The Making Of A Sissy - Part Ten free porn video

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Bella quickly gulped down her vodka and cherry, her bottom tingling with anticipation as her new mature friend gave her a commanding look; she had so enjoyed being submissive for her at the end of a leash, and now she knew she would be bound tightly on a soft inviting bed, and made completely helpless. Her cock stiffened sweetly at the thought; perhaps she would taste the cane again, she would love that. Ellen took Bella’s little hand and squeezed it tightly; though she had only just met this supreme example of a shemale, she knew instinctively she could trust her completely. The redhead smiled knowingly at Bella; her cock was in a similar state of excitement, she could not wait to see her new charge trussed and helpless, and hear her whimper sweetly when she was finally milked. She squeezed her soft little bottom as they reached the top of the stairs.

“You and I are going to have a few drinks together when we’re done; I’m really warming to you and I want to see you with that starry look in your eyes more often.” Sandy smiled at Ellen then gave the sissy a wet kiss on the side of her face and giggled as Roberts beckoned them into a huge bedroom at the end of the hall. She and Carl settled into a dark corner on a huge leather sofa out of the glare of Roberts lighting, where they could watch and be intimate, unseen. The two as aroused as the performers as they watched the pair strip and the sweet sissy led like a lamb to the waiting bed by the elegant buxom redhead. As they faced each-other by the bed, the little sissy was already fully erect with sheer excitement; her eyes glazed with wonder as the mature beauty pulled her close, for a soft kiss before ordering her onto the bed.

Now Ellen’s cock rose as she had the sissy kneel on the bed; her soft white skin contrasting with the black silk cover. Ellen softly caressed the cleft of Bella’s buttocks with her finger; the reaction of the contact with her anus making Bella’s cock bob sweetly; the sissy looking up at her firm controlling mistress with wide eyes. Ellen licked her finger before choosing a silky cord and tying Bella’s hands behind her back. She then stood and had Bella lick her cock for the first time; as Bella willing sucked on Ellen’s cock from the edge of the bed, the mature redhead smiled as she reached down to meet the sissy’s own yearning erection; the tips of her fingers revealing Bell’s glistening little bell-end, slick with sweet lubrication from pre-cum already. Sensing the sissy’s urgent excitement, Ellen withdrew her cock and had the sissy lay face down on the bed; now she bound Bella at the knees and ankles. Bella was in ecstasy and rubbed her stiff little cock against the silk; enjoying thoroughly the full eroticism of her submissiveness, oh how she wanted to be punished and abused now. Roberts looked from behind suitable screening, not wishing to distract either t-girl as he worked the various cameras; his cock ached for relief too, and the next episode would mean he could not deny his urge to indulge himself.

Ellen sat on the soft black silk; her elegant feminine limbs with pale skin and freckles also contrasting sweetly. She rubbed the soft white bottom of the bound sissy, which arched up gratefully to meet the probing fingers of the mature shemale who could do as she pleased with her. Bella was already very close to coming and dreamed of being whipped or caned severely; her little cock wanted to stroke the silken sheets, and the redheaded mistress took great pleasure in teasing the sissy, making her arch her bottom all the more, which brought her stiff little cock away from the ecstatic comfort of the sheets. Ellen laughed audibly as she sensed the sweet enjoyment Bella got from the tease; she was so submissive. She poked a finger deep into her tight virginal anus.

“Well sissy, I think it’s time you had something more than a finger in there; I’m going to have you submit completely to me.” Bella’s stomach fluttered and her little cock pulsed with excitement; what was to happen to her, was she to be fucked at last? She squirmed uncontrollably against the tight bonds, feeling them bite into her wrists, knees and ankles as she flexed her feeble muscles in an attempt to incur a little pain. Bella had not known such erotic pleasure and was close to coming when Ellen put her arm under her sweet little belly, lifting her bottom to ensure she was not allowed to come. Not just yet. Bella writhed and whimpered expectantly as Ellen produced a wicked but slender dildo; she wanted the sissy to know pleasure in captivity, but would not use anything on her which would spoil the pleasure of her first cock. Ellen put on a triumphant look for the cameras as she continued the tease, showing the phallus to Bella and pressing it to her lips.

