Headmaster free porn video

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100% fiction!

The PE teacher had buzzed ahead telling me to expect you. She had not however, prepared me for exactly what I was to be punishing you.

I could easily have lost my job for the punishment I chose for you. Christ, I really should lose my job for the punishment I chose for you.

There was a knock at the door…

“Come!” I shouted.

You stepped inside. You were still wearing your gym clothes…a tight, powder blue top, showing-off those incredible, juicy tits to perfection. Below…you were wearing a tiny gymslip, displaying far too much of your smooth, naked thighs and on your feet, a simple pair of white training shoes.

God you looked good! You looked simply too good.

It could be incredibly difficult being the head of the school at times, particularly when I had to punish naughty sixth form girls. Particularly when I had to punish naughty sixth form girls…like you. Yes you were 18. Yes you were a woman now, but I was your headmaster and, from the moment the thought entered my mind, I truly knew I was in the wrong.

I could feel my cock twitching hard as I looked up at you standing still before me.

I always had a philosophy of punishing my students in a way somehow related to the crime that they had committed, but perhaps in this case I should have forgotten about that, but, as you well know, for right or wrong, I did not.

“So young lady! What have you been up to this time?” I asked.

You stared down at your feet, your cheeks flushing scarlet.

“Well come on girl, I don’t have all day!”

You looked up at me briefly, mumbling something quite inaudible.

“For goodness’ sake girl, speak up! I doubt anything you have done now can be any more shocking than the things you have got up to in the past now can it?”

How wrong could I be?

Finally, you looked up, your eyes piercing my own and said in a full, clear voice…

“I was caught touching myself in the changing room Sir.”

It was my turn to blush now. I stared down at my desk, pointlessly shuffling papers from one place to another and swallowing hard, but there was another more powerful emotion than embarrassment making itself known. My cock was hard and pulsing. I wanted you and as I took a deep, calming breath I decided…I might just have to take you.

I looked up, a little more composed now.

“I see. Well…a young lady of your age should not know about such things, let alone be performing them during school hours. You do realise I will have to punish you don’t you?”

You nodded your head, more than a little nervously.

“As you know…I like to relate your punishment to the deed you have performed. Remember that time you were caught littering and I made you clean the entire school yard?”

Again, a wordless nod.

“Well…I am going to start by humiliating you. If you enjoy touching yourself so much you can show me…”

“But sir…” you protested and really I should have backed down.

“No buts young lady. My mind is quite made up. Now…pull over that chair, remove your underwear and sit down. I want to see what you find so stimulating about that body of yours.”

I watched you, secretly enjoying your discomfort, as you remained standing still in the centre of the office, staring at the floor, your cheeks burning red.

“Good God child! Must I do everything for you?”

I stood up, my erection sore and obvious beneath my trousers and came around to the front of the desk. I dragged over a low armchair and placed it next to you.

“Lift up your skirt,” I shouted and with shaking hands you did as you were told, exposing white cotton panties, your little slit tracing a thin line across the tight cloth.

I slipped my fingers beneath the elastic waistband and drew them down quickly, exposing your beautiful smooth pussy.

“What’s this?” I questioned. “Have you been shaving your pus…your vagina?”

“Waxing sir,” you replied, your voice barely more than a whisper.

“Well…I am starting to learn what a truly naughty girl you are and that making you recreate your deviant act may not be nearly enough of a punishment.”

I couldn’t could I? I wanted nothing more than to take out my big, swollen cock and force you over my desk…press it inside of your tight little cunt, but surely I would lose my job?

I swallowed hard, my dick pleading to be removed and stepped back behind the desk, taking my seat once more.

“Alright young lady…go ahead. Show me exactly what you were doing.”

I watched as you slipped out of your panties entirely and sat yourself down on the edge of the chair. I reveled in your discomfort, your eyes glossy on the brink of tears, your cheeks burning, as you leant backwards.

“Well come along girl open your legs!” and you did so.

Your sweet little pussy was spread wide, but not quite wide enough for my liking.

“Oh come now child, wider! Hook your legs over the arms of the chair!” I instructed and it was an amazing sight to behold as you finally obeyed, slowly opening your legs as wide as possible over the arms, slipping your bottom to the very edge of the chair, your pink, swollen pussy lips parting at the last moment and displaying a thin, silvery line of moisture.

