My Journey Into Hedonsitc Crossdressing, Part 2 free porn video

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My mind was spinning. I'd spend the last 10 minutes or so sucking my first cock. Now, I'm being told to prepare myself for taking my first cock inside me. Do I want to get fucked? The reality of what was happening was almost too much to handle. Vince had guided me back into the bedroom, spun me around and helped me out of my dress. I slipped off my briefs (finally!) and my cock had been oozing precum.

I was highly intimidated now...standing completely nude, in front of Vince, who was also nude. Vince seemed to sense this and began telling me that he looked at me as very feminine, even when not dressed he saw me as I wanted to be viewed, and it would always be so with him. He had led me back into the bathroom, turned on the shower, and when the temperature was suitable, guided me into the shower and stepped in behind me. His cock was hard again, and he stepped in behind me a let his cock rest against my ass.
I was so incredibly aroused and wanted him to just **** me right there!

He reached around me...pressing the tip of his cock into the folds of my soft, smooth round ass. He grabbed the enema bag hanging from the shower and filled it with warm water. His cock rubbing up against me was driving me nuts, I was dying for him to push himself into me. He pulled back and inserted the nipple on the end of the hose, attached to the bag gently inside me, then squeezed the warm water up inside of me. He was instructing me to "hold my water" until he told me to release it.

I stood, almost frozen, as his hands were exploring my body, caressing my swollen cock, rubbing all over my ass, telling me how beautiful I am and how thrilled he is to have me with him. How much he is looking forward to "deflowering" me. He instructed me to turn and squat above the drain and let myself relax and empty the water. At first I was very embarrassed, and extremely uncomfortable having Vince witness what was happening. But, with his reassurance, I became much more at ease and we repeated this process until I rinsed completely clean.

Stepping out of the shower, we both dried off, and Vince escorted me to the walk in closet. He picked out a dress and asked me if I would do him the honor of wearing this particular dress. It was like an evening dress, just to the knees, but with a full skirt, short sleeves, fully lined, a deep red with a back zip and a rounded neckline. I said certainly and took the hanger from him. Slipped the dress off the hanger, pulled in over my head, smoothed it out over my hips and ass. Vince spun me and did the honors of zipping me up into it. The torso was a tad loose, but the hips and butt fit like a glove, and the way the skirt fell about my thighs felt devine.

Vince pulled me out to the bed, and positioned me face down in a lying position. His hands slid up under the skirt and began massaging my ass. He'd let his fingers trace down the crack of my ass, lingering at my loosened hole, swirling a finger in a circular motion and inserting just the tip of a finger before moving on. He climbed up behind me, lifted the back of my skirt up over my hips, and then leant forward and began to rim me with his tongue.

This made me quiver and practically squirm. Never had I experienced this and it was intensely arousing. That, and knowing he was prepping me to take his thick, hard cock all up inside of me. My own precum was flowing freely at this point, and running all over the front of the dress. I had become so concerned about staining the dress, that I started to rise up and explain to Vince that I would ruin the dress...and he quickly assured me not to worry...he wanted me to stain it! With that, I laid back down and let Vince make me squirm, squeal and moan with delight.

I don't know how long he gave me a rim job for...15 minutes maybe. I wanted him inside of me so bad, but couldn't bring myslef to say it. I'm sure it was obvious to him, and he was deliberatly tantalizing me. He knew all too well what he was doing...and what the end result would be.

He rose up from ass, positioned himself over me so his cock was above my ass. He leaned forward enough to ease the head of his engorged cock into my tight little rosebud. I immediately responded with a fairly loud "Yessss", ohhhhh..... he withdrew the head and then pushed back into me, a little bit deeper, sending waves of the most pleasurable, erotic sensation I think I'd ever experienced. He continued to repeat this motion, each time working his thick cock deeper inside of me. Each thrust, I reacted more intensely to this intrusion deep inside my ass. I instinctively began meeting his thrusts, taking more of his cock until I could feel his groin pressed tightly against my ass cheeks.

I was being fucked...and it was the biggest turn on I'd ever experienced, I LOVED having Vince's thick cock inside of me. And it was obvious, Vince was enjoying me. I could feel that thick cock of his literally throbbing in my ass, his sweat beginning to seep into the back of my dress as he continued his onslaught.

He began to whisper things into my ear as he began to fuck me with harder, more impassioned thrusts. Telling me what a hot, incredible ass I have, and how much he loves the feel of his hard cock inside "HIS", hot little sissy. How I'm his little sissy bitch now, and how I'll crave to be taken by his cock.

All I could do was moan softly in response. I began to feel an orgasm welling up inside of me. I was trying to hold back, but I couldn't control myself. I blurted that I was going to cum...and then it happened. Vince began pumping my ass really hard...his cock thundering up inside me, MAKING me cum...MAKING me spew all over myself, the dress, the bed. This older, overweight, balding man had literally, fucked me to orgasm! As my climax began to subside, Vince suddenly slammed deep inside me, gripped my shoulders incredibly tight, and began to explode, spewing bolt after bolt of his hot cum deep into my abdomen. His body, quaked, bucked and spasmed as he filled me with his very essence. Heavy on top of me, his orgasm subsiding, I'd never felt like this before, ever. We lay together for several minutes, all the while I could feel Vince's cock quiver and pulse inside me. So amazing hot and erotic, and soaked in my cum in the front, full of Vince's cum in my ass!