“Now sissy, you give this a good sucking so it’s nice and lubricated; we both know where it’s going next, don’t we?” Bella sucked and sucked on the dildo like a baby with a comforter she stared wildly at the dominant redhead; oh how she wanted to be violated. When Ellen was good and ready, she withdrew the warmed and lubricated dildo and lifted the sissy up on her knees, face in the silk, making sure her sweet little anus was pointing toward at least one of the video cameras. Bella gasped as the redhead licked her tangy little bottom, probing deep with her tongue, enjoying the sweet taste of the submissive sissy. Then she eased the dildo into her tight little bottom for the first time. Bella squealed with a mixture of pleasure, discomfort and sheer erotic excitement as Ellen smiled wickedly and eased four or five inches into the sissy’s virginal bottom.

Behind the screen, Roberts shot wad after wad of hot cream from his rigid cock; he could not resist any longer. Distant murmurings were also heard from the direction of the sofa, as Carl’s genuine phallus entertained Sandy.
Bella’s little cock throbbed as the bonds held her tightly and the dildo was slipped teasingly in and out her bottom. Ellen was ready to deliver her sissy now.

“You’ll come for me now sissy; I want to see a good show on that black silk.” With that she smiled sweetly and clasped Bella’s little sissy cock with her free hand, and then stroked it mercilessly, making sure to tease the little bell-end with her thumb. Bella bathed in a sea of submissive ecstasy as the redhead sneered and teased, probed her sweet anus and manipulated her captured cock. Bella moaned long and hard as she tensed to enjoy her bondage and the complete control she was under, as the pleasure of a luscious orgasm washed through her. Ellen watched with satisfaction as the sissy’s little balls tensed tightly and her delirious moan of utter surrender was greeted with generous jets of hot milky cream which Bella spent gratefully on the black silk. Still bound and helpless, Bella was then to perform her duty in relieving Ellen who know knelt before her and lifted the sissy’s head. Bella sucked lovingly on the redhead’s aching cock, and as Ellen too, reached that sweet Shangri-La, Bella willingly swallowed her mistress’s gift with gusto.

Roberts was more than pleased with the nights work and Ellen cuddled Bella with some affection as did Sandy. Ellen was now more determined than ever to ensure Bella received an even greater reward…

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Sissy Prudence Part 2

Sissy Prudence (Part 2) (by Sissy Caroline 22 December 2006) Section 1 "Prudence. Come here at once." Dressed in his maid's uniform, Prudence walked obediently into the room and then knelt down before his mother, his eyes lowered to her feet. He knew he was in trouble because she had called him Prudence. "I have just been talking to Mrs. Smithton, who tells me that she is increasingly concerned about the quality of your work when you are supposed to be performing maid duties...

3 years ago
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My Sissy Life Part 3

My Sissy Life Part 3 When I got to my room I saw the Hello Kitty dry erase board on my door. There was a note from my brother that said 'Sissy, I need my jock strap clean by Friday morning.' Oh good, I get to hand wash my brothers jock strap again. Is it Christmas already? Almost every day there is a note on the board from someone telling me that they want me to do something. I walked in my room. I still can't believe how ultra girlie my...

2 years ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

3 years ago
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Mommys Dirty Sissy Slut part 2

Mommy's Dirty Sissy Slut part 2 by dirteesissy Please read part 1 before enjoying this instalment. Chapter 5. After I had finished cleaning Lisa's toilet with my tongue, she had me brush my teeth, as she finished her bath. I dried her with a fluffy white towel before helping her dress. Kneeling in front of her as she stepped into a pair of darling lacy pink thong panties, she bade me to pull them up. I obeyed and was overjoyed to serve her in such an intimate way. A pink...

