She Took His Cherry....Twice free porn video

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david had been in chastity for roughly two weeks, and overall Mistress Malice was pleased with the results. He was more focused and compliant than when his training began; however, there was one thing that she viewed as a negative aspect of retiring his penis. He was now enjoying anal sex a bit too much because that was the only sex she gave him.

Mistress Malice was the one who took david's cherry on their first date. He didn't like the idea at first, but she got him drunk and by the end of the evening he was willing to try anything. She was gentle and used a small phallus, but david didn't seem to enjoy it much. That was okay with her, because she did. She loved the feeling of power and dominance, as well as the visual of the dildo being pushed in and out of his tight ass. He didn't know it at the time, but he was about to become the regular pegging target of Mistress Malice.

She knew that if she could put him in chastity for a while, it wouldn't take long for him to become more interested in strapon sex, since really that was the only sex he was going to get from her. Once david was locked in the device, the magic began. In addition to remaining in chastity, she required him to watch hours of strapon pornography daily. In one short week he went from loathing the rubber cock to craving it.

However, it didn't take long for david's new strapon desire to become irritating to Mistress Malice. He started begging for it frequently, and when she would penetrate him he would rock on the phallus and moan with desire. He was no longer submissive during the act because he was wrapped up in his own pleasure and fantasies. She realized she was being ignored and had lost an element of control. She wanted him to accept pegging, but not necessarily look forward to it. Things were going to have to change.

She consulted the internet and didn't like the information she found. Most of the sites dealt with how to make strapon sex more enjoyable for the male. Use lots of lubrication, start gently, take your time, use a small dildo at first, make sure he's in a comfortable position, etc... Mistress Malice frowned in disgust. However, an idea popped into her head, and she began to giggle with glee. She would do just the opposite of everything that was recommended on the site. She grabbed a notepad and began making a list:

1. Use minimal lubrication.

2. Start roughly

3. Be in a hurry

4. Use a massive dildo

5. Make sure he's in an uncomfortable position.

...and so it went. When her list was completed she began to picture the idea scenario in her head. "What is it that makes a lasting impression?", she thought. It took her only a moment, and the answer came to her. David would have to have a traumatic strapon experience in order to eliminate his selfish desires. She wanted him to fear the cock.

A few days later she procured a new, oversized, black dildo along with a harness with O-rings that could accommodate it. Pegging had always taken place on her bed before, but Mistress Malice decided that this time it would happen on a spanking bench with his ass high in the air so that her full weight could come down upon him with each thrust.

Of course, david had no idea what was about to happen. He was still fantasizing about his Mistress lovingly pegging him in a gentle manner. When Mistress Malice told him he would get it on Friday night he could hardly contain himself. However, when Friday came david quickly figured out that things were going to be different.

Once she was ready she didn't waste time. He was completely immobilized on the spanking bench with his caged cock dangling between his legs. When he mentioned to her that he was uncomfortable in this position Mistress Malice shoved a ballgag in his mouth and buckled it tightly on his head. There was fear in david's eyes, and for the first time in months Mistress Malice was experiencing sadistic bliss. She glanced at her list one more time, then grabbed a riding crop. This was going to be his foreplay

Twenty hard strokes fell on david's ass, and upon completion welts began to rise. While david was struggling in bondage she admired her work for a moment. It was then she decided to break the news to david.

"Men who like taking things in the ass are gay, david. You love taking my strapon deep. That makes you a faggot. I don't want you liking things shoved in your ass, so I'm about to teach you a lesson you'll never forget."

Mistress Malice didn't notice that tears were streaming down david's face. Not only was he in pain, he also felt the humiliation of her words. Forty more strokes with the cane fell on the middle of david's ass as it changed from pale white to deep crimson. When she was done, she knew she had him right where she wanted.

She spread david's cheeks and spit on his asshole. That would be the only lubrication he was going to get. She stepped into the harness and tightly secured it so that she could feel the base of the dildo pressing against her clit. She wanted to keep the quick pace, but savored the moment. She took his anal virginity far too gently, and she would make amends now. There would be no warmup, no lube. He was going to take it all at once hard and fast.

She positioned herself on top of his tender red ass with the dildo pointing at a slight angle downward. She braced herself above him so that all she really had to do was bend her legs slightly and let her weight come down. Lubrication or not, the dildo would have no place else to go but inside him. It excited her to take him in a violent way. She watched him quivering and struggling below her, and she knew that his lust for the strapon was about to change. She bent her knees and all eight inches of the fat dildo entered him until her entire body weight was against him. She held the position for only a moment before pulling the dildo completely out of him again. His body was now convulsing involuntarily and she could hear him hyperventilating in pain in the gag. No matter, she came down twice as hard on the second stroke and then started to fuck him at a furious pace.

