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Roommate

It had been a hell of a year with a divorce, a new job that had me traveling more and having to move into shared housing because my ex was sucking my bank account dry. Carl, my roommate, was a decent enough guy. I found the room on dougslist.org and we seemed to be compatible. He was neat without being compulsive about it, was a working student and was not inclined to throw wild parties.

I had not been dating thanks to the bad break up, but in the two months I had been living there I had to admit I was feeling the lack of companionship and was rather horny.

I returned a day early from a business trip to Austin and arrived on a late evening flight. I drove home and went into the house, interesting that the lights were dim instead of off and in the living room I saw two woman engaged in oral sex. A brunette sat in one of our easy chairs with a red head kneeling in front of her with her head buried in the brunette's lap. Both were dressed in lingerie, the brunette in a blue brocaded corset, black stockings and patent high heels pumps with shoulder length hair slightly tussled from their activities, the red head with a page boy cut had on a white chemise and garters with stockings with white strap sandal heels. Porn played on the big screen where a couple were fucking reverse cowgirl and really going to town.

I was taken aback, as were the girls, although the red head looked a hell of a lot like Carl! I said "Excuse me, I did not wish in interrupt your fun," and quickly made my way into my room, slightly embarrassed by the situation. I heard muffled conversation from the front room, with snippets including, "He was supposed to be home tomorrow," and "He seemed ok with us playing," then a "I don't know, I'll ask him if you want me too." A few moments later I heard a tap at my door and a sexy ladylike voice asked if they could come in.

I opened the door and the red head stood in my door way of my room with a white satin robe covering her lingerie. It was Carl dressed and made up like a sexy red head. I said "Hello, we don't know each other but I am Carl's roommate Mark, and you are?"

"Linda" , she responded.

"Charmed," I said, taking her hand and kissing it, capturing a whiff of a floral perfume. I stammered "Sorry for interrupting your evening, I can just relax in here this evening to give you run of the house, by the way did Carl say when he would be home?"

"Tomorrow morning" said Linda "but you can get a hold of him by cell if need be."

"No, that's allright Linda, it can wait till later," I stated.

"Um," Linda started, "look, this is sort of weird but, my friend found you sort of attractive... and was wondering if you wanted to join us to play this evening?" She went on, "I know this scene might not be your cup of tea, but you are welcome to join us should you wish too."

I stood there for a moment, wondering if Linda / Carl had found out my secret that I actually fancied crossdressers and T-girls or was this just a unconscious stroke of synchronicity that I just happened to pick a roommate that was a crossdresser! I pondered for a moment the implications of having sex with my roommate and her friend and gave into temptation, throwing caution to the wind. "Linda," I said "I would be happy to join you, please let me grab a quick shower." She smiled, her eyes lighting up and she said "Great, don't linger too long, we're riled up and ready to go!"

I grabbed a towel and headed to the bathroom, showered quickly dried off and threw on a comfy shirt and boxer briefs and padded out into the living room. Linda had freshened up and touched her makeup up as had her friend. Linda introduced me to her playmate Nell.

Nell melted into my arms and kissed me with her crimson painted lips, her French manicured hands rubbed my chest, and she smelled faintly of jasmin blossoms, it was a powerful sensation to say the least and my erection swelled. Nell removed my shirt and knelt before me. Linda took Nell's place and kissed me passionately, our tongues entwining. Nell grabbed the waistband of my boxer briefs and pulled them down exposing my hard cock. She took the tip of my penis in her mouth and slowly slid it into her moist mouth, swelled with the feeling of it an a little pre-cum oozed from the tip. I ran my hands over Linda's hot sexy body as I felt Nell slide something around my shaft and tuck my balls through something cold and metallic. I broke away from my passionate kissing with Linda to see what it was. Nell had fitted a cock ring on me and I was now rock hard and staying that way for the time being.

