Webmeets Diary Ch. 03 free porn video

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Introduction: I become Sarah to meet an older couple. Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they dont matter, but otherwise I will try to be as accurate and truthful as possible.

Id been using the swingers site for more than a year but still had not managed to fulfil any of my fantasies of bisexual threesomes. So it was a very pleasant surprise when one day I found a message in my inbox from a couple with a bi male. My excitement was somewhat lessened when I saw their ages: 49 and 51. I felt a bit odd about the idea of sex with people the same age as my parents.

However, I was feeling very horny, so I replied and we got chatting on MSN. They sent me their pictures and while the woman, Laura, was pretty good looking for her age, the guy, Patrick, looked like an old bloke down the pub with white receding hairline, less than flat belly and a face that reminded me of Howard from the TV soap Neighbours, right down to the glasses. But they also sent me photos and video clips of themselves with other guys my age, and the more I thought about it the less the age thing was a barrier, and in fact it turned me on.

The deciding factor though was when I sent them some photos of me crossdressing that I had taken when after years of dressing in my little sisters clothes I had finally bought myself a nice little slutty outfit from an online shop. They loved them! I had often fantasised about being a girl and getting fucked by an older guy, and the opportunity to act this out in front of his wife filming was too great to turn down, so I arranged a meeting.

The night before I spent about an hour shaving everywhere above the level of my stockings. It was over an hours train journey to where they were, and I got increasingly nervous, contemplating getting off and getting the next one back several times, but I forced myself to continue because I knew I would feel stupid if I didnt. So with butterflies in my stomach I stepped off at the right station to see Patrick waiting for me.

Hi, did you have a good journey? he said smiling and extending his hand.

Forcing a smile, I shook it, smelling the reek of cigarette smoke, which grew stronger once we were in the car. I didnt speak much during the 20 minutes drive to their village, answering a few questions of small talk about university, feeling my mouth growing drier as I wondered if I was doing the right thing, if afterwards I wouldnt feel ashamed about what Id done. Pat was nice enough though, so I thought if I did have second thoughts he would understand.

Eventually we reached the house, in one of those identical well-off suburbs that could be anywhere. Once inside he offered me a drink, which I readily accepted, hoping it would steady my nerves. Id barely sat down when I heard the front door shut again and Laura came in. She was about my height with a good figure currently inside some jeans. Her hair was very light brown or dark blonde, with a few grey hairs, but apart from a very few wrinkles around her eyes they were the only indication that she was approaching fifty.

Hi! she exclaimed, and proceeded to engage in some jolly small talk. After he had finished a cigarette though, Pat interrupted.

Jack is going to be Sarah for us today, he said, and I grinned stupidly.

Thats OK, you can be Sarah if you like, Laura said. I need to change too, so Ill show you where you can get dressed.

I picked up my bag and followed her up the stairs, where she left me, indicating a spare room. Closing the door and pulling the curtains I realised that this was it, I was really going to go through with it. I stripped naked, including my glasses which I decided to leave up there so it would feel more like one of my fantasies and I would hopefully be less nervous, as well as because I wanted to look a bit different as my female alter-ego Sarah.

Unfortunately I had no wig, but I did have a garter belt with fishnet stockings, a lacy bra and thong set with tissue padding for breasts, a very comfy short skirt that just covered my bum, and a singlet with a bit of lace decoration, all in black. The set was completed with some black high-heeled shoes, and I shuffled awkwardly downstairs. Laura wasnt down yet, there was just Pat sitting smoking on the sofa, the curtains still open for any of the neighbours to look in.

Wow! he said as I came in. You look gorgeous Sarah. Come and sit by me.

I picked up what was left of my beer and did so, finishing my drink while he began to caress my legs. Im not sure if it was my vision being a bit blurred without my glasses, the alcohol, or just the relief of having got beyond the point of no return, but I began to relax a bit more. When he suggested we kiss, I agreed immediately, pressing my lips to his and meeting his tobacco flavoured tongue with my own. I was even starting to caress his belly when his wife walked in on us.

Oh Sarah! she exclaimed, sitting on the other side of me. You look really pretty!

I mumbled thanks and she began asking where I got my clothes. She herself was wearing a short, tight black dress.

Right, we need to get you made up, she said and got up again. Come into the other room, the light is better.

I followed her and sat down at the table while she applied make-up to my face. Pat also came in, now with a video camera, and when Laura had finished he got me to go back in the living room, now with curtains drawn, to pose as a fully fledged Sarah for both his and my digital cameras. Once hed got all the shots he wanted, including plenty of up skirt shots of my arse and the bulge of my balls squeezed into the panties, he passed the camera to Laura, and without too many more words exchanged, we resumed kissing.