It was no good, I could not watch your show without giving myself a little pleasure too, but this would really be all I would do, I lied to myself. I unzipped my fly and pulled out my raging hard-on, hiding it from you behind the desk and slowly, I began to pump.


“Ok that’s better, now touch yourself exactly as you were caught doing.”

Tentatively, you reached your right hand between your legs and, taking two fingers, you began to slowly and awkwardly play with yourself. Your eyes were tight shut, through embarrassment or pleasure I could not tell, but I really didn’t care. The sight of you playing with your perfect little pussy was something special and I began to slide my fist up and down my cock harder still.

“Come now, do it properly for goodness sake! I know exactly how naughty little girls touch themselves you know. You will thank me for this punishment one day.”

My last instruction seemed to have switched something in your mind and I watched as you relaxed a little further back into the chair and, biting against your lower lip, you began to caress yourself so beautifully.

Your fingers slid up and down your shiny, wet slit, lubricating them with creamy juice before they slipped under the tiny fold of skin and sought out your swollen clit. You circled round and around, up and down and side to side, sometimes fast sometimes slow. I could see your body jerk as spasms fired through you.

As I fucked my fist hard behind the desk, I realised that you might actually cum for me. I could have cum too, but I knew I shouldn’t let that happen…should I?

You were moaning now, your hips oscillating and giving themselves to the tease of your fingers. Without any prompting from me your other hand slipped between your legs too and I felt a monumental shudder fire from the base of my spine to the tip of my cock as I watched you slip two fingers inside of your cunt, fucking yourself slowly, but deeply as you played with your clit.

This had gone too far already. I knew that with one word from you, I would be in trouble beyond my wildest dreams so, I decided there and then that if my career was over because of one dirty, little schoolgirl, I would make sure it was all worthwhile, make sure she got exactly what she deserved.

“Stop!” I called through parched throat and your eyes sprang open, your fingertips still inside of your pussy. You looked up at me with a nervous expression, worried that you had done something wrong. How could you have? You masturbating for me was just about the prettiest thing I have ever witnessed, but I could not possibly tell you so.

“Stop it girl! You seem to be enjoying yourself far too much. I think you are a bit of a slut aren’t you? I think you give yourself to all the boys don’t you?”

You shook your head quickly, removing your hands and closing your legs.

“I don’t believe you. Do you know what fellatio is? Have you ever put a penis inside of your mouth? Have you ever sucked on a nice, hard cock?”

Again you looked to the floor, but this time rather than shaking your head you nodded…gently and shyly.

“Speak up child, for goodness sake!”

“Yes sir” you muttered.

“I thought as much. Well…as part of your punishment, I think you should suck my cock. Is that understood?”

“Yes bu…”

“Yes what young lady?”

“Yes Sir bu…”

“No buts girl, now sit up straight.” I instructed.

I slipped my dick back into my trousers, even pulling the zip up again before standing and stepping round in front of you. I looked down and saw that your pretty little face was at exactly the right height for my cock.

“Alright then! If you enjoy sex so much you are going to show me exactly what that cute little mouth of yours can do. It may feel a little strange, sucking your headmaster’s dick, but it will be a useful lesson for you to learn. Trust me, it will be strange for me too, but I am willing to make the sacrifice for the good of one of my pupils.”

What a lying bastard I was. This had gone far beyond anything I could have dreamt of, but here you were, a beautiful young woman, completely at my mercy. I was abusing my position, I was abusing you and it felt so fucking good.

I unfastened the buckle of my belt, released two trouser buttons, drew down the zipper and dropped them to the floor. I quickly slipped my hands inside the waistband of my shorts and pulled the elastic wide over my erection and dropped them too.

I had to stifle a grin as I watched you staring at my cock, wide-eyed and nervous.

“Suck it,” I ordered and you looked up at me…your eyes dark and moist.

“Don’t worry I will help you,” I said, a little softer now and I ran my fingers into your hair, pulling your head down towards my stiff prick.

I shuddered as I felt my dick press tight against your hot, soft cheek, but I really wanted to see what your delicious, young mouth could do.

