The Making Of A Sissy - Part Eight free porn video

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The girls sat cross legged sipping orange juice as the day warmed up around them. Roberts’ house had extensive lush lawns beyond the pool which shimmered in the hot sun; the pool looked very inviting to Bella and Roberts looked at the pretty sissy, his mouth watering as his cock pulsed.

“Just go in whenever you want; it’s nice to see you free from your usual routine, I know how strict your Aunt Jane is with you; swim naked if you wish, no need for a bikini here. Sandy and the others never bother with swimsuits when they’re here.” Bella was a little shy at first, but Roberts had seen her virtually naked anyhow, and he was a photographer after all. Sandy cancelled out any inhibitions she might have had, by taking the initiative and stripping her sari off to reveal her naturally feminine body. Roberts smiled as her cute bottom wiggled to the edge of the pool; he snapped away with one of his many cameras as the slender form dived into the blue pool. Bella giggled and blushed sweetly as she too, stood and un-wrapped her sari. Roberts gulped involuntarily and his cock stiffened immediately as he witnessed the sweet perfection of Bella’s naked form for the first time. He almost forgot to take pictures as the soft white body of the completely feminine sissy padded graciously to the edge of the pool.

Roberts wanted her to remain there forever as he snapped away at the deliciously curvaceous and slender body. Her soft short and downy brown hair contrasting sweetly with her pretty pale complexion and red lips, her slender shoulders and well-formed round breasts; nipples sweetly erect, betraying her excitement. Her perfectly girly arms leading down to that soft bottom which still had a few rosy marks; Roberts’ cock pulsed as this reminded him of the caning, his eye wandered down to her beautifully shaped thighs and to the front, her dear little sissy cock, which had spent so sweetly under the cane he’d brandished. The nymph-like Bella completed the vision by tip-toeing as she prepared to dive; the beauty of her feminine legs and sweet bottom accentuated by the posture. Roberts gasped as he snapped away; his cock now rigid. God! How he wanted to fuck that sissy!

The girls were splashing and frolicking in the pool; Roberts taking the odd snap and video as they relaxed, when he suddenly turned to greet a stunning redheaded woman of about 45 who had just walked in. The two girls smiled and said hello to the tight skirted mature beauty, who kissed Roberts fondly on the cheek. The woman was a picture of elegance in her tall stilettos. She looked down at the girls.

“I can’t wait to get in; I love this pool!” Robert’s smiled knowingly at the two girls; Sandy winked back at him. As the beauty undressed she faced away from the pool; Bella looked enviously at the mature woman’s buxom form, she was certainly in her prime; her long elegant legs flicked her skirt to one side, and her beautiful red hair waved and shimmered halfway down her back, which was pure white with the exception of pretty freckles around her shoulders. Bella gasped as she turned; the woman smiled broadly as she revealed that between her luxuriant thighs a cute hairless cock confirmed she was transgender. Roberts smiled as he saw the little sissy’s reaction, and thought of how sweet some of the photo shoots would be with the two beauties together.

“Girls, I’d like you to meet Ellen; she’s going to help with the shoots later, you should look good together.” Bella clung to the side of the pool staring fixedly at the beautiful mature t-girl who swam toward her; she was everything Bella aspired to be, but to Ellen, Bella was everything she wished she still was – petit, youthful and irresistibly attractive; Bella had been led such a tortured and sheltered life, she was still unaware how beautiful she really was, her wicked guardians constantly reminding her of being a ‘freak’. She felt very warm inside with her new friend, and this woman was a revelation. Bella was glad to be in the water as she now had a full erection; she had noticed the handcuffs etc. which played on her mind and excited her, and now this mature woman was to partner her, she was very excited. Ellen brushed up against the two, exchanged a kiss with Sandy, whom she already knew, and then turned to Bella who was starry-eyed. Ellen gently squeezed the pretty sissy and giggled softly as their torsos touched; butterflies flooded Bella’s stomach as she felt the redhead’s cock against her; as erect and excited as hers.

“You are a pretty little thing! I shall enjoy tying and dominating you later, even if it is only role-play; why, you’re that sweet I could eat you!” Bella blushed a little; her words as to what was to happen later did not help quell her erection; her little cock throbbed rigidly and Ellen softly stoked Bella’s little scrotum, making her yearn to come. Ellen gave her a soft kiss on the lips as she continued to fondle the sissy’s balls.

“I can’t wait to see you in ecstasy later; you’ll look amazing in the photos I’m sure; you mustn’t worry about a thing, we’re all going to have some great fun this evening.” She smiled and gave Bella’s stiff little cock a squeeze, then guided Bella’s free hand to her cock.

“There sweetie; that’s to remind you that you’re in good company.” She smiled warmly as Bella blushed pink as her little hand clasped a healthy sized cock, which pulsed as Ellen tensed her middle at the pleasurable feeling exuded by the delicate hand.

“You are so special! I’ll bet there are lots of boys on your tail; do you have anyone to call your own?” Bella was a little mesmerised by the whole thing but managed to reply.

“There’s one I’d like to be, and he wants me too, but this is the first time I’ve been allowed anywhere without my sisters or my aunt watching over me; I’m so grateful for having Sandy as a friend, I didn’t even have my own phone till she gave me one; now I can speak to Adam whenever I want. I just wish I could see him.” Ellen was amazed as Bella went on to pour her heart out about her strict upbringing, which contrasted sharply with the circumstances by which she had met Sandy. She told of her history with Adam from the Mall, to her meeting in the sea yesterday. Ellen was particularly touched by the young man’s restraint when he could have penetrated the delectable sissy as the opportunity was there; she was charmed by his wanting things to be right. Ellen resolved to assist Bella in any way she could; her aunt could not rule her forever, and she was of adult age now.

“Let’s go and have a drink now; Mr Roberts will be anxious to start taking some posed pictures soon, and I can’t wait to see you pose.” Ellen watched the pretty bottom ascend to pool steps, followed her, and took great delight in padding the sissy dry with a fluffy towel; both Bella and Ellen had semi-erections as the two contrasting beauties felt the warmth of each-others excitement, which was much to the delight of Roberts as he snapped away; his own cock rigid as he viewed the pair…

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Becoming a Sissy Maid for Mark & Rebecca, Part Three - Ms. Rebecca Begins Sharing Her Sexual Research NOTE to Review Writers: Thank you so much for the incredibly positive feedback. It is definitely motivating me to write more and write faster. Now to part three of our story. "Tell me what you know about males who are feminized so completely they are transformed into a sissy, changed from the less than manly person she had been before coming under the control of a strict...

1 year ago
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I Want To Be A Sissy Part 4

After my intense and strangely satisfying lipstick application initiation, all the women and young girls and the male pharmacist drifted off, allowing Judy to take control of her cute little pansy customer once again. I was dumbfounded that the woman I first saw coming towards me with what I thought was disgust in her eyes, was really a rougher, blunted extension of my darling wife, my Mistress Claire. Judy seemed perfectly happy to take command of me and my sissy needs. She proved...

3 years ago
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Andrew The Unsuspecting Sissy Part II

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3 years ago
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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...

2 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...

1 year 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....

2 years ago
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Mommys Dirty Sissy Slut part 2

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3 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...

1 year 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...

2 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...

2 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."...

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