She continued fucking him hard until his body went limp and he stopped struggling. At the point he gave up and starting accepting the cock, she pulled the monster out of him. The dildo had a little bit of blood on it which she expected. She hoped that it was enough to make the association now, but she wanted to make sure that he was properly traumatized. He ass was already sensitive from the previous caning, but Mistress Malice knew that additional strokes were needed to insure a lasting memory. She grabbed a cane and tore into him until his sexy ass was sexy no more. As ugly as the bruises were, she loved what she had done and took several pictures that would wind up on her website later.

She left david bound and crying on the spanking bench for two hours. She turned out the lights so there would be complete darkness and nothing but time to reflect. Her punishment was more than effective. When he was finally released he begged her never to take him like that again. Mistress Malice smiled at him but didn’t say a word. She was already wondering where she could buy an even bigger dildo for next time.

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Orikkal Mum-Bah yaathrak aayi Sheena boarding formalities complete cheydhu, yennal yendho shaankedhika prasanam moolam flight thaamasiche poakoo, pasangers ne avarude flatil poakaan anuvadhichilla, Air port nu aduthulla Hotelil yella yaatra kaarkkum free accommodation offer cheydhu, problem solve cheydhaal immediate aayi flight purappedunnadhinaal yaatrakkarkk avide thaamasichu wait cheyuka alladhe mattu maargham yillayirunnu; mattonnu confirm ticket ulla yaathrakaarkk maathrame accommodation...

1 year ago
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Sheri and Jeanette Part 3

Note : This story is completely fictional! Ethan dropped her panties. “You’re so beautiful,” he said, staring between her legs. He put his hand around his woody and moved it back and forth. “Are you sure you want to do this?” Jeanette stared at his penis. “Yes. I’ve been a virgin as long as I want to be. I want a penis in me and I want you to put your’s there. But you better not hurt me. You know I’m a virgin.” “I’ll ease it in slow and gentle. I’ll take it real easy. I won’t hurt you a bit.”...

Incest
2 years ago
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Sheetal Mami Ka Gussa Hua Shant

Hello everybody, mera naam vikas hai, age 21, height 6 feet, size 7 inches aur mai delhi se hun bhenchod.Mai sabhi ko pranam karta hu aur females ko bahut saare fun ke lie invite karta hu.Mai iss ka fan aur ye meri pheli story hai, bhul chuk maaf Ab sidha story pai aate hain Mera naam vikas hai aur mai 21 saal ka, delhi ka launda hu. Ye baat tab ki hai jab mai 19 saal ka tha. Mai mere college ke exams ke baad ki chuttion mai apni nani ke ghar jaane ka plan bana raha tha. Yaha mai bata dun ki...

2 years ago
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Sherrys Test Ch 18

This is a continuation of the Sherry’s Test Series. It will make more sense if it is read in order but each chapter stands on it’s own. This chapter contains light MMF/F spanking and humiliation in a family environment. It does not contain any sex. This story is meant as a completely fictional, unrealistic fantasy and bears no resemblance any persons spanked or unspanked. Feedback, votes and comments greatly appreciated. I put a lot of effort in writing this, so please take a moment to vote...

3 years ago
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Sherri takes pity on her Guinea Pig8217s enforced celibacy and gives him some pleasure

An original story based on a real-life experience. Sherri turned off the living room TV and yawned as she walked into the kitchen to fetch a bedtime Diet Coke, her firm breasts outlined under her t-shirt as she lazily stretched her arms upward. As she opened the refrigerator door a blast of cold air raised goosebumps on her bare legs; just panties and a shirt was Sherri’s standard nighttime garb. The noise of the refrigerator door was followed almost instantly by a high-pitched...

4 years ago
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Sheela Ki Jawani

Hi guys I’m shivam, I’m 5’7″ fare complexion guy with an average body and 7″ dick, I’ll write this story in hindi, so that every reader understands it better So ye story start hue 2 sal pehle, basically mai mysore ka rehne vala hu vahi pe maine apni graduation ki, during my education I had a huge crush on a girl name sheela, vi ek bihat hi khoobsurat ladki this, bhari bhari si thi, uske body me sabse zyada akarshit karne vali cheese use aankhe this, but mai use kabhi apne dil ii baat nahi kar...

2 years ago
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Pygmalions Chisel

_______________________________________________________________________ This work of fiction (pack of lies) is copyrighted by the author. Permission is hereby granted to re-post it to any FREE site provided the title, text, and author's name are unchanged. The names and/or descriptions of all persons, locations, firms and events are fictitious or used fictitiously. Any resemblance, or perceived resemblance, to actual persons, locations, firms, or events is purely coincidental and...

