Little Sissy Of Mistress (3). free porn video

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Mistress took two rounds of the room and brought him back to his original position in the room and left the leash. “This is just the beginning slut. You have not yet experienced anything. I am willing to give you one chance now. Chance to walk out and we will never meet again. You are free to say Yes and you are free to go, But if you say no, You will lose your will to walk out and after this moment I will not hear anything” She was saying this and all the while caressing his hair and back very lovingly.

There he had his chance. he had already seen enough, he already had experienced enough pain, enough humiliation. One part of him wanted to say Yes he wanted to walk out but this was a lifetime opportunity for him. He wanted to stay, he wanted to serve her. No matter how humiliating it was, no matter how painful it was, he was going to stay. So he said “No Mistress, I want to stay, I do not want to go”

“You fully understand, what you are saying. Do you?”

“Yes Mistress”

“From this moment you lose your right to walk out of this relationship. Do you understand?”

“Yes Mistress”

“Okay, very well” she said and left the room leaving him wondering.
Again sometime passed. Mistress returned. This time the footsteps were more. She has more people with her, he thought. Hello slave” he heard a voice. This voice seemed familiar. He had heard it somewhere. Suddenly he realized, she was the lady from the boutique. She came near and said “I see you are learning fast. The other lady walked behind him and immediately he felt the sharp string of whip on his ass. Mistress said “Jane, you want to have some fun with this slut?”

“Oh Yes, I do. But first I see this slut is very dirty. He needs cleaning. Doesn’t he Jennifer?”

“Yes” The lady behind him said. Both the ladies came on top of him. One near his ass and the other near his neck and he felt warm liquid, presumably pee. Flowing all over his body. It drenched him to say the least. By the time they were finished, Mistress had brought a bucket which was full of water. After ladies got up. She inverted the bucket on top of him. It was ice-cold water. A shiver ran through his spine. As he was gasping for breath, he felt string of whip on his back and his leash being yanked. Again he was forced to crawl round the room on fours dragging and pulling on the weights and being lashed on his ass.

As he was crawling around the room, suddenly he felt a big jolt on his balls which made him tumble. Jennifer had stepped on the weights attached to his balls which jerked his balls almost out. She was laughing “what happened slut?, walk”. Jane also was pulling on the leash. Jennifer never released his foot from the weight. Helplessly he looked at Mistress, hoping that she will come to his rescue but she had no expression on her face. He understood he had to comply, so helplessly he pulled on the weights and tried to walk but he could not as Jennifer was holding the weights. He really was in a pathetic situation where Jane was pulling on the leash and Jennifer was holding the weights attached to his balls. He was gasping and panting, tears were rolling out of his eyes and then she released the weights.

He saw her walk past him. She came back holding a big candle. She lit it up and whispered in his ears “slut, I am going to drop this hot wax allover your ass and back, brace yourself”. He knew he could not say anything, so he braced himself. Jane was leading him around the room. Jennifer was walking alongside him and suddenly, he felt a sharp burning sensation on his ass. He let out a sharp cry and immediately felt a sharp lash on is ass and he clenched his teeth. Again he felt that burning on his ass and it continued and increased in volume. It moved on to his back from bottom to top. His whole back was like burning. He was panting, he was in pain but he was afraid to cry. And then he saw what was left of candle fell to ground and he heard Jane say “I have to agree, he is a real pain slut. You look to have got a good slave” Good slave?” Mistress said “ he has not seen anything yet, its just beginning”, as she said that she turned towards him and said “lie flat of your back, bitch”. He immediately got into the position. Mistress said “Jennifer, hold his legs and bend him, bring his legs towards his face. Jennifer did the same, she held both his legs and bent him double over. This brought his ass up staring towards the ceiling and also put enormous stress on the balls because of the weight.

Mistress attached the pump back to the butt plug, deflated it and almost immediately yanked out of his ass. His asshole like just opened up because of the pressure built over some time and the liquid he was forced to retain just gushed out like a fountain. He could hear both Jane and Jennifer laughing as the liquid was flowing all over his body but he was feeling lot of relief because of the release. By that time Mistress had again brought a bucket which was full of water. She inverted the bucket on top of him. It was ice-cold water. A shiver ran through his spine. As he was gasping for breath, he again felt the butt plug being inserted to his ass hole. This time it was even bigger and strangely he did not feel as much pain as before. This was again inflated. Mistress said “Jane, check, if this comes out. Jennifer was still holding his legs and his ass hole was up in air with butt plug sticking out of his ass. As Jane walked to him, she held the base of the butt plug and twisted it slightly. This caused him to twitch. Jane again twisted it as if she was enjoying this and then started pulling on it. The Butt plug was inflated and securely locked inside his ass so no way it could come out without tearing his ass. The pressure from pulling was immense which made him cry out. Jane pulled and twisted for some time and then finally said “This will not come out”

“Good” Said Mistress “now press that button on the base”

He did not understand what Mistress meant but suddenly as Jane pressed the butt plug, it started vibrating causing his all insides to vibrate. This was intense but somehow he was feeling very aroused. He was humiliated beyond comprehension but he did not seem to care. He was enjoying this sensation and this was visible from his face. Jane said “Look this slut is enjoying”
Immediately he felt a sharp sting of whip on his ass which continued till he was in so much pain that he started crying and begging for mercy. Mistress brought her face near his ears and said “whore, You seem to forget that this is for my pleasure, my enjoyment, NOT YOURS. He immediately understood and stammered “Yes Mistress, I am sorry”
“Now get back on fours” said Mistress and he complied.
Mistress brought out small metal chains which had hooks at both the ends. One end was attached to his nipple clamps and the other end was attached to his cock cage.

