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I stepped out of the elevator on the fourth floor, took a left down the hall about thirty feet then took the first right I came to. I stopped directly in front of an expensive, heavy mahogany door with the silver metal numbers 4470 affixed just above a tiny peephole. As usual, I knuckle-tapped the door just loud enough to be heard inside and chanced a nervous glance up and down the hallway. Still empty. Good. I hated being out in the hallway in front of Walt’s. The deadbolt clicked about ten seconds later and as soon as the door budged, I pushed my way in.

“Jeez Ray! Just barge right in.”

“Well fuck Walt. Everybody in the building knows you’re gay. I’d rather not stand out there banging on your door any longer than necessary,” I said.

He laughed at me and I grinned despite myself.

I’d met Walt a few months earlier when he answered a personals ad I’d posted. He’s gay. I’m not. I don’t even consider myself bisexual really. I’m happily married and have sex with my wife on a regular basis, but every six months or so I get an urge to mess around with another guy. By the time I’d sifted through all the responses to my ad, deleted the obvious players and the freaks, Walt was the only one left. We met at his place, talked a little and decided we were compatible enough so we went for it. The short version is… I wanted to suck a guy off and he turned out to have temporary erectile dysfunction from some prescriptions he was taking. I never did get what I was after. He gave me a great blow job in the shower and I left. We tried it a couple more times with the same results. The attempts at anything sexual ended, but we’d become pretty good friends by then so we kept in touch.

“Your text said you had an emergency. What’s the big fucking emergency?” I asked as he led me into the living room and waved me toward his sofa. I shoved throw pillows off to one side and took a seat.

Walt perched himself on the front edge of the recliner directly opposite where I sat and, as usual, apologized for not cleaning his perpetually spotless condo before I arrived. He was bald as a cue ball with a gray goatee and at 55, he was a couple years older than I was, but thinner than he should be and a couple inches taller than my 5’ 8”.

“Hey. Walt. Stop with the bullshit about cleaning your house. Tell me what’s going on,” I harped at him in my typical blunt manner. I knew if I didn’t keep him focused he’d take off on some tangent about his daughter or the decorator or some equally boring crap that only a drama queen like himself would find interesting.

“It’s Sarah,” he said. “The emergency is Sarah.” I knew from too many past conversations that Sarah was his girlfriend. Specifically a girl who happened to be about his closest friend and really wanted to be his actual girlfriend. The two of them shopped and took walks and had dinner parties and holidays together. I’d never actually met Sarah, but I did have a few hours of hearing about her under my belt.

“What about Sarah?” I asked assuming it was probably some more inane drama only Walt would consider an emergency.

“This is going to sound a little crazy, but I need you to… well, seduce her I guess,” he said and looked at his feet.

“You’re kidding right? Seduce her?”

After a long dramatic sigh he looked up and said, “The truth is I need you to have sex with her.”

“No Walt. She’s your girlfriend for crying out loud. Why would you want me to have sex with your girlfriend?” The whole idea sounded ridiculous.

“Let me explain. If you still don’t want to help when I’m done, fine.”

“Okay. I’m all ears.”

Walt spent the next fifteen minutes on a long, circuitous route that eventually ended with me almost understanding his situation. Every time he’d start to wander off topic, which was often with Walt, I’d steer him back on course. His alleged problem was simple really - his girlfriend Sarah wanted to take their relationship to the next level. Sex. He was gay which she ‘probably’ knew. Apparently Walt had never come out and made it abundantly clear to her. He simply couldn’t have sex with her and feared she’d find another boyfriend who could which he assumed would effectively leave him out of the picture. On top of it all, Rodney, another mutual acquaintance of theirs had his sights set on Sarah and spent the majority of his time trying to woo her. He spent the remainder of his time teasing Walt about stealing Sarah away. Walt’s bright idea was to have me seduce Sarah which would, in his estimation, put Rodney out of the picture and quench Sarah’s sexual appetite enough to get her back to being satisfied with the platonic relationship she and Walt had been sharing for the past couple years.

I’m not a sucker and Walt’s story seemed a little sketchy in spots.

“How does Sarah not know you’re gay? I knew you were gay thirty seconds after I met you. No offense Walt, but it’s glaringly obvious.” It was the foremost question on my mind.

“I don’t know. I mean I’ve hinted at it and I assumed she’d figured it out, but then she started pressing me about having sex and… well, it seems like she doesn’t know,” he answered.

“Here’s a thought - just tell her. Jeez.”

“I can’t. I’m afraid she won’t want anything more to do with me. And now Rodney’s chasing her around like she’s a cat in heat. I really don’t like that man.” Despair clouded his face and he hung his head.

“Christ Walt. You’re kind of pathetic,” I barked at him and immediately regretted it. He was my friend after all and probably didn’t need me piling on.

“Okay,” I said in as gentle a tone as I could manage. “Even if I said yes, what makes you think I could even get her to have sex with me? It’s not like I’m Mr. Suave and Debonair and some women aren’t so easy to seduce. Especially women our age. She’s probably seen every trick in the book. Hell, she knows Rodney and apparently he hasn’t been able to do it.”

“I know her. She’d like you Ray. I think you could convince her no problem.”

“I don’t know man. I’ve never even laid eyes on her. Have you even considered the logistics? How I’d do it is only one problem. What about where or when for that matter. Can’t be at night. My wife would sniff it out in a heartbeat. Can’t get a motel. The bill would show up on my credit card. There’s a lot to consider here.”

“I’ll get her to invite us for lunch. Both of us. All you have to do is show up. I’ll find an excuse to leave right after lunch. You can do it at her house.” Walt was suddenly his happy self again. “What do you have to lose? If it doesn’t work out you’ll get free lunch and you can go home.”

He had a point. I couldn’t see what harm could come from showing up for lunch. If nothing else it would get Walt off my case about it.

“Okay. I have serious doubts about it working out, but if you can line it up I’ll give it a shot.”

Two days later I found myself in front of another mahogany door, one floor below Walt’s in the same complex.

