Degrading A Young Lady free porn video

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Rebecca was 22, tall and blonde, but was a virgin and had never been kissed because guys didn’t like her arrogant attitude. Whilst being very insecure on the inside, she portrayed a snobby personality and ‘looked down’ on others.

Her parents noticed this behavior and were concerned that it would affect her finding a husband. The family was very wealthy, and prided themselves on being the most perfect, rich family within their upper-class community.

Rebecca, however, was spoiling their image. She was rude, arrogant and came across as vain, as she was frequently spotted eating at extremely expensive restaurants and showing off by purchasing clothes from expensive stores.

So her parents decided to put a stop to the damage she was inflicting on their reputation. And they did so in a very unconventional way.

Her farther, Rich, contacted me, explaining that they wanted to teach their daughter a lesson, by humiliating her and enforcing respect. They wanted her to lose her virginity to prevent her from being a shy prude around potential suitors.

Rich suggested that my services could take place at their secluded country house, and that the whole family wanted to be involved in the process of degrading Rebecca.

I arrived at the country house a day beforehand to prepare. The property manager, Keith, let me in. Keith was a short, fat man in his late 50s with bad breath and greasy hair. Together we carried in my equipment at set it up in the large living room.

A bit about me – my name is Nathan, and I’m 30, tall, extremely fit, olive skin and wavy blonde hair. I have a six-pack and a large frame with well defined muscles. People say I look exactly like Cam Gigandet. But the most impressive thing about me is the size of my cock. It is 11 inches long and extremely thick. Probably almost as thick as a can of Coke. When it’s hard you can see the veins and the fat, round head turns purple. It also curves up slightly. Most women are unable to fit it in their mouths or take my entire length in their cunts. I'm just too big.

I was in the kitchen when Rebecca and her family arrived. They sat down immediately so that Rebecca wouldn’t wander into the living room. Keith served us dinner and Rich explained that I was one of his colleagues who would be staying with them for the weekend. Rebecca couldn’t take her eyes off me. She flirted with me the whole time and as I flirted back. I knew she was imagining me kissing her.

After dinner the family left us alone to get to know one another better. I moved to that I was sitting next to Rebecca and put my hand on her knee. “You are so beautiful” I said to her. She blushed and replied “you’re pretty good looking yourself”. I decided to lead her on a bit more and said “I’ve always imagined myself marrying a girl like you. I think you’re wonderful”. That was all it took for her to become completely infatuated with me.

“Now I have something I need to show you, but it’s a surprise so I need to blindfold you” I said. “OK, this is exciting” she replied. I placed the blindfold tightly over her eyes and lead her into the living room where her family were sitting on the large lounge at the edge of the room. I lay Rebecca down on her back on the “bed” I’d set up (a bit like a massage table), and locked her ankles and wrists to special cuffs on the table.

“Wait! What’s going on Nathan? I don’t like this!” she cried when she realized she was restrained. I took off her blindfold as Rich walked over to her. He explained how she was ruining the family’s reputation and how keeping her virginity was preventing her from finding a suitable husband. He told her that I’d been hired to solve these problems.

“So, Becca, you are going to lose your virginity tonight. But you get to choose who does it. Me, your 19 year old brother Zac, or the handsome Nathan?” he told her.
“Mum help me! Please help me” Rebecca sobbed. Her mother, Carol, shook her head and smiled, then said “Darling, this will be a horrible experience but it will do you good. And I am going to enjoy seeing you punished for your terrible behavior. Don’t try and fight us Sweetie. We’re doing this because we love you”.

I took over and said “So Bec, who do you want to take your virginity?” She started screaming and thrashing “No let me go! Don’t touch me!” So I got a ball-gag and inserted it into her mouth. It was the kind where you can remove the middle so you can insert a cock inside her mouth without her being able to close her jaw or bite. I left the middle in for now.

“Ok I’ll choose for you. I will take your virginity, but your father might get the honor of deflowering your beautiful, virginal anus”. The look of horror on her face was priceless.

I cut off her clothes and re-adjusted the bed so that her legs were spread very wide and I could access her pussy standing up (the bed split down the middle between her legs and the sides swung out). I groped her large milky-white breasts firmly which made her wince. I tweaked her nipples hard and dragged my fingernails down her stomach.

“I get to be the first person to see between your legs don’t I?” I said. She continued crying.
In a very clinical manner, like a doctor, I examined her pussy. Pulling her lips apart, stretching them, looking at her vaginal opening carefully. I used one finger to press down on her clit. Rebecca was red in the face and I could tell she was completely humiliated and embarrassed. She was about to be violated and I knew she was soon going to feel very angry.

I put my index finger in my mouth then suddenly stuck it into her vagina and curled it up so I was firmly massaging her g-spot. “Ahhhhhhhhhhh” she moaned/cried in surprise and pain.

