Cross Friends Trick free porn video

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We’d been friends for pretty much all of our young lives and did everything together. I never expected to be sharing this though.
From being k**s ‘playing out’ together, to first stolen drinks, cigarettes, and spliffs, we had shared everything. Basically Jimmy’s dad was rich and they had a huge 5 bed roomed house with double garages, and outbuildings and quite a bit of land with a small wood and fields.
Jimmy’s bedroom was above the garages, and when I say bedroom I mean fully fitted flat. He had a kitchen, lounge, bathroom and bedroom all to his self, and a connecting door into the main house for when he wanted to join the family or eat. Around then the main object of my desire, was Katey his sister, who was a year above us and had started college. She was mighty fine. Blonde, blue eyed, sporty type with the curves in the right places, you know what I’m saying. She was a great sport as well and had sat in with us a few times when Jimmy and I had jerked off to porno vids, but sadly I couldn’t get her to join in or touch me. Jimmy knew how I felt but he wouldn’t interfere. He said she had to make her own mind up, and that I would just have to keep on trying to impress her myself.
Jimmy’s dad was from an Italian background and was dark and rugged, where as Katey and Jimmy both looked like their mum, blonde hair, pale skin and blue eyes, both smaller and lightly built, quite Swedish looking. Me well I’m just a run of the mill lad, I’m bigger than Jim as I stand 6’2” and weigh 17 stone. I’m sporty and play most games well, I’m not fat, just well put together.
Jim and I had been drinking most of the day at his house, whilst the family was out, and the topic had turned to lust and his sister mostly. We were sat on his sofa, beers in hand with porn on the telly, and both nursing hard-ons which we both needed to deal with. There was a girl on the video twerking over the star of the film and we knew what was coming. “What I would give for Katey to do that to me now” I said and Jim turned and looked at me with a blank drunken face. “Really” he asked flatly with a fair amount of sarcasm, before getting up to go into the main house. “Wait there and I’ll see what I can do” he said and ran off through the door. I was a bit shocked and unsure what to think, but the booze was working and the girl on the film was getting royally fucked by the star. I gently rubbed my hard-on through my jeans as the room got darker and evening fell.
Right around the time the star pulled out to spurt his come over the girl I felt, more than heard, the door to the house open and Katey slid in quietly, well I thought I had seen Katey but I may have been mistaken. In the corner the lamp turned on and I half turned to see that yes it was katey, bent over with her ass toward me, wearing a plaid mini skirt with those elasticated stay up stockings on her taught legs, and a crop top. She was wearing the redhead shortie wig which she loves to tease me in, then with no further ado, she turned off the TV, and switched on some dance music. “Hey what the fuck are you doing” I asked before I got shushed loudly.
She moved around the darkened room, swaying to the music and finished in front of me facing the TV. The room was dark with only the light of the Lamp behind us but in the glow of the TV I could see the curves and peachy ass swaying in front of me in pink silky panties. She swayed backwards and forwards for me and then reversed down onto my lap to rub her ass back and forth over my cock. It was just like the girl in the video and my cock was at bursting point. I put my hands on her hips, and she slapped them away. “No touching” she said in a throaty voice. My cock was bursting to be released and she surprised me as she dropped to her knees, and quickly spun around burying her head in my groin. Turning her head she bit the girth of my cock through my jeans and I nearly shot my load in my pants. I couldn’t believe what was happening. With deft fingers she opened my button and fly and hooked out my cock, took it in her hands and gently pulled on my foreskin to discover the head, which disappeared into a warm and inviting mouth. Fuck me it felt so good, hot and wet. I watched as my cock slid in and out, fighting not to come too soon in the heat of her mouth, trying to prolong the ecstacy.
As her head raised her head off again and my cock head was back at her lips Katey looked up and we made eye contact, her tongue softly rolling around the sensitive head.
I can’t begin to tell you the feelings I now experienced, This fantasy come true was merely a trick I jumped and pulled away, but my cock was held tightly and I asked “what the fuck have you done this for Jimmy?” my best friend had duped me, dressed in his sisters clothes, and now held my cock tight as he rolled his tongue around the head.