4 years ago
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Becoming A Sissy Slut part 2

I awoke Sunday morning alone in Kassy’s bed, still in the tight mini skirt, my ass was deliciously sore bringing back a flood of memories from last night. I had spent the evening in full drag dressed as a slut and serving my mistress’s rubber cock followed by swallowing my own cum. It was hands down the best night of my life, I had never came so hard, and the rush I felt while serving her was a high that I’d never known. I rolled out of bed and stood up, my wig had fallen off in the night...

4 years ago
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A sissy called Jezebel Part VII

A sissy called Jezebel Part VII - Jezebel has finished hir tour with the Head Mistress into the secretive dungeon/reform school below the fair walls of the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. But is the Head Mistress entirely done with Jezebel? Additionally, what ever does one learn in a 'sissy life skills' class? I require the gurls in my harem to crawl on the floor at home and in private at the office. So get on...

3 years ago
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Sissy Prudence Part 3

Sissy Prudence (Part 3) (by Sissy Caroline) Section 1 "That's our Sissy Prudence in the garden. Isn't he a delight?" Bridget looked out the window and, despite the fact that boys were not really her interest, she found the sight presented to her was quite exciting. She had never thought that a boy in a dress could be such an erotic fantasy. Prue was working in the garden, which was something he now really enjoyed as a break from his duties inside the house. Not that he was...

3 years ago
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Americas Next Top Sissy part 3

After waking up, Jim finds himself in a feminine bedroom with the 11 other naked men. When the Nurse from the previous night enters the room dressed in a leather cat suit and introduces herself as Ms J, she wakes the men wake up and they soon learn to behaviour or implants in their bodies will make them. Now forced to wear ultra feminine clothes and wait holding each others hand for the looming elimination! Part 3 Jim is standing in the middle of the bedroom waiting for Ms J...

2 years ago
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A sissy called Jezebel Part VI

A sissy called Jezebel Part VI - Jezebel's inspection has been completed at the Head Mistress's office of the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. Jezebel is taken by the Head Mistress into the secretive dungeon/reform school below the fair walls of Templeton. All sorts of secrets and surprises are revealed. Headmistress Saxon looks at me. "What class did you just miss?" "Deportment, Headmistress." Forty five minutes...

2 years ago
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Sharons Mistress Throws a Sissy Party

Sharon’s Mistress throws a Sissy Party(Prior chapter is Sharon’s Sissy Saturday)The next morning Mistress was kind enough to let me sleep in, but an alarm above the door to my little cell went off at 6:30, rousing me from a delicious dream of being naked and fucked in the woods by a handsome, dark-haired man who kept me as his personal sissy slave slut. I woke with the sensation of his hard cock filling my dripping pussy, and I realized I was still leaking cum from my day in the booth. I...

3 years ago
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Masters Sissy Slave Chapter 6 Penitence

Chapter 6 - Penitence Waking up in a latex straitjacket with masters arms around me in bed, I felt a huge amount of relief. Master was here to take care of me. Waking slowly I remembered the ordeal that had been my first full day as Masters slave. The warm embrace helped sooth and recover me but deep down I still had intense and mixed feelings about what had happened. Clearly a number of people had known me at that club, some were shocked at my transformation others clearly weren't. ...

3 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

3 years ago
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Cometh the Sissy Part 1

Cometh the Sissy (Part 1) Stevie "No. No fucking way." "Ahh, c'mon honey. It'll be so much fun! It's about me not you. I just need you there as, well, sort of a training aid. I promise you that you'll love it." "It's gross, seriously, some fat old man, what the fuck are you thinking about?" "It's about power. Control. Desire. I want to see if I can do it. You'll out all day and I'm doing my online classes and shit, there's only so many dildos and vibrators. I want to...

2 years ago
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My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

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