“Oh don’t be a sook Becca” said her mum. “I know a finger can’t hurt that much”.
I said “True, but I’m aggressively rubbing her g-spot so this is probably the first time she’s ever felt such intensity inside her pussy. Although it’s very dry so it probably is a bit painful. Shall I lick you Becca? It might help you get wet”. The thought of having a man’s mouth make contact with her private parts terrified her.

I bent down and spat on her clit. Then began lapping at it like a thirsty dog, running my tongue from where my finger was inside her pussy up to her clit, over and over again. “Ahhhhhhhh…eeehhhhhh” she protested, feeling violated by the strange sensations. She was getting mad.

“Ok we can do this two different ways” I told her. “We can fuck you with a series of dildos that progressively get bigger and are designed to dilate your pussy. It will be a very long process and will eventually end with you being stretched wider than a fist.” Rebecca squealed through the gag, tears running down her face. “Or I can fuck you right now, without any dilation. Just my cock straight into your virgin pussy.”

“I’d enjoy watching the dilation process” said her Mother.
“No, just fuck her right now, nice and hard. I want to fuck her ass as soon as possible” said her Dad.

“Ok Sweetie, lets allow my cock to take your virginity shall we?” I decided. Panicked sounds came from the gag and her eyes were wide open. She shook her head and pleaded with me using her muffled moans.

I stripped my clothes off, revealing my ripped muscles. I rested my massive purple cock head on her pubic mound, which was covered with a thin layer of blonde hair. I made a mental note to remove that later. My cock rested on her and came passed her belly button. I doubted she’d be able to take much of me inside her.

With my fingers I parted her lips and then ran the tip of my cock up and down her slit. It was slightly moist from my licking but I could tell that she was going to be quite dry inside, not enough to be painful for my cock, but enough that it would be extremely unpleasant for her.

“Ok Bec, now I’m going to push the head of my penis past your labia and into your vagina. Don’t worry I’ll stop when the head is in”, I explained to her in a clinical manner that really turned me on.

I pushed my head into her pussy and it was as tight as a vice. She screamed as if I was trying to force a pineapple up inside her. The sight of my cock head inside her was beautiful. I stood there so her dad, Rich could come over and take some photos of me inside her, and the painful expression on her face. This angered Bec even more, seeing her father enjoy the humiliation and pain she was feeling. She felt angry and betrayed.

“Ok Bec, with the next move I’m going to insert my penis as far as I can until it meets resistance. It’s going to split your hymen which will be extremely painful. You’re going to feel your inner walls stretch to their limit and a lot of pressure on your cervix. Are you ready”. More screaming came from the gag in her mouth.

I placed my hands on her breasts for grip, and thrust my hips forward, plowing my 11 inch thick rod into her tight virgin pussy. Her shrieks were deafening and her whole body tensed up, as if she was convulsing with pain.

I hit her cervix, but I my cock was only half way in. “Now Bec, you’re no longer a virgin, and I’m going to have sex with you. I love the way you scream, it really turns me on. You’re so tight this must hurt a lot for you. Fucking you is going to be like fucking a child”

I began thrusting in and out of her blood soaked pussy, hitting her cervix everytime. Her brother Zac was jerking off, her mother came over and started biting and sucking Bec's nipples, and Rich stood there with one hand on a video camera, and the other stroking his 9 inch dick that was oozing pre-cum.

I reached forward and pulled out the middle plug of the ball gag, so that when Zac and Rich were ready to cum, they could shoot their hot sperm into her mouth.

“Now Bec, this is feeling really good for me, but it could be better. I want to be able to fit the entire length of my shaft inside your cunt, but the only way I can do that is my penetrating through your cervix and fucking your uterus. The cervix is where babies come out, so it’s going to hurt a lot when I open it with my cock. And it’s going to feel so good for me that I’ll most likely come inside you, impregnating you with my child”

And with that I pulled out of her pussy completely and thrust with all my might into her cunt, piercing through her cervix which felt absolutely amazing. A lot like passing your cock through a child’s anal sphincter.

Bec passed out from pain.

After 10 strokes I shot a massive load of cum into her uterus. Her Dad came inside her mouth, followed by her brother. She was going to wake-up to a very sore pussy and a mouthful of her family’s semen.

(To be continued)
The next chapter will involve incest and forced anal. Please tell me what else you would like me to include.

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The Wonderful World Of LADYBOIS

Oh god - I'm just sitting here, thinking about how lucky I am to have been born a femme! I love everything about femmes. Of course, getting to where I am today - a totally sexy and girly ladyboi - took a long and sometimes circuitous route. Being born male, and coming from the time and place I came from, announcing to the world (or even to yourself!!) was probably not the wisest thing to do. All I ever heard growing up were extremely negative things about anyone who wasn't straight sexually. It...