1 year ago
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Sheena DefeatedChapter 3

No matter how hard they pressed her, Sheena wouldn't tell them what happened to Dooley. Maybe she didn't know. She was in shock when Gene got her to camp. "You think she killed him?" Louie asked, after Sheena had been allowed to go to sleep. "Yeah, somehow I think she did," said Gene. "With her hands cuffed behind her?" said Akbar. "Yeah, I know it sounds crazy, but I think she managed to off the poor son-of-a-bitch without using her hands." "Crocs got him," Tremain said...

4 years ago
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Shelley Comes To Stay

Josh is twenty and lives at home with his parents. He is a student, at a local university and commutes in for lectures, so he can save money on accommodation and so on. In this way he will not leave university, several thousand pounds in debt. His room at his parent's house is a spacious double room. He has all the tech and modern conveniences he needs, a nice big double bed and a en suite bathroom, so the only reason he needs to leave his room is the get fed. Josh’s parents, Steve and Bev,...

Straight Sex
2 years ago
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Sherris Tijuana Trip

I had known my wife Sherri was a bit of a sex fiend since before l married her. Her confession to me about her past and the things she had done did not push me away, rather it attracted me to her even more. She had a need to degrade and humiliate herself in various ways that usually involved groups of men in different scenarios. But really, she was down for pretty much anything, and it became my job to help her find outlets for her needs. Let me also preface this story by saying that Sherri was...

3 years ago
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Sheenas wild brutal punishment

Friday afternoon I joined Camilla at Laura’s home. Our good girlfriend had invited us to have tea and to kiss and tell for a while.There we found Sheena, a blonde bimbo with perfect curves and a very slutty smiling face. We were all around our late thirties; but the stupid bimbo was just barely legal.After having some drinks, the whole conversation centered around sex toys and sexy outfits or anything that had to do with sex. A week ago Laura and me had done some good purchase at the mall,...

1 year ago
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Sheena Ki Chudai Kamasutra 8211 Part IV

Hey all ISS readers !! Friends I am back with my another adventure. Jo log meri story 1st time padh rahe hai unhe me bata du ke aap mere story ke previous chapters jarur padhiye.my desi sex adventures – part 1, sex at Sheena’s home – part 2,Kaamasutra sex with sheena part-3. Now im writing the Kaamsutra sex with sheena part 4. Me apne bare me fir se bata du ke me ek handsome, fair, tall, medium body age 19 ka boy hu. My tool length is 7.5 inches . I love sex, and I even love it more when I do...

2 years ago
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The Whist Drive

The Whist DriveBy DummersPrologueMrs Diana Fortescue-Slagg was very pleased.  She was chairing the Annual General Meeting of the Middle England Whist Club, and there had been a highly satisfactory agenda item.  It was the Treasurer’s Report.The Treasurer, Marjorie Snatch, wasn’t a very exciting speaker.  (She was a Chartered Accountant, you see.)  And the Whist Club was skint.  But Marjorie was a great planner and forecaster.  Which is a kind of ‘creative accounting’ term for fantasist.  And...

3 years ago
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Sherrys Test Ch 23

This is a continuation of the Sherry’s Test Series. It will make more sense if it is read in order but each chapter stands on it’s own. This chapter contains light spanking and humiliation in a family as well as work environment. It does NOT contain any sex. It is mainly about submissive females and dominant males. This story is meant as a completely fictional, unrealistic fantasy and the characters bear no resemblance to any real person. Feedback, votes and comments greatly appreciated. ...

4 years ago
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Sherrys Test Ch 21

This is a continuation of the Sherry’s Test Series. It will make more sense if it is read in order but each chapter stands on it’s own. This chapter contains light spanking and humiliation in a family environment. It does NOT contain any sex. It is mainly about submissive females and dominant males. This story is meant as a completely fictional, unrealistic fantasy and the characters bear no resemblance to any real person. Feedback, votes and comments greatly appreciated. I put a lot of...

3 years ago
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Sheri Baby Wont You Cum Out Tonight Part 1

She wasn't typical of the women who I'm usually attracted to. Sheri was middle aged, taller than average, a bit over weight and conservatively dressed. Her firm voluptuous breasts on the other hand are attributes which I find appealing. Sheri was sitting on a stool, sipping a glass of red wine, at the casino bar. I approached, positioned myself next to her then overtly gave Sheri the once over, starting at her head then lowering my gaze down. Her stare was forward as she watched my reflection...

Exhibitionism
3 years ago
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Jyoti Sharing Desires With Brother Ashish 8211 Part I

Hi to all SS readers I am Jyoti and I will share here my true experience and this is my first story. I am very fan of ISS and regularly read all update so I think I should also share some my experience. May you like please send you comment to my id This incident happen when I was 18 years old and we are family of 5 members and I am younger them all. I have eldest sister Veena who was 24 years old and brother Ashish who was 21 years that time and we have 2 bhk flat at Ahmedabad. My sister and I...

Incest

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