My Sister's Teddy Bear free porn video

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My sister left me her teddy bear when she started college.

It really should’ve been our teddy bear. Dad won it for both of us at the Livingston County Fair and Rodeo on one of those rigged balloon popping games, shortly after the accident... 

Who knows how much money he must have poured into distracting us, but he probably could have purchased the real thing instead of the fuzzy, plush, entirely too comfortable human-size teddy bear. But Ted Danson (our dad picked the name) became part of the family, a symbolic memory of how our family got through the tragedy.

Technically it was both of ours, but it had to stay in one room. And while I got visitation some nights, as time went on my dad became less vigorous about enforcing the rule about sharing, until even I began to think of it as Madison’s. 

I suppose we had our fair share of fights, but for the most part, I lived in awe of my older sister. Like every younger sophomore, I was always trying to fit in with her older, cooler friends. There had been this clash when I was still in junior high, when my sister was the sophomore, whre the location and age difference proved a barrier. But once I got to high school, there was a gradual blending of our worlds.

For the past few years, we had been nearly inseparable, exactly like when we were kids. We played volleyball together, loved the same art teacher, and on some nights when I woke up from a particularly bad night terror, she let me sneak into her bed, head nestled against her larger bosom, soothed by the sound of her breathing…

I have had night terrors since the accident. 

I can’t say that Madison became like a mom, that would have been too much to ask, but she tried to bridge the gap. She answered all those uncomfortable questions, helped me through those awkward questions and earlier bras, even if my chest never transformed to her size.

We didn’t look anything alike, a constant source of anxiety for an introvert like me. Madison was blonde, I had darker, chestnut-colored hair. I guess we were both pretty, but in a different sort of way. Or maybe I was cute and she was hot. 

She had the flamboyant, flirting personality while I was the dark and brooding artist, more interested in my sketchbook then boys. She belonged as Prom Queen or Head Cheerleader, though both sorts of posturing were beneath her. I guess I was more the shy, kind of cool girl at the comic book store, the mythical one who actually enjoys the artwork.

I didn’t really know what I was going to do without my sister. All of my friends had been inherited, and there was this gnawing dread that my popularity would wane without her. 

And that I wouldn’t do a damn thing to stop it.

Of course, I got more hand-me-downs with the course of her move. It brought me to tears several times (an easy enough thing to do), reminding me too much of the day we went through all of  Mom’s things, deciding what to keep and what to throw away. I remember thinking identical thoughts about each object, from the old torn and stained script of that freshman play to those Taco Bell advertisements.

Stupid, I know, but everything they made me throw away made me feel as though it was another part of her I would forget. It was the same thing with Mom. Each of these things came imbued with a memory, and yeah I might just hold onto that time we stole a box of advertising pamphlets and built them into a paper house while Martin looked frantically for them...

But what if I forgot?

What if I forget that senior English paper Madison turned on The Grapes of Wraith? How I’d noticed the spelling mistake right before fifth period when it was far too late to do anything about it? What if I forgot that ratty looking trapper keeper she carried to class, those days she bothered to bring as much a pencil?

There were many patient arguments (ok, temper tantrums) as we decided what to pack, what I would keep, and what to throw away.  

Okay, so I didn’t take it well. 

I inherited enough nonsense to be a cold open on a hoarding documentary, but the big haul was her old computer now that she had a new laptop to take with her to college. 

And of course, Ted Danzon, who began to serve as a pillow/surrogate sister. 

I would sleep in on his oversized chest, draping his heavy arms around me, noticing that he still smelled like her…

School had been the hardest, it was a place that I had only experienced through Madison, my sherpa through the maze of high school. Feeling alone and isolated, I withdrew a lot at the start of my junior year, feeding into my depression. I harbored this thought, the idea that Mom’s death had been harder on everyone else, because Dad and Madison had to look after me.

I was wallowing.

It was a month before I used the computer to fill out an SAT registration. But once I finished, I started casually clicking around, finding a treasure trove of memories. There were pictures of all of us, different plays and short stories I’d written, memes and inside jokes, enough of a virtual claptrap of nostalgia to satisfy me for weeks...

I don’t even know what anything was labeled. Madison had the tendency of naming her files based on whatever feeling she currently wanted to express. So documents titled Fuck Me Or Ms. K Takes It Up the Ass were actually old homework assignments. But I was doing a thorough search, really wading into the depths of self-pity when I saw the first one…

Madison posed up against the gigantic teddy bear, her legs and ass on display in those tight-fitting black volleyball shorts. But there was no sports bra or uniform on her bare back. It was almost tasteful, like a 1950’s cheesecake shot a wife might send her soldier. 

Still, my eyes lingered on the bulge of her breasts, her nipples hidden by Ted’s fur. 