Nell stood and led us into Linda / Carl's room where we made for the bed. Linda laid down on her back and opened her mouth excepting my hard cock. She slowly worked the shaft with her tongue working its 7 inches deeper and deeper till my balls rested on her nose. Nell, from behind me knelt and started to work her tongue over my ass spreading my cheeks and rimming my twitching hole. I was ecstatic! The waves of pleasure built and I could feel myself moving towards climax. "I'm so close to cumming!" I breathlessly gasped. Nell shoved her tongue deep int my ass and pushed me deeper in to Linda's mouth. I exploded in orgasm spurting into Linda's throat, feeling that tingly feeling down to my toes. "Wow!" I exclaimed, "that was amazing!" The cock ring did not allow me to get soft. I leaned down and kissed Linda tasting my juices on her lips. I got Nell and Linda up on to the bed kneeling with their shapely asses pointed towards me.

I let my hands roam over their panty clad asses caressing them. I eased Nell's panties off her and then Linda's, seeing their clities for the first time. Linda's was slightly curved upwards, cut and about 5 inches long, Nell's was nearly as long as mine but slimmer and not circumcised. Both were just adorable and both were sporting cock rings as well. I positioned myself behind Linda and began to rim her sweet ass, while reaching between Nell's legs and stroked her hard clit. I switched off and then tongued Nell while stroking Linda. Both squirming with delight and kissing each other. I turned Linda over on to her back and began sucking her sweet cock, and Nell squatted over Linda's face for Linda to rim her. I felt Linda's excitement growing her moans became more passionate as she came while I was sucking her. I swallowed as much as I could then started to lick her clean, her body twitching as I touched her cock with my tongue.

I kissed Nell sharing Linda's cum with her, then turned my attention to Nell's sweet clit, and moments later with Linda and I switching off Nell to came in Linda's mouth. I was so hot by then I moved them back to their knees on the bed and returned to rimming their asses switching off every 30 seconds or so. I spotted some lube and condoms on Linda's side table. Grabbing them I wrapped my rock hard cock and lube both my cock and their sweet holes.

I positioned my cock head in Nell's sweet ass and she breathed out relaxing as I eased the tip inside of her. I held the tip inside her feeling her relax and then slide deep till my pubic bone ground against her ass then slid it out. watching her ass close I repeated the slow insertion over and over till when I pulled out she had a bit of a gape with her ass, then I turned my attention to Linda and did the same with her, penetrating her over and over with my rock hard dick. Finally I started to switch off between my hot tranny cock monsters relishing the power and exhilaration of fucking two hot t-girls. Finally I rolled Linda to her back and and began to fuck her hard, deep and fast, stroking her slick clitty-cock and moving her towards climax. She spurted cum high in the air as I fucked her and milked her hard clit. Then I moved back to Nell much the same way, looking deep into her eyes, telling her how hot she was and how much I liked slamming her hot pussy ass with my hard cock. As she approached her own orgasm I could feel my own building up as well. I grabbed Linda and forced her mouth down on Nell's cock making Linda take it all of it as deep as she could while I pounded Nell's sweet ass. Nell exploded in Linda's mouth and I let go filling my condom with my love juices.

I sat back exhausted and spent. I carefully removed my condom as to not spill it, held it up and asked who wanted it. Nell opened her mouth and held out her tongue so I held it high over her mouth and pored it in. Linda then kissed Nell and my cum mixed in their hot mouths.

I was spent from the long trip and the awesome love play. I lay down on Linda's bed and laid them next to me one on each side. Nell removed the ring from my well used cock and snuggled next to me with Linda on the other side. I fell asleep basking in the afterglow of our lovemaking and enjoying the intimacy that had not been in my life for sometime, thinking to myself how lucky I felt at the moment and how I wanted more in the morning.

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OKAY, I'm not sure what I've got myself into. I'm not sure what is going to happen. I'm not even sure where I am! But, what I do know is that I look pretty, I feel amazing and I am teetering on the edge of going crazy with excitement . . .Let me tell you what I'm talking about.I'd been swapping pictures and fantasies with Gwen for a while. You must know Gwen, the prettiest, subbiest sweetest party-girl. You must have seen her pictures. Those long long legs in black nylon, those tiny little skin...