3 years ago
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91 AVIS AND HER LADYFRIENDS

91 AVIS AND HER LADYFRIENDS My friend Carol called me up one morning and asked if I would like to meet for some shopping and lunch. Since Jon and I would have the day to ourselves, I agreed and we met at the local mall. Carol approached me and unexpectedly kissed me there in the entrance way to the mall. "Good morning" she said as I looked back in mild shock. "Did I shock you?" she asked. I said I was a bit surprised, but then let it go and off we went shopping. Around noon we stopped at...

2 years ago
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Married Black Mans Ladyboi

Torrance Denkins was completely infatuated with transsexuals. He watched shemale porn constantly. He was married to his second wife. In total, he had five c***dren - three by his first wife and two by the current one. Torrance was forty-eight years-old. His betrothed was only 29. The homicide detective walked out of the precinct and got into his personal vehicle. He drove a black 2014 Cadillac CTS. Once he got settled in the car, Torrance started it up and then sent a text message to...

2 years ago
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the barlady

After a long day at work and a meeting with my boss that ended badly. I decided to dive into the local pub the young guys at work always talk about. I walk in and plat myself by the bar. Greeted by a young black woman. I pay no attention with my head down. Whiskey on the rocks.. Make that a double!! She slides my drink over asking.. Rough day? as I take off my tie. I reply with a negative voice.. You can only imagine. And that's when I make eye contact with her.. A pure beauty. Tied up hair in...

4 years ago
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Sex With My Ladyboss

An awesome moment with the busty manager. Hello friends, I am from Kashmir my first story in ISS hope you ll like it. I have been an avid reader of iss. If any women who seek no strings attached fun, or friends with benefit fun can contact me on please be assured of the safety, women’s safety is my first priority. About me, I am a fair handsome looking guy I am a single guy have a decent tool whose sole aim to is to satisfy women, I’m on the heavier side, funny guy. This story goes back in...

3 years ago
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THE CLEANINGLADY

I was just about finished cleaning the house for Mr. Gustavsson, the whole house had been out of a womans touch for years. I had recently got my driverslicense and this was my first real job. I lit lighter and waited for the familiar cloud of Smoke that came when i cigarrette fires up, while Mr. Gustavsson leanedaround the corner and asked if everything was O.K. "No problem Mr. Gustavsson all finished," I said,as i wiped my hand with an old rag , "I'll be out in a minute!"After gathering up...

3 years ago
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You Ladygirl

You Ladygirl Preface If this were a true story, and it isn't, but if it were, I would need to protect the innocent. The innocent in this case is a culture rather than individuals. So to protect a fictional culture I have changed the fictional name of the fictional culture to "Chinese." Me, I am, like the protagonist, of European ancestry second generation on my father's side. I admit knowing little about Chinese culture. There is a high likelihood that this story is chock full of...

2 years ago
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Visit to Mistress LadyJulia

below is a real account of a visit I had to a professional Mistress. It was a bitter sweet memory that I will treasure for the rest of my life So here at last is the account of my first visit to a Mistress. That being Mistress LadyJulia. It is not as eloquent as I would have liked but I was trying to capture the emotions I was feeling. It has been read but not censored by my Mistress as I may have stated in my diary. She did not want to change my words but was concern I may have given...

2 years ago
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Second Visit to Mistress LadyJulia

My appointment with Mistress LadyJulia was at 11 again and I arrived on the dot flowers in hand. It was a strange feeling to be standing there again. All through the previous week I had berated myself for wanting this. I had even talked myself out of coming a couple of time, but I so much wanted this! So now as I stood waiting I felt calm and ready, tinged with anticipation of what was to come. I knocked at the door and stood back head bowed as ordered. Seconds later Mistress answered the...

2 years ago
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The Shack Ladykiller

The Girls of Hollywood Fort Leonard Wood, Missouri “Hey, Hollywood!” I was just bringing the micro van around the first set of barricades when one of the assistant instructors, Chrissie, jogged around the corner waving for me to stop, long blonde ponytail streaming through the back of her “Instructor” cap. I brought my vehicle to a stop. “Mac told me to tell you they aren’t taking it seriously. They’ve aced everything, but they’re getting cocky. It’s an all-female squad of Reserve MPs,...

1 year ago
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LadyboyGold

Ladyboy Gold! Good evening, ladies and gentlemen, boys and girls. Tonight’s sexual entertainment is full of beautiful ladies, and uh, hot boys? Sorry, no. I’m still a little fuzzy from all the Everclear and Cialis last night. LadyboyGold is a premium site that doesn’t specialize in ladies or boys, at least not in the traditional sense. I’m sure I don’t have to explain that to somebody browsing my list of shemale sites, though.LadyboyGold claims to be the number-one reviewed TS site in the...