By now I was getting into my role of a horny, slutty girl getting some extra-tuition from her professors, which was the scenario we had discussed online, although in the end it was barely mentioned. I let my hand creep down from his large soft belly to undo his flies and start feeling the prize. This done, I wasted no more time in kissing, sliding straight off the sofa while he pulled his trousers and pants down, and got on my knees between his legs.

He was completely shaved, so I started by licking and sucking his balls, massaging his shaft and feeling it grow in my hand. It was about the same size as mine, about seven inches long and nicely thick, so I couldnt resist it long. Soon I had it in my mouth and was sucking hard to his encouragement. He put his hands on my head pushing me down, the head of his cock pushing against my throat. It even went in a little a few times, but I almost choked so I pulled back and licked the shaft and circled around the tip with my tongue before sucking again, placing my hands either side on his large, soft, t-shirt covered belly to keep myself from going too far down.

Laura had come over for some close-ups, and passed the camera to Pat to get a look straight down at me, so I looked up into the lens, pulling back to smile and lick the tip before going down again, as I love it when porn actresses do that. Although I loved the feeling of his dick in my mouth and much preferred the taste of his precum to tobacco, I dont think Id ever given such a long blowjob, because my mouth started to ache from all the sucking. So it was something of a relief when Pat announced that it was Mistress turn.

Laura had now taken off her dress to reveal a strange sort of underwear made just of black straps so her breasts were emerging through two triangular holes. As she took Pats place on the sofa, I found I was less confident about what to do, not knowing what she liked. So I lay on top kissing her and stroking down from her neck, over her nipples and belly, then up from her knee-high boots. I decided this was silly, so I moved down, a little too quickly perhaps, licking her breasts on the way down, until I was once more on my knees between someones legs.

I pulled aside the elastic strip that covered her shaved pussy to reveal the wrinkly mass of flesh that was her vagina. Tentatively I stuck my tongue in for a taste, licking upwards a few times, enjoying her juices, then, becoming more confident, I moved up from where my tongue was slipping into a hot wet hole until I felt the small shape of her clit. This elicited a moan and an arching of her back, so I began making circular motions here, occasionally succeeding in obtaining more moans, though I found it hard to resist the temptation to taste her wettest parts again.

While I was busy doing this, Pat was filming, but soon this seemed to be concentrated on my anus as I could feel him behind me pulling my thong aside. So it seemed it was my turn to sit on the sofa with my skirt lifted up while his big, short haired head moved up and down over my groin, my knickers held aside to free my balls and cock for the attention of his mouth. Of course it felt really good to have his warm wet mouth around it, and I was soon pretty hard, but I really wanted to have him inside me, so after hed had a good suck I pushed him away and stood up.

First I pulled my skirt and knickers off, keeping everything else on so I still felt girly (and slutty), then reached for the condom and tube of KY jelly I had brought with me. Less than a minute of sucking was all Pat needed to get hard again, then I put the rubber on him and lubed him and myself up. We tried doggy style first, but I was too tight, so instead he sat on the sofa, now just in his t-shirt, and I squatted over him. This way I was able to control entry, just letting in the head at first, which stung a bit, so I eased up and tried again, letting a bit more in. Although it hurt a little, the pain ebbed away as I relaxed and the awesome feeling of a big dick in my arse took over. I began speeding up a bit, Laura filming everything, leaning back and closing my eyes.

After a while my thighs started aching, so I climbed off and turned around, kneeling over him. This way I used different muscles, Laura got a better view, and Pat could thrust up into me easier whilst playing with my cock as it bounced against his stomach. I lasted longer this way, but it was still tiring and not fast enough, so again I got off.

Now I was looser so I knelt on the sofa, leaning on the back with my arse out for Pat. He entered me from behind and began fucking me hard, his thighs slapping against my buttocks. Watching the video afterwards I can see his big arse pounding away, with just my stocking covered legs visible, accompanied by the sound of my moaning and crying out as I got really into it, feeling like a real slut. This wasnt just playing a role, it felt fantastic have his big dick slide in and out of my sphincter. From that position he got me to lie on my back with my legs up and lay on top pounding away and playing with my cock. Several times I thought I was about to cum just from the anal fucking, but I didnt.