I shot him a knowing look, then let out a laugh.

I knew my sister had sex. Telling me the details had been part of the deal in exchange for me covering with Dad. But this was new. But from the timestamp on the webcam, I couldn’t match up the photo with any ex-boyfriend.

Had she just done this for fun?

There were dozens of other pictures and videos in the innocuously titled file. For days, I blocked out my curiosity, trying to respect her privacy even as those rationalizations snuck into my head. After all, we had showered together on the team. I’d seen her naked and knew all about the three men she’d fucked. 

But it became an obsession. Most of all, I remembered the look on her face, how much fun she seemed to be having in this private display of exhibitionism. 

It was so her. 

And yet I didn’t think entirely about her face. I tried rationalizing it away even as I squirmed in my seat, trying to pretend my pussy wasn’t responding to these incestuous thoughts. 

I promised I wouldn’t snoop, so I started sketching, trying to recreate the idyllic image, needing to capture how beautiful she had looked with my pencil. 

And that’s where it started…

I decided to look again, just for reference, forcing myself not to think about the tingling wetness below my waist. 

More than a few times during the week, I’d resorted to rubbing my pussy against my favorite blanket. I know it sounds like a silly way to masturbate. Madison had even bought me a vibrator, I just hadn’t been ready to use it. 

I guess I was easing myself into it, content to let the desire build and build until I let it out by rubbing my thighs together against my Mickey Mouse blanket. There was something about it, the texture, the release after waiting for weeks. But a lot of times it overwhelmed me emotionally, and I started crying. 

Once Madison had heard me, rushing into the bedroom to check on me. I had only been wearing a t-shirt, afraid that she knew what I had just been doing. And with the orgasm still not yet subsidized and my tears falling, my sister had held me, cuddling me until I calmed down. 

And after…

It embarrassed me how I remembered it rather than what happened. I tried to tell myself it was natural. That I was just too inexperienced, because I couldn’t deny the truth of it. 

It had been the best sex of my life.

Is masturbation sex? Not technically, but emotionally? Mentally? 

I like to think sexual expression is still special when it occurs alone. Masturbation can be self-love instead of self-hate if it isn’t always perceived as a substandard substitute. Maybe it was just being sixteen, but I had been happy to take my time with myself, perpetually petrified at feeling silly at the end of another weeping climax.

Until now…

I thought of looking for that vibrator Madison had bought me, stopped only by the thought of what she would think of her sister fucking herself to the first time to her naughty pictures. So I forced down my feelings, rationalizing it, focusing on making each line exactly as the vision pixelated on the screen.

I finished, holding my drawing up to see the two images of my sister with her teddy bear. 

She looked perfect.

I should have stopped then. All I can say is that I did pause, trying desperately to stop myself before clicking on the rest of the gallery. 

I saw her turn, her nipples hard and swollen, one hand playfully tweaking them, the other reaching down into her black bottoms. The camera roll came out in a burst, creating these animated GIF presentations of my sister slowly pulling down the bottom, hiding her pussy as her breasts and hair bounced down. 

Then she placed her hands on her hips.

My eyes went right to her bare vagina, just like her strip-tease intended. 

Sure, I’d seen her naked, but not like this, so overtly sexual in the first of a dozen full-frontal photos.

And Madison was beaming, almost giddy with a natural smile. 

I hadn’t touched myself, not yet, but I could feel the fabric of my underwear against my pussy as I compulsively opened and closed my legs. It wasn’t just a little wetness now, my panties were soaking wet, clinging to my cunt as I tried to hide the small little tingle of pleasure I got from moving just a little against the leg of the stuffed bear. 

I could see Madison in between his legs, spreading her thighs and using two fingers to spread open her lips like a professional. I gasped, really seeing inside of my sister in a dozen more close-ups, then the camera pulled back to a different position.

This time, I saw my sister in a position remarkably like what I was doing, only facing the opposite direction. Her legs were spread in between the thigh of our teddy bear, her arms wrapped around Ted’s shoulders, as though she was sitting naked on her boyfriend’s lap. 

Then photos changed into another animation, showing my sister grinding her pussy and down on the teddy bear’s thigh. Her buttocks clenched, her head tilted back, facing the camera, a lookTo continue reading this story you must be a member. Join for FREE here.

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There was once a family of three men, who were known locally as “The Three Bears” who lived in a cozy cottage in the woods where they worked as lumberjacks. There was great big, more than seven foot tall “Daddy Bear”, medium size six foot four “Uncle Bear”, and a shorter, eighteen year old “Junior Bear”. They got their name from the huge quantity of thick black body hair that covered them, complemented by bushy beards, their stocky stature (not to mention rather round bellies in the older two)...

