Spying On Riley #3 - Riley's Best Orgasm Ever free porn video

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For starters, she liked to be naked. She walked around the house wearing nothing but socks, or not even those. She watched tv naked, she studied naked, and she had lunch naked. Sometimes she even left the apartment that way, quickly grabbing something from the kitchen. I could have easily walked out of my place to not-so-accidentally run into her, but I was too afraid she would get startled and stop doing it. So I just watched her through the cameras, one hidden in her bedroom, the other in the living room, or through the one I had pointed at her shower months earlier. Riley wasn't a nudist as such, for she only undressed for one reason in particular: the strong urge to play.

Every nude session was only a build-up to something bigger. Night after night, she would sit on the couch, either naked or wearing nothing but underwear. Watching tv or fooling around on her phone or laptop, she played. Not all the time, and definitely not as ferociously as someone who was trying to have an orgasm would, but playing it was. Every now and then, she would squeeze her breasts, or run her fingers in between her legs. She could do that for hours on end, before finally taking out the toy box from under her bed to finish things off. Riley's orgasms were intense, and the massive build-ups she forced herself to have were the main reason.

Just when I thought I had seen the true Riley, she surprised me once more. It was a dreadful autumn Friday, and I coincidentally ran into her when I got home from work. I held the door for her, closed it after her and walked up the stairs behind her. The contours of her thong were clearly visible through her white jeans. I wished her a good weekend, entered my apartment and fired up my computer. When the live feed started to come through, Riley was already naked. I had expected nothing less, but this time, she wasn't just sitting around. She was restless. I watched her walking towards the dinner table, pushing her body into one of the chairs. She humped it, leaning on the table, rocking her hips back and forth. The following hour, she alternated between sitting lazily on the couch and rubbing herself against the chair, the table, the desk, the corner of her bed, her pillow, and even the wardrobe door. It was the strangest thing to see, but I couldn't stop watching.

After she had stayed put on the couch for a while, she did one of her naked kitchen runs. Returning with two cans of beer, she walked straight into her bedroom. She reached for the box under her bed and got out the pink toy she had used on the day after she came back from her trip. When I had found the box, weeks ago, there had been an empty weed bag lying around; apparently, she had replaced it with a full one somewhere in between that day and this. She got it out and started crunching the stuff on an empty pizza box she grabbed from under the bed. She seemed to suddenly remember the toy lying next to her, because she grabbed it, quickly put it under her and lowered her body over it. There she sat, slowly moving her hips up and down, as her hands started to roll a happy cigarette. She was skilled, even though I had never seen her do it she clearly knew what she was doing.

When she was done, she opened one of the beer cans and downed it in an instance. She started sipping from the next one and walked back to the living room, leaving the toy, the pizza box and the empty can on the bed. I watched her grab a chair and put it away, before walking back to her bedroom, picking up her laptop and placing it on the table. I couldn't see what she was doing, and it took her a few minutes to find what she wanted, but when she did, I didn't have to see the screen to know she had put up a porn video. She didn't start playing rightaway. She just sat there, staring at the screen, occasionally running her hand over her body. She sat there until she had finished the beer, then stood up and paused the video.

I had never been more tempted to run to the hallway and stumble upon her, but I couldn't risk jeopardizing whatever was about to happen. Instead, I just watched her enter the bathroom, do her thing, and disappear into the kitchen - the only place I hadn't bugged yet. She returned with a full sixpack of beer and a bottle of white wine, placing them all in arms' reach from her favorite spot on the couch. She made sure everything she needed was right there with her: the drinks, the joint, a glass that had to do duty as an ashtray, her phone, and all three of her toys. Then she resumed the video and sat down on the couch.

She didn't rush things. On the contrary, it took her a good while to even properly touch herself for the first time. I knew it would be hours before she would be fully satisfied, but there was beer in my fridge, cigarettes in my pocket, and tissues on my desk. I was ready for the best show in the world - one that no one was ever supposed to see.

