A Little Crossdressing Fantasy Tale free porn video

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----- A Little Crossdressing Fantasy Tale ----- It was an ordinary Saturday lunchtime for Edward, he was having lunch at a restaurant with his female friend Lisa. He was a young 24 and she a young 25, their relative closeness in age a result of both meeting at first year of Uni. Their conversation was halted somewhat when Lisa spotted two of her friends, Sarah who was a juvenile 18, and Ellie a more mature 22 year old. "Hey you two!" The two came over to the table where Ed and Lisa were sat. "Hi Lisa, Hi Ed," the two chimed. "Sit down, sit down," Lisa urged and beckoned to 2 adjacent seats. "How's things? I see you've been shopping." "Good good, yeah, we got some good bargains too." The three women chattered and tried to involve Ed where they could, though the chatter was of a feminine nature. "I love your skirt, Ellie," effused Lisa "It's lovely isn't it, I got it a couple of weeks ago." "It is so cute on you, really pretty, don't you think so Ed?" "Wha... oh yes, it's very pretty, looks lovely on you," Ed was slightly flustered by the female chatter, what did he know about skirts? "Well it wouldn't look very pretty on you Ed, unless..." Ellie winked. The three women giggled. "Yeah we'd have our work cut out to get Ed in that skirt," they laughed. "Aww sorry Ed, we're just teasing, ignore us," said Sarah. "You know, I think Ed's secretly enjoying the tease, if I didn't know better," Ellie teased further. "Yeah, your skirts knock-out, but I would look better in it." Ed fought back a little, then instantly regretted what he said. That sounded like a dare, he hoped it hadn't registered with Ellie. "Oh? Well we can fix that, can't we girls." Ellie looked for confirmation from the other women. They grinned and nodded to each other. "Sure, we can fix that," said Sarah. Oh shit... what have I done, thought Edward to himself. The three women noticed the look of trepidation on his face, which made them laugh that little bit harder. "Hey, you's aren't doing anything this afternoon are you?" Ellie enquired of Lisa and Ed. "No, are you?" Ellie looked at Sarah in acknowledgement. "No we're free all afternoon." "Why don't we continue shopping, we could drag poor Ed along!" said Sarah. "You don't mind do you Ed?" "Erm... well I guess." "We'll get you a skirt as pretty as Ellie's, I promise." The three giggled. What had Edward done? Him and his big mouth. The group of 4 left the restaurant after paying up. And headed to the shops. They made their way into the first shop along their way, which also had a sale on. The women perused the clothing, while Ed hung around, rather self-consciously. The women chattered among themselves and finally called over to Edward. "Hey Ed, come here." "What is it?" Ed came over. "What do you think of this skirt, it's really pretty don't you think?" "Erm... I guess so." "And Ed, you did say earlier... and look here, they have it in a size that will fit you, isn't that lucky! What do you say girls?" "Let's get it! Are you up for some fun, poor Edward?" Edward knew he was in for it now, him and his big mouth. The women couldn't not giggle together at the expression on his face. "Now we need to find you something pretty to go on top," chipped in Sarah. "I saw a darling blouse earlier, let's go buy this skirt, then we'll go get that," said Ellie. They bought the skirt, and headed out to the shop where Ellie had seen the most darling blouse, as she put it. That was soon purchased as well. "We're gonna have to go the whole way with this, you know girls, we'll have to get him some underwear." "Yes!" exclaimed all 3 women. They headed over to a lingerie store, and set about finding the most feminine underwear they could for Ed, it was 'a mission'. "This bra and and panties set are to die for, and they'll fit him," the women settled on a pink lacey bra and pantie set, with ruffle trim for extra femininity. "And notice, the panties aren't too skimpy, so he'll have room to tuck, err, himself in." The 3 women laughed at that. "Poor Ed!" "Lucky Ed!" ----- Little shopping expedition over, for now, this time, the foursome headed back to Lisa's apartment. Oh poor/lucky Edward, what has he let himself in for. They entered the apartment, and they placed their bags down. "Who wants a drink?" chirped Lisa. "Me," everyone else replied. "I'll go open a bottle of wine then, white okay for everyone?" "Lush." They all had a drink and chatted about other things, as if to lull Edward into a false sense of security, or keep him on the hook longer. After they each had finished their glass of Chardonnay, Lisa spoke up. "Well, we won't put this off any longer shall we girls?" she said looking at Edward, smiling. "Y'know, you did kind of force our hands, you shouldn't have said Ellies skirt would look prettier on you, you asked for it." "But...." "Resistance is futile, dear Edward," said Sarah. "Come on, we've got work to do, and you've got a shower to take Ed." "Why?" asked Ed. "We've got to get rid of that icky man hair, if you're to look pretty, and you want to look pretty don't you?" Three against one, Ed's odds weren't good, so he submitted himself to his feminine fate. "Look in the cabinet, you'll get a new razor in there, we want everything gone, and I mean everything," Lisa said in a faux stern voice. The three women chuckled. Ed, resigned