer camp and the feverish activities associated with it coming to a close, and sir’s absence for nearly three weeks( on domestic reasons), I felt miserable, like a fish out of water. The fantastic taste of that unbelievable and unexpected sweet forbidden pleasure with sir (My master love-locked me -3) was haunting and making me...

Gay Male
3 years ago
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Unexpected Outcome

Unexpected Outcome At the ripe young age of 25, I had everything going for me. I could get all the dates I wanted and with almost any of the town's hottest- looking ladies, too. I had college degree and a good, well-paying job, a nice car and a decent apartment. Then, one day, my world came crashing down around me and everyone else too, for that matter. No one knew it at the time for the only news available at this point was that the Earth was going to have a near-miss experience...

3 years ago
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Unexpected Outing Part 1

"Unexpected Outing" Part 1. John returns home in female clothes following an accident. Fiction by Johnny Cumlately. John's earliest recollection of cross dressing when he was about 12. He would surreptitiously "borrow" his mother's underwear. She was even then years behind the times and wore pink satin knickers with elastic at waist and thighs. She also wore corsets with miles of lacing. John, now 35, had been happily married to Mary for about ten years. They lived in a pleasant...

2 years ago
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Unexpected Mommy revised Parts 4 and 5

Unexpected Mommy - Part 4 by Trish5160 Mrs. Stone could not believe the erotic display on her couch this evening.? She instinctively knew Alix was participating in sexual intercourse even though it was just a dream for him.? She knew by his movements.? Voluntarily he had parted his own legs wide, his moans, the thrashing of his head from side to side, the heavy breathing.? All signs of a female in heat.? All signs of a female being taken. There was...

3 years ago
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Unexpected Outcome

Unexpected outcome. At the ripe young age of 25, I had everything going for me. I could get all the dates I wanted and with almost any of the town's hottest- looking ladies, too. I had college degree and a good, well-paying job, a nice car and a decent apartment. Then, one day, my world came crashing down around me and everyone else too, for that matter. No one knew it at the time for the only news available at this point was that the Earth was going to have a near- miss...

2 years ago
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Unexpected Meeting Coming Home

Unexpected Meeting - Coming home by strangefun WARNING: This story contains graphic depiction of depraved sexual acts, sisification, sexual abuse, humiliation and torture. Read at your own discretion! From the author: This is a continuation of the "unexpected meeting" story, and for all the sissies, I recommend reading it wearing your favorite sissy outfit and, of course, a chastity device, so you can feel the same confinement and sexual frustration I felt when writing...

3 years ago
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Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

1 year ago
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Unexpected Opportunity Unexpected Bonus Pt 2

I stood naked in front of my full length mirror. I absently stroked my shaven pussy as I thought about my evening with Gerald. It had been two weeks since we had our unexpected encounter. I constantly thought about seeing him again. He hadn’t come back the following day and I was beginning to think he was regretting what he had done. I didn’t completely blame him, I mean he did have a wife and kids. I’d better get dressed, I thought. I was meeting the girls downtown at our favorite bar. I...

Mature
3 years ago
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Unexpected circumstances

Unexpected circumstances.I don’t really know why I did it. I still don’t. Boredom I guess. I hadn’t used the Hotmail account I’d set up years earlier for as long as I could remember. Fully expecting it to have been closed, I navigated to the website and typed in my username and what I thought was the password I’d selected at the time of creating the account. To my surprise, the account hadn’t been closed, just suspended due to inactivity. As I watched the list of e-mails populate on the screen,...

3 years ago
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Unexpected Weekend Chapter 3 Final

"So what did you end up buying for dinner tonight, Mr Chef?" Alice said excitedly "I got us a couple of steaks and thought maybe a nice steak dinner with all of the trimmings, chunky steak cut chips, mushroom, tomato, onion rings and peppercorn sauce" He replied "Oohh very nice, getting the real VIP treatment here" she said with glee "Well only the best for my guests" he said "I wanted to make you something nice and if I can be rather blunt, something that I won't have to slave...

1 year ago
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Unexpected Gifts

"You sure you don't need me, Sir? I don't mind sticking around." "No, Don. Go on, enjoy a few days off before we get swamped." "All right, then. Thanks." Don left his boss, who was in remarkably good spirits considering how close Christmas was and how busy they would get in a week. However, he decided, if the boss said take some time, Don wasn't one to argue. He knew he'd be working his ass off soon enough, so he'd get while the getting was good. After speaking to the boss, he...

3 years ago
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Unexpected Wedding Night

I was plowing through the snow towards the cabin in front of me. Unexpectedly being stuck in this snow storm with temperatures dropping fast, that place was my only hope of some protection from the cold.On my way back home from a neighboring city, I ignored the weather warning partly because I couldn’t afford to stay in a hotel And partly because I just wanted to be home. But halfway through the long forest road, disaster struck, my front wheels locked up in a corner and my car went straight...