4 years ago
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Winter Love Part 4

A couple of months passed since the initial book club meeting. Julia and Leslie got together when they could. They attended the book club meetings regularly. Nothing significant happened at any of the meetings as far as flirtations or special invitations for either of the women. At the third meeting, Maddie quit hanging around Leslie, who had been polite but had not pursued the younger woman.Leslie seemed to blossom since meeting Julia. Her sex life had been meager at best, making love to her...

Lesbian
3 years ago
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Theres a wolf in the fold

It was the first day of class. I wasn't nervous; it's a technical nerd school so I felt right in. My name is T.K., and I was in NO way prepared for classes this semester...sure I studied and aced the class but I failed the most important test.... In my second class I saw this tall looking dude, kind of bumped into him didn't really care about his existence at all....then after passing him I did my occasional look back to check out what I just walked away from....man If I wasn't in love...

3 years ago
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Love Thy Neighbor

This is my sex story with my Maya, our neighbor, in Chennai. It so happened that coincidently Sunil, Maya’s husband who was into Marketing, was always traveling and my wife too had gone to visit her parents. Since I was self-employed and worked from home, I was at home most of the time. This happened just a day after my wife had left, it was late in the afternoon I had just finished doing my online work and the bell rang. I went to answer the door and there was Maya smiling at me. About Maya,...

3 years ago
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DADDY and SIR my craving for older men

"I would love to be fucked by an older man. my tight little ass needs a cock from an aggressive, top daddy. I love to dress sexy for my daddy and will do most anything to please. Just one condition: you have to cum on my face. I am a slim, 28 year old slut with a tight little ass and an addiction to cum. Please be my daddy tonight."That was my post on a certain site that got me more than i bargained for.I had also posted a photo of me in a sexy corset and fish net stockings.The replies came...

3 years ago
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Cant Pick Your FamilyChapter 27 The Highway to Paradise

When Joey parked his car in Maureen's driveway, Carla was already struggling to get out of her safety seat. Joey quickly unbuckled and opened the passenger door to free his daughter from that pesky restraint. He set her down on the grass and watched her run to the door. He looked at his watch. It was eight-thirty. Maureen had told him to be there at eight o'clock but Carla had decided that she wanted to sit on her potty one more time. It was new to her and her feeling of achievement over it...

2 years ago
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Love Is for Suckers

My gut is so big that I can't even see my feet, but I don't care. I'm flat on my back anyway. The people all around me are smiling at me and I'm in so God damned much pain that I wish they'd knock me out. Right now, I'm headed for surgery and I'm really worried about the guy who did this to me. Before they pulled me away from the bastard, he was on the floor and he wasn't moving at all. After the surgery, I'll be fine. I don't know about him. There will be no way for him to live this...

2 years ago
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Schoolgirl Gymnast Sextoy SlaveChapter 9

Katie drove home carefully, making allowances for being a bit groggy. She’d never imagined a sex session like that: over two and a half hours, first being so stressed and aroused over Nikki, then being fucked by two guys with such big cocks, over and over again. So many times! Nikki and herself together seemed to drive them to absurd heights of endurance. Fucked so skilfully she couldn’t not cum with them - especially with Nikki involved - yet she wasn’t really sore or bruised. But she was...

2 years ago
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Dropping loads in public

I have public masturbation pants. Yup, sweat pants with the pockets cut out, and a hole right between the legs. You see, if I squat down, my cock fits right through the hole. I can lay my hand on my leg and stroke the sweet spot, and it is virtually impossible for anyone to see it. I discovered, once my dick is through the hole, all I need to do is stand up and it tucks itself right back inside. Put on my masturbation pants, record some porn on the cell phone, put in an ear bud, and I can pull...

2 years ago
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DR QUINN Colleen Gets EducatedChapter 3 Safe Passage

They all slept through the night. This is unusual in the 1870's, where everybody starts up at sunrise and usually work well into the night. They had slept almost twenty straight hours. Billy was cooking dinner while Samuel was thinking what they should be doing next. Colleen just stared blankly to the wall, still naked as a jaybird except for knee socks and shoes. "So what do yuh think unc?" Inquired Jeremiah. "I think that we've worn out our welcome in this county boy," he told him....