Group Sex
4 years ago
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  • 26
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Goldilocks and the Three Bears

One morning Uncle Bear cooked them some porridge for breakfast. As the porridge was too hot to eat, the Three Bears decided to take a walk in the woods while it cooled. They had not been gone long when a young girl named Goldilocks came along. She had been picking flowers and had wandered into the woods. She was very pretty, her long curly golden hair tied back from her freckled face with blue ribbons, skipping along in a short, pale blue, lace-edged dress so occasionally her yellow...

1 year ago
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Straight Rugged Daddy Bear

Some two years ago I was working away some sixty miles or so from where I live, I didn't fancy a drive home every night so booked a mid-ranged hotel. Didn't really expect to pick anyone up, then again it happens when you least expect it. This is a pretty short story due to the sex session being a quickie in a hotel room.As a usually do when I'm staying at hotels I become a creature of habit, back from work at 4ish, shower and a hour or so of sleep before I go down to the bar for a few drinks...

1 year ago
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  • 5
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The Subway Bear

It was finally five o'clock, and I couldn't wait any minute longer just to set off home. Taking a cigarette and lighting it up as the darkness has already filled the universe around me, I walked with the happy thought of me taking a good share of rest after a long tiring day at work. I reached the subway and sat there all by myself watching what was going on. There wasn't so many people at that time and at the next stop, literally all of them got off. As the door began to close, a man made it...

Gay
3 years ago
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  • 8
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Goldilocks And The 3 Bears

Goldie spent his days working as a courier, running messages through the town, usually invitations, hand written notes and small sealed packages, passed between the townspeople, and like most of the people in the town of Winter Rock; Goldie spent his nights at the local bar. One morning Goldie was tasked to deliver a letter to someone in Blackhaven the next town over, this was nothing out of the ordinary for Goldie, he made the forty minute trek around the edge of the forest that stood...

2 years ago
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Episode 62 Goldilocks and the Three Bears

Once upon a time there were three bears: Mummy Bear, Daddy Bear and Baby Bear. They lived in a cave in the forest and one day out walking they came across a pretty wooden cottage. The front door was open, so they walked in. Daddy Bear was a bit too tall, so he had to bend his head to get through the door; Mummy Bear was a bit too wide, so she had to squeeze her rounded tummy through the doorframe, but little Baby Bear was exactly the right size, so just walked straight in.Daddy Bear was very...

2 years ago
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Sisters in Slavery Chapter Six

- - Author's note to readers. Nothing about this story is meant to portray any of the characters as under eighteen years of age despite the obvious sexual naivety of the main characters. Also this story also features themes of rape, slavery, bestiality, and incest. It is intended as fantasy and nothing else. If you do not like such stories STOP reading now. Also don't fill up the comments section with posts about how sick the individuals in the story are or about the people who read or...

1 year ago
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  • 15
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Goldilocks and the Three Bears

There was once a family of three men, who were known locally as “The Three Bears” who lived in a cozy cottage in the woods where they worked as lumberjacks. There was great big, more than seven foot tall “Daddy Bear”, medium size six foot four “Uncle Bear”, and a shorter, eighteen year old “Junior Bear”. They got their name from the huge quantity of thick black body hair that covered them, complemented by bushy beards, their stocky stature (not to mention rather round bellies in the older two)...

Group Sex
3 years ago
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  • 19
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Sisters in Slavery Chapter Seven part one

I've decided instead of one final chapter I'll do it in multiple parts. - Author's note to readers. Nothing about this story is meant to portray any of the characters as under eighteen years of age despite the obvious sexual naivety of the main characters. Also this story also features themes of rape, slavery, bestiality, and incest. It is intended as fantasy and nothing else. If you do not like such stories STOP reading now. Also don't fill up the comments section with posts about...

4 years ago
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Three bears

Amanda loved Christmas. The piped music in the shopping centre reminded her - it was the most wonderful time of the year. She never needed an excuse to shop and she enjoyed buying things for others even more than buying for herself. It was great to be out of the house too and being productive. Since her two girls had started school and with her husband often working away, she had found herself with far too much time at her disposal. Time she had started to spend on the darker side of the...

Straight Sex
2 years ago
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An Ordinary College Sex Life 3Chapter 11 Big Bear

-- MONDAY, DECEMBER 26, 2005, WINTER BREAK -- I felt something tickle my balls, and with a start, I jerked awake. "Mmph!" a girl moaned and I realized I'd just shoved my dick an inch into somebody's throat. She took it like a trouper, gagging only slightly and keeping her head down, breathing heavily through her nose until I pulled back. But this morning I didn't stop at pulling back. I sat up, reached down, and forced my sleepy eyelids open so I could take a good look at the head of...