I gripped your hair more tightly now, pulling my hips back and directing myself towards your lips. You parted them anxiously as I slowly thrust forwards. Your mouth wasn’t wide enough to avoid my cock as I entered you and I exhaled a deep, shuddering breath through my nostrils as I felt your lips brush against me. When I was as deep as I dared to go - I didn’t want you to gag, not yet anyway - I relaxed a little.

“Ok child, you have been a very naughty girl indeed. We know that and this is the logical next stage of your punishment. Suck my cock just like you would one of those awful boyfriends of yours and we will forget this matter ever occurred. Alright?”

Again, I had to hold back a moan as I felt you nod against my erection, causing your hot, wet tongue to press against it.

“good girl. Now…fuck me with your mouth.”

It was pure bliss to feel your lips close against me so tightly, to feel you sucking hard against my cock, drawing saliva into your mouth so that you could give me the slippery, wet blow job you had no doubt given to so many boys before. Slowly you began to draw your head back and forth, my hands still woven into your hair, sucking me so sweetly. Once or twice you pulled a little too far out and the seal was broken, creating an impossibly delicious slurp that caused my muscles to tense and my prick to twitch against the roof of your mouth. It was hell trying to stifle my pleasure. I would be unable to soon enough, but I still had to maintain the pretence that I was forcing you to do this as part of an important lesson you needed to learn. Of course, I was doing it because the sensation of a beautiful young woman sucking my cock was just about as good as it got.

As time went on and you began bobbing your head against me faster and faster, you appeared to relax a little, you seemed to be sucking me with the intention of pleasuring me and not just because I was forcing you. I felt your tongue press against the back of my cock, applying wonderful pressure with every withdrawal. You felt too fucking good and I began to release groans of pleasure with every ass-clenching thrill that shot through my dick. I started to fuck your mouth as you sucked me, thrusting my hips into you, pulling your head onto me, all gently at first, but then harder and faster with greater abandon. A few times I heard you gag as my cock inadvertently pressed against the back of your throat, but you were a good girl, you regained your composure immediately and continued to let me use your mouth for my own selfish gratification.

My prick was so unbelievably tense now, bolts like lightning shot through me with every thrust of my hips, every deep pulsing suck from your lips. You really did know what you were doing. You would occasionally force your head back, letting my cock slip from your mouth and licking at it ravenously as though it were an ice-lolly, but always, you would return it to your hot, wet mouth and always to my thrusts.

I could feel myself drawing nearer and nearer to that inevitable moment. Pulse after shuddering pulse fired through my shaft, causing me to cry out far too loudly. I thought about cumming in your mouth, about withdrawing and shooting across your pretty little face and the image alone caused another massive shudder to erupt through me, but no…it would have been wrong of me. A headmaster should not cum down the throat of one of his pupils and besides…I wanted to fuck that tight little cunt of yours.

I grabbed your head tight, holding you in place and stopping you from sliding your lips any further. I threw my head back and drew quick relaxing breaths before looking down at you. Again, your eyes stared up at me, questioning me, wondering if your punishment could possibly be over, but as I watched you, my cock still held within your mouth, I smiled…

“Well now young lady! I can see you know exactly what you are doing which is a great disappointment to me. It just goes to show what a bad little thing you really are and I am afraid your punishment cannot end quite yet.”

I felt a little moan of yours pulse through my cock. Was it fear or pleasure? I wasn’t sure, but it didn’t matter to me either way.

I drew my cock from your mouth, one of the saddest things I have ever had to do, but quite necessary in order to move on to the next stage of your punishment.

I pulled my shorts and trousers up, fastening them loosely around my swollen cock - I hadn’t quite finished using it on you just yet - and held out my hands.

You reached up and I guided you to a standing position. You looked up at me through large, glassy eyes and I, in turn, smiled gently down at you.

“Alright now, you are receiving your punishment very well so far, but it is not over just yet. You still need to know what a naughty little slut you are. I know that disciplining you in this manner is perhaps a little childish for someone of your age, but I have a feeling it might prove effective. Now place your hands on the desk like this…”

I positioned your palms, a little more than shoulder width apart, against the edge of my desk. My hands slipped between the inside of your upper thighs as I guided your legs apart and backwards. I couldn’t resist sliding one hand upwards and stroking it across your waxed smooth pussy as I stepped away.