2 years ago
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Angels and Guardians Pt 04

Author’s note: This is part four of a story about a group of very close and special friends. Character development was done primarily in the first three parts, so it is best to read those first. All characters are 18 and are the subject of this FICTIONAL story. Thanks for reading and please VOTE! (5’s are awesome, but only if deserved.) Thank you. *** Chapter 14 Amateur Night They had walked a short distance when Ashley broke into their thoughts. ‘A lot of what you told me molded around...

4 years ago
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Tempted part 2

Candice felt his forefinger and thumb grasp her nipple and she felt a tingle which went right through her body. For a moment this distracted her from sucking on his cock, but she soon regained her rhythm and started to take his cock deeper into her mouth. Her lips were tight around his cock, heigthening his sensation and he moved his left hand to the back of her head to encourage her to take more of his cock in her mouth. His right hand was still working on her breast, now kneading it...

3 years ago
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PLAYTIME CHAP XIV SURPRISES

At “The Other Pub”, the three present discussed Kelly’s offer. John, his wife Mary, and their good friend James doubted the wisdom of expanding their circle of “friendship”. Not least in their thoughts was the revelation to others that they were sharing more than mere friendship. Much more. Trust was on the line. A new partnership of needs was on the line, and the old partnerships threatened, maybe. Goodwill among a married couple and two new friends slash Toys was a delicate balance...

3 years ago
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Biker GangBang

I was riding my motorcycle along Lake Mead; going north from Henderson & headed towards the I-15 interchange. Turning into the Sandstone rest area, I avoided the couple standing next to the Goldwing and stopped near the three guys having a discussion about something amusing. The short guy, who rode a Honda, acted like the beta male of the group. The tall, thin guy had a Ninja, and the goodlooking muscular guy - obviously the alfa of the group - rode a Hog (of course). I turned off my BMW,...

Gay Male
3 years ago
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Thursdays ChildChapter 10

Becca was a few minutes late getting to the football and was gratified to see the look of relief on Garry's face when she did. She was also delighted that he was the first to speak. "Hello, Becca," he said shyly. "Thanks for looking after me yesterday." "Not at all," she said giving his arm a friendly squeeze. "How does it feel today?" "OK. It gives me a jab of pain every now and again." "That's probably part of the healing process." As usual a gang of children crowded...

4 years ago
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A New BeginningChapter 4 One Step at a time

Not too surprisingly, the same roll of tape that had once been used to secure the thick, fat manila envelope to the bottom of the drawer was still in the room. I'd been using it to tape shut a few other boxes of odds and ends with. Not knowing if mom was even aware of dad's hiding this here or not, I didn't want to risk taking any chances. I knew without any doubt, that dad's old roll-top desk top was coming with us anyway. He had given it to me, the one thing I had always said I wanted...

3 years ago
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I Thought You Were A Gentleman Ch 01

‘On time as usual?’ He said, dryly. ‘Of course. Its not my fault you always plan these things too early!’ She challenged. ‘On the contrary, my dear, I planned it exactly right.’ He grinned. ‘Reservations for two, 7:30.’ She scowled at him. He concealed his smug grin with an elaborate eyebrow lift and a motion towards the table. Shall we, my dear?’ The waiter was unfortunately less successful at concealing his amusement, a slight chuckle escaping from beneath his carefully groomed...

4 years ago
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A Jessie McClintock Story GHOST

Melissa hurried down the street hunched against the rain. Her wispy blonde hair matted down to a dull brown in the downpour. The coat she held carelessly against the aggressive storm molded to her slight frame. Yet it wasn’t the weather she was trying to avoid. It was the stares. The inescapable feeling that everyone knew. Knew what had happened to her. Knew she had changed. Knew that she was a boiling cauldron of lust, desire and need. Knew all they had to do was demand it and she...

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