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It started out as my boyfriend’s idea of course, but I must admit it sounded pretty good to me. Jason said he always wanted to see me sucking his cock and fucking me at the same time, but since he could not be in two places at once, he needed help. That is where his friend Jim came in. Now I liked Jim Ok, he was pretty good looking, and nice besides, but I did not want Jason’s friends thinking I was a slut either, so we came up with the disguise idea. Jim and Jason often went out on Saturday nights to play pool and drink beer, so we figured that would be a good time to set this up. Jason and I bought the supplies together, having a lot of fun planning it out. We got a blond wig for me (I am normally a brunette) and some slutty looking heels and a red baby-doll outfit.

We planned on getting together at a nice hotel in town, where the room could be setup with dim lights, which would hopefully protect my identity, and still let us have our fun. The idea of this threesome set my heart racing, especially the idea of being able to get fucked as long as I wanted. Jason was a good lover, but could not last as long as I wanted. I told Jason in no uncertain terms that although I liked sucking his cock, neither he nor Jason would be coming in my mouth. The thought of that had always sounded kind of disgusting to me, and Jason had not been able to change my mind. I had a little submissive streak in me, which was partly why I was agreeing to this, but I had to draw the line somewhere. At least that is what I thought….

I got to the room at almost 9:30 with my disguise in my oversize purse. Jason and Jim would be there at about 10, leaving me time to get ready. I ordered some room service of an appetizer plate, since I knew the guys would be bringing something to drink, probably more beer. I took a leisurely bath next, and put on some heavy makeup, before struggling into the negligee. I was getting wet in anticipation of what was to come, and buckled the high heels on quickly. Looking at the clock, I saw it was just after 10, so I threw on the short terrycloth robe provided by the hotel, and dimmed the lights. After sitting on the bed for a few minutes repeatedly glancing at the clock, I decided to turn on the TV while I waited. The menu provided some ideas, and I selected a movie called double trouble, thinking it would help set the mood.

About 10 minutes into the movie, I was getting turned on watching a big breasted blond slobber on a truly marvelous looking cock while another guy was rubbing her ass. Although I was sort of into the movie, I was starting to get apprehensive, since Jason and Jim had not shown up yet. It was almost 20 minutes after 10:00. Were they having second thoughts? Jason had said that it was all setup, and Jim was excited about the idea, but with them late, my mind was inventing all kinds of problems. I almost fell off the bed when I heard the loud knock on the door. Self-consciously snugging the robe around me, I quickly opened the door, only to be surprised by a young man with a cart. I had forgotten the room service I had ordered. He was a cute young thing, and I decided to play with him just a bit as he brought the cart into the room. Heading to the chair in the corner to get a tip from my purse, I bent over at the waist, sure he would be enjoying the view of my long legs under the short robe. Glancing quickly in the bureau mirror, I saw his eyes glued to the bottom of my robe. Smiling to myself, I bent a little lower, swinging my ass just a bit as I grabbed a couple of ones from the bottom of my purse. “Thanks!: I said simply, as I handed him the tip. I had let the front of the robe fall open a bit as I handed it over, giving him a peek at my boobs just covered by the red lace. At 25, my 34C breasts were still plenty perky, especially supported as they were now. I saw his Adam’s apple bob as he swallowed before he said thank you. I smiled back, as he backed from the room, and closed the door. I realized then that he had to have seen the porno on the TV as he came in, and I blushed a little, then laughed to myself.

