Cross Dressing Adventures free porn video

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Driving up to the house I think to myself, do I really want to do this?
I met Carl at a conference about two months ago. We had a few drinks and laughs; he was pretty cool. We got drunk one night and went to his room. We were laughing and being silly when he knocked over his suitcase and a pair of pantyhose fell out. I picked them up and held them in front of me like I was modeling them. He laughed and dared me to put them on. I said what the hell, dropped my pants and put them on as he sat in the chair in the corner, watching. So there I was in a white button-down shirt and a pair of black pantyhose. Carl started chanting for me to tease him, tease him. We were both laughing, so I put on a little show. All kinds of poses, on all fours, legs crossed, things like that. When I put my feet on the floor and bent over on the bed with my ass facing him, he got up and delivered a stinging slap to my ass.
“You think that’s funny, do you? Try this!” I jumped up onto the bed and laid on my back, grabbing my ankles. I didn’t realize he dropped his pants and had a raging hard on. Before I knew it he was pressing his cock against the pantyhose like he was trying to get it into my ass. I sat up, my feet on the floor, his cock staring me right in the face. I put my hand on his chest, eased him back, and put him in the chair. His huge hard cock was pointing straight up; he had no pants on and I was in a pair of pantyhose. The look on his face was lustful and hopeful all at the same time. I stood between his thighs and started to rub my own hard cock against his. He spread his legs a little wider and I spun around, rubbing my ass on his cock and balls. Placing my hands on his knees and bending forward I started to slide up and down. He put his hands on my hips, grinding on me. Not long after that his cock exploded and he shot his load all over my ass. I turned to look at him and his head was back, still lost in orgasm. I slowly stood, stripping out of the pantyhose, which I d****d around his neck, and finally, he straightened and opened his eyes. He smiled, winked, and passed out cold. I left him in the chair and quietly let myself out, returning to my own room.
I saw him the next morning and he asked if he could call me. He asked in front of colleagues, so I handed him my business card feeling cornered. The first time he called me, I kind of blew him off. A couple of days later he sent me a text telling me how much he enjoyed our little fling and he hoped it stayed between us. I let him know I was cool with it and no one would ever know. About two weeks later my cell rang. Carl was drinking and dialing. He told me that he would love to see me in some pantyhose putting on the show I gave him at the hotel. I thought to myself, what the hell; I gave him my webcam address and gave him his show. The next morning I got a message thanking me for the night before. I texted back that it was no problem. A few days later Carl sent me a package. I couldn’t believe what I found in the box: a complete woman’s outfit with black dress, patent leather heels, lacy panties, a bodysuit, pantyhose and a wig.
Staring at the box on the floor I took out the pantyhose. Having a bit of a pantyhose fetish anyway I rubbed them on my face. I have loved the look and feel of them on a woman and have even worn a pair once in a while. It’s strange when I put them on how I feel, they make my legs feel so smooth. I just never expect to put them on in front of a guy and rub on him with them one. Guess it is true that drinking makes the things you want to do easier to do. I was exciting to have a guy want me as much as I have wanted women. I am getting hard just thinking about it. Pulling all the cloths out of the box I put them on one piece at a time. First the panties, they seem a bit small, they don’t cover my cock and balls very well. Checking myself out in the mirror it just seems they are just kind of hanging out. I sit and watch in the mirror as I put on the pantyhose, first sliding them over my foot and up my leg. Getting both legs on and standing I pull them all the way up. The material is conforming to me, I can feel it rubbing on my balls not covered by the panties.