When the woman opened the door, I thought we must be at the wrong condo. She was an older woman with silver hair coiffed into a stylishly short hairdo. Walt hadn’t mentioned any other lunch guests, but in all fairness, I hadn’t asked either.

“Hi Walt!” she said and motioned us in. She pulled Walt in for an obligatory hello hug and near miss peck on the cheek, then turned her attention toward me.

“You must be Ray,” she said and held out her hand. I shook her delicate hand, careful not to squeeze it.

“Sorry. Where are my manners? Ray this is Sarah. Sarah, Ray,” Walt said.

“Nice to meet you Sarah,” I said and smiled.

She pointed us to sofas in a living room that could have been in a model home. Expensive art, professionally framed on the walls and vases with flowers everywhere. The only indication that someone actually lived here was a curio cabinet loaded with china and tea cups and trinkets.

“Make yourselves comfortable while I make sure lunch isn’t burning.” She laughed and hurried off toward the kitchen.

“What the fuck Walt?” I whispered as soon as she was out of earshot. “You didn’t tell me she was eighty.”

“She’s not eighty. She’s sixty-seven,” he whispered back. “She’s pretty though isn’t she?”

He had a point. Under a few tiny wrinkles, she had a pretty face. Her blue eyes seemed to smile right along with her mouth. Even with the conservatively loose blouse and skirt she wore, I could see she wasn’t thin or frail. I watched her as she fussed around her kitchen and decided she had a pretty decent body all things considered. An older woman’s body. Curves around her midsection, pretty large breasts and wide hips and a plump ass that was probably pretty shapely years ago. I couldn’t see where any of it mattered though. In the five minutes I’d been there, I’d already determined that Sarah wasn’t a lady to be seduced in one short lunch.

“This ain’t gonna work,” I whispered to Walt.

“Yes it will. Trust me.”

“Come on in guys. Soup’s on,” Sarah hollered from the kitchen. “Sit wherever you’d like.” She waved toward a dining room just off the kitchen.

Lunch was homemade vegetable soup with finger sandwiches and coffee and it was delicious. We chatted about the weather and the condo building that apparently everyone either of them knew lived in. They talked about the people in their bridge club and before I knew it lunch was over. Sarah cleared the plates while I sat uncomfortably with Walt, wondering what I was going to do now. My tentative plan had been to flirt a little over lunch, but I’d forgotten all about it once we started chit chatting. There was no way I could even begun to flirt with Sarah now. It would have seemed ridiculous, even to me.

“Thank you for lunch Sarah. It was wonderful, but I have to run,” Walt said and rose from his seat at the table. He winked at me and I gave him a what-the-hell-am-I-supposed-to-do-now look. He smiled and gave me a hidden thumbs up, hugged Sarah and he was out the door.

“Let’s have our coffee in the living room,” Sarah suggested as soon as Walt made his exit.

I dutifully followed her and found a spot on one of the sofas. She pushed a throw pillow aside and settled in next to me a comfortable distance away.

On our short trip from the dining room to the sofa, I’d made the decision to abort. Sarah was a sweet woman and we’d hit it off well, but the vibe wasn’t there. It would have felt like I’d be hitting on my aunt if I continued on with Walt’s crazy plan. I needed an exit strategy.

“Thank you for lunch Sarah. It was terrific,” I said after a few seconds of uncomfortable silence.

“You’re welcome Ray. I’m glad you could come,” she said and smoothed her dress on her thighs.

“I guess I should finish my coffee and get going,” I tried. After vibrant conversation all through lunch, I suddenly found myself at a loss for words. I was flying blind. I had no idea what, if anything, Sarah knew about the circumstances of my being there.

“I wish you’d stay a while.” A discouraged look clouded her face. I felt bad about leaving so soon when she apparently wanted company. I knew If I left now, Walt would be in no better shape than before I’d arrived. The least I could do was tell Sarah how Walt felt about her. Then it would be up to them. Let the chips fall where they may. I’d have done my part.

“You know Walt’s gay right Sarah?” I blurted out in my typical blunt fashion.

She looked at me and calmly said, “Of course I know he’s gay. You’d have to be blind, deaf and dumb not to know Walt’s gay.”

“Well… um, what about… “ I fumbled, then shut up. Confusion reigned inside my head as I tried to reconstruct my conversation with Walt.

“What about what?” Sarah asked. An amused look spread across her face.

“He said you’d been bugging him for sex. That you were nagging him to take it to the next level.”

“With Walt? He’s gay Ray. He only has sex with guys.”

“What about Rodney? Walt said Rodney was… well, attempting to woo you I guess,” I stammered.

Sarah laughed out loud. “Oh my. That would be interesting. Rodney’s as gay as Walt is. They used to be lovers. He lives two doors down from Walt.”

“What the hell is going on?” I said mostly to myself. Then to Sarah, “Well what the hell am I doing here then?”

“Walt brought you for me. I thought you knew that,” she said.

“Well kind of I guess. No. I was supposed to seduce you. Walt acted like you wouldn’t have any idea.” Then I added as an afterthought, “That fucker played me!”

“It’s my fault Ray. I’m a sixty-seven year old widow. It wouldn’t be very becoming to hang out in bars looking for men at my age so Walt keeps an eye out for me. When he finds someone he thinks I’ll like, he helps us connect. Like lunch today. Sometimes his methods are a little creative and I think this was one of those times.”

“Walt hooks you up with guys?”

“That’s probably not how I’d put it, but yes, I suppose he hooks me up with guys,” Sarah said and watched me carefully.

My mind filled with questions. “How often does he do this?”

“It’s not a regular thing. Maybe every six months or so.”

“Why doesn’t he just ask them instead of going to the trouble of tricking them?”

“Would you have come if he’d just asked you?”

Good point I thought to myself. No way I’d have let him line me up with a sixty-seven year old woman I didn’t know. I said nothing.

Sarah folded her hands in her lap and cast her gaze down at them. “It’s okay Ray. You can go. I’ll understand. No hard feelings.”