2 years ago
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Sisters in Slavery Chapter Three

Also due the story line the names of characters have been changed. To help the reader from being confused by these changes here is a listing of the changes. Molly is now Brothel Whore 3567-A Megan is now Brothel Whore 3567-B Unnamed twin # 1 is now Brothel Whore 3569-A Unnamed twin #2 is now Brothel Whore 3569-B The stepmother Shannon is now Mistress 3567 Chapter Three Sisters become lovers As her training began to progress Brothel Whore 3567-B had learned the truth...

1 year ago
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Sisters in Slavery Chapter Five part 2

Author's note to readers. Nothing about this story is meant to portray any of the characters are under eighteen years of age despite the obvious sexual immaturity of the main characters. Also this story features themes of rape, sexual slavery, bestiality, and incest. It is intended as fantasy and nothing else. If you don't like such stories STOP reading now. Also don't fill up the comments section with comments about how sick individuals in the story are or about people that read or write...

2 years ago
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Sisters

Day One "Ha Ha Hee Hee! Stop!" Tom cried breathless from laughing. "You are done being a brat. Understand?" "Yes! Yes! Just stop! Please!" Tom looked up beseechingly at Kate, his sixteen-year-old sister who was sitting on his arms, pinning them to the floor above his head. Her fingers remained poised over his exposed armpits. "Now apologize to your sisters," she said. "Or we're going to tickle you silly." Tom gulped. They'd already tickled him silly once. He didn't want to...

3 years ago
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Goldicock and the Three Bears

One morning, the Three Bears left their cabin to go for a walk in the forest. They left the door unlocked for it was in the middle of the forest where no one would ever come around. Except for this day, when Goldicock appeared by the cottage shortly after the Three Bears had left. Goldicock was a boy about 18 years old, who had a tall slender body and golden blond hair that curled at the ends. Goldicock was not a good little boy, because when he came by the cottage, first he looked in through...

1 year ago
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The Preacher ManChapter 12 War with the Bears

Time: November 26, 8235 7:10 AM My wife and I crested the ridge a few minutes before sunrise, and saw a scene of utter mayhem before us. We both paused for a moment trying to understand the carnage. We were on the western ridge of a small ravine about 120 meters wide, running north- south roughly parallel with the lakeshore. At the bottom of the ravine were the remains of what used to be a campsite very similar to our own. It had been successfully attacked by a large pack of bears. From my...

2 years ago
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Sisters weekend visit with their big brothers chapter 1

Matt and I, (Roger), are sitting home Friday night waiting for our sisters to arrive they are staying the weekend to go shopping, and look for an apartment for school next year. The girls arrive around 8 pm Nikki Matt's sister is wearing a short white skirt and a low cut yellow top her big round boobs look fantastic, Gracie is also in a white skirt and a tight pink t-shirt her perky boobs look great her nipples straining the material. The girls smile and say hello each hugging their older...

Incest
2 years ago
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The Bulgarian Daddy Bear

It was 5pm on a Friday (sometime in August) and I was still deciding between starting work or hooking up with someone. I had Grindr on my screen, chatting with a gent who was only a 100-something meters away and showing some interest. We flirted, exchanged some nudes and a few ass pics later he's very enthused to fuck me. Looking at the time, I say fuck it and headed over to his hotel.He's a big man, 6'0 and around 210lbs. Definitely European of some sort and quite a bear if I do say so myself....

2 years ago
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Kelly Girl 5 AllMyTroublesBear

Copyright 1999, 2002 by Wanda Cunningham. Lainie, Vickie, Rebel and Bashful, thanks for the encouragement. There is no actual sex or transformation in this chapter, but I guess it should be rated R for context. So, nobody under 18 should read this or whatever is the appropriate age in their community. This story deals with transgenderism in children and may be uncomfortable for some readers. Kelly Girl Chapter 5 - "All-My-Troubles-Bear" By Wanda Cunningham Early in the...

1 year ago
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Sisters

SISTERS.TXT by Cindy V - femdom, TV, humiliation A fantasy story inspired by a two page ad for Loreal lipstick with two models with different looks who could be sisters. Sherry and Terri are two sisters getting ready for a double date. Their dates arrive to pick them up before the ladies are quite finished getting themselves ready. As they open the door to let their dates in, the sisters sigh in disappointment. The guys are in T-shirts and jeans; they didn't bother to get dressed...

3 years ago
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Sisters Of Eden

My mother’s decision to send me away to the Sisters of Eden Convent School to complete my education was made, she claimed, for entirely altruistic reasons; to save my soul and to instil the ‘necessary discipline’ to enable a young woman to survive and flourish in a harsh and increasingly immoral world. However, as she began to enthusiastically strip bare my wardrobe and feed items of my clothing and other essentials into a wide-mouthed and hungry silver-stucco Mossman, it seemed to me that it...

Lesbian

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