Now the dress, pulling it down over my head I put my arms through the sleeves and pull it down. I act like a woman while modeling it admiring myself. Standing one leg straight, and bending the other; up on my toe. Damn my legs are sexy looking.
The shoes are next; I slide one toe in and balance myself. Never wearing heels before it is a bit of a challenged to get the other on without falling over. Surprised by how well they fit I look up and see what I look like in the mirror. WOW, I think to myself I think I would like to fuck me if I could. I have always wondered what it would feel like to be fucked; being bent over or on my back with somebody driving a hard cock in my ass. I have used dildos in the past but it just seems to be missing something. Thinking back to Carl and rubbing my ass on his cock makes me hard, damn getting fucking in the ass could be fun. Giving control to somebody else and just taking it.
The final piece of the outfit is the wig. I put it on and have trouble making it fit just right. Once I do I realize I look like a woman. A woman that doesn’t exist has no ties or worries. I can be somebody else. I can be that sexy hot chick that put out with who I want when I want.
I called Carl and told him to hit me up on my cam. It didn’t take him long to get logged on. Of course all he could see was the bed.
The stuff sat in the box for a week. One night I was sitting at home drinking, staring at the box and thinking to myself, let’s see what I look like in all that stuff. I opened the box and put all the clothes on. The dress had long sleeves and came down to almost my knees. The panties were silky and lacey. The pantyhose were black as well with the crotch missing. The heels were about three inches tall, and fit surprisingly well. The wig was blonde and short. I called Carl and told him to hit me up on my cam. It didn’t take him long to get logged on. Of course all he could see was the bed.
“Where are you?” he asked.
I walked in front of the bed and watched as his jaw dropped. He didn’t say a word while I put on a sexy show for him showing off my flexibility. After about a half-hour I started to hear some moans and realized he was stroking himself. I kept going until he finished. At that point he tried to convince me to meet him at his vacation house in the mountains for a get together. I finally gave in and agreed. He gave me the directions and I told him I would see him Thursday night.
So here I stand wearing the same clothes I showed off to him nearly a week ago. He calls to let me know he is on his way. I hang up the phone and stare out the window that seems to take up the entire wall. The view is amazing. I can see the lighting in the distance as it begins to rain. Just as I hear the door slam outside telling me that Carl has arrived, the lights go out with a violent crash of thunder. I stand, staring out the window, not moving. Quietly, Carl walks up behind me and wraps his arms around my waist. I feel his wet mouth on my neck. Running his hands over my body and down my sides he fondles my ass as the thunder gets louder. The flashes from the storm outside light up the room. He whirls me around and looks me in the eye, but I don’t say a word. I reach for his belt and undo his pants, sliding them to the floor. I drop to my knees, taking his boxers down with me. He takes off his shirt and tosses it in the corner. His cock is hard as granite; I waste no time taking it into my mouth. Carl moans as he puts his hands on my head driving his cock deep into my mouth. I can smell what seems to cologne, not a sharp smell but an inviting musky smell. For a moment I look up at him in confusion; his cocks tastes like berries. He looks down at me and the next flash of lightning shows me his sparkling eyes as he tells me he wanted to taste good, so he rubbed some flavored lotion on his cock. I continue to stare up at him as I swallow his cock, my chin touching his balls. The crashes of thunder shake the house as flashes of lightning illuminate the room. I grab Carl’s ass and start to work his cock over. He is way into it and starts to fuck my mouth, drool running down my chin.