I looked at her sitting there. A touch of sadness had spread across her face. I’d shown up intent on seducing Sarah and other than her being a little older than I expected, nothing had changed. There was certainly nothing wrong with Sarah. Quite the opposite actually. There was no good reason not to continue. The hesitance I felt was my anger at being tricked into it. That was a matter for Walt and I to discuss. Sarah had nothing to do with it.

“I’m not going anywhere Sarah. If you’re up for it, so am I,” I said and gave her what I hoped was my sexiest smile.

Her face brightened and she looked up. “I am, but there’s something else you need to know first,” she said and hesitated for a few seconds. “I like it a little rougher than you might expect.”

“I don’t have a problem with rough,” I replied. Hell, how rough can a sixty-seven year old woman want me to be I reasoned. My standard issue sex is probably rough enough for her. If not, I could bump things up a notch or two.

“Are you sure?” she asked and a huge smile spread across her face.

“Positive.”

“Wonderful. I always feel better with a safe-word. Do you have one you like?”

“Well, I doubt we’ll need a safe-word, but if you feel better having one, so be it. You choose,” I offered. My cock was already beginning to feel the familiar twitches of arousal.

“How about ‘orange’? Does that work for you?”

“Sure. Orange is fine,” I said. Now that we’d decided to proceed, I was raring to get started. My hardness was starting to become uncomfortable against the front of my jeans.

“Excuse me for a minute while I change into something more… fun. You can wait here. I’ll just be a minute,” Sarah said and disappeared down the hall.

Ten minutes later she called to me from down the hallway. “Come on back Ray. I’m in the back bedroom.”

About time I thought to myself and hurried down to an open door at the end of the hall. A couple steps through the door I stopped in my tracks. A king sized four poster bed, covered with a white comforter took up the far wall, bracketed by twin side tables. Leather cuffs attached to coiled straps were attatched at the bases of each of the four posts. Various lubes and oils covered one side table. Toys of every size and type covered the other. I turned to look at Sarah who stood behind me wearing a thigh length light blue satin robe with a tie holding it closed around her waist.

“Sarah, I’m not sure I can be as rough on you as you’re obviously hoping I can,” I said apologetically.

She reached back and slapped me hard right across the face. The sting of her slap brought tears to my eyes. The pleasant older woman with the smiling eyes had vacated the premises. This woman looked hard and determined and her eyes were narrow slits.

“Get your fucking shirt off!” she ordered.

“What the fuck is… “ It’s all I got out before the paddle landed a stinging smack on my ass. I hadn’t seen the paddle. She must have had it hidden behind her.

“No talking unless I ask you a direct question!” she ordered me. I was flabbergasted. I realized how sorely mistaken I’d been assuming rough meant me being rough with her. She had other ideas.

“If you utter a word you’ll get this paddle again and it won’t be soft like the last one,” she informed me. “This is the only time I’ll tell you something twice. Get your fucking shirt off!”

I hesitated, not quite sure what to do. Sarah smiled a little smile and whispered, “Don’t forget your safe-word. Everything stops the second you say it.” Then she immediately resumed the scary woman role.

I took off my shirt and dropped it on the carpet. The slap on the face stung and the smack with the paddle hurt like hell, but my cock was still rock hard. I wasn’t sure how it could be, but it was.

Sarah pressed her body into my back. She wrapped her arms around my mid-section and slid one hand into my pants and squeezed my balls just hard enough to get my attention. Her satin covered boobs pressed into my back. I felt her lips a fraction of an inch from my ear and in a sultry voice, she whispered, “I’m going to strip you naked and use your body like I own it and there’s not a damn thing you can do about it.” Then she bit my earlobe. Hard enough to make it hurt, but not enough to draw blood.

I spent the next five minutes with my hands clasped behind my neck as she slowly unbuttoned, unzipped and worked my pants down and off and then went to work on my boxers. When she had me completely nude, she slowly circled me, touching my ass and tweaking my nipples and fondling my balls. I gasped when she grabbed my cock and used it as a handle to turn me until I faced the bed.

“Bend over on the bed,” she ordered.

This can’t be good, I thought. I did it anyway.

I heard the whistle of the paddle through the air followed by the loud ‘thwack’ on my bare ass a fraction of a second before I felt the pain. When the pain registered on my brain, the intensity of it took my breath away. An involuntary yelp escaped my lips. The second smack with the paddle was as bad as the first and the third one had me worrying about the tears I knew were about to involuntarily leak out of my eyes. She stopped at five and I would have gladly kissed her feet for it if I could have. My ass burned white hot and my stomach ached from being clenched through the entire spanking. I buried my face in the comforter and tried to catch my breath.

“You didn’t do anything wrong Ray, but it was necessary for you to feel the bite of the paddle. Now you’ll understand what the consequences of disobeying will feel like,” Sarah patiently explained.

When she ordered me to lie on the bed on my back, I obeyed immediately. She moved very slowly and deliberately from post to post. She’d attach a leather cuff to a limb, pull the cord tight, tie it off, then move to the next one until she had me bound spread-eagle and naked on her huge bed.

A tiny shiver of fear twinged in my stomach when I tugged on the cuffs. They weren’t for show. Each one held fast when I pulled. It occurred to me that if I used the safe-word and she chose to ignore it, there was nothing I could do. Then it occurred to me - I’d been so impatient to get started, I couldn’t even remember the safe-word. Up until then, I knew I could have simply walked away if I’d really wanted to. Now I truly was her prisoner and completely at her mercy.

Sarah stood at the foot of the bed and surveyed my helpless body. A wicked smile worked the corners of her mouth. My head was on a pillow and I had to strain forward to see her and I desperately wanted to see her because she’d begun loosening the tie on her robe. When she finally opened it and let it slide off her shoulders I got my first glimpse of her nearly naked body. My cock had softened during the paddling, but it quickly revitalized itself when she started to undress. She had the matronly curves of a woman who’d never been slim, but never overly large either. A black leather G-string barely covered her in front and a matching black leather half bra supported her ample breasts while leaving her nipples exposed. That a woman her age could look so tantalizingly sexy had never crossed my mind until just then. I didn’t think I could get any harder than I already was, but I did. My cock literally ached for some relief.