When Riley started rubbing herself for the first time in quite a while, I realized she wasn't going to hold back. Perhaps she thought I wasn't home, or maybe she didn't care. She didn't surpress her moans, she hadn't even locked the door. Instead, she sat back, spread her legs wide and rubbed herself, while her free hand reached for the pot cigarette and, after she had placed it carefully between her lips, for the lighter. She sucked the smoke into her lungs and held it there for a few seconds, before blowing it towards the ceiling. After every puff, she took a big sip of beer. She could have done with an extra hand, juggling the cigarette and the can, thus leaving few possibilities to touch herself. On multiple occasions, I thought I'd go in there and provide that third hand for her - but this entire thing was too perfect to ruin.

When she had finished the cigarette and emptied two more cans, Riley stood up. She didn't seem to stand too steady on her feet (who could blame her?), but she managed to stay upright. For a moment, it looked like she was dancing, but in fact, she had taken hold of the bottle of wine and used her free hand to rub herself. She walked around the apartment, from her living room to her bedroom and back; all the while sipping from the bottle and hiding her hand between her legs. She sat down for brief moments before getting back up again, but never stopped playing as she did. So far, it had just been her hand she had been using, but a short trip to the bedroom later, she had help. The silver toy wasn't as big as the pink one, but I knew it had rugged edges, perfect for tickling the inside of her body. She pushed it in and out for a while, then left it there as she kept walking.

All of a sudden, she sat down on her knees. She placed the wine bottle in front of her and started to suck it, as if it were a long, thick shaft. She moaned into the bottle as she took the toy out, brought it around her back and gently stroked it between her butt cheeks. Then, with a loud moan I could swear I heard through the wall a second before it came through my speakers, she pushed it inside. It disappeared all the way into her ass. She didn't move it, she just left it there. As she got back to strolling through her room again, she had to push it deeper inside her every now and then to make it stop slipping out. She leaned over the table and played another video. From the bedroom cam, I could see her jumping on the bed, grabbing the other two toys and getting back into the living room. She laid down on the couch, her feet kicked up against the wall, her head hanging back and her hair touching the floor. Half of the wine she tried to drink ran over her face and dripped onto the carpet.

Riley grabbed the pink toy, flicked her nipples with it a few times and slid it inside her. She must have been extremely wet, for it didn't seem there was any resistance whatsoever. She didn't even moan until the very last inch went in. As both her holes were fully filled, she took the third toy - a vibrating one - and turned it on. I could hear the gentle buzz through the noise of screaming girls coming from her laptop speakers. She licked the tip and put it against the most heavenly spot she could imagine. Now there was moaning, although it can best be described as squeaking. She quickly took another sip of wine before she used her free hand to fuck herself with the pink toy. As she turned, her legs crashed onto the couch. She kept changing positions every few seconds. The toy in her ass fell out on more than one occasion, but she managed to put it back in just as quickly every single time.

After minutes of milling about, Riley let herself slip off the couch. She did the same thing she had been doing on the floor for a while, but then, she stood up. Still filled with two toys and a third vibrating against her pussy, she leaned against the door and rocked her body up and down against it. Suddenly, she threw away the vibrator. I could clearly hear her whisper "no, no, not yet" as she sat down with her back against the door. She had almost ruined her perfect orgasm, but it looked like she had managed to hang in there. After she had calmed down a bit, she reached for the door lever and opened it. She leaned in to look whether there was anyone there, and then decided to go for it. On hands and knees, she crawled through the hallway towards her bathroom. She left the door wide open - if I'd have stepped outside, I could have seen the porn video playing, the vibrator - still in working mode - lying on the floor, and the empty beer cans all over the couch. In the bathroom, she pulled out the pink toy and pretended to give it a blowjob until she was done peeing. She walked back and wanted to go back inside her apartment, but she held still in front of my door. I could see her through her open door and begged every god I knew to make her knock, but she didn't. She just seemed to listen whether I was home or not. I tried not to make a sound, and was sure I was successful when she re-entered her apartment - leaving the door wide open once again.