I abruptly stop sucking on his cock and stand in front of him; he looks disappointed. I wink at him and sashay over to the couch. I sprawl on my back and grab my ankles throwing them high in the air. Carl notices I’m not wearing the lacy panties. He walks over to me and kneels, spying the bottle of lube next to me. He grabs the bottle and pours some into his hand. Putting his hand just under my balls he starts to rub my crotch. His hands are cold, and I shiver when he touches me but they warm quickly. He rubs the lube in to the crack of my ass in an up and down motion. On his last pass by he stops and puts the tip of his finger against my hole; my ass opens and sucks his finger in. Sliding his finger in and out he finger fucks me until I am good and warm. While he is finger fucking me he is rubbing his cock with his other hand covering it with lube making it rock hard. Moving toward me he presses his cock against my ass, thinking he needs to take his time and go slow, but my ass opens right up and sucks the head of his cock in. He looks at me for a moment not knowing what to do next.
The next lightning flash is brilliant, lighting up my face. I know my eyes are glittering when I tell him, “Just fuck me. Fuck me now.”
Thunder crashes and he drives into me, like he’s angry his balls slapping against mine didn’t cause the sound. The storm is getting more and more intense. Lighting strikes so fast it looks like a giant strobe light. Everything seems to slow down, lying there on my back being fucked mercilessly. The feeling of the rumbling thunder as it shakes the house, Carl pumping my ass and sweating. I can still taste the berry lotion on my lips from sucking on his cock, but now as he fucks me sweat is dripping off his nose and lands on my face. My whole world is salt and sweet, thunder and lightning, and Carl between my legs.
I am able to get my legs up in the air and put them on his shoulders. I lock my feet behind his head. He rubs his cheek against my pantyhose covered legs then starts to lick them. I can feel the pressure and the wetness of his tongue as he goes back and forth between my right and left legs, his hands gripping my hips, slamming his cock into my ass as hard and deep as he can. His pace slows as he runs out of steam, neither of us any closer to release. He is sweating hard, water dripping from his nose and his chin just as the rain outside drips from the eaves and downspouts. Every so often a drop lands on my face.
As his pace slow his hands slide from my hips to my ass and then up the back of my legs. The feel of the pantyhose is erotic to him, and I can feel his cock swell inside me. His touch through the pantyhose makes me feel like a slut, his cock buried deep in my ass throbbing. Rubbing his hands up and down my legs his pumping of my ass slows as the storm outside has. The flashing of lightning isn’t as often and the crashes of thunder seem distant. The wind has picked up and the sound of rain lashing the window is loud. Carl grabs my thighs just above my knees. He seems a bit more focused and starts to pump me a little harder. As his thrusting increases, the storm picks up again. Thunder, lightning, heavy rain and a howling wind with so much force it feels like it will blow the house away kicks up and roars around us.
Carl moves his hands behind my knees and presses my legs down until I’m bent in half. He fucks me to the rhythm of the storm and both are relentless, unforgiving. In the flickering streaks of lightning I can see his face; he is about to spray his load in my ass. A few more pumps, a loud rumbling snarl of thunder, and Carl lets out a moan while filling my ass with his cum. As it starts to drip down my ass he notices my rock hard cock. I still haven’t cum. He wraps his big hand around me and with a few quick strokes and a strangled cry, I send my load straight into the air, its warm wetness falling to my chest fouling the dress I’m wearing.
Pulling his cock from my ass Carl stands up, looks at me, and says, “Dirty little slut,” under his breath and heads up stairs to shower. I lay on the couch for a bit relaxing, listening to the rain. With a flicker the power comes back on, and with lights on everywhere. I head to the shower just down the hall with the words dirty little slut echoing in my head. I have fucked girls in the ass before, now I know how it feels, and I liked it.