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This quick and secret teasing occurred in every room, every time we were alone. On the couch, I would stroke her legs or her breasts, while she caressed my cock through my pants. If our parents walked in then we pretended that we where fighting over the T.V. remote. To them, our relationship hadn’t changed at all. On the eighth day after our boat trip, Eve and I had a chance to spend some time together. Our folks said that we should spend some time alone to work out our differences. Now...

4 years ago
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Best Roadtrip Ever

Best Roadtrip EverSummer of 2014 my girlfriend and I were going to take a trip to California. We had planned just planned this and we were set and ready to roll. She then recently found out about her little cousin. Just graduated high school. Boyfriend broke up with her and had to head to college. Seems like a bad way to end your senior year. No celebration? We were late 20's and weren't much older but she called us her aunt and uncle. So being mature wee decided to take her along. It wasn't...

4 years ago
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A Farmer I Am NotChapter 3

Lastadday, the 14th of Planting continued. Andrew was tired already, but the day was young and he knew he had many more ahead, so he dug in and got busy. Andrew looked at his hands and saw they had been cut up again by the edges and thorns of the brush. He needed to keep those gloves in his bag, yet he continued to forget them almost daily. He would have stumps by the end of the day he thought. As he started to ponder whether he should run back to the tool shed to pick up the missing gloves...

2 years ago
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first time sexxxx

I was 16 at the time and had only really been interested in sports. Rachel was the same age and good at math, so that evening when my parents were away at a concert, she came round to my house to help with the homework. Sitting on the bed, she spotted a soft porn mag of my father’s that I had rescued from the bin. ‘Do you enjoy wanking?’ she asked. I was shy but had to admit that I did, whereupon she asked if she could watch me do it. Surprising myself, I got my cock out, laid on the bed, and...

2 years ago
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The end or the begining

With my breast in each of his hands,he took i thin piece of cotton and looped it between the rings ,thread then fell between and down to my pussy ring which was in my enlarged clit.He then threaded the cotton into this.I awaited the shear pleasure that was to ensue.He looked into my eyes which by now smiled with utter pleasure for him,he kissed my lips and traced his finger around my mouth,pushing his finger into mu open mouth,i sucked it as if i had had his cock in my mouth ,his mouth bit my...

2 years ago
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Hockey Buddy and His Wife Part 8

Pete had pulled a muscle at work and did not play hockey this week. After the game I showered and went to Pete and Katie's house. They were already naked and making out on the couch when I got there. There was a drink waiting for me on the end table. I sat on the chair and watched. Pete sucked Katie's tits and stroked her clit for a while. Then Katie briefly sucked pete's five incher. I was sitting in the chair, had taken off my shoes and sox and was sipping my drink. Katie looked at me with...

2 years ago
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Scion

Once long ago our world was full of magic, the lands where full of magic and world but also fraught with great dangers. As time went on humanity proved itself the dominant race and with the help of various Gods drove the other races into hiding or into separate realms of existence, yet mankind also forgot many of these Gods causing them to fade from mortal minds or become myths and legends. The Gods and other races at first accepted this but all things come to an end, now the other races wish...

Fantasy
3 years ago
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Nana ki chut caahat

Hi to ISS! Aaj mai apko apne mami  ki aisi kahani sunane ja raha hu jise maine apne akho ke samne dekha tha. Ye kahani aaj se lagabhag das din pahle ki hai. Jaisa ki maine apne aple kahani me apne mami ka parichay diya hai ki meri mami ek bahut hi sundar aur jawan bidhwa hai unki umar paitis saal ki hai. Unka rang gora hai . Unki ek beti hai jise leke wo ek sahar me akele rahti hai.unke ghar me unke aur unke sasur ke alawa aur koi nahi rahta hai. Unke sasur ek pachapan saal ke lekin kafi...