She put up a new video and took large sips of wine. As she sat back down on her couch - the normal way around, this time - she continued doing what she had stopped earlier. With her legs spread wide, she fucked her pussy with the pink toy, and fucked her ass with the silver one. The vibrator tickled her pussy lips. She didn't move around any longer, only her hands were moving. But they were moving fast. She was fucking herself harder than many boys her age ever could. I heared her moaning, my door was the only thing that slightly held back the sound waves. Her body started to shake. It was the sign I had seen many times, indicating she was finally going to let go. Just before she did, I turned off the sound on my computer and walked to the door. I opened it as slowly as possible, without making any sound. For the first time, I saw Riley naked in real life. Just in time, as it turned out.

Usually, when Riley has an orgasm, she chokes for a short while, before letting it all out in quite the explosive manner. This time, however, there was no holding back. The moaning turned into screaming, random curse words came out of her mouth by the hundreds. She talked herself all the way to the edge and over it. She didn't choke. She didn't hold her breath. She just kept shouting as her body started to tremble. She slipped off the couch, screaming even louder as the toy in her butt got pushed in even deeper when she hit the floor. The orgasm lasted for at least a minute, and all that time she kept pushing the toy inside her and rubbing the vibrator over her lips.

When she eventually eased down, her body was still shaking randomly. She couldn't stand up, but she did manage to raise her body just enough for her hand to hit the space bar on her keyboard. The video stopped playing, and Riley crashed back down onto the floor. There she lied, the vibrator stlil buzzing next to her, the two toys still caught inside. Her chest was the only thing that was moving, everything else was compeltely tired out - or, better: asleep.

I waited for fifteen minutes, but when I peeked through my door again, she still hadn't moved an inch. I quickly grabbed my camera and stepped outside, and into her room. Fast asleep, she had no idea someone else had come in. I walked around the room - nothing happened. I snapped my fingers - nothing happened. I pulled a hair off of her sweaty face - nothing happened. She had drunk, smoked, and masturbated herself into a deep sleep. I turned on my camera and started to take photos. Aerial ones of her wet, naked body. Close-ups of her gorgeous, worn-out face, and of the toys inside her. I took shots from every angle, making sure I didn't miss anything. When I was done, I put my camera on the couch and kneeled down next to her.

There was no reaction when I touched her belly, or when I ran my fingers over her breasts. She was way too far gone to notice my hand sliding down her body. Her pussy was still wet, it was warmer than the rest of her. I put my finger against my lips, she tasted like she had just had the greatest orgasm of all time. The room smelled of beer, pot, and sex. That, combined with the view I had, the view of a near comatose girl lying naked in front of me, made me realize I had to do something. I quickly unbuttoned my jeans and took out my dick - I was surprised to notice it was fully hard already. I started stroking it, almost immediately feeling the need to cum. I rubbed it against Riley's legs, over her breasts, over her lips, and against her pussy. My free hand reached down again, gently touching her between the legs without applying too much pressure. Riley's soft sigh scared me to death for a brief moment, but nothing else happened. I had to hurry, though. Kneeling down, one knee next to her and the other between her legs, I started to stroke. My dick had barely grown to full proportions again when it hit me. Wave after wave of cum shot through the air and onto Riley's body. Most of it ended up on her belly and breasts, the final shot dripped down onto her pussy and the toy that was still inside. I kept stroking until one last drop hang from the tip. I pushed myself up and held my now half-flaccid dick in front of her face, rubbing the drop of cum onto her lips. Riley had now tasted me, even though she wouldn't even remotely remember it in the morning.

After I was done, I quickly grabbed a towel out of the closet in my bedroom and wiped Riley's body clean, leaving the bits on her pussy and her lips. I grabbed my camera, took a few more shots just to be sure, and went back to my own apartment. I left everything just as I had found it, the few drops of cum as silent witnesses of two incredibly strange, yet satisfying orgasms.

The next morning, Riley's door was closed. I didn't hear her again until late in the afternoon, when she went to take a shower. I didn't watch, not wanting the previous night's memories to fade. In a way, we were both fully happy: Riley had had the best orgasm of her life - and I had been there to watch it happen.