“I have dreamed of this ever since we first jacked off together” he said “and wanted to feel the size of you r cock.” He paused before continuing. “Unless you want this never to happen again, then you call me Jenna.” I sat in stunned silence his tongue circling the head of my cock, and I waiting for my cock to make up my mind, Jenna just waited, looking me straight in the eye, the circles on my cock blowing my mind. “I’m Sorry Jenna” I said and with that the decision was made. Jenna’s tongue set about my cock, with her lips once again enveloping the head and sliding down the shaft.
I looked down through blurry tear filled eyes at Jenna and put my hand on her head as it bobbed up and down in the red head wig that I love so much. The mistake was easy to make and I had never noticed the resemblance between brother and sister before. As a tickle started deep down in my ball sack, I felt the first stirrings of an orgasm racing upon me. My cock had never felt this good before so hot and sensitive, and I swear it had grown an extra inch in both length and girth if at all possible.
“I’m gunna come” I managed to stammer, wanting to warn Jenna, but she simply forced my cock down into her throat and took the huge spurt of come that I produced. The aftershocks twanging down my legs as Jenna kept up the swallowing motion.
Eventually rising off my cock, and climbing up me from the floor between my legs Jenna now sat astride, facing me with my sagging cock touching her silky panties. “Well” she said, “was it worth the distraction?”
“Fucking hell Jim mate” I said and received an evil stare, and a raised voice, with a finger to the chest. “WHEN I am like this it’s JENNA, or this stops now. You understand!”
And to my amazement my cock twitched and hardened. “Yes Jenna. I’m sorry, it won’t happen again. Calling you Ji... by the wrong name” I quickly corrected. “I certainly want this to happen again”
“So does this thing” she said reaching down to take my newly hardened cock in her hand and rubbing it against the silken gusset of Katey’s panties. Slowly and gently Jenna rubbed my cock backwards and forwards against the panties and as she rocked back and forth it rode up and down the crack of her ass.
She started to slide back and forth on me and it all got quite frantic with Jenna getting hot. She leaned over the back of the sofa and picked up a bottle of oil that she’d placed there when she came back in. Jenna moved from off me and positioned herself on the sofa, kneeling up facing over the back, she looked over her shoulder at me. “Try sliding your cock on this” she said and poured a little down the back of her panties. I stood up behind and the height was just perfect. My cock ran sweetly between her cheeks and the oil and silk was driving me mad as I rubbed my cock against her ass. I took a second to step back out of my jeans, but when I moved back Jenna pulled the panties aside and slid my cock inside of them against her skin. I started the same slippery action and soon Jenna was starting to breathe eratically. She said that she had to rub her cock, so I stopped as she took it out and started to rub herself as well, I was overcome with what was happening. As I came back to my senses Jenna put her finger on the top of my cock and gently pushed it against her tight rosebud. “Change your angle” she said all breathy, “push it in”. I lifted up on tip toes to straighten up and pushed gently back, my oiled cock looking way too large to even contemplate what we were trying to do. “Gently” she said and with a constant easy pressure the head opened her up and just disappeared inside. She lifted her hand out to the side and I stopped instinctively. I looked down at the mini skirt. The tight waist and hips, the rounded ass and the redhead wig and I couldn’t hold on any longer. I pushed forward and all of my cock slid inside. It didn’t matter if this was Jenna or Jimmy, my cock sunk in that ass and I felt our balls touch together. Jenna gave out a quiet groan and we stayed like that for a moment or two. I found it hard to pull out, and once I did I just slid back in, Jenna’s ass gripping me as I did, we soon found a rhythm and my cock burned with lust. I slapped against Jenna’s ass and it got erratic as my orgasm started to rise. “Oh fuck, don’t stop” muttered Jenna as I slammed in and out, “I’m going to come” she said, “So am I” I replied and I felt my seed empty into her ass. At the same time she spurted her come all over the sofa, in a hands free orgasm, which has stained the sofa to this day. We shuddered to a halt and I felt my come slide down our legs together before falling over into a spoon position and falling off to sleep.
Luckily we didn’t sleep long and the family didn’t come home to catch us. As we woke and stirred my cock slipped out of Jenna’s ass and we roused ourselves. Showers said Jenna and we jumped in together. But when we came out we found ourselves simply as me and Jimmy.
Until next time anyway.