Interracial
3 years ago
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Unexpected Stranger From novella entitled ESCAPE

Chapter One It was Friday night around ten o’clock, Lauren guessed. She wasn’t really sure, because the only thing that had her complete attention at that moment were dark brown handsome eyes boring into hers with such intensity that she couldn’t look away. She was mesmerized. The night had started out innocently enough. She and her girlfriend had come to MacAllister’s bar to celebrate her girlfriend’s birthday. The next thing she knew, her friend on the barstool to her right was laughing with...

Straight Sex
2 years ago
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Unexpected Jamboree

Unexpected Jamboree----------A bus filled with noisy teenagers rolled into the parking area towing a white enclosed trailer with local lettering. They were all wearing matching uniforms, scarves and caps from a nearby town's scout troop. Dad and my brother walked out to greet them and directed the bus into a grassy field next to the pool with picnic tables and a large fire pit. There was a frenzy of bodies pulling gear out of the trailer and soon the field was dotted with small pup tents...

3 years ago
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Unexpected Kinky Birthday Party

Hello readers. Handshake to boys and boobs shake to girls. The story is a half-fiction and half-real, written for kinky and hardcore sex lovers. Relax and hands inside underwear now! I’m a 25 year old Software professional leading a healthy (I mean boring) life. I never had a girlfriend and led a lonely life nearly entire life. Although family life was nice, that desire to have a girlfriend was always there. Many might disagree but I feel a guy needs a girlfriend or at least a close friend who...

1 year ago
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Unexpected Sex With Friend

Hi friends….I am Gagan aur aaj mai apko apki aur ek frd ki kahani btane jaa rha huu…. Before that if any girl or lady want any type of benefit from me then mail me on so here we goo…. Soi phle mai apne bareme bta duu mai ek healthy muscular ladka huu age 21 height 5foot aur lund kabhi measure nhi kia but jisse bhi chodda h sabne kha h ki bhoot bdda and mota h… Sooo February ki bat hai hum sub friends ek reunion party krr rhe the ek ladki megha joo ki meri bhoot achi frd h wo mujje milli...

3 years ago
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Unexpected Encounter With Bhavika

Hi readers, this is Atul once again with a brand new encounter, which has happened early December, 2011.It was Friday 2nd December, 2011 as usual I went to office. I always love Fridays since the next two days are holidays for me and when I reached office my boss called me in his cabin. I was not even settled on my seat, but once I got his message, immediately I went to his cabin. He told me that I am going to Pune within next 4 hours. He had made arrangement to book my Volvo ticket also. I...

3 years ago
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Unexpected Ch 02

As usual my thanks go to LadyC and Techsan for their assistance in bringing this tale of woe to you. Clarification: Dough = cash. A monkey = £500. Bird/s = young woman/women. Gobsmacked = utterly astonished. Clock = look at closely. Eurostar = high-speed rail link between London and several European cities. Unexpected Part Two I really fell apart a bit after that meeting with Inspector Harris. It was nice to know that the police didn’t think that I’d done my wife in and buried her in the...

3 years ago
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Unexpected Ch 01

As usual my thanks go to LadyC and Techsan for their assistance in bringing this tale of woe to you. I’ve been somewhat delayed in posting this one because as I was writing it, I realised that I could take some of characters in this tale from ‘The Fall Guy’. Once that idea came into my head, I also realised that there were other characters I could use from, another story of mine that is still on the drawing board. There is no need to read the three stories in any specific order, but do I think...

2 years ago
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Unexpected encounter Part 1 Kindred Spirits

I truly felt like a fish out of water when it came to travelling. Maybe it wasn't so much to being in a different place, it was just the moving around, not being able to do anything which I would consider constructive. I hadn't really wanted to go on this stupid training course but my boss had nagged at me to go on this thing. I'm convinced he felt that sending me on one of these things was to do me good and not just for the good of the business. The rooms we were given were really...

1 year ago
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Unexpected Threesome Part 1 of 4

Warning this series is fundamentally a bisexual (MMF) threesome story. If bisexuality makes you feel uncomfortable, you should probably stop reading now. Also, I have illustrated versions of these stories in PDF format for anyone who would like a visual to go along with the words. I hope you enjoy. M _____________________________________ The Unexpected (Part 1 of 4) I stood in the doorway trying to wrap my mind around what I was seeing. There was my wife of 25 years bent over the counter,...

2 years ago
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Unexpected

Totally unexpected, that’s the only way to describe it. I hadn’t been prepared for him taking part of my heart. I hadn’t even realised there was a part of my heart left to take. I know him from work. He’s my boss of sorts, his position in management. I see him in meetings and read his memos, they always make me smile, he has such a way with words. I say work, but my time’s given on a totally voluntary basis. I do it for the love and experience. I also do it to occupy the moments that should...