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Jake and Riley The Beginning Ch 01

This story, and the ones that are going to follow it, are my own personal fantasies about this guy that I met on the internet. Jake sat at his desk. There were books sprawled out everywhere—on the floor, on the desk piled up. While everyone else was out partying, he was stuck here to do work. Even worse, it was for his most dreaded class: Calculus. He sat his pencil down in defeat just as a knock on the door reverberated throughout the room. Wondering who it could possibly be, he got out of...

1 year ago
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The Winsome WidowChapter 5 Riley

The months that followed were a misery for me; I loved Evan – and I was sure he loved me – but I couldn't reconcile that against the secrecy of his God-damned club. There was something going on at that terrace in Potts Point – something sexual, I was sure – and I felt that Evan had in some way been cheating on me, all the while giving me the best sex I would ever experience. I felt jilted and wronged and completely justified in my actions; but I also felt petty and small and ashamed of...

2 years ago
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Sergeant Riley

The sergeant’s belly blew out just as he turned to speak to me. He’d taken a tumbling 7.92 from an IRA shooter that I guessed was up in the roof space of the derelict houses across the street. The problem was to go to ground within seven nanoseconds without making the sergeant’s plight any worse. But I just fucking pushed him over a hedge into a garden and jumped in after him. The other squaddies were hunkered down scoping along the rooftops lookin’ for this guy. They take out the dividers...

1 year ago
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The Adventures of Sawyer and Riley Ch 1

Our first few hook ups were absolutely amazing. During my relationship with my ex-boyfriend, I began to realize I liked to be the dominant one when it came to sex. Now that was a problem since he was a dominant person as well and 99% of the time I was the one on the bottom. With Sawyer, I was so convinced that it would be meaningless sex, that I gave into my desires and fucked him with a reckless abandon. And he loved it. I had never met someone so submissive in bed, or so cum hungry. It was...

3 years ago
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Riley on her Pallet

Riley Jo Givens woke up that morning with just the tiniest hangover sitting right in the middle of her head. She stuck her pink tongue out and smacked her lips a few times against the sand paper feel, dry and chalky in her mouth. She was alone in the single wide trailer she shared with her mother, Raylee, and her mother’s sometime boyfriend, Carl. The two of them had gone to the casino in Lake Charles for the weekend, leaving her to manage by herself and to care for the menagerie of cats, dogs...

Exhibitionism
3 years ago
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Dr Riley

He had fantasized about his patients before. Being a good looking doctor in a small town had its privileges, after all. His favorites were the innocent ones—sweet, firm, with untouched bodies that would be oh so responsive. But his prize was Lorelai. He had been her family doctor for years. Lorelai had a shy disposition, but her face always held a sweet smile for him. She’d come to him for regular check-ups over the years, as well as the occasional injury from her various...

Taboo
4 years ago
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The Sex Life Of Riley Tompkins 3

In the month since Randy and I began our open relationship, things had been going quite well: the rules were simple enough to follow, I’d made a few new friends, the sex was incredible, and save for one embarrassing night, we’d managed not to walk in on one another with other partners.  As far as I knew very few people were aware of our new status. I’d told Claire; she’d been shocked and feigned support since we had been friends for so long – I’m sure she told her boyfriend, Luke.  Drew knew;...

Threesomes
1 year ago
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The Sex Life Of Riley Tompkins 3

In the month since Randy and I began our open relationship, things had been going quite well: the rules were simple enough to follow, I’d made a few new friends, the sex was incredible, and save for one embarrassing night, we’d managed not to walk in on one another with other partners.  As far as I knew very few people were aware of our new status. I’d told Claire; she’d been shocked and feigned support since we had been friends for so long – I’m sure she told her boyfriend, Luke.  Drew knew;...