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Sid arrived in class early to watch the arrival of Cynthia. It was her grand unveiling - the first day in which she was going public, wearing her new wardrobe. He wondered which of the new outfits she would wear. He hoped that it was the blue dress since it was the sexiest of them. When Cynthia glided into the room, even Sid was surprised at the transformation. The loose fitting blue dress came down to her knees, was tight at the waist, and had a plunging neckline that just begged a man to...

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Cross One Mans Journey into Darkness Part One

No light reached this part of the room. The solitary sunbeam that had managed to poke its way through the curtains fell on a dirty heap of ripped up clothing in the far corner. But here, there was only darkness, and the ragged breathing of the room's sole inhabitant. Tyler lay naked, his arms and legs strapped to the corners of the bed with leather belts, allowing him no room to move or stretch his sagging limbs. Premature wrinkles lined the strong, angular features of his now gaunt visage....

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CrossDressed Fairy Tales 3 The Adventures of Pierrot

Cross-Dressed Fairy Tales Part 3 By Dawn DeWinter In parts 1 and 2, Sherry and Sadie, two married men, went to a lesbian bar on their "girl's night out." There they came into the clutches of Mike and Big Sue, and are in danger of being raped - or worse - if Sherry cannot keep Big Sue entertained with "original" stories. This task has just become a mite more difficult with the arrival of two more people. Can they too be kept satisfied? Part 3 is based on Pinocchio, the story of the...

2 years ago
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Crossedressed In best friends mom clothes 19

Part 19I woke up rested and feeling great. I went to bed late and woke up around 16:00. Luckily for me it was Saturday. I have just been in the shower, and cleaned my pussy good from Jan’s cum. As I was done with that, I turned on the TV and made myself a cup of coffee and saw my phone had received a text message.Afternoon Caroline. Put on some burgundy red nail polish. And do your makeup in the same colour theme. And put on some white opaque pantyhose.I went to the bathroom and took my...

2 years ago
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Crossedressed In best friends mom clothes 18

Part 18As I walked out of her office, I found my way to the elevator and went down again. I left the building and thought about her gorgeous nylon feet that I’d just massaged. I smelled my fingers and crossed the road to my parked light pink ‘Royce’ outside the cafe. I was so freaking horny thinking about her pretty nylon toes. I saw a girl with her friend taking pictures of my car. I unlocked the car and was about to get in, but then I thought ‘I’ve got black tinted windows all over’, only the...

3 years ago
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The Rogues Harem Book 1 Chapter 12 Shadows Tricks

Book One: Rogue's Sultry Harem Part Twelve: Shadow's Tricks By mypenname3000 Copyright 2018 Note: Thanks to B0b and WRC 264 for beta reading this. Chapter Thirty-Four: Shadow's Tricks Sven Falk – Forest of Lhes, The Strifelands of Zeutch “Las's cock,” I groaned, throwing Nathalie off of me. The former virgin rolled, on the ground, gasping in shock. Shadows surged around her, wiggling and writhing on the ground like angry snakes. I stared up at the faerie standing over me, her arms...

2 years ago
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Crossdressed In best friends mom clothes 5

I heard him put the stuff back and closed the door to my bedroom. He took his clothes off and went to bed right next to me. I was still fully clothed. Course i still had my pantyhose on and the flatten corset. “Good night Brian. Again im sorry” He turned away from me and fall asleep. I think i only slept an hour, and then i woke up. I couldn't really sleep because i still was drunk and felt dizzy. But I was so fucking horny after what happened with me and Nico. He was full on snoring right...

1 year ago
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Wife tricked

Wife Is Tricked Into Having Sex With My Black NeigWife Is Tricked Into Having Sex With My Black NeighborOne of my biggest fantasies was to watch my wife have sex with my neighbor who is black but my wife is a bit prudish and doesn’t believe in having sex outside the marriage. So there I am stuck with a fantasy that will never happen. Until the day I came up with the perfect plan.First let me describe my wife Sandy is 31 years old and only 5 foot 2 but built like a brickhouse. Long blond hair 34...

1 year ago
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Crossdressed In best friends mom clothes 3

I woke up the next morning alone in bed. I didn't had a clue what time it was. But my head felt somewhat sore. I can only remember climps of what happened last night. I then realized that i was still in her lingerie, and that the door stood open to the bedroom. As i laid there, i could hear a radio going in the background. “Good Morning!. The time is now 10:30 and your listening to Radio Morning Tunes” Then Queen with bohemian rhapsody started playing. I then heard Margret started singing, and...

3 years ago
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Crossedressed In best friends mom clothes 23

Part 23It was a long flight back home and I was very glad to have a seat in first class. I walked through the tunnel and into the airport. I went to get my suitcase and walked through customs. Then check my passport.“Did you have a nice flight, miss?”“Yes. Pretty long though!”He looked at me and then my passport. “I bet! Well, you’re clear, miss. Have a nice day!”“Thanks. Ehmm. I’ve got my car stashed in a hangar. Can you maybe help me get to it?”“Sorry miss. But ask at the airport security...