4 years ago
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Cat in Heat

With best regards to my roommate Catherine, visit her profile: http://xhamster.com/user/catherine-belmont I sat on my room working as I did most days, concentrating as I typed, a soft clicking sound filling the quiet afternoon. I glanced out of the corner of my eyes and saw the girl crawling out of the door. A sigh escaped my lips. Cat had been incessant this morning, pawing at my for food, circling in and out of my feet trying to get attention and now, I was sure, she wanted a specific type of...

3 years ago
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Dee Does High SchoolChapter 7

So much for Mrs. Devers having some information for me that day. I spent the rest of the week -- still naked, of course, not that I minded -- waiting for some word from her, while avoiding my lunchtime friends. I knew eating with them would be like being pecked to death by ducks. They knew me too well. They'd be coming at me from every direction, trying to find out what I knew, what was going on, and I was afraid I couldn't stand up to their assault. Oh, sure, I'd see them during classes...

4 years ago
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A WellLived Life 2 Book 3 JessicaChapter 53 The Gang of Four and a New Arrival

June 17, 1989, Chicago, Illinois “Steve, the caterers are here,” Kara called from the foyer. “Let them in. We’re on a really tight schedule!” “Steve, the florist is finished with the trellis,” Jennifer called from the back door. I sighed and said to nobody in particular, “You know, I liked it when Elyse handled all this stuff.” I went to the backyard to check the trellis under which the ‘Gang of Four’ would stand for their vows. It looked fine, as did the flower arrangements around it....

2 years ago
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LA FunChapter 35

More than one person was kissing me when I opened my eyes and saw Jules and Katie smile. Jules said, "She came and stayed with you. Did she tell you?" Willy stirred and hugged Katie to her, "Yes, I told him and then I had him make love to me. I think my sister was with us and approved. I love you two girls, but I'm having some feelings for a man, this man." Katie kissed Willy, Jules, then me, and said, "We'll share." I told the girls, "You guys were in a big pile in that bed and...

2 years ago
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Submissive Spirits

SUBMISSIVE SPIRITS   By LEWISCHAPPELLE Note: While this story briefly introduces Babs and David it more completely describes the relationship of their similarly unconventional friends Ann and Chip who move to increasingly greater levels of domination and submission. The story is quite lengthy but only represents a portion of a more fully developed, five work,project. While not a quick read, I trust you can take your time and enjoy this particular work and look forward to the remaining...

3 years ago
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Rub Him The Right Way Take Two

Whether this goes her way or mine remains to be seen, he told himself as he contemplated the young masseuse’s proposal.His birthday surprise ended up being a surprise, all right. Oh sure, he knew about the erotic massage his wife had booked for him. He knew he would enjoy being pampered like a priapic prince under wickedly roaming hands oiled with exotic scents. The masseuse had kneaded and pummeled his entire body with all the skill of her trade, and then some. Every muscle sang with mellow...

Cheating
4 years ago
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Words on skin

Lizzie watched as her best friend Jessica brushed past her brother again on her way through their kitchen. The house was packed full of people and there was plenty to eat and drink in every room but Jess still managed to find a reason to swing through the kitchen every fifteen minutes to flirt with her brother."Heya stud," Jessica smiled, "it really is nice to see you back around these parts again. I kinda missed you." She winked, nodded at Lizzie and wandered off again with a few gratuitous...

3 years ago
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The Nanny

The Nanny Alyssa Davis The ad said: child care person wanted, full-time, live-in position, private quarters, use of car, light housekeeping, salary commensurate with experience. This sounded like an ideal position. I would have a place to live, a place to continue work on my book, and the easy duty of taking care of a small child. The benefits sounded good...this is certainly worth investigating. "Hello Mrs. Duncan...my name is Terry Parson. I'm calling in response...

3 years ago
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General SidChapter 32

Alice watched Sid constantly throughout the day. Seldom was she more than a dozen paces away from him. Even when he went to the latrine, Alice was nearby hoping to catch a glimpse of his package. The delay between being rescued and returning to Crossroads was driving her crazy. She was ready to reward Sid for her rescue now. The noises that emerged from her tent at night announced to the world what was on her mind. For Sid, the situation wasn't much better. Alice was not only watching from...