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                               The Rupert Family Adventures 01        It was hard to believe that only last evening the entire family was having dinner and discussing their daughter‘s private diary. Ralph and Arlene had both read it from cover to cover and considered it very interesting. Their daughter, Winifred, was delighted to hear what they had to say about her private life and where it might take her in the very near future. Their son, Harold, was three years younger than his big sister,...

3 years ago
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Black Familys Nasty Adventures

Once there was a 14 year old black fuckslut named Ayesha. Ayesha was a wanton whore who loved the big black cocks sported by the men in her family. Her addiction to incestuous black fuckstick had started about a year back, and she'd been fucked by her three older brothers and her father almost nonstop since then.One day, she came home from school to find her mother knealing naked in the kitchen, sucking noisily on her 18 year old brother Bob's shiny footlong cock. Her mother, whose name was...

2 years ago
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Sexual Adventures

We lived across from each other for years. We never talked until one day when I picked up a piece of trash off her yard that was near the street. I placed it in my trashcan that was by the road, ready for pickup. She came over and thanked me. We introduced ourselves. I’m Gary, and she’s Jazmin. We’re both mature in our late fifties and close in ages. We also learned that her husband’s job always has him traveling, as did my wife’s job. Jazmin and I were home alone...

3 years ago
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City Doctor In Horny Village 8211 Pt 5 Drunken Adventures

It had been 3 months since my deployment to the lusty village, and I enjoyed it. These are the drunken adventures of Aman with Ramla, Seena and Himesh while drunk. Although Ramla was always horny for me, our sex sessions were few and irregular in fear of getting caught. We only had sex when her kids weren’t at home. Also, we had to distract her hubby Jignesh. Sometimes she’d visit my clinic or Seena’s house when Jignesh was out. But those were too few. Once Jignesh was drunk and making a...

3 years ago
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Cross Burning For Dummies

To “Hardcore” Hardaway’s way of thinking, the three snot-nosed young farts standing just inside the door to his cluttered work shed didn’t look good for much, most of all a Klan job.At first, they’d tried to act cocky, like this wasn’t no big deal. But none of ‘em said a word after seeing the cross he’d put together that afternoon. Now he was back out here trying to teach these whelps a thing or two while the half-finished can of beer he’d left inside went flat.Why in hell did Jack Tidwell, who...

Humor
3 years ago
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Crossover

Crossover Janet L. Stickney [email protected] There was never any doubt that I was going to be a girl someday. I mean, from early on I would wear pale lipstick and eyeliner with my hair usually braided. Then came the Crossover week and I was able to dress like a girl from the skin out, complete with hips and boobs. My father was a drunk that never cared what I did, and my mom was long gone so how I dressed was never an issue. I work at a small shop that makes and repairs video...

2 years ago
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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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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
1 year ago
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Zodiac Adventures

There is no underage sexual relationship in my story. * I’ Ahmad. I’m 20 years old. I’m a Virgo man and I’ll tell you about my exciting adventures with the Zodiac signs. I fucked the 12 women of each astrological sign. Some of them had zodiac sign tattoos. And some I knew their sign from their birthdays. 1- With the Sagittarius Woman : I had gotten back to Egypt after traveling around Europe for nearly two years. I had decided to relocate in Cairo and was looking for a job to pay for my...

4 years ago
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Squire Flynns Adventures

“My water, boy.” Sir Egan said, his voice raspy. Moving forward, Flynn dutifully took the bottle out of his bag and handed it to the knight. Yes, Flynn was Sir Egan’s squire, having started earlier than most boys did. Many had chastised Sir Egan’s choice in picking Flynn, with most saying the boy was still too small to be able to serve him in his knightly duties effectively. It was true, with his small frame, Flynn was smaller than most boys his age, though he never did get picked on back...

4 years ago
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DAVIDS MOMS ADVENTURES

By Docker5000 Part 1 David Hart lay on his bed reading a sci-fi comic and relaxing, it was only the first week, of his summer holiday from college. And he was already board. June Hart was in her bedroom stripping off the dirty sheets from her bed. It was wash day. She walked onto the landing carrying her dirty sheets, which she tossed down to the bottom of the stairs. She then went into her son's bedroom. David's mother walked into his bedroom. He looked up at her as she entered...

2 years ago
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Juans day at school juans sex adventures

"Good bye thank you for riding with us and have a safe trip" she smile and wave at me as I past her. "Thank you very much. Muy hermosa las cosas que haría que si era su hombre(You very beautiful the things I would do to you if I was your man), I said as I walked off. She just smiled and blushed. As I walked the hall try to find the exit, my phone goes crazy with text messages once I turn it back on. 60 messages from friends saying there sorry for my Grandpas passing. I quickly fall...

2 years ago
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Tinas Horse Adventures

She lay on the bank of a small pond about 100 yards from her uncles house, feet resting on a rock underwater. Just as she was dozing off, she heard her uncle calling her. "Tina!" he said "I need to talk to you for a minute, come on inside." "Coming!" said Tina. She got up and made her way back to the house. When she walked in through the backdoor, her uncle had a cup of sweet tea waiting for her. She picked up the glass and took a nice, long sip. "Ah, Tina, I need to ask...