Eventually I had to put my head back on the pillow to give my neck a rest. When I looked back up, she was gone. I lay there wondering what was next when a barely audible mumbling drifted in from down the hall somewhere. It sounded like she was calling someone. The mumbling lasted a minute or so and then she was back.

“Still here?” she teased. Then, “Oh I guess you can’t really go anywhere can you?” she laughed. My eyes followed her as she moved to the bedside table on my right. I watched her pick up the toys, one by one. She’d hold each one up as if deciding whether to use it on me or not, then set it back down. Butt plugs, vibrators, strap-ons and a couple I didn’t even recognize. Most of the toys scared the hell out of me. I breathed a sigh of relief when she put the last one down and strolled back to the bottom of the bed.

“Don’t get too exited Ray,” she cooed. “I have every intention of using all those toys on you eventually.” She smiled her evil smile again and reached back to unhook her bra. Her tits were larger than I’d originally thought and had a bit of retirement age droop to them, but her nipples stuck out like pencil erasers. I found them incredibly enticing and wondered if I’d ever get the luxury of having my mouth on them. Sarah moved to the side of the bed, hooked her thumbs in the waist string and slid her G-string down and off her hips revealing a neatly trimmed strip of salt and pepper pubic hair over a soft fleshy mound. I almost lost my load looking at it.

“Wow! He is good looking. Nice body too!” a woman’s voice from the doorway said. My eyes darted from Sarah’s pussy to the doorway. I hadn’t heard anyone come in and wondered how long she’d been standing there. She was a larger woman. Much larger than Sarah and every bit as old. She was short and round with large thighs and plump arms and shoulder length hair dyed a medium brown. Her face was round, but pleasant enough and at that particular moment, her eyes were like round saucers staring directly at my naked, restrained body. She looked at me and I looked at her.

“Hi Suz. Nice huh?” Sarah said, apparently not the least bit self-conscious about her own nakedness.

“Very nice Sarah! Thanks for calling. Is this Walt’s friend?”

“Yeah,” Sarah replied. Then, as if politeness was to be practiced regardless of the circumstances, she formally introduced us.

“Ray, this is Suzanne. Suzanne meet Ray.” I could have crawled under a rock from embarrassment if I hadn’t been secured to a bed naked with my cock sticking straight up.

“Nice to meet you Ray!” Suzanne walked over and pretended to want to shake my hand. She glanced at both hands then said, “I guess this will have to do,” and grabbed my still hard cock and gave it a couple shakes.

“You going to use the toys on him?” Suzanne asked as she unzipped the back of the skirt she wore.

“I was thinking today would be pleasures of the flesh. Probably should go easy the first time out. We’ll see about the toys next time when everyone’s here.”

There were others? Next time? I wondered if next time meant something other than next time because I hadn’t signed up for a next time.

Suzanne had squeezed herself out of her skirt and started on the buttons of her blouse when Sarah said, “Suz is going to join us Ray unless you have some objection.”

“No objection here,” I mumbled meekly. It wasn’t that I didn’t have any objections to Suzanne being part of Sarah’s twisted game, it was my objection to feeling the sting of the paddle again shaped my answer. Sarah had picked it up when she asked the question and stood next to me caressing the eighteen inches of thin, ass-scorching fir wood as she waited for my answer.

“Good,” Sarah smiled at Suzanne. “See, I told you he wouldn’t mind.”

Apparently Suzanne was pretty certain I’d agree too because she was down to her standard white bra and cotton granny panties by then.

“Would you like him for a minute?” Sarah asked Suzanne. “I have to pee.”

“Oh yes.” Suzanne said. I watched helplessly as she quickly dumped her bra, freeing two boobs the size of cantaloupes with more than their share of droop. Sarah headed down the hall and Suzanne peeled her panties off her larger than life hips. Her pussy was completely shaved and I could see how wet she was from ten feet away. She moved to the head of the bed, grabbed my face and pulled me into a wet, tongue searching kiss which took me completely by surprise. As soon as she released my mouth, she scooted down to my steel hard pole.

“I have to do this now because Sarah probably won’t let me later,” she explained, then leaned down and took me into her mouth. The warmth of her mouth felt like heaven and I remember thinking she was pretty damn good at what she was doing. One hand toyed with my balls and the other slid up and down my shaft in rhythm with her lips. I strained my head and watched in amazement as Suzanne took all of my seven thick inches into her mouth. Suddenly she pulled her head up and hopped off the bed. Five seconds later Sarah appeared in the doorway.

“You were sucking his cock weren’t you Suz?” Sarah kiddingly chastised her.

“Just a little taste.” Suzanne admitted. They acted like I wasn’t even in the room.

They talked and toyed with my body for a while and when they finally got busy on me, I lost track of time. Suzanne climbed up, straddled my mid-section and unceremoniously lowered herself onto my cock. Her wetness let me slip in easily enough, but she felt much tighter than I expected. Her gigantic boobs bounced with every stroke and I couldn’t help wondering if it hurt. Sarah let Suzanne have her fun for a couple minutes before she positioned a knee on either side of my head and lowered her pussy onto my mouth. She faced the top of the bed and wrapped both hands around my head, pulling me tightly into her honeypot where I did my best to pleasure her. I licked and sucked and nibbled and the longer we went, the harder she pulled until I thought I might suffocate.

It took a while but eventually Suzanne suddenly stopped bouncing, grabbed two handfuls of my chest and let out a shrill, ‘Oh God!’. Her orgasm apparently subsided and she unsaddled herself from my cock and slipped off the bed. Sarah broke her seal with my mouth and simply scooted down my body and took Suzanne’s place. She guided me into her sex and started a slow, steady rocking motion. Sarah was every bit as luscious as Suzanne and it felt like a warm, wet heaven had wrapped itself around my hard cock. I felt the bed heave as Suzanne climbed back on facing Sarah. After a few seconds to situate herself, she sat back and buried me between her huge ass cheeks. She ground her way down and reached behind to pull my head where she wanted me to be. I worked her ass like I’d done Sarah’s pussy. She’d let me go a while then, satisfied for the time being, she’d move back so I could give her clit the same treatment then repeat the process. My arms and legs ached from straining against the leather cuffs as the two women used me as their personal sex toy for what must have been an hour.