“This is one more tool to ensure your absolute compliance” she said.

He did not understand and Mistress perhaps also sensed his confusion this and seemed to enjoy his bewilderment but said nothing.

After a while she spoke “stay in this position now Bitch. You are free to crawl around the room like a bitch you are, but, do not get up and the leash has to be in your teeth. Understand?”

“Yes Mistress”

“I will be watching and if you did not comply, there will be severe consequences”

By his experience until now he knew she was saying what she meant, therefore he immediately said “Yes Mistress”
Mistress and the two ladies left the room.

He was now thinking and questioning his decision to meet Mistress. What had he done? What had he got himself into? He had been brutalized, he had been beaten, he had been humiliated, he had been treated nothing short of a dog but he realized that thinking about all what had happened made him aroused. He felt his dick growing but alas immediately he felt the pressure of the cold metal of cock cage which prevented his cock from growing but strangely he seemed to enjoy it. The butt plug in his ass was vibrating which was creating an intense sensation. Now what else could be in store for me, he thought.

He first thought about moving through the room but ultimately decided against it. It had only been few hours since he had Met Mistress but already his experience was so overwhelming that it had taken away him completely off guard. He realized that she still had this night, Sunday full day and night. “Already I have been through so much, what else would she do to me” he thought but he did not seem to care. He also realized that until now Mistress had not asked to physically service him and perhaps that was what made him so craving for that and he was desperate to find out what was next. Watch out for Part 4.

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PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

4 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

3 years ago
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Online Sissy Training

Online Sissy Training I must admit that I was surprised, but also thrilled to get the email. "Hello Sissy Michelle;" it read. "Please excuse my impertinence in reaching out to you, but I have seen several of your posts on Craigslist, Fetlife and Adult Friend Finder. You always say that you are a sissy seeking dominant men who will train you to become a sissy cum slut. I am guessing that you have not found that man as of yet, because I keep seeing variations on the same ad week...

2 years ago
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A sissy called Jezebel

Part I - Jezebel starts her big day, serving as a sissy maid for the dominant females of hir family. We seen in depth hir morning routine, as sie gets her sisters and hirself ready for school. My alarm goes off at 5:30 in the morning. It is an old fashioned wind up alarm clock with the clapper bell ringer which would wake up the dead, or at least this sissy who had been dreaming sweet dreams of dancing in a full ball gown with hir Prince Charming. I turn on the light on my side...

2 years ago
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Curiosity Spanked the Sissy Finale

You watch Mistress Michele sway towards you provocatively her red lacy worn panties dangling from her finger. Your cock throbs painfully knowing exactly where they are going. Reaching you she takes hold of the dildo and you plead with your eyes for her to remove it. Instead she turns it until the rubber balls are resting against your chin, a wicked smile on her lips. "I never knew what a cock sucker you were..." she smirks and you blush. "I mean ten inches!.You're a pro!..perhaps I...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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My Sissy Secret

My Sissy Secret I got the text on Friday afternoon, just as I was heading home for the weekend. I glanced at my phone as I left the building and stopped dead in my tracks. I didn't recognize the number, but the text sure got my attention. "Hello Sean," it read, "or should I say "Sissy Sean." I was standing in the parking lot trying to decide whether to block this guy or just ignore the text when his next message arrived. "I don't know if you remember me," he wrote, "but I...

4 years ago
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Crowd Sourced Sissy 2

PREVIOUSLY ON CROWD SOURCED SISSY: A man meets a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. The guy decides that he wants to/needs to join her as a willing-to-do- anything sissy, so he starts his own website. He will become a perfect sissy by doing whatever his online fans demand. Crowd Sourced Sissy 2 My trip...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

1 year ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...

2 years ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told...

1 year ago
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A New Sissy Maid

Chapter 1 It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told himself,...

2 years ago
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  • 27
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Classroom Sissy

Classroom Sissy By Cassandra Morgan I did it! I got in! Me! Geeky Brad Hollins. I'm one of the 10! I'm finally accepted! I'm finally one of the chosen few! I never thought I had a chance. After all, more than 200 students apply for the 10 every year, and 190 of them go away disappointed. Only the finest minds at Calvin Coolidge Community College (CCCC) get a Golden Ticket. And I'm Willie Wonka! Whee! You've heard of the 10, haven't you? It's a secret honor society at CCCC,...

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