He clearly thought the same about himself though, as he suddenly pulled out, ripping off the condom and shoving his dick in my face, just as we had discussed was my fantasy several times online. His cock immediately erupted, spraying cum in a long streak from my chin to my forehead, and then a more well directed one landed around my lips. I opened my mouth to received the third shot, most of which landed on my tongue, then closed it around his head to suck the rest out, dribbling a thick stream of semen out down my chin as my mouth filled.

As soon as he was done he pulled out and began sucking my cock again until I was hard, which didnt take long as I was so turned on from the taste in my mouth and sticky mess on my face and neck, not to mention from the previous action. Laura came over, now completely naked except for her boots, and I stood up, stroking her breasts and body again, Pats lips still around my penis, then she got on the sofa with her legs open and beckoned me down.

I steered my cock down, brushing the slight stubble around her slit, then through the fleshy lips to the hot moist tunnel beyond. She wasnt especially tight, but neither was she loose, and after all that prostate stimulation I was pretty close to the end already, so only a couple of thrusts and her moans brought me over. I pulled out quickly, and fought it back, succeeding the first time, and after one more entry I thought Id beaten it again, but ejaculated right on her slit. I thrust back in deep, pounding her mature cunt as fast as I could while I orgasmed, spurting load after load of my young spunk inside her, and continuing after Id finished, until my dick became too sensitive and started to go soft. I pulled out and resumed licking, now tasting my own cum mingled with her juice, until she got up.

After a short rest to clean up, discuss my sexuality with Laura, and try on her dress, I found myself sitting on the sofa with my head on Pats lap sucking his already erect cock once more. And again my mouth soon started to ache, so luckily he was eager to suck mine again too. This time I just lay back and let him get on with it, enjoying the new sensation of the tight dress on my skin and amazed at how soon he got me hard again. Adding to his oral work he inserted a finger in my arse, which felt pretty good.

However, Laura must have been feeling left out, so she suggested I fuck her doggy style. Whether I was just not hard enough, or simply unused to taking a woman in that position, Im not sure, but I couldnt seem to achieve penetration. She was very nice about it though, and instead began sucking my cock. It was nice not to feel the bristle of stubble while receiving a blowjob for a change, and I did get pretty hard, so probably could have fucked her after that, but I didnt say anything. Instead Pat knelt next to her and they took it in turns until Pat took over completely, and she just held me from behind, her breasts pressed against my back while her husband sucked me to completion.

That was almost the end of the afternoon, except for trying on her evening gown for a short photo shoot, before it was time to get dressed and catch my train. Unfortunately in the following months, work and an injury conspired to keep me from meeting them again. In the meantime, they sent me a DVD of the session, and as far as I know they continue to meet young bi guys for fun, and I gave them permission to show the video to any they do meet. So if you get in contact with a mature bi couple, you may well get to see the Sodomy of Sarah!

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Webmeets Diary Chapter 05

Read chapter 1, chapter 2, chapter 3, chapter 4 of this story. As I have recounted in previous entries to this diary, once I finished university I decided to go traveling. I spent the months between doing my exams and leaving using my favourite adult personals site to contact people on my route, seeing it as an ideal opportunity to expand my sexual horizons along with all the other discoveries you make while traveling. In particular I wanted to make up for my only, and not-too-spectacular,...

Gay
1 year ago
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Webmeets Diary Chapter 02

Note to the reader: In this diary I will tell the stories of my sexual encounters that have come about thanks to the Internet. Some more precise details such as names and places will be left out to protect other's privacy, and mine, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible. After my first experience with Ed, I took a break from looking for meetings through the Internet, mainly because I moved to a different country for a year. For a...

Gay
1 year ago
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Webmeets Diary Chapter 8

Note to the reader: Each entry in the diary can be read alone or as part of a series, but since I have a wide sexual appetite you may not find everything I've done to be such a turn on, so you may want to skip those chapters. This chapter, chapters 1 to 4 and 6 feature homosexual scenes, while chapters 5 and 7 feature heterosexual scenes. * When I arrived in Hong Kong from Shanghai on Thursday evening, I decided fairly quickly that I couldn't afford to stay there long as it was so much more...

Gay
1 year ago
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Webmeets Diary Chapter 3

Note to the reader: In this diary I will tell the stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible. I'd been using the swingers' site for more than a year but still had not managed to fulfil any of my fantasies of bisexual threesomes. So it was a very pleasant...

She Males
1 year ago
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Webmeets Diary Chapter 07

Note to the reader: Each entry in the diary can be read alone or as part of a series, but since I have a wide sexual appetite you may not find everything I've done to be such a turn on, so you may want to skip those chapters. This chapter and chapter 5 tell only of heterosexual encounters. *** After my first meeting with a contact near Beijing from the adult dating site I used (the encounter is the subject of the previous chapter of this diary), I planned to spend four days travelling south to...

