Crossdresser's Spanking Scene free porn video

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My roommate and I were both bi and part-time cross-dressers. We were also familiar with consensual B & D and had already worked out several code words, then went a step further and wrote scenes for each other, so that when we're in the mood, we could call up the scene rather than try to explain it or coach someone through it.   Sometimes we did a scene to please each other sometimes we asked for a scene because we were in a specific mood.   So it was that I got an e-mail at work, which would appear innocent to the casual observer, but indicated to me that s/he wanted to do a specific CD spanking scene that evening.

When I arrived at the house I parked inside the garage, closed the door and went to the dryer to see what "she" had left out for me to wear.   I found my favorite 34C black lace bra, matching garter belt and thong, lace top stockings, leatherette skirt and dark blue satin blouse.   After changing clothes, I put on my favorite brunette with red highlights, pageboy wig and stepped into 3 inch heels now feeling completely feminine.   Although, I had to remain dominant for the scene, no problem, it was going to be fun!

  I found "her" straightening up the living room, wearing 4” high-heeled platform shoes and a hot blue mini-dress.   "I got off work early so I called the TV shop and had them come out to finish repairing the big screen," she said.  

"Oh, so did they send that young guy you were so hot for last time?"   I asked.   She kind of giggled and looked away.   "So that's the real reason for the micro-dress and heels, flirting…... or more?"   I asked.  

"I just can't resist turning them on," she said, "besides it gets me so hot to see the bulge in their pants."

"We've discussed this before," I said, "you know that it is 20 whacks on your bare bottom for flirting when I'm not around."  

"Ohhhh noooo, come on I was just having fun, wasn't like I was sucking his dick or anything, pleasssssse, nnnnoooo," she whined.   I sat down on the sofa and motioned her over, she walked up hesitantly, looking so slutty in those shoes; I grabbed her left hand and pulled her down across my lap, making sure her cock went between my thighs.   "Nooo, pllllease, I didn't even bend over a whole lot of times," she protested.   Of course I knew that she really meant the exact opposite, as I pulled up the hem of her dress a little further to expose even more of   her creamy backside and revealing no underwear.  

"No panties!"   I yelled, "now in addition to the hand you're going to get the belt!"  

"No I didn't do anything no, no, no," she whined again.  

"Yes, yes, yes, and we'll start by counting 20 from my hand," I said as I landed the first stinging swat on her bottom .  

"Oww 1," she squealed, "owww 2, stop it hurts!"  

"That is the whole point of punishment you little crybaby," I said and landed number three and four squarely on her bottom.   The more she wiggled the more her bottom came out from under the dress, she kicked her lace topped, thigh-high covered legs up and down and squealed as she counted out each number.   And as the numbers escalated so did the firmness in my penis.   Eventually, we reached 20, her dress was bunched up under her 32C bra and her buttocks were a nice pink.

"I'm sorry, let me make it up to you," she said as she slid to her knees on the floor in front of me, and reached up to remove my panties.   I arched my body up to let her pull them down, she took off my shoes and then the panties completely off. She then leaned forward putting her chest between my knees and dropping her mouth over my cock, slowly sucking it into her mouth as it enlarged even further with her touch.  

"Mmmmmmmmmmmm, nice,”   I said softly, “ but you know the rules, and you are not getting out of your lashes,".  

She lifted her head and looked imploringly at me, "but please it was just for fun, come on, I'm begging, girl to girl, pllleassssse."  

"No! panties flirting is punishable by up to 40 lashes," I reminded her, both of us knowing full well that the lashes would come from a wide, suede leather, belt that made a loud slap, yet with a very mild sting.   I leaned forward, reached behind her and unzipped her dress.   "Stand up, take it off."   She stood up slowly and shrugged the dress off, it fell to the floor around her sexy shoes and revealed the black lace push-up bra.   "Now go bend over the back of the chair, while I get the belt," I said pointing to one of our padded living room chairs.   When I returned all I could see, were those sexy heels, those lovely legs and that sweet looking ass.   In one hand I had the belt, in the other hand I had K-Y & the Slim Butt plug.  

I set the belt aside, removed my skirt, then put some K-Y on my finger and started to lube her cute little asshole, she jumped, "noooooo."  

"Do as I wish, or you'll get all 40 lashes," I retorted, knowing that if she had really wanted me to stop I would've heard a code word.

  I lubed the butt plug and slowly inserted it, getting an exhaled, "ooooooooooooooohhh," out of her.   I spread her legs as far apart as I dare, then took the soft leather belt and halved it, finally giving it a swing that produced a hideous sounding slap as it raked across her ass.   "Noooo, please no," again she pleaded.  

"Count to 20 and then we’ll negotiate, girl to girl, as you say" I whispered, slapping her again.  

"Two," she shouted, "owwwwww!"   And so it continued until number 20.  