to his fate obliged, and headed to the bathroom, pausing to collect a bath towel Lisa handed him. He locked the bathroom door behind him, and started to undress, trembling slightly, and found a new disposable razor from a multi-pack in the cabinet. He ran the shower for a moment, and stepped under it to get wet, and found a bottle of foam to shave with. With slightly shaky hands he then went about shaving everything, as instructed. Rinsed off, and hairless below the neck, Edward stepped out of the shower and set about drying himself off. His legs looked weird all fresh and smooth, but it wasn't dislikeable, it felt sorta nice. Dried off, he wrapped the towel around himself, and unlocked the bathroom door and stepped into the hall. The three women were waiting in the living room for him, and looked around when they heard the door unlock. "He's even wrapped the towel around like a girl!" laughed Sarah, the others joining in the apparent hilarity. "Aww, bless." Edward blushed. "Now come with us through to the bedroom Edward," said Lisa. "Well we can't call you Edward can we though, Lisa?" "That's right, we decided that instead of Edward, you're now Samantha, I think that's more appropriate, eh girls." The three nodded, and Edw... Samantha blushed harder. "Now, come through, and we'll get you looking all ladylike." Lisa led Samantha through to her bedroom, the others in tow. "Here's your new underwear Samantha, go take it through to the bathroom and put it on, we'll wait here," instructed Lisa. "Come out and show us when you've got it on," chimed in Ellie. "Don't forget to tuck yourself in!" added Sarah with a suppressed giggle. Samantha, resigned to her fate, did as instructed, and took the matching bra and panties through to the bathroom, noticing a chill on her legs as she did so. The panties were easy enough to get on, and Samantha managed to tuck the offending manhood back and under satisfactorily. The bra was a little bit of a dilemma though, with having no such experience of putting one on before. But with a little thought and application of engineering, it was soon on. Samantha braced herself, and stepped out of the room to face the women. "Oh you look divine!" "Beautiful." "He's even got the bra on properly, I think he must have done this before, don't you think?" All three laughed. Samantha blushed. "You're so smooth Samantha, doesn't it feel lovely?" asked Ellie. "Well... I guess," replied Samantha. "Not one for many words just now are we? That's ok." "Here, now we'll get you in that pretty skirt, it's going to look super on you, I can tell," Lisa handed him the skirt. It was black, figure hugging cut, with a subtle floral design through it. Samantha sat on the edge of the bed, and placed either leg into the skirt, and stood up to pull it up to the waist. Fastening it at the front and swivelling it around to sit in place, rather too expertly. The women noticed. "Are you sure you haven't done this before... hmm." Lisa looked curiously at the other women. "She's a little too good at this I think, I'm suspicious," said Sarah. "I haven't done this before, honestly," insisted Samantha. "The lady doth protest too much methinks," observed Ellie. "Come on, now the blouse," Lisa held up the blouse for Samantha. It was ivory, with sheer pouffy sleeves, and a high neck, replete with a bow, and dainty buttons down the front. Samantha donned the blouse, and did-up the buttons, finalising with straightening the bow on the front of the neck. "Beautiful woman you!" cried Ellie. "Give us a twirl!" cried Sarah. "You look soo divine, girl," cried Lisa. "Go on, give us a twirl, girl," repeated Sarah. Samantha blushed and obliged, giving a twirl for the girls. "Bravo!" "But girls, we're missing something, she needs heels, and I've got just the pair," said Lisa, going over to her closet. She had a rummage in her closet, and stood up, turning around to produce a pair of 4" black high heel court shoes. "These will work, you should be fine Samantha, you're only one size bigger than me, and anyway, a girl's gotta suffer to look good, the sooner you learn that the better." The others laughed. "Too right". "Sit down and I'll get them on you," commanded Lisa. Samantha obliged again, and sat on the edge of the bed, while Lisa knelt down and placed the heels on Samantha's feet, albeit with a squeeze. "Stand up." Samantha stood up, a little unsteadily. "Now walk through to the living room, and back through here, see how you walk in them." Samantha did as told and walked gingerly through to the living room and back through to the bedroom. The girls giggled at the awkwardness of motion. "Hmm, we'll have to work on your deportment I see, but we have time." "We do?" asked Samantha, looking at Lisa. "Sure we do, you don't think this is a one-off do you?" "I... I...." "Of course it isn't, you're having fun aren't you, you're a natural," Lisa interrupted. "Eh girls, this is just the beginning right?." "Sure is, we have work to do with you Samantha, but don't look look like that, you'll thank us in the end." "She sure will," added Ellie. "And who knows, once we've got you the right wig, and taught you the secrets of good make-up application... you'll be irresistible to the guys," said Lisa. The other two women nodded in agreement. "We've got plans for you, and you know you can't resist us... Don't worry girl, you'll go far with us by your side." ----- The End -----