The knock at the door did not scare me this time, but I checked through the peephole before I opened it. There was Jason with Jim, both looking pretty eager. As I reached for the handle I remembered not to talk, as Jim might recognize my voice. I undid the belt on my robe and let it fall open naturally. I felt a sudden rush of heat in my center, and knew I had just gotten even wetter. I opened the door, gave a coy smile, and curled my finger slowly as if to say come on in boys.
“Hot Damn! She’s hot Jason!” Jim blurted out with a big smile. Jim looked a little nervous, but seemed reassured when he saw the smile on my face. “I told ya she was! Did I ever let ya down Jimbo?” I grinned at the hint of the Texan accent coming from Jason. Jim was already stripping off his clothes, boots and shirt off almost at the same time, and then he was pulling off his jeans. Jason had reached out for me instead, and was fondling my breasts with his big hands, gently mauling them the way I liked. He pushed the robe off my shoulders and let it fall to the floor as he nuzzled my neck. He really knew how to push my buttons, and if I had not already been gushing wetness, that would have done it. Only a few seconds had passed, but Jim to the side of me was already completely naked, his cock jutting straight out from his body, bobbing slightly as he stepped behind me, running his hands down my side and onto my ass. As he squeezed my butt cheeks with both hands Jason stepped away to pull of his shirt. As I watched my boyfriend strip down, Jim’s hands suddenly curled under my panties from behind me, and yanked downward. He pushed the panties down to the floor, so I helped by stepping out of them. I nearly yelped in surprise as his hand suddenly appeared in my inner thigh, and slid directly onto my pussy. He slid his fingers back, and they were immediately enveloped in my wetness. I bent forward slightly in an involuntary reaction as he slid at least two fingers inside me. “She’s totally wet and ready Jason!”
I watched Jason slipping off his boxers as Jim was fingering my pussy, seeing his familiar beautiful cock spring into view. Kicking his boxers across the room, Jason said “Let’s get her on the bed Jimbo.” Pulling his fingers from my pussy, and sliding them backwards in between my cheeks, he grabbed my hips and guided me a couple of steps to the side of the bed. Turning me to face him, he gently pushed me onto my back and spread my legs with both hands. I felt so incredibly exposed, watching him look greedily at my pussy as he grabbed his cock with one hand. This position and the incredible excitement I felt had caused me to be wetter than I think I ever was before. I felt my own wetness running down the crack of my ass and down to the sheets. As Jim was leaning down, guiding his cock toward my gaping pussy, Jason said “I can’t get to her that way Jimbo, let’s turn her onto her knees.” “Man, your timing sucks Jason!” Jim said with a grin. He willingly helped me turn over though, as Jason reached out and helped guide me to the front corner of the bed. He positioned me so that my head was at one edge, and knees at an angle on the other. Holding my head gently he stepped up so his cock was right at my mouth. “Go for it babe!” he said as I stared at his familiar cock under my nose. As I opened my mouth to let him slid in, I felt Jim’s hand part my lips, and his cock head slide up and down a couple of times in between my lips. It was about to happen, I was going to get double fucked, and I was liking it.
As Jim slid the knob of his cock into me, I groaned around Jason’s cock. An answering groan came from Jim as he slid halfway into me, easily in spite of the tightness of my pussy. Grasping both hips, he slid back out, and then all the way in, pulling another exclamation from both of us. I tried to concentrate on sucking Jason’s cock, but the sensation of Jim sliding in and out was almost too much. He started to rock back and forth quickly, going deeply into me. The impact of his hips pushed me forward onto Jason’s cock, so it went almost to the back of my throat. Both men were obviously enjoying themselves, as gasps and groans filled the air. I could not make much noise due to the cock in my mouth, but I was feeling ready to explode from the excitement and sensations of having two cocks in me. Just then Jason told Jim “See if you can make her come Jimbo!” In response, Jim’s left hand moved from my hip and slid around my side trying to reach my pussy. By