Group Sex
1 year ago
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Webmeets Diary Chapter 04

Note to the reader: The content of these diary entries is as varied as my sexuality - if you don't like this one, you might like others, and vice versa. Read also chapter 1, chapter 2 and chapter 3 of this story. As I neared the end of my university course I had less and less time for playing around on adult personals sites, and spent most of my free time planning my journey I would be going on once I'd finished. Exams out of the way though, I suddenly had a few weeks of free browsing time, but...

She Males
1 year ago
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Webmeets Diary Chapter 1

Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible. I was nineteen when I found the site. Like most male nineteen year olds, in fact like most males past the start of puberty, I had sex on the brain a lot,...

Gay
3 years ago
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Chapter 4 My diary

Chapter four: My diary Wednesday August 23, Dear diary, I love you so much. We are going to be such good friends for ever and ever. I am going to keep your secrets and you are going to keep mine. Please forgive me if I do not know the etiquette of talking to you correctly. But I am too excited so I just have to blurt out that I just have to tell you that tomorrow we are going to take an adventure together to buy me a bra. It is going to be the utmost greatest day of my life and I...

1 year ago
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This Is Me Pt 4 Diary

On Wednesday, February 28, 2018, 11:55:15 PM GMT, Kirsten Clarke wrote: Wednesday 28th February. My period started tonight, just before going to bed, so I'm lying here wearing one of the black, lace trimmed underskirts I sleep in, wearing a bra as a treat for an hour or so - lemon, Chloe by Boux Avenue. It's a touch tight, but I'm hoping to lose a little weight one day. Besides, when I've been fitted in the past the women have always said to wear my...

2 years ago
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Our New Neighbors Supplement 01 Claras Diary

Introduction: This is a special chapter that is outside the flow of the storyline. I wrote it as a gift for the fans of this series, especially Rinoa, who took the time to PM me some ideas and constructive criticism, which I really appreciate and encourage. Rinoa thought there was something missing about who Clara is and how she came to be such a slut. This should help… The following diary entries have been edited for spelling, grammar and punctuation only. These entries provide some...

4 years ago
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Dear Diary

This story and all it contents and names are fictional.January 1st.Dear diary,This is my first diary entry ever, so I suppose I better tell you about myself. My name is Ashley, I'm 19 years old. I have long blonde hair with blue eyes. I think of myself as a very attractive girl. I like to stand in front my full length mirror and admire my naked body and of course play wife myself, I love looking at my pussy when I orgasm, sometimes my juices even spray on the mirror, I lick all my juices off my...

Incest
3 years ago
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My Sissy Diary

MY SISSY DIARY by Throne I guess it's my own fault because I accepted that glass of white wine my wife offered me. On the other hand, I couldn't have refused it. And she knows how poorly I handle drinks. Even before she turned me into the sissy I now am, I would get giddy after just one drink. So maybe she just gave me that fatal glass of wine to amuse herself. But the result is what you're reading now, my sissy diary. Wendy's sissy diary. My male name was Wendell but she...

2 years ago
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Kittens Diary

Kitten's Diary by Throne Monday. Okay. Marnie says I have to write in this diary, so that's what I'm doing. The other night we were talking and she wanted to know what I like about her. I didn't really think it through and said something about her big tits. I mean large breasts. She got mad because I didn't start with her smile or how smart she is. So, I tried to cover up by saying how I like that she's short, the way I am. That seemed to help. I even mentioned that I'm not a...

3 years ago
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Our New Neighbors Supplement 01 Claras Diary

November 22, 2006 Dear Diary, This thing about Daddy, it’s gotten so weird. I mean, these feelings are just not right. I know I’ve always had them, since before I started keeping this diary. But now they are getting more and more vivid. I tried to sneak a look at Daddy naked today. I failed, because he shut his bedroom door just at the last moment. I even thought about hiding a camera in his room. I mean, it would be so hot to secretly have pictures of him, or maybe a video of him and Mom...

2 years ago
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Paige From Her Diary

Michael unlocked the door with a sigh, knowing that he had to go through with this, no matter how little he wanted to.The place still felt – even smelled – like home.  He’d grown up here, after all, and upgrading to new apartments every time a promotion made it possible meant that he had never really gotten attached to anywhere else.He had to let it go, though.  After much soul searching, he and his sister Paige had decided that it was ridiculous to keep paying property taxes on a house that...

