Fulfilling A Girl's Male Fantasy : Part 2 free porn video

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Since our first meeting had gone so well, Jennifer and I started going out together. Other than the fact that in the bedroom I was the "man" only about half the time, it was a fairly normal relationship, apart from possibly being even more open with each other about our desires. One day a couple of months after our first encounter, we were both in her room talking and listening to music.

"Kat's having a party next weekend," she told me. Katrina, Kat for short, was one of her friends, who I got on with pretty well. "Will you be able to come?"

"Yeah, of course." I replied.

"Her parents will be away," she continued, not looking at me and starting to fidget with the carpet, "so we were talking about what we could do, and..."

"And what?" I asked when she came to a halt and began toying with her new tongue piercing.

"And... well, they know about, you know, what we do together..."

"Who's 'they?'" I asked, not really particularly joyful about the idea of all her friends knowing about me wearing her clothes.

"Oh, don't worry, I haven't told everyone, just those I really trust..." She still wasn't looking at me.

"Who?" I said, relieved, but curious anyway. I trusted her not to have told everyone if she said she hadn't.

"Just Katrina and Sophie. And Chandice. But no one else! They all get kind of turned on by guys dressed as girls too, you see..."

"Right, OK," I said. "So what was the idea for the weekend?"

"You don't have to do it if you don't want to you know, I'll understand," she said. I kept looking at her, waiting for her to finish. She took a deep breath and then said as fast as possible "Will you dress up for us four? It'll just be us, and then, you know, we can do our thing, they can watch, maybe join in..."

"Join in?"

"Well, if you don't want them too I'm sure they can do it themselves. Or with each other in Sophie and Chandice's case..." Sophie and Chandice were bi, and openly going out with each other, which caused them a bit of trouble at college, but they didn't seem to care.

"No," I said, after thinking. "No I don't mind if they join in. It could be fun a guess... Yeah, I'll do it." This earned me a hug and a kiss that knocked me back on to the floor, and then something more...

So the following Saturday Jennifer shaved me once again, and gave me the full beauty treatment of lotions and all sorts, jerking me off so I would last longer later, even giving me a dose of perfume, before we left for Katrina's house by bus. Luckily no one noticed that I was wearing perfume as my girlfriend wore the same and sat next to me. Although it was still fairly light, the curtains were drawn when we arrived, heavy metal playing fairly audibly as we rang the bell and were ushered in quickly by Jenny's friend.

My eyebrows raised and jaw dropped when I saw Katrina: I normally thought she was quite pretty, with a petite figure to rival Jenny's, but that night she looked stunning. Her very short, jet black hair was gelled up in spikes apart from the fringe sweeping down across the left of her face as usual. She was wearing a ring in her left nostril, big hoops in her ears and a tongue stud, but other than that she looked completely different. Her clear blue-grey eyes had heavy eye shadow, eyeliner and mascara along with black lipstick, then continuing the goth theme a dog collar with spikes that looked about two inches long, a metal spiral around her upper arm in the shape of a snake, then a black PVC bra to show off her pierced navel and the tattoo below it, with tight black lace-up PVC trousers, making it clear her had no underwear on, with high heeled boots to complete the outfit.

"Wow Kat," I said, "you look gorgeous."


"Thanks Jack," she smiled. "Or Jackie, as you will be for tonight. Come with me, I'll help you get changed, and Jenny needs to as well. Did you bring the stuff Jen?"

"Yep, it's in here," she replied holding up the bag I'd not been allowed to look in. We went upstairs into her room, and I began to undress while the girls got out the clothes they wanted me to wear.

"Oh, don't be silly Jack," Katrina told me when I stopped at my boxers. "I'm going to see it later anyway."

Reluctantly I pulled them off, but kept my parts hidden from her view despite what she'd said, and quickly got into the black lace briefs they had selected for me. Next on were a pair of black stockings with elastic tops so I didn't need suspenders, and then a bra, which Jenny filled with the small firm cushions we'd made to give me a vaguely realistic bust. The rest of it was a French maid's dress that showed my shoulders and cut away at the back, black with white frills around the edge and a white apron over the front of the very short skirt. I gave a little twirl for the girls and then sat down at the little table to let Katrina do my hair and make-up, while Jenny got changed into her outfit.