"Ready to negotiate the second 20?"   I asked, gently putting pressure on the butt plug.   She knew I was suggesting that she let me take her in her tight hole, something we did only sparingly.  

"Noooo, not that, isn’t 20 lashes enough, please no, not that, no, no, no," she squealed, informing me that that was in fact what she wanted.  

"Lashes or..." and I gave the butt plug a couple more pushes.  

"No, not lashes, not lashes," she pleaded.   I slowly slid the butt plug out of her ass, then lubed up my cock, bringing it to total hardness.  

Placing the head of it against her tiny hole I said, "now ask for it."  

"Ooohh, okay, yes, yes, take me, I've been a bad girl, take me, take me hard," she said, letting me know that she was asking for this for herself not just because it turned me on.   I eased the head of my cock past her sphincter, then slid in a couple more inches.   "Ohhhh, oh no, oh no," she moaned, "that's enough, I can't take anymore, it's too big."   Now I knew she wanted all 6” and I slowly obliged, then slid a couple of inches back, then slowly slid it back in.   Meanwhile, my right hand had come around in front of her and was playing with her cock-pussy. Before long she was moaning and rubbing her ass hard against me, pushing back on my cock as I pushed it in.   Soon I felt her body start to stiffen, and knew her orgasm was coming, I felt her cock begin to pulse as she exploded into a series of spasms, screaming out, "nnnnnnnnngghhhhh, ohhhhhhhhhhhhhh, yesssssssssssssssssssssssssss."   As she was cumming, shooting her load all over the back of the chair and onto the floor, my cock was squeezed even tighter, and as the last of the spasms left her body I arched my back giving one final push and then thrusting wildly, pumped a huge load of spunk into her ass.  

"Oh baby, oh that was so good," was all I could say.  

"Yes, yes it was, so good," she answered, "girl on girl is the best."

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I arrived promptly at 6:00 pm, just as you said. One thing about me is that I am a stickler for time and keeping appointments - especially where a beautiful woman is concerned. A knock on your front door and you open it, your soft smiling face peeking out from around the door. "Hi! C'mon in," you tell me warmly. I come in and you take my coat, hanging it on the coat tree by the door. "Make yourself at home. Would you like a drink?" you ask me. "Sure, thanks," I respond and I walk into the...

Spanking
3 years ago
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The Spanking Couples Bisexual Spanking Party

The Spanking Couples:  Bisexual Spanking Party        Chapter One:  Bill Discovers his Dominant SideBill could not believe what he was experiencing.  He was pounding his big cock into the ass of his friend and fellow Femdom submissive, Ron.  And, he was enjoying it.  Almost 24 hours ago he and his Femdom wife, Debbie, had won a Cocksucking contest, and were now enjoying the victory.  The prize was that their Femdom friends, Marion and Ron, both had to submit to 24 hours of sexual slavery to he...

1 year ago
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Sent For A Spanking III

The wife continues the tale.“How is your bottom after your punishment yesterday?” I asked my husband after breakfast on Saturday morning.“It is very sore,” he complained.“Oh well, you only have yourself to blame. If you behave this week your next punishment will not be so bad. Could you also lend me your credit card as I want to order some punishment implements. Mistress sent me a great link to a website. I think we will also need a gag for you. You do get noisy under punishment, and we have to...

Spanking
3 years ago
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A Holiday Spanking

A Holiday SpankingI have a wood shop in the basement and I am very good at making things out of wood. My wife knows this and told Kathy, a friend of hers that I would custom make her something special for Christmas. Now Christmas has passed and my wife gave Kathy a phone call to see if we could come over to her house and I could measure her house and find out what Kathy wanted made.Kathy had other plans later in the day, and this would be a wonderful time to come over. I told my wife that...

Spanking
4 years ago
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Carols First Real Spanking

Carol is in for a surprise! Carol and Sam had been friends for almost twenty years now, both sharing a fondness for history, a love of animals, and both were athletic. Carol had met Sam at a cafe those years before, and an immediate friendship grew which they found complicated, because he was a black man. Carol's mother had warned her as a teen to stay away from those "black bucks" as she had called them, and Carol had, for the most part. Sam was the first real black friend she had ever made....

Spanking
2 years ago
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Salon Spanking

Salon Spanking        ‘It’s a bit weird don’t you think’ hissed Marina conspiratorially. Louise bit back the temptation to reply that this was a bit rich coming from Marina. To be fair, the gothic work-experience girl who had arrived a couple of months earlier, and immediately been nick-named Lisbeth after Stieg Larsson’s heroine, had become, well, a little less weird since the stylists at ‘Cutz’ had been let loose on her.And it was strange, really. Middle aged men didn’t often venture into the...

2 years ago
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The Spanking Party

Jack Lake had been looking forward to the party for several days. He even carried the advert and his ticket around with him so he could take them out and look at them whenever he felt the urge. That would be whenever he was by himself and had a hard-on. Jack had always had a, "Thing," about spanking. He had always imagined himself across a woman's lap being spanked by her. It was a long held fetish. It wasn't just the pain though. He always imagined the woman giving him a blow job afterwards....