Eventually I couldn’t hold out any longer. My balls tightened up, my cock expanded just a bit and Sarah bottomed herself out and held me in her as I exploded a a huge load deep inside her.

I lay there spent and limp with Sarah collapsed on top of me and Suzanne beside us for a good ten minutes before Sarah crawled off to free me from my binds. I looked at her face and the smiling blue eyes were back.

“Are you okay Ray?” she asked when she had me loose. She seemed a little embarrassed.

I lay there naked just watching her with Suzanne sound asleep beside me. When I didn’t answer right away she said, “I’m sorry. I know it’s a bit much.”

I smiled up at her. “I’m perfect Sarah.”

Her face lit up. “Really?”

“Really,” I said. Then, “You mentioned a next time to Suzanne. Tell me about next time.”

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When it came to women Caleb Burkheim was a novice; a true babe in the woods, yeah he was about as inexperienced as a man could be. Sure he liked women; he liked them a lot, it was just that he could never seem to get his ducks in line. He was always on the wrong page; always looking to the left when he should have been looking to the right. His most recent wave of calamities had started with Sandy. Sandy was a real looker; the cat’s meow, the proverbial rose amidst the thorns. In fact...

4 years ago
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Sex with Madison Ivy

It was a hot summer day in sunny Las Vegas. I was driving back to my house from a hardware store when I saw a car broke down on the side of the road. Normally, I would absolutely stop and help. If you’re able to and don’t, you’re an asshole. I especially wanted to stop when I saw the girl on the sidewalk talking on her phone. I pulled just past the car and parked, and walked towards the car. As I walked up, the girl finished her phone call in anger and stressfully looked at me and with a...

3 years ago
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The Waiter

We had just sat down to Mother’s Day dinner. My wife had a conservative but sexy librarian look.The waiter took special notice of her and she made eyes right back at him.After he took our drink order he asked if we were ready to order. My wife said, “I know exactly what I want,” staring at the waiter.I said the rest of us need a few minutes.The moment the waiter left my wife whispered into my ear. “I’ll take the filet and the waiter, to go.”My dick sprang to attention. I immediately pictured...

Cuckold
4 years ago
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Personal Assistant

So after the limo ride and saying goodbye to Ian, Karyn and I checked into our rooms, not saying very much to each other on the elevator ride or when waiting for the porter to deliver our luggage. I was still feeling a sexual buzz from watching such a lustful and pleasuring romp what could I say?As we settled in to our separate quarters and like always kept the adjoining door open so we could talk freely, there was nothing but the sound of hangers clicking in the closet and drawers opening and...

1 year ago
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A hard day at the office

Sandra, who works as a customer service manager at a large department store, is having a hard day at work.  It is Christmas season and the customers just didn’t seem to have the spirit of joy and happiness that once prevailed this time of year. They are short tempered and the majority is rude to say the least. Sandra, who is just finishing with a very rude customer, is returning to her desk to gather her composure before dealing with anyone else. She thinks as she walks, “Why do I have to get...

Erotic
2 years ago
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Nothing to See

“Why don’t we start this off with you telling me the earliest of it you can remember Jacquelyn, take your time.” She said and by she, I mean Dr. White. I was coming to see her after a life altering incident ... Or incidents and this was part of the debriefing process I guess you could say. Working towards coping with it. I take in a breath and slowly exhale, “Okay, Doctor ... I’ll do my best...” I reply to her, feeling nervous about it all together. This will be the first time I truly discuss...

4 years ago
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Stripping For My Uncle

I make extra money stripping at parties. But I never perform in my home town. I have seen some familiar faces but I don’t think they’ve recognized me. In makeup and a wig and no clothes, they don’t think for a moment that it could be me. But last month I was doing a gig at a bachelor party 60 miles from my home town and who should I see but my father’s brother, George. He recognized me right off. Our eyes met and he smiled and winked to let me know it was cool. I danced...

4 years ago
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Step Brothers Bride Pt4

It had been just over 2 weeks since the wedding. I had agreed to pick up the happy newlyweds after their honeymoon in Majorca. I was looking forward to seeing them especially Jennifer. They were flying into Glasgow airport which was almost a 2-hour drive from the small town we lived in. Jennifer had text me to let me know they had landed, so I parked in the short stay and awaited them. I noticed Jennifer first, her red hair and bronzed body attracted most men’s eyes. Then I saw Shaun,...

3 years ago
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Making Do

I kicked the sheets into a tangle and stumbled, bleary-eyed, across our tiny efficiency to turn off the excited morning voices of Karlson & McKenzie cackling from the clock radio.  I reminded myself yet again that I needed to get an alarm that didn’t automatically reset every day, annoyed at the 8AM wakeup for a day when my first class wasn’t until 1.  Collapsing back onto the foot of the bed crosswise, I yawned and reached between my legs to give the boys a comfortable scratch,...

Masturbation
4 years ago
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Brother Cucks Brother or Does HeChapter 2 Vanessa and Caitlyn

"He can't have babies? Why not?" It was the Saturday morning two days later and I'd just told my girlfriend Adam's news. We'd spent the previous night in my bed. She'd been angling for months to get invited to move in but I'd been delaying, mainly because I knew that I was about to move. "They're not sure, they're still testing." "I'm not marrying you if we can't have babies," Vanessa said, surprising me completely. It had never crossed my mind that she'd immediately see it...

2 years ago
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IBE The Days Of WanderingTampa

Kelly was concentrating on the road, presumably while thinking over what I had just said. I sat in the comfortable MB-Tex covered seat in her Mercedes. She had bought it new, not long after getting her associate Professorship at North Dakota State. Now she was a full professor and assistant Dean of the mathematics department- at 25! She was truly incredible. I don’t know how much money she made working there, but I believe it was substantial. She had already bought a house in Fargo to use...