bending forward he was able to put his hand close enough so he could start rubbing me. He quickly found my clitoris, and that nearly made me come right then. That’s probably what caused the whole chain of events that followed. My stomach muscles contracted involuntarily as his finger slid right across my clit. The position he was in made his cock slide nearly out of me, and my muscles tensing caused my hips to rock forward just enough so he cock barely slid out of my pussy. His rapid thrusting was instinctive enough that he did not stop, he just thrust forward again. The position of my hips made his cock centered perfectly on my ass, and the lubrication between my cheeks and on his cock made it possible. He thrust forward, and his cock arrowed halfway into my ass! I was about to come, but the sudden surprise and pain in my ass made me jerk forward much more than I had been. Jason’s cock was stroking into my mouth at just that instant, and his cock head hit the back of my throat and kept on going. I swallowed in surprise, and his cock slid nearly all the way into my mouth and partly down my throat. I had never felt either sensation before, as nobody was ever in my ass, and I certainly did not know how to swallow a cock. I jerked back from the invasion into my throat, just in time for Jim to thrust forward again, and his cock slid all the way into my ass!
The sensation of slight pain and pressure in my ass, and the cock in my throat confused me enough so that I could not focus on a solution. The finger sliding across my clit as I was right on the edge was not helping either, so I basically did nothing. “Oh Shit I’m gonna come!” Jim yelled out from behind me, pistoning his cock into my ass. The slap of his hips onto my buttocks pushed me even further onto Jason’s cock, and I swallowed again involuntarily as he pushed forward, bringing my nose all the way to his flat belly. The rocking of his hips pushed his finger against my clit and I suddenly saw stars. I felt an explosion of pleasure from my clit through my pussy all the way to my head. Wave after wave of pleasure washed through me as I vaguely felt Jims cock swell even more, and a warmth jet out of him into my bowels. I was being fucked in the ass, and all the way down my throat, and I was coming like never before. I did not realize that Jason was coming as well, until the swelling and pulsing of his cock dimly registered in my mind as I was sliding down another orgasmic wave. His semen was going straight into my stomach, so I did not even taste it until he pulled back out of my throat just before his last spurt. I coughed then as his cock left my throat, but with Jim’s hips still pressed tight against my ass, I could not back off of his cock. One more spurt from his cock hit my tonsils, and I automatically swallowed.
Jason fell to the side of the bed, his strength gone from his orgasm, pulling his cock from my mouth. Just then Jim’s weight fell on top of me as his orgasm finished, his cock still buried tightly inside my ass. I allowed his weight to push me to the side, half collapsing myself, as mini orgasmic waves still were washing through me. The change in position pulled his cock most of the way out of me, and then Jim flopped over onto his back popping his cock out of my rectum with an audible noise. We were all panting like we just ran a marathon, me mostly from lack of air while I had Jason’s cock in side my throat. “I have never come that hard before! Ever!” came from Jim behind me. “Me either! You all right babe?” Jason asked with some concern. He was obviously thinking about our agreement, that neither of them come in my mouth. I had been adamant about that, and he had just come all the way down my throat, and in my mouth. Still floating in a post orgasmic splendor, I could not be mad at him though. Especially since it had not really been bad. The taste of his come was not bad, and the whole idea of it did not seem nasty anymore. I nodded, and then forgetting I was not supposed to talk much, said “I almost did not notice you coming in my mouth, since I was coming with Jim’s cock in my ass!” “You fucked her in the ass!” Jason looked at Jim in shock. “Yeah, I thought her pussy was tight enough, but when I slipped into her ass, Oh man!” “You came with his cock in your ass!” Jason repeated to me a look of amazement on his face. I smiled back and said “it was a surprise for me too!” The grin threatened to split his face as he said “Wow! I can’t wait for round two!”