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Crossdressing Fun From A Womans Point of View

I have enjoyed reading the stories written by men to get a better understanding of what it is like to crossdress. As a woman, I find that I really enjoy and am very aroused with a feminized man. I guess I have always been a bit of a tomboy and enjoy doing athletic things, so being with a man that is the opposite seems natural to me. I used to play gender swap cross dress role play with my ex boyfriend. It started one afternoon when he came back from playing basketball. I had just finished...

Crossdressing
1 year ago
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Wifes Crossdressing Fantasy

This is a work of fiction. Any resemblance to persons or incidents is coincidental. My adventure began while I was a senior in high school. My mother took me to the dentist. It was late afternoon and shortly after I was called into the examination room the receptionist and assistant went home. The dentist then closed the door of the room we were in. He walked over to me and started making small talk… I guess to make me feel at ease. We talked about many things. He told me I was cute and that...

2 years ago
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Ashleys Crossdressing Adventures

It's Sunday and Mommy wants to hear what sissy things I have been up to, and don't leave anything out Sissy Ash, Don't be shy, out with it sissy, I already know you love being a complete sissy!Did you buy anything sissy? Yes Mommy, I did, I want to hear, everything you bought you little sissy, let mommy remove your bra, to access your sissy nipples,Mommy I bought 4 pairs of sheer nylon panties to add to my collection, pink, blue, white and yellow.What else sissy? I ordered 3 packages of...

Crossdressing
2 years ago
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First time crossdressing with a friend

My lovely new Malaysian friend emerged from the bathroom, moving shyly in the low light. He was wearing thigh-high stockings, cute little panties and a matching top that was tied at the front.My heart leaped at this gorgeous sight. He had advertised that he wanted to hook up with someone who appreciated fembois, and I was very eager to indulge his fantasies and mine!We had agreed that we were going to enjoy a girl's night together, and so he started playing some lesbian porn on his computer....

Crossdressing
3 years ago
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Sex with a crossdressing in a public toilet

Friday came and I'd bought a new outfit just for the occasion. I slipped into my low rise boy shorts (black with white spots and white lacing), tucking my penis in where it wouldn't get in the way of course. I put on my matching bra, filling it with my C cup breast forms and then put on my black stockings with pink ribbon at the top, pulling them all the way up my thighs. I put on my very short black skirt next, sliding it up so far as to just barely cover my rear end. Fortunately, I'd...