2 years ago
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Toms summer adventures

Disclaimer: This story is fictional and it involves sexual actions between teenage boys. If you find stories of this kind inappropriate and/or you are not old enough to read them, please leave this site now. Info: This is my first erotic story ever, so I would very much appreciate any kind of comments, suggestions etc. I hope you would also forgive any possible grammatical mistakes, because English is not my mother tongue. So if you have any opinions, suggestions, comments, questions,...

1 year ago
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Ninas Adventures

My name is Nina, I am 23 years young. My body measures cute 152 cm, but they have it in themselves. My long pitch-black hair is silky and falls down smoothly around my head, my neck and my shoulders and goes as far as my breasts. I am a small fitness freak and for my body I have - as I am gladly told - huge titts. My breast size is 75 D and fortunately they are round and firm. My nipples are small and light brown. My little ice blue eyes are ideal to give people puppy eyes with which so far I...

2 years ago
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Sexy Naruto Adventures

Ok so in this story you create your own naruto character male or female and take them through perverted adventures and stuff. You will need to provide information like their name, what clan they are in, what is their gender, what do they look like, and what ever else you want to tell the readers about. Oh and please follow chyoa guidelines

1 year ago
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Celine begins her porn Theater Adventures

An Early Excursion to the TheaterFor Wifex & CelineCeline enjoyed some of our outings to a porn theater, but was still a bit reticent in going very often and was a bit shy in what she would wear to the theater. She was a bit more afraid of what she actually wore to walk from the parking lot to the theater entrance.I was a bit surprised then, when I came home and Celine was dressed in a new, and fairly slutty outfit. She was in a short skirt, black hose and heels, displaying lots of her...

2 years ago
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Farm Family Adventures

Farm Family Adventures----------I was taken quite by surprised seeing Kelly again. She had spent the day here during the Farms open membership event a few weeks ago, and I convinced her that she would be a perfect model for the Prestige Farm Brochure that featured the custom saddles and bridles. Her body is that of an athletic swimmer, pear shaped, with wide shoulders, 36DD chest, trim waist and shapely hips. Her piercing green eyes glowing like emeralds under blondish hair bundled in a green,...

3 years ago
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Our New Adventures

New adventuresThis story, unlike most sexually explicit or erotic writings start with a death, I won’t cheapen a dear friend’s life by mulling it over here, but suffice to say that news of her passing affected me, affected us. The much-recited sentiment that “life is too short” suddenly felt very real. Who we are; I’m 47 my wife is 45, 25 years married k**s grown up and moved on and we are surprisingly still very much still in love. At this point the stories usually say that their sex life...

2 years ago
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Two Swinging Couples Some Gentle Adventures

We would like to tell you about one of our adventures with our friends who have since unfortunately moved interstate, Linda and Barny. We had been seeing them for quite a few months and had been in the habit of starting the sexual side of the get together with a sexy game of strip poker. This always seemed to get everyone into a relaxed and sexy mood. We would play the game and the losers would shed their clothes; and if you had lost all your clothes you could continue to play by choosing to...

4 years ago
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Girlfriend Adventures

After some great adventures with my c0usin at his house, I was back home with the girlfriend again. I did not discuss what my c0usin and I did together as I was unsure of her reaction. We continued to see each other, with some heavy making out, but only over the clothing contact. She would occasionally rub my cock, but not enough to make me cum again. I got my hands under her shirt once or twice, but always was stopped over the bra. I think she was deterred by the fact that her older...

2 years ago
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Ronnies Totally true sexual adventures

When I walked in the back room four out of the six boys had their cocks out waiting on me. Michael who’s cock wasn’t out yet told me to take off my clothes. I couldn’t get my clothes off fast enough. By the time I got my clothes off the final two cocks were out and ready. I was the only one in the room totally naked. Michael and the other boys just had their pants down. I didn’t know it at the time but, I loved the feeling of being exposed, vulnerable and powerless. It really got me...

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