Threesomes
2 years ago
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The Sex Life Of Riley Tompkins 2

I opened the text message. My heart sank; it was from Randy. He had sent several of the photos I’d taken with Drew earlier, the last one being from after he had filled me with his cum. Fuck. I’d thought Drew would keep those a secret. One last text message: Come by, Riley, we need to talk – R.We decided to meet at Craig’s Café. I arrived first, surprisingly enough, since I lived so much further away; I chose a table on the outdoor patio hoping to spare as many people as possible from...

Oral Sex
3 years ago
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The Life of Riley

The Life of Riley  By Susan Riley Former Area Manager  Part One: How my life changed My name is Susan Riley. At least, it used to be. Now they just call me Riley,or cunt, or bitch, or slut, or bimbo, or other equally charming insults. Onceupon a time I was what they used to call a liberated woman. I earned good moneyas an area manager for a large company, in charge of a dozen stores. I wasmaking around fifty thousand a year, drove a top of the range BMW, and owneda large five-bedroom house...

2 years ago
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My First Time From the Journal of the Serial Killer Thomas Riley

From the Journal of the Serial Killer Thomas Riley by Millie Dynamite Copyright © 2019, by Millie Dynamite From the Journal of Thomas Riley — July 10, 20— Doctor Peters suggested I write things down, my daily happenings, feelings, the events that run wild in my life, and depress me. I figured it couldn’t hurt. That’s the reason for this book, journal, dear diary, and all that bullshit. He doesn’t say it, not in so many words, but he’s worried I’ll act out some of the fantasies I have...

2 years ago
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First Time with Riley

I typically hit the strip clubs up on my business trips for something to do on weekday evenings, and this week was no different. There I found myself, walking into the local strip club and buying $200 worth of private dance chips ($20 per song and $100 for half an hour straight). I also ordered a beer and leisurely found my way to a seat with a nice view of the dual stages.On my way I spotted this cute brunette in a skimpy night gown. The gown allowed half of her ass to show. It looked like...

1 year ago
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The Riley Boy IV Remuneration

“My God, this is gorgeous, Patrick!” Marissa said, as they pulled up to the secluded lake house. Late afternoon sunlight trickled through the thick canopy above, lending the entire lot a sense of serenity and complete isolation. The house stood tall and grand, native stone covering its exterior from the ground to the slate topped roofs. Large timbers were used as lintel accents over windows and doors, as well as at the corbelled eaves. Shiny copper glinted at gutters and window wells. A curved...

Cheating
2 years ago
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The Riley Boy III Changes

A hot, relentless Atlanta summer sun beat down on the cultured stone and marble paving surrounding the azure depths of the pool. The lush greenery at the outskirts cast dense shadow, promising relief from the nearly triple digit temperatures, but Marissa wasn't interested. She was lying on one of the luxury padded chaise lounges, letting the golden god sear her already honey toned skin; her full, naked breasts felt hot and heavy under the sun's heat. A glass sat half empty on a short table,...

Cheating
3 years ago
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Rachel Riley Countdown for Doom

Rick knew that his sexy target often worked late, and all alone, at her fancy London office, so he set up a private meeting with the unsuspecting beauty. Rachel, you see, could never resist a tall, well-built Latino ladies man. She’d met Rick at an upscale dance club the weekend before. It was a setup. He kissed her, touched her, and teased her on the dance floor, whispering sexy words in her ear and making sure she felt the rock-solid bulge at the front of his tight jeans. Rachel was dazzled....

2 years ago
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Riley the Runaway Rat

The entire situation had finally worn me down to a frazzle. I really didn't mind the whole rat thing and the fact that I had to live with all the other rats who I detested just like any other normal person. One minute I am a guy with lots of dough and chasing broads to give them a taste of a little bit of Riley's stock in trade rough treatment. Then, the silly bus comes around the corner. After I get scraped off the windshield I walk through the bright white light into unconsciousness. Then,...