Premium Shemale Porn Sites
1 year ago
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LadyBonersGW

Since I know the majority of my public are the horny lads who are just looking for some delightful wanking, let me start this review by saying that r/ladybonersgw/ is not for everyone. If you did not get the memo, the name itself states ‘Lady Boners GW,’ where GW stands for Gone Wild. Now, I know that some of y’all might be expecting to see chicks with dicks, but that is not what Lady Boners implies.So, what the fuck is r/ladybonersgw/ all about? It is simple… it is a subreddit where dudes can...

Porn for Women Sites
1 year ago
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LadyBoners

Do you know what time it is? It’s time for ladies to show that they can have sexual tastes too and that they can get aroused just like men have. That being said, chicks like to keep it a bit classier when they are looking at the content, which gets their blood pumping. So, if you’re a girl who wants to get her groove on and explore her sexuality in an inclusive environment, then you’ve come to the right place. Today we are looking at a sub called /r/LadyBoners, and while I’m not someone who...

Porn for Women Sites
3 years ago
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Luck Be A Lady

Luck Be a Lady By Anonymous "Dealer showing three. Player showing eleven." The woman dealer was quite expressionless, as most casino employees were expected to be. It was obvious she didn't like me, particularly since I'd spent the last hour cursing her existence for the cards she was dealing me. I was down. Way down. Down to my last $20,000, half of which I had riding on this hand. I'm a professional gambler. Blackjack is my game. My luck has been less than...

3 years ago
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The Landlady

Just a silly story I wrote over a couple of nights. Completely fictional, hope you like it.NEW TENANTSJack started seeing Lorna and it became serious. Trouble was that Jack being eighteen was a little naïve regarding women and couldn’t see that she was basically selfish. They say that love is blind and it was in this case, fortunately Lorna wasn’t prepared to become tied down with marriage and suggested they merely live together. That would give her a get out clause when she tired of...

3 years ago
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My Landlady

My LandladyI had been having a bit of a problem, uncontrollable erections around my landlady! I am in my thirties and found myself needing to work in London though I live out in the country, so I got a Monday to Friday room let in a nice place with a family. I am in the attic so get left to myself and all was fine. I miss my wife through the week and get a bit horny so my eyes wandered a little. At first it was the landlady’s daughter but then it became the landlady. She is in her early...

2 years ago
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SHARING THE BATHROOM WITH MY LANDLADY

I fancied my landlady from the first time I met her. I had been wondering how I could orchestrate a situation where bye I could expose myself without making it too obvious and possibly being thrown out into the street. Then one morning my patience was rewarded….I was in the shower, lazily enjoying the sensation of the hot water spraying like rice grains on my swelling member which was resting in the palm of my hand. As it swelled I went into that world which is private to all except the one who...

1 year ago
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Saroj the Landlady

Hi ISS Readers. Here I am back with a real sex encounter I had just few days back with my Boss niece Landlady. My Boss has asked me to locate a good house for her niece. With the help of my friends I was able to locate a good house for her Delhi. After finalizing all the things my friend has arranged meeting with Landlady to complete the formalities like security advance, agreement etc. I went there and had meeting with Saroj (Landlady) who told that she is widow and her only son is doing B....

Incest
3 years ago
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To the Manor Born Part 2 Becoming a Lady

To the Manor Born Part 2: How to Become a Lady Chapter 1 - Changes I struggled toward consciousness, trying to shake the cobwebs from my drugged mind. I shifted in my bed (at least I assume it was a bed) and winced in pain. My backside hurt like heck, my throat felt like sandpaper, my stomach felt like I'd been worked over by the Hell's Angels, and it felt like a large animal was sitting on my chest. All of this came as a significant surprise to me. The last thing I remember was...

3 years ago
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A Ladys

A Lady's by Nefertari CHAPTER 1- ANNIVERSARY "The eternal feminine draws us onward" Goethe The cab headed downtown, then west, windshield wipers flapping, a cold rain falling. From my current prospective, it seems like another lifetime in another world. I was a young accounting clerk in my first real job on the way to an important company social function that Friday evening. The firm had always been involved in importing and exporting and was easily the oldest commercial...

3 years ago
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Lake Lady

Lake Lady, by Armond "And there I saw mage Merlin... And near him stood the Lady of the Lake, Who knows a subtler magic than his own- Clothed in white samite, mystic, wonderful. She gave the King his huge cross-hilted sword, Whereby to drive the heathen out: a mist Of incense curled about her, and her face Wellnigh was hidden in the minster gloom..." -Idylls of the King, by Alfred, Lord Tennyson "And when I was fifteen yeere old, then was I...

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