3 years ago
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Crossdressing Domina gets a new slave

I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained. I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager to be trained under my heels. The first time I saw him I had brief fantasies of my hands and mouth exploring every inch of his petite and...

3 years ago
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Forced Crossdressing Stories

All of these stories share a central theme of Crossdressing. Rather than add yet another story for one of my ideas, new ones will now go here. I'm making the call, out loud, for additional authors to add their own threads and work with me. I would love anyone interested in any of these stories or my previous ones to add their own threads. If writing isn't your thing but you have ideas, send me a message. I'd love to hear of anything you come up with.

Transsexual
4 years ago
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Crossdressing for sex

The act of crossdressing for sex is incredibly arousing. It gets me in the mood for the debauchery to come and allows me to come Brooke the cock loving whore. Even having been dressing for over twenty years, I still look forward to it. Adding to the experience I like to dress while my lover waits in another room. I want them to sit there thinking about what I am doing, what I’m putting on, what I will look like when I enter the room. I want their imagination to flow, and I want their cock...

3 years ago
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An Introduction To Crossdressing The Finale

Reliving our evening’s events had Jackie and Chandra pretty worked up. “You girls seem to be getting a little excited," I stated. "Are you ready for some more fun?” Simultaneously they both grunted, “Yes we are!” I leaned across the table to find them both holding the others cock and slowly working each other into a frenzy. “You should probably save some of that for back at the hotel, before you run dry,” I said. But that didn’t seem to deter their enthusiasm, until Susan walked up. “I’m done...

Crossdressing
3 years ago
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An Introduction to Crossdressing Pt 6

After Steven leaves me at the table with Jackie and his new friend Chandra, I start to fill them in on the details. I tell them, “It’s really Jackie’s fault that I got fucked so good; since he was being so aggressive with his dance partner, I got jealous and grabbed Steven’s ass.” Then I continued with, “This led to Steven grabbing mine beneath my skirt, and then stroking my cock and balls under my panties.” Jackie interrupted with, “Forget about the dance floor, tell us what happened in the...

Crossdressing
4 years ago
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An Introduction to Crossdressing Pt 4

In Part 3, Jackie and I had our way with each other for the first time and then headed to the shower to ‘clean up’. As I was removing my feminine attributes - the wig, makeup and lingerie - it occurred to me that even without those items I still felt rather girly. Previously whenever I would change out of my lingerie back into my man clothes, my attitude would change as well. Maybe my attitude hadn’t changed this time since I had dressed all the way and given myself completely as a woman....

Crossdressing
2 years ago
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Bookstore Crossdressing

It was at an adult book store in the north part of Denver. I had just gotten a nice pair of stockings with the latex band to keep them up and I had a hot pair of heels that brought out the tramp in me. I always entered the store with the heels tucked in my jacket, so they weren’t that noticeable. Once I was inside a booth, the heels came out the clothes came off and the slut came out. The hallway was empty where the booths were so I ducked into the booth that had a video of a luscious...

Crossdressing
3 years ago
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Married Crossdressing Fun Ch 3

“Mikki?” Caz asked. “Yeah, babe?” “I’ve been thinking...” “Always a dangerous thing,” I said, cheekily. “Yeah, whatever. Seriously, I’ve been thinking about what happens next.” “What do you mean, what happens next?” “Well, you are really beautiful but I was thinking of stepping it up a notch.” My wife Caz is the most beautiful woman I know. I love her with all my heart. She is sexually voracious. We played a little game a while ago. She saw how turned on I got when she treated me like a bitch...

Crossdressing
2 years ago
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Married Crossdressing Fun Ch 2

Caz and I had been living in our new home for about two months. Our life was wonderful. We loved each other more deeply every day. Caz enjoyed her new job and she was really good at it. She was a beautiful, sexy woman and in the field of international finance surrounded by mainly middle-aged men, she had the advantage and wasn’t ashamed to use it to further her cause. Her company was making record profits and she had already had a pay rise. She was also in line to get a huge bonus at the end of...