1 year ago
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State of ChaosChapter 3 Riley

Tybee Island, Georgia September 1985 "Dear Lord!" Tony chuckled as did Rebecca, who was seated next to him on the couches on the back deck of Kalliste. Beth Porter hadn't changed much. "Sorry, I mean, I saw this thing when you guys came home but I've never been inside. This boat? Yacht? It's just amazing! You guys got to ride this thing all the way to New Jersey and live on it for over a month?" Beth was walking towards the two following Tina after she'd just been given the nickel...

2 years ago
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The Sex Life of Riley Tompkins 1

I sighed, staring out the window as a thousand thousand raindrops pelted the rooftops and city streets like so many paintballs exploding in their reds, blues, and greens, the rain gave no indication of stopping.  So much for Sandy Neck.  I closed my eyes and slowly breathed in the aroma of the chamomile tea in my Wonder Woman mug; the warm apple-blossom smell mingled with lemon and honey gave a peaceful air, even as the steam fogged up my glasses.  My phone lit up and sounded the familiar “dun...

Cheating
3 years ago
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Rachel Riley meets a fan

Luckily it was a sunny afternoon, and Tony had been waiting for this day for months. He was making his way to the tv studios to be in the audience of Countdown, his favourite game show. He waited outside the train station to hail a taxi, why was there never one around just when you needed one? He checked his watch, he wasn't going to be late but he wanted to get in early and maybe have a drink before recording started. 'Damn you cabs', he thought. 'Come onnn....'. And just as that thought...

2 years ago
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For Blood or MoneyChapter 6 Riley to the Rescue

AFTER MY HEART ATTACK in Las Vegas last March, I woke up in a hospital bed. Riley was sitting in a chair beside the bed playing on my computer. That’s no small task. “How’d you get into my computer,” I asked. She looked up at me. “I turned it on and dragged your finger across the biometric scanner and I was in,” she answered brightly. “How did you know which finger?” I asked. It is only set to read one fingerprint. “I had to try them one at a time until I got the right one,” she answered,...

1 year ago
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Reagan Riley Get Slippery

"RILEEYY WAIT UUPPP" Was all i heard as i blared my music until i was sure my ears would bleed any minute. I paused the song but didn't pause my jog around the school track. I needed to do something to keep my "freshman fifteen" in check...except i wasn't a freshman but that was a minor detail. I glanced back to see the one and only jogging up behind me. Reagan. My Reagan. Ok, she wasn't mine, but close enough. She has been the only one i have thought of since our little lovers night a few...

Lesbian
2 years ago
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Patience Riley Is Home

Patience… what a woman, my deepest, darkest love, covered in warm mocha brown with a dollop of baby fat that makes her curves so much sweeter, a perfect size for me. But I am a greedy man, a very greedy man and a size eighteen is perfect for me. Breasts that defy my ability to hold them with both hands at the same time, areola and nipples that fill my mouth with chocolate goodness and an ass that jiggles oh so slightly when she walks. I will always walk behind that ass and not just because she...

4 years ago
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Dr Riley

He had fantasized about his patients before. Being a good looking doctor in a small town had its privileges, after all. His favorites were the innocent ones—sweet, firm, with untouched bodies that would be oh so responsive. But his prize was Lorelai. He had been her family doctor for years. Lorelai had a shy disposition, but her face always held a sweet smile for him. She’d come to him for regular check-ups over the years, as well as the occasional injury from her various...

1 year ago
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The Bucket List Riley

Joe loosens his collar a bit as he leans back in his chair. It has been a long day for him. The students in the earlier classes are not exactly keen on listening to his orders, making him do more than what his job description requires. Finally approaching the last block of the day, he can let out a long breath. This is his favorite class by far. Because this is a senior class, the students are all over the age of 18. Most of them are mature enough to not blow a spitball on someone else’s back....

2 years ago
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Spying on my roomate

When I was in college I lived with an older roomate. At the time I was 18 and he was 23 and he only lived one year with me before he finished and went away. The house we lived in was on old house with those big old keyholes, every voyeurs dream... And being a voyeur like i am i took advantage of it to the max.The first time i spied on him was in the shower. There, for the first time I got to see his naked body. He was of normal build, not fat nor skinny, a bit tall and had few hair on him (i...

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