3 years ago
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Jakes senior year in highschool

Jake was 18 going into his senior year of highschool. He is one of the most popular guys in highschool. However he is a bully. Jake liked to make fun of or play jokes/pranks on others to humiliate them. Although a lot of people fear Jake pulling a prank on them, they all love hanging out with them. Even thought everyone was afraid of Jake Playing a joke or prank on them, most people loved watching them unfold. If Jake was humiliating someone else, everyone would cheer and laugh. This made Jake...

BDSM
4 years ago
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Dark Whispers

Dark Whispers        She woke with a start from a dream-filled sleep. She dreamed that she had been tied to her bed, naked and blindfolded while a stranger whispered forbidden things in her ear.        She sighed, trying to forget the way He had made her feel as she opened her eyes? and saw nothing. Taking a deep breath, she tried to roll over onto her back and realized she couldn’t.        Panic started to set in as she yanked hard at the bindings at her wrists and ankles, and cried out in...

3 years ago
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Nap Time Remembrance

Chapter 1 We lived quite close to the schools that we went to and always walked to and from together. The we is my brother, Joey, and me, Lacey. He's a year older and what I want to tell you about happened when he was in the eighth grade and I was in seventh. Joey and I always got along great, never really had fights and arguments like some siblings, in fact, we actually liked each other. Our mom was a stay-at-home mom, something that was getting to be less common every year and she would...

3 years ago
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BarbaraChapter 9

That night the party was in the restaurant above the Clifford & Jamison offices. The firm had taken it over for the evening. As they were about to enter, Marie looked at Bobbie and Tom and said, "We decided to take our chances with Alcoholic Beverage Control and let you two drink if you wish." Then she winked and said, "Bobbie, I'm sure you can hold it ... But I'm not too sure about Tom." When they got off the elevator, Marie took a moment to check Tom's appearance. Her heart...

2 years ago
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Tongue Tied The Sequel

Chapter 1 "Franco, the delivery truck is pulling around to the loading dock. The order is kind of big, today. Are you going to need any help?" "No, thank you, Miss Annie," Franco replied in his thick Italian accent. "I am fine." "Ok! Thanks, Franco. Let me know if you need anything, though," Annie closed the door and returned to her sewing and Franco opened up the delivery bay doors and got to work unloading the truck. Franco had been in the United States for just over two years....

4 years ago
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Massage With Full Service To My Lady Customer

Let me introduce myself to the readers, I am 36-year-old guy, average body.5″6′ tall. This is real story happened 3 months before. In this particular story, I will tell you how had sex and massage with an online friend. I am software working professional in bangalore and part time provides massage service only in all over Bangalore. You can always get in touch with me on for any reason – exchange of ideas, friendship or hook up – girls/women only. I am open to all ideas. I have account on...

1 year ago
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A night in Brooklyn

It was late January in Brooklyn. I had agreed to go and meet with this girl at her apartment after I got out of work. Work for me went late and the trains out to her place were complicated. At one point she sent me a text saying if I didn’t want to come I should just tell her. She didn’t stay up too late. But I got there eventually and she welcomed me in and within minutes we were lying on her couch, making out. She stopped kissing at one point and asked me if I had protection. I said yes,...

Erotic
3 years ago
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Sirs Angel The Weekend Part 2

She watches the show as it switches angles from side-view, to her facial expressions, rear view where she sees just how much she had in her ass, then top view from overhead. It scares her how turned on she is getting watching her own body being abused. It was planned to be a all weekend event, and now she wonders if she can get out of it. Her ass still burns and knows she cant take anymore there. Knowing there is no escaping the bed and still wondering why she is drenched again. She lays there...

4 years ago
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Massage Extraordinaire Part III

Massage Extraordinaire – Part III A few weeks later I returned for the third time totally convinced that this visit could not be too different from my two previous ones which were absolutely outstanding. How wrong I was again! I knocked at the front door. This long legged beauty in the shortest white mini met me with a huge smile (on her face) and a breathtaking hug. I felt my already aroused cock rub against her mound. Judging by my expanding member the excitement was already affecting it and...

3 years ago
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Lindsey An Unlikely Romance Part 11

Lindsey stood in the doorway of my office. She was dressed in business attire but looking just as I remembered. I swear my heart stopped. “Hello Dale, how have you been?” She said softly looking down at her feet. I got up it was all I could do not to run over and take her in my arms. But at my first step towards her she seemed to step back. This wasn’t how I imagined this moment. Lindsey was shy and quiet like the first time I met her. “How are you Lindsey?” I asked trying to hide my...

3 years ago
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The Painter

Aiden was a painter by trade. Not the imaginative, Picasso type, but a decorator. It wasn’t what he had aspired to be, but for now, at least, it kept him living comfortably in his bachelor lifestyle. At 33 years of age, Aiden had yet to find a woman he connected with on a high enough level to convince him he wouldn’t be wasting his time and money on a wedding. It didn’t faze him though, he was good-looking, kept himself in shape and, from extensive experience, he was quite the ladies man. They...

2 years ago
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Inappropriate Behaviour

Regular readers of my sexual exploits will know that I’m a bit of a fan of Brighton’s nude beach, and I try to get down there from London a couple of times a year during the summer. I love the chance to just strip off and enjoy being naked in the company of other like-minded people. And if some of them want to enjoy the sight of my unclothed body, that’s fine with me. This summer, I was especially lucky, because the Thameslink rail company had a promotion for cheap day returns in August, so I...

Interracial
4 years ago
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The Gift of Abstinence

I probably don’t have all the details exactly correct, but this conveys the essence of a relationship I had in my freshman year of college. I have changed her name because if any of her family should stumble across this, they would have been very likely to recognize her. * Like the overwhelming majority of guys, I was a virgin when I got to college many years ago. In that I admitted it, I was in the distinct minority. Most of us set about assiduously to correct that deficiency. It was...

2 years ago
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Hush HushMy Lady

Dedicated to all the ladies, married, mature, metaphysical. Your very essence is the source of the river. I caught your eye at the bookstore. Or perhaps you caught mine first, though you’d never admit. I was reading, having a coffee, always available but not really looking. You were in your tight jeans, white blouse, understated but elegant. I noticed your wedding band. Your rings, your clothing, classy. I became self-conscious, my face, my look, my body. I flexed almost involuntarily, and...