"Where are Sophie and Chandice, anyway?" I asked.

"Oh, I forgot to tell you," said Katrina, not entirely believably. "They've brought another friend, I hope you don't mind, they promised she can be trusted."

"Only one?" I asked, a little annoyed at having to perform for a stranger.

"Yeah only one. She's very nice. They're getting changed in my parents’ room and will meet us downstairs."

Jenny had joined me at the table, putting on a little eyeliner and some dark red lipstick. She looked fantastic too, her hair all down and wearing a red and black corset that pushed her beautiful breasts up, a very short black mini-skirt with red trim, black fishnet stockings with the suspender straps clearly visible under the skirt, and some bright red, very high stiletto shoes. All this came with a spiky dog collar and bracelets, although the spikes were a lot shorter than Kat's.

"You look amazing darling," I told her, and she grinned.

"So do you my sweet," she replied, mocking me a little, and stood up to attach the maid costume's headpiece to my newly gelled and styled hair. "Put your shoes on and I think we're ready." I did, slipping into the shiny black small-heeled shoes they'd got me, and all three of us carefully made our way down the stairs to the living room where the fun was to take place.

"It sounds like the others are already there," Kat said as we heard giggling, and she opened the door. "Everyone, this is Jackie."

A blanket had been laid out in the middle of the room, and on the far side sat Sophie and Chandice. Sophie was a little taller than her friends, and a little fleshier, which she was occasionally a bit anxious about, but I actually found her thick thighs and slight belly something of a turn on, and anyway they were more than made up for by her large E size breasts. She had long, bleached blonde dreadlocks, a nose stud, about three earrings in one ear and a whole load in another, as well as a pierced tongue and a ring through the right side of her bottom lip, today even more obvious as she had put on black lipstick to go with the heavy black eyeliner around her green eyes.

I also knew she had a long tattoo down the length of her arm, and Jenny told me another large one on her back, but for the moment these were hidden as she had dressed in her old school uniform, her bust straining at the barely-fitting white blouse with green and yellow tie, and the top of her thighs that were not covered by the white elasticised stockings she was wearing, and in fact her white knickers, were not entirely covered by the short green and yellow tartan skirt.

Chandice, her girlfriend, was almost as tall as her, but thinner and had Jamaican parents, so she was very dark skinned, with her hair cut to about chin length all around except her fringe, and dyed alternately red and left its natural black, to make stripes around her head. She had studs in both ears, a ring in the upper part of one, a pierced tongue (they'd all gone to get their tongues done together), and a stud in the centre of her bottom lip, which wore white lipstick, outlining her eyes with white eyeliner, and even her nails were painted white, forming a kind of negative image of her friends. This was especially true compared to Kat, as Chandice's outfit consisted of white vinyl front zipped hot pants with matching cropped jacket, the single button all that held her tits in, and white go-go boots.

However, neither of these were what caught my eye and caused my jaw to drop. Who did was the person with shoulder length blond hair dressed in a sexy white nurse's uniform, because despite the bulges on the chest and totally clean-shaven face, it was unmistakably their friend Nick. I turned to Jenny in shock, although I noticed Nick was doing the same to the two girls behind him.

"Come on Jack," my girlfriend said. "You're bisexual, so is he. And we'd like to see you together. You can walk away if you want though..."

"No, it's just that..." I began, then glanced at him again. He really did look good in that outfit, and I hadn't been with a guy since before Jenny and I had got together. So the end of my sentence was a bit mumbled: "I just wish you'd told me that's all."

"We had to have a bit of fun and surprise though, didn't we?" Katrina said grinning and leading me to the centre of the room where Nick was standing. "Right, for tonight this is Nicola, Jack, and Nick, this is Jackie. Don't be shy guys, and we'll reward you."

She stood back and there was silence, until one of the girls yelled: "Kiss then, lesbians!" and they all joined in. Awkwardly we put our hands on each other's waists and shoulders and leaned forwards, our lips meeting. It wasn't much at first, but I started to go a bit more passionate, and he reciprocated, pulling me closer, all our reservations disappearing as we let our desires take over, exploring each other's male bodies squeezed into women's clothes.