Incest
1 year ago
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DEAR DIARY

Dear DiarybySion Sierra©I was asked to write this story by a friend. I do hope that you like it. I would appreciate any feedback you would care to give.Chapter 1I shouldn't have done it, but I had to. My daughter was acting even weirder after her Eighteenth birthday. It was only a month ago, I just figured she just thought she was a full blown adult. So here after I heard her scream she was leaving for school, I ran downstairs to give her money for her lunch. She was already gone. I entered the...

3 years ago
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Paige From Her Diary

Michael unlocked the door with a sigh, knowing that he had to go through with this, no matter how little he wanted to. The place still felt — even smelled — like home. He'd grown up here, after all, and upgrading to new apartments every time a promotion made it possible meant that he had never really gotten attached to anywhere else. He had to let it go, though. After much soul searching, he and his sister Paige had decided that it was ridiculous to keep paying property taxes on a house that...

2 years ago
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Dear Diary

"Raaaaaaaaaab!" My wife's shrill voice cut through the damp basement air. Geez, it's as if she had dropped a brick on her toes while in the middle of saying my name. I answered quietly, but it didn't matter what I said because it was a reply so low she couldn't hear me. I remember when I enjoyed the soothing sounds of her voice, but today the sultry voice had been replaced by that of one with the same jarring noise to my senses as fingernails sliding down a chalkboard. "Raaaaaab, have you...

3 years ago
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Episode 29 Ellies Diary

Hi, my name is Robert; my bratty little sister is called Ellie and she's still a virgin. I was checking through her underwear drawer the other day and found this diary hidden behind all her knickers. I pulled on the pink ones covered in cuddly bears over my cock and stole her diary back to my bedroom. Author's note: It's often quite difficult to separate fact from fantasy in ch1ldrens diaries: little Ellie rarely stops thinking about sex – who will take her virginity? When will her breasts...

2 years ago
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Poor Amy Diary

Amy Jameson was mortified. She had ripped apart her whole room, and she could not find her diary anywhere. If someone got their hands on it... Amy knew that she should never have put all her secret desires into a place that might one day be compromised, but she had to get it out somewhere. She could not just live with them bottled up. But now it was gone. Unless she had misplaced it somewhere - her fervent yet unlikely hope - someone else had access to her innermost thoughts, and her...

3 years ago
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Little Stephanies Diary

July 14 Dear Diary; Happy Birthday to me! Mommy and Daddy gave me you, my first diary today. Sissy's always writing in hers, and hiding it away. She didn't know that I knew where to find it all the time. Finding it and actually being able to read it were different though. She wrote what looked liked scribbles to me. It was frustrating sometimes, but, you're my diary, and I'm not going to write about Sissy all the time. Sometimes, I may write about Timmy, our big brother. He's...

1 year ago
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Little Stephanies Diary

Introduction: Curious little eyes…. Horny Teen Brother… Sleeping Parent Day 1 July 14 Dear Diary, Happy Birthday to me! Mommy and Daddy gave me you, my first diary today. Sissys always writing in hers, and hiding it away. She didnt know that I knew where to find it all the time. Finding it and actually being able to read it were different though. She wrote what looked liked scribbles to me. It was frustrating sometimes, but, youre my diary, and Im not going to write about Sissy all the...

1 year ago
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Friends Dear Diary

Friends: Deleted Scenes - Dear Diary"Now where did she hide those damn candlesticks?" Rachel asked herself.Chandler was moving in with Monica, and that meant that Rachel was moving out. She was very happy for them, even though she and Monica had been passively fighting over a pair of candlesticks that each girl thought she owned. Rachel was alone in the apartment so she decided to do a little searching. She went into Monica's room and quietly began looking through some boxes in her closet.Near...

3 years ago
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Neils Diary

Dear diary, I don't normally find looking out my window to be that interesting, since all there is to see outside is my back garden, the cricket pitch over the wall, and the old people's house over the fence at the end of the garden. Today though, things got more interesting. I noticed that a new, younger family (most of them girls) had moved in with the old people next door! To think there might be pretty girls living across on the other side of the fence, sitting in their rooms...

3 years ago
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The Diary

The Diary by Andrea Lena DiMaggio Romulus, Michigan....November 23, 2016 The young man lay on his couch; another migraine courtesy of a job that promised no future other than being consigned to disappointment. It wasn't so much what he was asked to do as in what manner he was asked to perform his tasks. He heard a soft knock at the door followed by an even softer half-growl from the Weimaraner that lay next to him on the floor. He arose and walked quickly...

Historical

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