‘Uh Oh’ I thought, what did I get into.



Part 2 to follow if you like…

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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...

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...

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...

2 years ago
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Unexpected pleasure

I was falling asleep, at this stage where the reality and dream are perfectly mixed, just before the deep sleep. Then all of a sudden I felt a cold hand on my mouth to stifle any sound of protest. Is it a dream or real? Is it my husband? He used to surprise me every now and then. Right now I didn't want to know. The feeling of being taken by stranger in my own bed is amazing, wanted to give myself away to this wonderful adventure.His grasp was strong enough to make me feel uncomfortable but the...

4 years ago
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Unexpected Turn To Divine Pleasure

Hello again everyone.I hope u remember from my last story “blissful pleasure beyond imagination” Just to refresh your memory,I am Rajat ,25 years from Bangalore working as a part time gigolo.I would like to take this opportunity for the overwhelming response I got from you guys and ladies So without taking much time,lets come to the story in hand After my first encounter..I was wondering how to get more clients when one of my friends suggested me a site called locanto.So I put up an ad there...

3 years ago
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Guilty Pleasures

Introduction: She needed an escape from her old hubby, she had no regrets about Guilty Pleasures. What would Robert say if he knew? Debbie thought. Her husband, Robert Fields was the CEO of several multimillion dollar companies overseas. She lived in luxury. He was an older guy, but she wasnt even twenty five yet. Though he wasnt a very pure man, he stronger agreed with the television evangelists when they started screaming and yelling about how terrible homosexuality was. What would Robert...

3 years ago
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Sallyrsquos Guilty Pleasures

Sally’s Guilty PleasuresSally was the local dealer… dealer in guilty pleasures, that is. In other words, she was the only Girl Scout on the block. If you wanted cookies, you had to track down this cookie girl and share some of her “stash”. Each year, I would see her in her green vest going door to door taking orders and later delivering the boxes. Sally was kind of plain until she smiled. Then her face would beam like the sun. She had skinny legs and a slight figure. Her blonde hair was...

2 years ago
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Unexpected pleasure

The Unexpected Pleasures.This is my first attempt at writing so please feel free to comment. I will go ahead and admit that my spelling and grammar is not the best so please take it easy.The characters in this story are not real and this did not really happen. If you don't like to read about incest please do not read. It all started about six days ago when I first noticed that my little sister wasn't so little anymore. She has been running around the house with skimpier and skimpier clothing...

Incest
2 years ago
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Unexpected pleasure

Was out the other day running some errands and picking up a few things from a local super store near me. I had a bit of time to kill before I had to be somewhere later in the day, so after I picked up the things that I needed I went to this cute little boutique and second hand store hoping to find a few nice things that would fit my fancy. While just roaming the isle I noticed this young man about have my age crouched down looking at some very sexy lingerie and women's clothes. My curiosity got...

3 years ago
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Salvation Ch 20 The Trustees Pleasures

Some rekindled the sensations they had caused inside her at the time and, despite herself, she found her cunt moistening at the thought of them being used. "Your father is a very special man," the Colonel told her, as he held up a clip she had often felt close over her nipples, and on a couple of occasions had been used on her labia and clitoris hood. Her clitoris now throbbed at the memory. Despite having had her cunt scoured tender, Jasmine still found herself excited by the...

1 year ago
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Pans Pleasures

Pan’s Pleasures Cheila felt the tall grass tickle her bare legs and feet as the warmth of the sun bathed her exposed breasts and face. She ran her fingers through her long golden hair, smiling as the beauty of the day filled her senses with pleasure. Here in her private world, far from the cares of her village, she could wander sky clad and let the gods revel in the beauty of the body with which they had graced her. Her tanned legs were long and supple with graceful, sensual muscle tone, and...

Supernatural
2 years ago
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Riverside Pleasures

My wife has a good figure but is normally reserved about showing it off. She is happy to wear bikinis, as long as they cover her bits effectively.She is quite sensual and likes to wear sexy underwear, but insists that it is purely for my benefit. I know that it makes her feel sexy as well (and possibly a bit naughty when she wears skimpy or transparent underwear).I would like her to reveal more of her figure and have suggested outings to naturist areas or nudist beaches. I get a thrill from the...

2 years ago
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Salvation Ch 24 Herberts Pleasures

pleasures of being a patron at Avondale Academy. He is able to watch as the pupils learn some very painful and humiliating lessons, from Miss Hilda Ashton the Academy's sadistic Headmistress and her equally sadistic staff. Working closely with Miss Marchant, Herbert had gained her trust and it was Alice who introduced him to the ancient art of acupuncture and one day without telling him the reason why, made him accompany her to London's Haymarket. Requesting the coachman to...

3 years ago
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Sweet T and the Wicked Pleasures

I watch you walk from your car into the Wicked Pleasures store and decide to follow, just to see what tickles your fancy tonight…you seem to be in a rush and I can tell as you walk past the light, by the way your voluptuous butt jiggles and the bounce of your braless big breasts that you have been in a hurry…my my..insatiable baby must be extra horny tonite, I smile…I enter behind you and watch you go inside the “100 lashes spanking room”…right up my baby’s BDSM alley I think, just as the night...

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
4 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...

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