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Foursome 2 Shemales 1 Female and 1 Male

One day me and my girlfriend Sarah were discussing sex and I had brought up the subject of anal sex. She was against it. "There's no way I'd take it in the ass, I'm sure it'd hurt too much to enjoy it" she said."Not if you do it right" I told her."Oh, yeah? How many girls have you fucked in the ass and did they enjoy it?" she asked, trying to make a point."One or two in the past, before I met you and I think they enjoyed it" I explained."Very well but have you ever taken it in the ass?" she...

1 year ago
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Sexy shemale a fantasy cum true

I had known Teanna casually for about 2 years. I always thought she was cute. Around 5’ 4” with dishwater brown hair and athletic toned body. You should know, I get very horny very fast sometimes. Anyway,last week Teanna was walking home and I saw her. "You need a ride?" I asked her. "Yes please!" She replied. She opened the door and hoped in the Beamer. "Where do you live?" "Off fremont ." That was kinda were I lived. I started to drive off chatting with Teanna... We got to her house about 25...

3 years ago
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Sarah and Emily Sister Ponygirls

Sarah and EmilySister PonygirlsBy Sarah        Sarah and Emily awoke to the sounds of their collar chains rattling, and the sunlight beginning to filter into the barn where they were being kept.  The girls smiled to each other as they lay on their hay bed, playfully kissing each other as they awoke.  As they looked around their now familiar stall, their pussies moistened at the thought of what had passed, to lead them to their current lives.Chapter 1: Kidnapped and Transformed        Sarah and...

2 years ago
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Beautiful Shemale Sex Fantasy 8211 Part 1

Hello people, Leviathan here with my first story. To describe me, I am an average looking guy with a pint of femme body and many have said I have a great ass. Jumping into the story, this is purely a work of fiction. I request you all forgive me for grammatical and spelling errors. I made up a story by mixing a few of my fantasies and pint of my imagination, and a lot of horniness! It was around 8 pm. I set off for a 16-hour long journey to native, my train just arrived. After a fuss, I managed...

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2 years ago
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My Favourite fantasy A male perspective

A new friend wrote this for me after reading "My Favourite Fantasy" He puts himself in the place of the Dom in the story. I was very flattered he wrote it and would be interested in peoples' opinions - which i will pass on to him - Thanks A xxxMy Favourite Fantasy - My ProspectiveI am using your original story as a guide, so that you will know step by step what I was thinking this is my prospective of the events of that hot, hot summer morning. Feel free to copy and paste and distribute my...

3 years ago
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Fulfilling Indian Moms Sons Sexual Fantasies

One day I was talking to my frined about my mom and told him how sad she felt. He advised me to take her out whenever possible and spend some time with her. That day I got back home and asked my mom if she was interested going out for a movie. But she told no she was fine. Suddenly she recalled about a drama (Guj Play) which she loved watching. I told her we can go on Sunday and I will book tickets for her. She got very happy and I saw smile on her face. That day we sat and chatted for almost...

3 years ago
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A Shemale Fantasy and my Wife Part 1

Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to bed. It's the same thing you've heard from couples who have been married for ten years. The excitement level no longer exceeds sexual intercourse more then once a week. It becomes frustrating at times because I've always been the type who wants to try new...

2 years ago
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A Shemale Fantasy and my Wife Part 1

Introduction: I didnt know what I was in for. But what a ride. I was always a sexually open individual. But in my world sexual expression wasnt really part of my routine. Im a 35 year old married man. My wife and I met back in high school and have been together ever since. Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to...

3 years ago
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Fantasy Girls

Fantasy Girls By JoannaCD It had been a long day of traveling and meetings but I wasn't tired despite the fact that was precisely the excuse that I used for not joining my local business associates for dinner. I could feel my pulse racing and I almost couldn't control the trembling in my hand as I signed the registration at the motel. "Need directions to the room, sir?" "No, that's alright," I replied, and I noticed that my voice sounded strange to me. My throat was dry and it...