3 years ago
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Sexy Elder Sister 8211 My First Ever

Hi guys! This is my first story on ISS. Let me start off by telling you all a little bit about my sister and me. I’m a 20 year old guy (Rob) with a slim build and I am 170 cm tall. My sister (Alisha) is four years elder to me. She is 24, very fair with an erection-causing figure of 34D; 26; 36. She has done a course of Fashion Designing and Technology from NIFT and she usually dresses up in westerns (formals with heels for day and top and skirts with usually high heels for the night/evening)....

Incest
2 years ago
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My Nephew Finds Out I Am a TartChapter 2

I was totally out of control, David was shooting his load on my face and some landed on Sam’s arse which I licked it off, I was loving it! Ray was pounding me from behind, his balls were banging my clit as he slammed into me. The tip of my tongue was in Sam’s arsehole as I tugged on his cock. All this was being captured on film by my nephew David and I knew my half brother Bill would see it in no time. I could feel Ray’s cock tense inside my fanny and then I felt his hot spunk flood into...

2 years ago
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Charity Seduction Another boring fund raiser or is it

Craig was staring into the mirror as he tied the bow tie of his tuxedo. He knew he was stuck at yet another fund raiser event but this one was different. Craig’s law firm had been actively involved in the community for many years and had always held a yearly lavish Valentine’s Day ball for the local charities. This one required him to mingle with and persuade the other rich guests to part with money that others deserved more. Part of being an attorney meant that he was he was very good at...

2 years ago
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Johnnys ClosetChapter 12

My six not-so willing subjects were about to make me a lot richer. I was confident the videotape we were making would get a cool $50,000 from my Asian contact. And then, when we sold our entire library the following week for $6 million, my younger sister Marie and I would be able to retire. Not bad _ wealthy and retired at ages 27 and 29. "We're gonna start," I said to them, "by doing exactly what each of you couples was doing last night, when I videotaped you in your rooms." Marie...

4 years ago
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The Branson KidChapter 5

I had Jack on a lead rope, though I did hope that he would eventually learn ta follow without one. We were about 15 miles from Dallas, an' I was thinkin' on whether or not ta press on ta Ft. Worth or ta camp fer the night. I was payin' too much attention ta my thoughts, an' Jack paid fer his keep right then. He brayed an' stopped, jerkin' the lead rope from my hand. That snapped me to attention just in time ta see a man ride out of the bushes ta the side of the road. He had a gun in...

3 years ago
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A Cell Phone Made Me Pregnant Ch 3

A Cell Phone Made Me Pregnant- Chapter 3A fantasy created by International writers Satinlvr_mwf, CurtB, Julie Van and Wunderboi.Our story thus far…The heroine, Suzi Recreant, has just returned from a rather successful follow-up expose` for the Rhino News Network. RNN, of course, is a subsidiary of Rhino Multimedia, or RMM, which is in itself a subsidiary of Rhino Electronics, all of which is owned by a Mr. Oskar Botha. More information about Rhino can be found in the series titled “Out of...

1 year ago
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From wife to slut a new begining

Misty comes across as the typical American housewife. She is an attractive brunette, slender and firm in all the right places. Her eyes are a seductive brown that accentuates her bronze skin tanned by the Florida sun. Misty has been blessed with naturally large breasts. At her 23 years of age, she is a young man’s fancy and an old man’s dream. She spends most of her days in a tiny bikini tanning in the backyard. She often wonders how many times the neighbor jerks off to her tight young body...

Incest
3 years ago
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Another Platos story for the Guys Plato039

A few weeks before Plato's was to close because the owner was convicted of tax evasion, I wanted one last time to get off. I also met an other women that I married later and I wanted to be faithful, but that will be a few different stories as we had some hot threesomes and a few visits to a sex club.I meet Rachel one of my friends who would go to the club if Linda was not around. Rachel was a BBW. Sexy curvy black hair blue eyes. Horny as heck. We go on the last Monday night they had also was...

1 year ago
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Her mother

"Hi, Mrs. Sherman," Steve said nervously, "Pam said you wanted to talk to me!" "That is correct young man," she replied sternly, "sit down, please!!!" After taking his seat, Steve fidgeted a bit and after looking out the window offered, "Nice weather we've been having, isn't it!?!" In almost a harsh tone, Mrs. Sherman retorted, "I didn't ask you here to talk about the weather, so let me get right to the point!!!" "Uh, sure," Steve replied, "what ever you say, Mrs. Sherman!? Although he didn't...

Erotic
3 years ago
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Mr Lucky Redux

by Millie Dynamite Copyright© 2014/22 by Millie Dynamite A Dark Angel’s violent encounter with a young white man. Mr. Lucky The town was far removed from the problems of the big city. What minor crime occurred in the sleepy hamlet was of the misdemeanor variety. Boys dreamed of running away from the community, while the girls dreamed of marrying the local boys and running off with them. That night did not differ from the tens of thousands of proceeding days. The local movie theater ran...

4 years ago
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Waves Part One

From a position on the beach by three logs, a giant dark color creature holding an schooner in four of its tentacles, on board can been seen the outlines of men . three more tentacles snaked out on the beach around the three posts. Two end around the legs of the woman, the last around her neck holding her in place. Besides her prone body the remains of a two piece red and white bikini. But the image that made me spill all my waste by products I’ll never forget were of translucent men standing...

3 years ago
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School Teacher Merlin 8211 Part 6

Merlin teacher udan nadantha kama anubavathin thodarchiyai ungalidam pagirugiren. Vaarungal tamil kama kathaikul sendru enjoy panalam, Merlin teacher nude show kanbithu en poolai neenda neram vaaiyai poolil irunthu edukamal vizhungi oombi vinthai urinthu kudithu aval kathalai enaku kanbithaal. Pinbu thaan naan unarnthen en nanban soliyathu poi endru, Merlin ennai kathal seigiraal enbathai naan unarnthen. Pinbu Merlin ennai nangu kiss seithu en udan nirvaanamaaga ennai kati pidithu paduthu...