1 year ago
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Unexpected experiences II

Introduction: Lughnasadh This time was to be different, we had planned this. Well planned it as much as my unexpected shyness would let me. I was going to stay over night at his place and we woul go a walk the next day into local woods to celebrate lughnasadh and explore where things would take us. The day went by as it usually does when I visit, standing around chatting with my friend and his wife. If felt a little odd that I didnt feel like the worst person in the world as I stood speaking...

2 years ago
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Unexpected Night Revised

I was looking over this story again and should have just made it one part. I’ve made some changes to it and tried to piece it together as one story. I hope you enjoy the updated version of ‘Unexpected Night’! I’m gonna tell you a little bit about myself real quick. My name is David and I run a gun store in Colorado. My town is averaged size with majority of our economy being the oil fields. I’m 5′ 8′ 150 pounds. I’m not in the greatest of shape but I’m some what toned. Short brown hair and...

3 years ago
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Unexpected Visitor

Chapter 1It was after ten o'clock on a gloomy January night. There was a cold rain falling, and it was being driven by a stiff wind. It was a good night to stay in. I was sitting in front of my computer about to finish my data entry assignments for the night. I thought I would read a porn story or two after that.The only light I had on in the house was the one on my desk. Suddenly, I was startled by a knock on my door. Being naturally suspicious of such unexpected visitors at night, I grabbed...

Love Stories
1 year ago
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Unexpected Turn of Events

I sat in my favourite bar sipping at my glass of Chardonnay; I had been coming to ‘The R Lounge’ for a couple of years. I watched the guy talking to his friends across the room. They were all dressed with a bit if style but he had caught my attention. He was wearing trousers with a casual blue and black stripped shirt. He was probably five feet nine inches tall. He had an average build; not to slim but trim enough to know that he tried to stay fit. I guessed he was around forty years old. But...

Crossdressing
1 year ago
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Unexpected encounter

I truly felt like a fish out of water when it came to travelling. Maybe it wasn't so much to being in a different place. It was just the moving around, not being able to do anything which I would consider constructive. I hadn't really wanted to go on this stupid training course but my boss had nagged at me to go on this thing. I'm convinced he felt that sending me on one of these things was to do me good and not just for the good of the business. The rooms we were given were really plush,...

Straight Sex
3 years ago
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  • 22
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Unexpected group fun

Another true story as best as i can recollect what happened.So I turn up at friend “D’s” house for some fun.I get naked straight away in his living room.He has me put on my hood. The one with the mouth hole and the breathing holes for the nose, no eye holes, so goodbye daylight (I love it.)I take a good sniff of the freshly opened poppers (the best kind) and feel for his cock and balls and I go to town on them. Taking his cock into my mouth, right up to the balls feeling it slowly grow to until...

4 years ago
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Unexpected 3some in Pattaya

Unexpected 3-some in Pattaya January 2020I am back in Thailand Pattaya for a break, from the airport I went directly toPattaya, this time did not wana stay in Bangkok. This time I booked a small studio in View Talay in Jomptien, better and cheaper the hotel. Arriving there the key was in the letterbox, the studio was Ok, small but everything I need was there, small kitchen, bathroom, a table with 2 chairs, tvand nice balcony with superb view, I was on 20th floor looking towards Pattaya.After...

2 years ago
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UNEXPECTED ENCOUNTER

Back in 1996 Daughter Christina moved back in with Sarah and I as another of her relationships with men had gone sour. I,d had an on off time with Chris as far as sex goes, but tried to not interfere with her life. I doubt her problems with men had a thing to do with our sexual dealings and as she,s been happily married with two daughters of her own feel that,s true though we still have that attraction between us and I love her almost as much as my wife or son. One evening her Indian pal Oona...

2 years ago
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Unexpected Lunch Break

It has been months since we started flirting. Nothing too serious. A compliment here, double entendre there. At first it was understood as nothing special. We are both in fact in committed, if not perfect, relationships. Simply two co-workers enjoying each other’s company while blowing off some steam. The tempo in the office had been quite intense the last few months. Constant long hours, meetings, projects and briefs seemed to be never ending. This makes it all more bearable. Enjoyable even. ...

Cheating
4 years ago
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Unexpected

I walk over to my bike, bypassing drunks, after having said farewell to my co worker before heading home. It was her turn to close tonight at the bar and I was exhausted. “Smile for me, baby!" a man yells out across from the parking lot. My middle finger flies up in response before I ignite the engine and drive out of the parking lot. A few minutes later, and a few backroads later, I enter the usual quiet inside my home. I suppose most people would be going to sleep now but I had another...

Supernatural

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