Crossdressing
4 years ago
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Married Crossdressing Fun Ch 1

I was lying on our marital bed blindfolded, with my hands cuffed to the bedhead, wearing a pair of sheer black knickers. I was waiting for my beautiful wife to come home from her date with Antwan, her big black lover. I thought back to how this all began. Caz and I met when we were both studying at the State University. I was doing an MBA having completed my degree in Business. She was finishing her degree in International Finance. She was the most beautiful woman I had seen and I thought I had...

Crossdressing
2 years ago
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An Introduction to Crossdressing Pt 3

As I was following Jackie to the hotel I couldn’t stop looking in the rear view mirror at what was a complete transformation in my mind. I kept doing that thing where you look away and then back hoping to catch your reflection not keeping up with you because you are sure it is not you. It is probably a good thing that there were not very many cars on the road since I wasn’t paying any attention to it while I was admiring myself. I did see Jackie’s turn signal and brake lights just in time to...

Crossdressing
2 years ago
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An Introduction to Crossdressing Pt 2

So as Jacky was going through his story about how we ended up in this shop, I started to look around. I found that my initial belief that the shop was just a hair dresser was completely wrong. The shop was split in two, long ways, with the left side having about four stations for regular hair work, two stations for nails and a couple of closed rooms for massages, waxing and tanning. The right side had several racks of all sorts of women’s clothes including lingerie, dresses, shoes, wigs and...

Crossdressing
3 years ago
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Crossdressing at the truck stop

Hello this is my first story I really hope you enjoy it I am a crossdressing truck driver and with my job I have a lot of time to enjoy dressing up in my truck. One night I was all dressed up in one of my sexy outfits watching some porn and thinking about trying to find a nice hard cock to suck. So I put an ad on Craigslist and got a few but none of them wanted to come to me then I got a message from a guy, he said that he was a driver and was at the truck stop. I ask him what he wanted to do...

3 years ago
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A Crossdressing Story

***A crossdressing story***(All characters are fictitious...maybe…!)I had been dressing for a number of months when this adventure occurred. While I felt that I was learning the basics of makeup and dressing, I needed some expert advice and so I placed an AD in a local TV/TS newspaper for an understanding woman to help me with my feminine side. Little did I know what an erotic journey this would take me on! I got a number of good responses, but the best came from a woman named Debbi. Her...

2 years ago
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Steve the Crossdressing Cat Lover

My boyfriend, Steve, has a lot of cats. I can't tell you exactly how many because the little critters come and go out the pet door and scatter as their furry little paws please.Steve lives on a farm. Well, it's kind of a farm. I mean, he has a lot of land, but he doesn't exactly grow anything on it except cats from what I've seen. And he has a barn, too. You'd think with all that land Steve has that he'd keep a couple of horses to ride but no. The barn is filled with cats that curl up and sleep...

Crossdressing
4 years ago
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Crossdressing at the cinema

I placed an advert on Craigslist as I fancied something new. I'd been crossdressing for a while and had met a few people for fun but wanted to try something a bit more exciting. My advert was looking for someone to meet in public for sex with me dressed in lingerie. A few replies came but the one that caught my eye wanted to meet in an adult cinema in London near city road. I heard of this place and fancied trying it out. We agreed to meet at 11am in a coffee shop nearby and go to the cinema...

2 years ago
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Crossdressing internet ad part 1

I have been crossdressing for several years mostly at home going to the theaters some and to local bars. I was on my way to the Theater one night and stop at a service station and was being hit on by a couple different guys. I flirted back a little then one guy came up to me at the gas pump and said I would love to eat that pussy. I smiled and said maybe next time. When I got home it got me thinking that maybe I should go on a CD date. I looked on a couple dating and personal sites and one...

3 years ago
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Kissing Crossdressing Cousins

For as long as I can remember, I have always been drawn to wearing women's clothing. When I was 4 years old, my mother would take me shopping and I would throw tantrums if my she didn't take me to look at the girls clothes too. I would try on pants but only on one condition: I got to look at the dresses when we were done!When I was 5 years old, I wanted to be Princess Leia for Halloween. My mother thought it was adorable and was more than happy to buy me the costume. The following year, I...

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