2 years ago
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E018 Pearl Eight

Donald can’t believe how far he has brought Emma in just one day.  Not even a day.  Six new pearls earned in that time.  He knows he needs to let her recuperate from her pre-lunch session. After he places her seventh pearl on her necklace, he helps her stand, lifting her off the butt plug she is sitting on throughout the meal.  A small sigh escapes her, but she smiles at him.“Emma, I think you should nap now for a while.  You have accomplished a great deal today so far.  So, yes, young lady, a...

Love Stories
3 years ago
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Halloween Treat

Allie, Kate and Daniel were getting ready for the Halloween party. Kate and Daniel were dressing as Hansel and Gretel. Allie put on her plaid skirt, white button up blouse, and pulled on her long white knee socks. As they walked out Allie slipped on some penny loafers she had picked up from Goodwill. While driving to the party, Allie sat in the back seat. She felt like the spare tire of the group. Although her and Kate secretly had a thing going, Kate had made it clear that she was in love...

Straight Sex
3 years ago
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No Messes Sir

The door opens and Sir walks in with his arms open and a smile lighting up his handsome face. I squeal and drop my tools, quickly forgetting about messes and clean up afterwards. I jump into his arms and wrap my legs around his waist. Sir easily takes me into his hold and keeps me close against him. I sit back and look at his elegant features. He looks at me with those deep brown eyes, seeing so deeply into me I can’t help but move onto a different part to avoid the intense stare. His lips...

3 years ago
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Lose One Find AnotherChapter 28

Saturday morning arrived. I didn't know what time it was, but since I had a nice warm body up against my back it didn't really matter. I slipped out of my bed and headed for the bathroom. When I was done, I went back to bed and there I found Ashlee on her back with Brenda sleeping on her. Mother and daughter; how sweet. I couldn't disturb them, that wouldn't be fair to them. I went to the kitchen to start the coffee and let the dog out. I stood at the back door looking out over the...

4 years ago
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Opera House

Britt and Cody had rules, but you couldn't talk about them and they were always changing. This made things confusing.Take cum, for example. They were trading hands not long after they first started beating off together. And though it was understood that they try to cum at the same time, Britt had inwardly decided that getting Cody's cum on his hand was gross. So when orgasms approached, it was hands to one's self.Then one night it wasn't. They were lying on the living room carpet jacking each...

1 year ago
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Friendly Competition

After feeling like we had accomplished nothing more on the phone then the confirmation that there may be an attraction, I felt like I needed to be more aggressive. When I went into work on Tuesday I was determined to get an answer. Was he going to fuck me or not? I am usually not the pursuer, but I really wanted this guy. I am not sure what first attracted me to him. It all started when my friend invited us both out to lunch. I went reluctantly because the last thing I needed was to be friendly...

Erotic
2 years ago
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Mollys Early Revelation Part 3

MOLLY'S EARLY REVELATION #3 Acceptance by my Mother went so far in our relationship, that our ongoing session with our mutual counselor started to recognize that we were not the enemy anymore. The focus of the sessions as a group or me along dealt now with my TS issues that had been revealed in ongoing testing and my own inner knowledge that the woman in me had to emerge more and more. My father/her husband became a distant thought. He kept up his normal routine of...

2 years ago
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Wolf and Red

(To start off allow me to give a description of our two main characters, though more can be part of the story. These are just the two that will have a perspective in the story) Name: Elizabeth "Little" Red Age: 20 Height: 5"2' Description: Her height is the only thing small about her. She has a nicely sized D cup breasts. Her ass is nice, plump, and firm with nicely thick thighs. She's got a little fat, but she's not obese. Just enough to be kind of sexy. Her hair goes down to her ass, but she...

Fantasy
4 years ago
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Tenchi Muyo All Good ThingsChapter 100 Wings of passion

Ryoko stared expectantly, find herself squinting. unable to make out any real details, everything was so dark! She was about to ask when Ena's 'voice over' resumed. "Understand please, the old queen certainly wasn't a fool!" Her ethereal assured. "Knowing her son as any mother should, The lady Ayeka made doubly certain in le of Azusa's outburst, all treeships were ordered well out of his reach! All that is save one... And it was for precisely that reason, I found myself later...

2 years ago
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For you my master

As I reach your hotel I know that I look flustered and nervous, small beads of sweat are running down the small of my back and my face is flushed. I wait for the elevator and step inside, two other people enter at the same time as me. I look into the mirrors which cover every wall and check out my appearance - hoping against hope that it will please you master. I catch the eye of one of my fellow travelers, one looks towards his companion and they smile to one another after having given me...

BDSM
2 years ago
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Shelly Hugh DriscottChapter 49

Two and a half hours later we landed like the Star Trek version of a Klingon Bird of Prey. We even did it the way it was in the movie with a needless partial turn just before touching down. Roman said, "You have to let me fly some of the time. How high can we go? How fast?" Vasiliy whispered but his thoughts came through as if he hadn't. "It's hard to tell Roman. We were flying a 2000 tonne frigate so high that even with the big scoops we could not get enough air. We were so high that...

2 years ago
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Wolves and Dragons of the Blood True BeginningsChapter 4

NEOR KAVALIAN FEDERATION IMPERIUM HEADQUARTERS They had accomplished so much and he knew more was coming. Keleru'Puat looked around the large table at the gathered Pride Leaders and could not help but smile to himself. Two hundred and fifty-six High Coven worlds they had conquered in twenty-five years. The Kavalian Empire was once more reborn and it would continue to grow. Combined with the six hundred and fourteen planets of their original empire that they had reestablished control over,...

2 years ago
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TeenFidelity Eden Sin Manic

Eden’s brain is a rollercoaster of highs and lows, crippling self-loathing and depression turns to over excitement and lack of impulse control in a moment. It’s during one of these manic episodes that she calls Ryan up, unable to reign in her pussy’s need to be filled with cock! She eagerly deepthroats his dick in the hallway, before Ryan takes her back to the bedroom to slam her cunt the way she craves. Eden’s so worked up she grabs his cock, pushing it into her tight...

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