Spanking
3 years ago
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Spanking Day

The twelve chimes of the clock tower heralded the top of the hour. It was noon, and a large crowd had gathered in the town square outside the courthouse. A crowd this big could only mean one thing.Today was Spanking Day.A large wooden platform about three feet above the ground had been erected in the town square outside the courthouse. Judging from the number of cushioned mats that were brought out with the horse, it looked like about a half a dozen women would be spanked today. William...

Spanking
3 years ago
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Carol Learns About Spanking

Chapter 1: Carol's First Spanking Carol could not believe her ears. Her Uncle Ray had just sent her a text stating that he wanted to see her in his study tonight at 8 PM about her $400 cell phone bill. And, she also knew that he was still mad about her bill from last month. Last month it was more than $200. Now it was more than double. When she talked with Uncle Ray then, Ray told her that if it happened again she would have to pay the consequences. And, she had an idea what that meant. She...

2 years ago
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INTRODUCTION TO SPANKING bdsm lifestyle and slave

POSITION & POSTURE One of the factors that sets spanking apart from other forms of swatting is the deliberate and sometimes ceremonial positioning of the participants. While some spankings are haphazard, I prefer spankings that include the ritual of positioning.Both the spankee and spanker adopt positions that facilitate and enhance the spanking. These positions generally work to the advantage of the spanker and the disadvantage of the spankee.The spanker enjoys the following advantages...

4 years ago
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A Holiday Spanking

A Holiday SpankingI have a wood shop in the basement and I am very good at making things out of wood. My wife knows this and told Kathy, a friend of hers that I would custom make her something special for Christmas. Now Christmas has passed and my wife gave Kathy a phone call to see if we could come over to her house and I could measure her house and find out what Kathy wanted made.Kathy had other plans later in the day, and this would be a wonderful time to come over. I told my wife that this...

3 years ago
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The Aftermath of a Good Spanking at Middlesex High

It was Monday morning and Bob Perkins, the dean at Middlesex High, was happy to return to work. He had a very busy weekend. Bonnie draining him Friday night, and the girlfriend, sensing something was taking his mind off her, putting him to work all day Saturday and part ways into Sunday. He was the one walking with the strange gait now, but when duty calls...Bonnie, the strict principal of Middlesex High, had been turned on watching the dean spank her very sexy secretary, Julie. Julie, panties...

Spanking
1 year ago
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Spanking Day By Scott Darth

The twelve chimes of the clock tower heralded the top of the hour. It was noon, and a large crowd had gathered in the town square outside the courthouse. A crowd this big could only mean one thing. Today was Spanking Day.A large wooden platform about three feet above the ground had been erected in the town square outside the courthouse. Judging from the number of cushioned mats that were brought out with the horse, it looked like about a half a dozen women would be spanked today.William...

2 years ago
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Spanking on the Ranch

I grew up dirt poor on a small farm that never did well. My daddy was a good man who taught me to work hard and get more out of life than he did. Sometimes he taught me by what he said and did. Other times, he taught me by taking me over his knee or put me over the bed and gave me his belt. Through our church, I got a position at a large and very profitable ranch. In those days, boys would apprentice at such places and, if they did well, be given a position. I was a strapping boy of twenty,...

Gay Male
3 years ago
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The Spanking Agency part 4

Blimey. There are just some weeks when a hot and horny little sexpot just doesn't know whether they're coming or going. And that was most certainly the case for twenty-eight-year-old Melanie Sykes, one of the Spanking Agency's favorite girls who was making her way towards her next appointment.It was her third that week and even though she was worn out physically, inside she was flying as high as a kite on a sexual wave of pure naughtiness. Her poor well thrashed little bum and well-poked...

Spanking
2 years ago
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Jodys Spanking Video

Jody’s Spanking Video        ‘I bet they’re just pop socks,’ Adam said to Neil, as Jody sashayed past them in the corridor, oblivious to their presence. They turned their gazes to follow her, auburn hair bobbing and glorious arse swaying slightly from side to side. As always she wore trousers (how they longed to see her in a skirt), which hugged her figure tightly until they flared a little below the knee. She wore flat black ballet-pump shoes, and as she walked, there was a tantalising...

2 years ago
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The Spanking Agency part 2

2: Anal Annie and Her Amazing Anus."THE LUBE, MR BAXTER," yelped Annie in alarm, "USE MORE LUBE!!"The young woman grabbed the white pillow at each end, scrunched it up, and buried her grimacing face into it as she felt the man wriggling around above and behind her searching for the plastic bottle of green goo.Good grief. This is ridiculous.  That thing was never going to fit inside her bum no matter how hard they both tried to force it in. Her client's equipment certainly gave "taking a fat...

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