2 years ago
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Crossedressed In best friends mom clothes 22

Part 22The taste of cum and her sweet saliva was so good. Feeling her soft tongue twirl around mine was just the best feeling. I was for real kissing the women I had a crush on for a while now. It was magical. Mmmm, I open the buttons on her beige silk shirt and pop one of her big breasts out of her black bra. We stopped kissing and we were both breathing heavily from the excitement."Wow, Caroline...you're a really good kisser. Please untie me, sweety!"I got up and untied her hands and feet...

2 years ago
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Crossedressed In best friends mom clothes 20

Part 20We stepped out of the car and inside. Such an old yet classy place. Noah came with the suitcase. Lauren was talking to the receptionist and was handed 2 keycards. She turned around and gave me one.“Here, Caroline. The room number is on the card. Do what you like. I need to go with Jonas and Noah to their tuning factory to check up on some things. It's very important that this racing deal goes smoothly. So don't wait up for me!”I nodded “Ok miss. What about your suitcase?”“Take it into...

3 years ago
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Crossedressed In best friends mom clothes 16

Part 16He turned around and saw me sitting there on the bench with my champagne. He got a beer from the fridge and sat back down on the chair. He opened the beer and it foamed over. He drank from it and looked happy. “So I’m gonna tell you, Caroline...it was fun playing along, but did you really think you were the dominant type? Inside, I was laughing of that foolish attempt. How pathetic! I feel so tipsy about now, and you teasing me all night, made me so fucking horny. I think I’m gonna take...

1 year ago
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Crossdressed In best friends mom clothes 6

I woke up the next day pretty late again. My head was sore. But other then that i was fine. I walked passed Nico room and his stuff was already gone. I continued into the kitchen, were i see mom. I ran over and hugged her. “Hi sweety. How you been?” I sat down at the table. And Margret came with a cup of coffee. “Thanks. I've been a good girl mommy” “So you have? I drove my boy to the bus station this morning. But before that i see you sleeping in your own bed fully clothed as Caroline” I...

2 years ago
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Dirty Tricks

To say that Reed Pena had a complicated life was a huge understatement. He was from a branch of one of the most powerful families in Massachusetts, if not the entire United States, and was rubbing elbows with people who had more money in their bank accounts than 99.999% of the United States would earn in their entire lifetime. Money didn't matter to him, he had grown to not care about it or what it bought. Born the unwanted and unloved third son of Kevin and Penelope Clarence, he was...

3 years ago
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Crossroads A Young Hero

I walked through the headstones towards Dad's car. It was my car now after that accident. I was walking away from the double funeral for Mark and Carol Arrowstone. It was less than a week ago that I had come home to the cops sitting in my driveway to tell me that Mom and Dad had been in a car accident. The drunk driver that hit them was dead too. Standing next to the car was Mike Larter, Dad's lawyer. He was handling the reading of the will and the distribution of my parent's assets. I knew...

4 years ago
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Crossdress dreams come true

A seductive CD fulfills some of my secret fantasies. And I bring him pleasure into the bargain.Jeez, you bust your ass all year to be among the top sales people so you can get invited to the annual conference. Supposed to be in Hawaii or Vegas or somewhere exciting. And what happens? The company needs to save some money and holds it in the city where it's based. Cincinnati. For fuck's sake. I nearly didn't bother but there'd been some lay-offs already this year, so I decided I should go. You...

3 years ago
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Cross Dressers First Time

I was in my mid 40's and divorced and living a great life. I ran my own successful from home and lived in a large house in it's own grounds at least 5 miles from my nearest neighbour.Whilst I was single I had an active sex life having been lucky enough to know 3 ladies who were unattached and had no need for a long term relationships but were happy to meet up for sex or go away for a break all no strings attached. They all knew of each other and I was aware they saw other men or ladies if they...

2 years ago
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Cross Dresser Enslaved

CROSS DRESSER ENSLAVED A Fictional Account Of A Cross Dresser’s FantasiesPROLOGUEI am a cross dresser and a slave to my wife and her friends. Let me tell you how I got this way. Since I was a little boy, I liked being tied up. I had always had a petite, almost feminine body. When I was 15 years old I started dressing in my mother’s lingerie and fucking myself with whatever I could fit inside my ass. I also gave my first blow job to one of my friends. This was my only sexual experience with a...

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