Hedonistic Crossdressing, Part 3 free porn video

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The best way to describe Vince, probaly is that he was a socially functioning pervert. I had no idea just how varied, and intense, his sense of erotica was, but I was going to find out as time went on. Perhaps the worst thing is (or best perhaps, depending on your point of view), is that I became quite the little "apprentice", you might say.

I'd been his "guest" for only a few hours, and I'd experienced more than I'd ever dreamed. I've dressed, I've sucked my first ever cock, been fucked hard up the ass, taken cum, been made to cum like a girl, been made to take ass to mouth, what else could there possibly be?!

As Vince moved away, he told me I should clean myself up a little, and change into another outfit as what I was wearing was quite "cum dampened".
He suggested I find a nice little satin slip or something to wear for the evening, he was sure I'd find something suitable in one of the dressers.
Also, Elaine...check the closet...you'll find a couple of old wigs in there I believe...I want your appearance a bit more, feminine for this evening.

I went back upstairs to my room, slipped out of my dress and into the bathroom. I got out my razor, stepped into the shower, and after cleaning up I soaped up my legs and began to shave them. I'd never done this before, but needed to feel more feminine. Especially now since Vince wanted me to be more girly, I wasn't about to disappoint him. I didn't have any body hair...and I still didn't have to shave my face...at all.

I finished shaving, stepped out, wrapped a towel around myself and went out and sat at the vanity. After rummaging around a little, I found some mascara, a little rouge and some lipstick. I'd only experimented a couple of times, but managed to make myself up enough to bring out my bright, blue eyes, and put a little more fullness to my lips. I really liked the way this brought out my more girlish features.

Stepping into the closet, I found a shoulder length, auburn colored wig.
Had just a little bit of wave to it so it sort of followed my neckline, tuning in slightly at the neck but then flowing out along my shoulders. I worked it on and into position...I was amazed at the transformation. Now, I needed some sexy lingerie to put on.

I began looking in the dresser's and came upon some luxurious satin slips.
I pulled out a white one, heavy satin, double fabric with soft, fixed shoulder straps. I slipped it over me, and as it slid down my body and over my hips and ass...the feeling just made my whole body quiver, it was that sensual.
It stopped just below the knee, and had a small 1" lace hemline at the bottom.
I looked in the mirror and almost instantly became aroused! Even with no boobs, I still looked amazing...at least I thought so, compared to what I'd been used to. My cock was beginning to swell already and needed to "confine" this part of me...at least for a while. I found some panties and slipped them on, tucking my cock backwards to keep it from tenting up the front of my slip.
I found a pair of thigh hi's and slipped them on, followed by a pair of 4" white open toed heels I found in the closet.

I descended back down the stairs, called out and Vince directed me into the kitchen. He was fixing a drink and offered me one, which I accepted.
He looked at me, or actually looked me over. Scanning me, up and down, walked over to me, set a drink down in front of me. He was back in his baggy sweats and t-shirt. He put his hand to my ass and just squeezed lightly, and told him I looked just ravishing.

He led me downstairs into his small movie room, where he had a small 8mm projector set up. Back then, there weren't any VHS, DVD's etc..8mm was about it...and pretty rare as they were pretty expensive. He told me he thought we would settle in and take in a little movie from his "private collection". I would soon learn that his "private collection" was actually underground porn. And...quite a lot of it. A wide range of topics, I would come to learn over time.

He pointed for me to sit in the front loveseat (there were 4 rows of them in this small room). He turned on the projector and the movie started to play.
No introduction, credits, etc., just the start of the movie. Vince pulled me close to him, put his arm around my shoulders and I had to place a hand on his opposite side to keep myself from falling into his lap.

The movie started out with one rather plain looking women, dressed in a dark red, form fitting coctail dress, medium length blond hair, large breasts, wide hips and a proportionate waiste, 3" heels or so. She was standing in the center of 3 men, 2 white, 1 black. The men were pawing at her body, feeling her up, rubbing her ass, kissing her neck, rubbing the front of her dress. The men began taking turns disrobing, taking off their suits while fondling the lady. Once they'd all undressed, they really started groping the lady, started rubbing their cocks on her ass and hips, pulling her hands and placing them on their cocks, making her stroke them. It didn't appear as though she was resisting, but didn't appear as though she was really into it either.

The men were all a bit larger than average in cock size, maybe about the size of Vince's 8". I was getting turned on as I watched the 3 men rubbing there hard cocks on her dress, making her jerk them off. I shifted in my seat as my panties were making me a bit uncomfortable, now that I was becoming aroused. Vince had slipped his hand down to my waist and felt the band on my panties. He whispered for me to rise, ran his hands up under my slip, and slipped my panties down to my knees, then had me sit back down, and he worked them down and over my heels.