As Vince's cock began to soften, he slipped it out, and without warning, climbed off of me and pulled up so his cock was near my head. He spun me onto my back, and literally pushed his cock to my lips, held the back of my head, and told me to clean his cock off...to suck him clean. I was a bit repulsed at first, but got past that and did what he asked, tasting both of us on his cock.

This was the first fuck in a long weekend of what would prove to be quite a "coming out party" for me. Vince would make me take a name...which is where Elaine came from. I'd never enjoyed sex this intense...but this was just a glimpse of what was to come for me....

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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
2 years ago
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Mother and Crossdressing Son Fantasy

Mother and Crossdressing Son FantasyThe story is about how my passion for wearing women's lingerie helped me to establish a more intimate relationship with my mother.I'm a 42-year-old man and I still live at home with my mother. My Father passed away 20 years ago. We live in a suburban bungalow and I have a nice little apartment in the basement. It's not as private as I would like. That's important because four years ago after discovering a number of chat sites where men present themselves in...

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...

3 years ago
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Wifes crossdressing fantasy Part 3

This is a work of fiction. Any resemblance to any person, or incident is strictly coincidental. My Wife's Cross dressing Fantasy 3 Then my wife looked at me and said “Happy anniversary darling.” How did she know the effect this experience would have on me. I was changed forever. It was such a wonderful experience. She deserved that I come up with something just as exciting for her, but what? I thought and thought, but I couldn't think of anything to equal what she did for me on our anniversary....

Crossdressing
4 years ago
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Wifes Crossdressing Fantasy Part 2

This is a work of fiction. Any resemblance to any person, or incident is strictly coincidental. Since my wife shared her fantasy with me and made me her bitch, our love life has changed. Now I always have something cute and satiny on, whether it is panties under my boy's clothes, or a silk nighty at night in bed. I love being my wife's bitch and I can never go back to who I was before. When our anniversary came around, a month or so after my initiation to dressing up, my wife announced to me...

Crossdressing
3 years 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...

Crossdressing
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...

4 years ago
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Making Scents of Crossdressing

Making Scents of Crossdressing By Ricky I am a hi-tech person. I work and play with some of the latest computers and electronic equipment, have stereo speakers in every room of the house, and can bore you for hours with torrents of jargon on just about any subject you care to name. When I don my feminine attire I have a fondness for synthetics, those modern wonders of the laboratories of some multinational chemical giant. Who else but those hi-tech wizards could turn a barrel...

Humor
2 years ago
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Crossdressing with my Girlfriend and Boyfriend Part 3

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 3 At the rehearsal on Friday night Mrs Cartwright asked me how my mother was getting on with the dresses for the show. "She has just about finished two dresses for me, including the wedding dress," I said. "I'm sure they will be very pretty, she did so well with your costume for Dorothy last time I can't wait to see them," replied Mrs Cartwright. I...

4 years ago
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Crossdressing with my Girlfriend and Boyfriend Part 4

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 4 Oh no, I thought, I sensed that dizzy feeling coming over me again, there was so much going on in my life I didn't understand, with my mom, with Jason and with Aubrey as well and now Janette was going to tell me about mom and dad and being brave. I sat with my own thoughts for a while and then I noticed we were not driving home. "Where are we...

2 years ago
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Crossdressing Charlie Episode 2 High Waisted Skirt

CROSSDRESSING CHARLIE Episode 2 HIGH WAISTED SKIRT "Oh Charlie, you're burning up!" said Mom. She took her hand off of his forehead and read the thermometer. She then left the room to get some medicine. Charlie took the thermometer out of his mouth, held it up against the lamp on the bedside locker, grabbed his hot water bottle and placed it on his face. He left it there for a few seconds before he heard approaching footsteps echoing from the hallway. He slipped the hot water...

2 years ago
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Crossdressing Charlie Episode 3 Relinquishment

CROSSDRESSING CHARLIE Episode 3 RELINQUISHMENT Charlie stared at the door as if it were a wave of fire rapidly heading toward him. His eyes watered and his hands trembled with shock. His could hear his mother's heels clicking against the shiny wooden floor getting louder and louder as she approached her bedroom door. Then, something electric shocked Charlie's brain which broke him free from his frozen state as adrenaline pumped through his body. He jumped to his feet and turned for...

2 years ago
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Crossdressing Charlie Episode 4 Lust

CROSSDRESSING CHARLIE Episode 4 Lust The sky was blue. Yes, just blue, not a cloud to be seen. Every so often a light sliver jet could be seen, trailing white smoke behind it. The sun hung over the city like a warm light bulb, belting its warm rays unto the necks of people within the hustle and bustle of the packed streets. People wore shorts, t-shirts, sunglasses and sun cream, making the most of the rarely seen good weather. The sounds of construction workers banging and drilling...

4 years ago
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Crossdressing Charlie Episode 5 Rachels Date

CROSSDRESSING CHARLIE Episode 5 RACHEL'S DATE Rachel sat in front of her makeup station brushing her hair whilst humming a soft happy tune. She had just dried her hair after getting out of the shower. She was dressed only her in bathrobe as she wasn't in the least bit cold because outside the sun was splitting the rocks and melting the tar on the roads. As soon as she was done brushing her hair into a silky shiny doo she walked over to her chest of drawers and began to put on her...

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