4 years ago
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The Anomaly Volume Three Into the UnknowableChapter 12

Intrepid - 3756 C.E. The first thing Captain Kerensky was aware of when she finally woke up was that she was lying naked on an unfamiliar bed. The next was that not only was the bed unfamiliar but so too was the entire bedroom. She had no memory of having been transported here and her first resolve was to return to her quarters. The captain was a busy woman and there was much she should be getting on with. However, every attempt to return to a more normal state of affairs was frustrated....

3 years ago
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The Wedding PlannerChapter 10

She was all set to play the role of pissed off wife when Jake got home. On her flight home from Chicago she had given some thought as to how someone who really loved her husband would take what was going on as far as Jake's job was concerned. She figured that a loving wife would be more and more upset as things went on and then she would finally get pissed. So, although she was tickled to death to have him gone she needed to appear to be pissed at him for all of his absences. "Honey, I'm...

3 years ago
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Who Played WhomChapter 2

Wednesday, July 17 "Hi, Tim. How'd things go with your parents?" "Great! They had no problem with me going up to school for the weekend. They thought it was a good idea for me to double-check that all my bills are paid. I told them I would see if I can get my books for next semester, too." "Ooh, good move. What about my going with you?" "Actually, they thought that was a good idea, too. They don't particularly like me driving that far by myself. Have you talked with your mom...

3 years ago
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Mary Ann

Bob has been happily married to his wonderful wife, Franny, for close to fifteen years. They have three children, aged sixteen, eleven, and five. Franny is in the Air Force as a technical sergeant, and Bob is a software engineer. When the Gulf War broke out, Franny got orders and left with 24 hours’ notice. That is how much time the military gives you when you are on active duty. Franny was a payroll clerk and the primary point of contact for contractors working with the military during the...

2 years ago
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Shoplyfter Christie Stevens Nina Nirvana Case No 9857321

March 15th 12:07pm – Case # 9857321 – Theft – Suspect and Mother were caught on surveillance trying to conceal expensive merchandise. LP officer had heard of this duo from recent robberies across town. Suspects were apprehended, and younger suspect was questioned first. With the heat put on, suspect eventually gave her mother up, who had a record. In order to spare these thieves jail time, LP officer made sure to provide them with something that would deter them from theft...

xmoviesforyou
2 years ago
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QVC Julia The Dong Part 1 ndash Introducing Big D

From the view of Julia.A massive, thick, delicious cock. That was on the menu tonight. I couldn’t wait to feast on every ounce of it. I had waited around 3 years to be sat in this position. As excited as I was, there were nerves there too. I wanted it too badly. I had come so close, must have been over a year ago. Early 2008. I had him. He was at a party. Fern was long gone. He was drooling over my boobs. I was completely going to see it again. Then some bitch. I can’t remember her name,...

2 years ago
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WebYoung Sabina Rouge Morgan Rain Hazel Grace Ashlee Juliet Her First Pride

It’s Hazel Grace’s first Pride as an out and proud lesbian! Although she’s been to Pride before, it was never as her true self, but now she’s going with her good friends Sabina Rouge, Morgan Rain, and Ashlee Juliet. As they deck themselves out with rainbow attire for the parade, Hazel admits that she’s feeling a bit nervous. Although she’s sure of her sexuality, she’s never actually BEEN with another girl before. What if girls flirt with her at the...

xmoviesforyou
4 years ago
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Masturbating Mom

I was totally horny. I couldn't stand it any longer. My husband, Jim was away on business again and I couldn't wait another minute, much less another two days. My son, Paul was out on a date, so I was all alone in the house... alone and frustrated! My pussy wanted attention in the worst way. Since Jim wasn't around to help the situation, I was just going to have to take matters into my own hands.....so to speak. I wasn't new to masturbation. Quite the contrary. I loved doing it. It was...

3 years ago
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The New Family Part 7

All your suggestions and criticisms are more than welcomed at ~~~~~~~~~ Karan could not mistake that voice, a shiver ran down his body before he could even move. Kavya quickly rolled away from him and and covered herself with the a pillow. Karan looked at the door and found Riya standing there, just when Amy came running to the door. He was jolted back to reality when Riya tightly slapped his face. “This is what you do behind my back?” screamed Riya, before slapping him again. “Riya calm...

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