3 years ago
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Fulfilling An Ambition

Fulfilling An AmbitionYou and I had been talking about this for months, but you had been quietly harboring this ambition for years. Nobody ever quite knew about the thoughts that went through your head in your private moments, especially those quiet Sunday mornings when you were on your own in bed. You would be in that sensual space between sleep and wakefulness when it is so much easier to escape to ones fantasy world. Quite where you got your ideas from you’ve never been certain, as you’ve...

3 years ago
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Fulfilling my babys fantacy

Fulfilling my babys fantacyYou and I have been having trouble letting each other know what our fantasy's are.You finally told me about your transsexual interests thinking that I would think your weird.But was happily surprised that I fully supported you.We had been chatting with fairdesire for a few months and I wanted soo badly for you to fulfill your fantasy.I seen several raffles for to win trips over seas and bought several.I WON THREE !!!!!Oh my goodness, I had a hard time keeping my mouth...

1 year ago
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Fulfilling Girlfriend8217s Last Wish Before Breakup

Hi everybody, this is Sameer. I am an Engineering Graduate, searching for Job, residing in Chennai. My life until now isnt going right. I am searching for job for an year after my graduation and still cant get one. While I am in my room, I received a text from my love, Sherin. She is the most beautiful girl I have ever seen. She lives in my native Thanjavur, and my distant relation. Even though we were from different colleges, I was using every opportunity to see her and spend time with her. We...

3 years ago
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A Shemale Fantasy and my Wife Part 2

About an hour later my phone vibrated once again. It was from Carol. This time she had send me a picture of a shemale. The text read "do you think she's hot?" I responded with a YES! And I meant it. This shemale had beautiful big tits and a pretty big dick. In fact it may have been a bit bigger then mine. This was really starting to get interesting, just like Carol had promised. She was texting me dirty pictures and being really naughty. I loved it. I wanted to be naughty just...

4 years ago
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A Shemale Fantasy and my Wife Part 2

Introduction: I didnt know what I was in for. But what a ride I arrived at work, walked into my office and settled in for the day. Just as I was checking emails on my computer my phone vibrated. I took a look. It was a text from Carol. In closed was a picture of her laying in bed totally nude with her legs spread. The text read, my tight wet pussy is waiting for you. I instantly got horny. I would never dreamed Carol would send me a picture like that. I texted back I cant wait to stick my dick...

2 years ago
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shemale fantasy ive read before and dream

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

1 year ago
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TGirlsxxx

Tgirls.xxx aka shemale.xxx! There are plenty of great tranny sites out there, but there are also those that fall way short. But when it comes to the hottest premium shemale porn, there is every reason for you to choose Tgirls.xxx. I wasn’t sure of what I was getting myself into the first time I saw the site, but once I landed on the tour page, I realized that Tgirls.xxx is part of the Grooby Production network that specializes in hot transsexual porn and exclusive content. Now, anyone familiar...

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1 year ago
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Black TGirls

This next premium site is going to be a real treat for anybody who likes to jack off on their lunch break while also enjoying a big, fat sausage. Black-Tgirls is exactly what it sounds like, and Black Tgirls are exactly what you’re going to find there. As much as I appreciate clever porn site titles, I like the no-bullshit approach here. Nobody is going to be surprised to see all the ding-a-lings on these Ebony whores unless they’re illiterate.The tagline at the top of their landing page calls...

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3 years ago
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A Shemale Fantasy and my wife Part 3

Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldn't stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite breakfast, bacon and eggs. As I began to walk up the stairs I could hear moans coming from our bedroom. They weren't Carols. I walked into the room to see Carol totally nude, with her...

4 years ago
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A Shemale Fantasy and my wife Part 3

Introduction: I didnt know what I was in for. But what a ride After our night of raw sexuality, I started to look at Carol in a all new way. She wasnt just my wife, now she was so much more. Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldnt stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite...

1 year ago
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Malena

Malena sat thinking about her sister, Makaela. Malena had just watched her sister being thoroughly spanked. Her sister bent over a chair, while her mother had stood behind her with a wicked switch. The house was filled with the ‘swishhh’ of the switch, and Makaela’s shrill screams of promising to be a good girl and begging for it to stop. Her mother did not stop spanking Makaela until every inch of her bottom and upper thighs were crimson. Malena looked almost exactly like her sister....

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