As I looked back to the screen the men had her on her knees, the 2 white cocks in front of her and she was working back and forth between them, the black man had lifted the back of her skirt and had is face up under her ass cheeks. I'd repositioned myself next to Vince, and could see the rise in his sweats. His cock was getting hard. I slid my hand to it and just gently began to massage him, while we both watched the screen.

The black man on screen rose up, and the 3 men together repositioned the girl sideways, on her hands and knees, and I could clearly see that the girl was a transvestite! Her cock was semi-erect, hanging just below the skirt of her dress that had been worked up over her hips. She was still sucking the 2 white cocks in front of her, as the black man moved up in behind her.

The black cock at her ass slowly began to penetrate her, easing his cock up into her ass until his groin was agains the cheeks of her ass. There wasn't much dialogue, some periodic ooh's and ahhh's but not much in the way of talk.

Vince's cock was rock hard now, and he was pushing down on my shoulders and I knew he wanted me to suck his cock. I pulled back his sweats and let his cock spring out, and lowered my mouth down onto it. Vince spoke, loudly, how he loved watching a slut get gangbanged. He started bucking his hips as if trying to fuck my mouth. I couldn't believe how rock hard his cock had gotten again. His hand had moved down to my ass, and was fingering my rose bud, right through the fabric of my slip! Vince began to actually talk to the movie. "Pound her, pound that slut's ass with your big black cock. Make that slut take your cum down her throat boys!. Oh Yeah...fuck that whore, breed the bitch like ya know she wants it!" His hand had gone from ass to the back of my head, and he was force fucking my face. I was trying hard not to gag, and trying to get a little air. I pushed down on the seat and began to lift my head up and take my mouth of his cock, when his other hand grabbed my head also, and forced me back down onto his raging hard on.

I regained my composure a bit, and began to work his cock with my tongue and mouth, making him ease his grip. He stopped thrusting into my mouth and just sort of sat back and allowed me to work his cock. He told me to stop and look up at the screen. I looked up, to see the girl straddle a man on the floor and take his cock inside her ass. Then, the black guy worked in behind her, and worked his cock up into her too. The first time I'd ever seen 2 cocks in one ass. My hand, still on Vince's cock, had tighten as I was watching this. My own cock had sprung to life as I watched this queen take 2 cocks in her ass. The 3rd guy stepped in front of her and she took his cock into her mouth! 3 cocks gangfucking her, and it was incredibly hot!

Vince sensed my excitement, pulled me up and slid me off the love seat onto my knees in front of him. He didn't even bother to pull up my slip, he just placed the head of his cock to my rose bud and began to press his cock up inside of me. The satin fabric, along with already having been fucked a couple hours earlier, allowed Vince's cock to penetrate me. All up into me he pushed. I looked at the screen and the girl couldn't keep the cock in her mouth any longer. She had her head down and was tightly gripping the man beneath her as the anal onslaught continued.

Vince began calling me a slut, a whore. He began telling me he knew I was just a little sissy whore when he first saw me in the terminal. He knew I'd love having his fat cock fucking me like the cum slut I really am. He is going to have me gang****d, double and triple fucked, filled with cock and cum all the time. He was brutally fucking me, right through the damn slip, he was fucking my ass hard. He pushed me forward, hard, and dropped me prone down onto the carpet. His cock still raging inside me, fucking me, r****g me now.
I couldn't stop my climax...I wanted to, I didn't want him to make me cum again, like this. I thought for a moment, that I'm not really a slut, I'm not like this. And then, my body, betrayed me. An incredibly thunderous orgasm swept through my body. Both my prostate, and my girl cock, were climaxing in unison. Again, my body has repsonded to Vince, his raging hard on, his cock, his dominant personna, has MADE me repsond erotically to him.

My whole body went incredibly tense beneath him. Everything tightened up as my cum bolted from my cock, and this anal sensation racked my body with such intense pleasure, it was almost painful! And the grip my ass now had on Vince's cock was almost beyond anything he had ever experienced, and he came.
God did he cum, and cum, and cum! My slip, used as a condom, cum soaked, up my ass, wrapped around his shuddering cock! Again, I'm cum soaked and stained.
I can't even look up at the screen, nor does Vince. We lie there completely exhausted. A fucking more intense than the first!

Vince whispers now, softly in my ear, that he owns me. I am his slut, and will always be his whore. I am going to do things to you, Elaine, anything i want to do. You will never deny me, you love what I can do to you, don't you? I want to say no, but I relent. Yes, I do love what your making me feel.

After a few moments, Vince slips his cock from my ass, helps me to my feet, and again, I go upstairs to clean up. It's getting late and I'm getting tired as is Vince. I wonder if he'll take me to his bed this night.
He takes me to his room and pulls back the bedsheets. I protest that I need to change first, and he pulls me to the bed and puts me into it. He crawls in on the other side and we drift off.

What will tomorrow bring?

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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
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...

3 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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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...

3 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...

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