Guilty Pleasures pt. 2 – Confronting my roommate and making her fuck herself in front of me. [M20/F20, Dub-Con, Oral, Cheating]

*Part 1 [Here](https://old.reddit.com/r/eroticliterature/comments/11zaggb/guilty_pleasures_i_brought_back_a_girl_to_my/):*

“Eric-” Jamie said weakly, “Eric, please. I don’t think this is a good idea.”

She was sitting among the tangled sheets of her bed, looking back up at me as I stalked closer. I stopped at the edge of the bed, barely an inch between me and her. I loomed over her, glaring down. Something burned inside me, a mix of lust, jealousy, pent-up anger, and the toxic desire to make this girl mine.

My dick was straining against my shorts, and I stepped even closer. I caught her eyes flicking down, as I casually bumped her chest with my clothed boner. She backed away, crawling a little farther into her blankets.

I scoffed. “What were you thinking when you were listening to us? Did you like the way she begged me to keep fucking her?”

She stayed stony silent. For a second, she looked a little pathetic sitting there in the dim purple light, but her eyes met mine with that defiant, teasing stare, and in that moment my mind was made up.

The Arrangement pt. 2 (MF, 30s, impact, overstimulation)

By the time we made it to the house, I was practically shaking with excitement. My first encounter with this man was amazing. I loved the way that he had controlled me, the way that he had spoken to me. I could still feel where he had his hand around my throat. It was such a rush, it was so exciting. For a few moments, I had felt helpless, but not in a bad way. Yes, I felt very vulnerable. Yes, I knew that he wasn’t actually going to hurt me. But I knew that if he wanted to, he could have, and that fact gave me butterflies. Part of me, though, was worried. Under normal circumstances, I would never go to a secondary location with a strange man, especially knowing that once we got there, he was going to hurt me. There was a small voice in the back of my mind telling me that this was a bad idea, but I silenced that voice with logic. The agency I had went through owned this house, it’s not like we were going to his personal home. There were security cameras on the outside of the house, and a few panic buttons scattered throughout the interior, just in case something went wrong. This was professional, not personal. As we pulled into the driveway, my paranoia was overridden by exhilaration.
He got out of the car first, and he had held his hand up at me when I reached for my door handle, silently telling me to wait. Within seconds, he was opening my door and offering me his hand to help me out. I stepped out of the car and he moved to the trunk to get our bags. When I offered to carry mine, he had pushed my hand away and told me no. Together, we walked to the front door and he entered a code that unlocked it. The door swung open to reveal a surprisingly modern home, one that I never would have anticipated just from looking at the outside. The floorplan was open and the colors were neutrals, which made the space seem even bigger than it was. On one wall, there was a large TV with a gray couch pointed towards it. On either side of the couch, there was a small but sleek end table. There was no wall between this living area and the kitchen, and I could see a huge marble island and brand new appliances.
Before I could gawk too long at the house, he grabbed my hand and began to lead me towards the hallway. There were four doors, but the one at the very end of the hall stood out. It was painted black, a stark contrast from the lightness of the other surfaces in the hall. He opened a side door and set our bags inside, then turned to face me.
“I want to take this opportunity to remind you that at any point, if you call the safeword, I will stop immediately. If you’re bound, I will untie you, if you are wearing any tools, I will take them off, and then we will figure out where to go from there. Do you understand?” He no longer had the intense, dominating tone that he had used in the car, but he still sounded deadly serious. I thought it was great that he was being so thorough, it helped to ease the part of me that was still nagging about the whole situation.
“I understand,” He nodded, then turned away from me and opened the black door. The room looked like something out of 50 Shades of Grey, and I pushed past him to step inside.
The floor was sleek black stone, and the walls were dark, but I couldn’t tell exactly what color they were because they were bathed in red light coming from above. Over us, there was recessed red lighting that made the room look like the dungeons I had seen online. The tray ceiling had dark beams going horizontally across the room, and as I looked at them closer, I noticed some heavy-duty hooks placed intermittently along the boards. The walls were lined with floating shelves and different types of implements. One wall was full of paddles, riding crops, and floggers, along with a few items I didn’t know. Another had various types of sex toys: vibrators, dildos, butt plugs. Some of the toys were bigger than I had ever seen in real life, and I wondered how people managed to get such large toys inside of them. The wall behind us had different ropes, handcuffs, and other bondage-related items. There were two shelves, though, that had knife displays, and the sight of them made me feel two very different ways; on one hand, they excited me, but they also scared me. There was a bed against the last wall. The large metal frame had loops and hooks in various places, places to restrain people. In the corner by the bed, there was a Saint Andrew’s cross, the first one I had ever seen in real life.
“Undress and get on the bed,” he said from behind me. He sounded the same as he had in the care, authoritative and intimidating. I unzipped my dress and let it fall into a puddle at my feet. I removed my bra and panties, laying them on top of the dress, then began to walk towards the bed. My mind was racing. I wondered what we would start with. I had listed a lot of things to try, and he could choose from any of it. I sat down gently on the side of the bed, then looked up to meet his eyes. His face was unreadable, but I could’ve sworn that I saw hunger in his green eyes, like he couldn’t wait to get started. We held eye contact for only a second before he smirked and turned away. He began to move around the room, scanning the walls.
“Eenie, meenie, miney, mo,” he chanted tauntingly. For some reason, the words made my the butterflies in my stomach go crazy. No matter what he chose, it was going to be something brand new to me, and I was nervous, but I was also growing wetter by the second from the anticipation. Finally, he picked up a blindfold and began walking over to me. I stared up at him as he fastened it around my head, and then all I could see was black. I heard him walk across the room again, and this time I was even more anxious about what he was doing. I didn’t even know which wall he was at, I was completely unprepared for whatever he chose to use first.
I heard tapping, and it took me a few seconds to realize that he was touching the items on the walls. I recognized the sound of him tapping on wood and realized that he was at the paddles. He was doing this to draw out my wait, to make me nervous, and it was working. Fear began to rise up in my chest, but as I listened to him move around the room, touching different toys, arousal took its place. I thought about what it would feel like when he spanked me with all the different implements. I knew that it would hurt, but how much? I had done some research before agreeing to this, and I had learned that there were stingy and thuddy toys. I wondered which I would like more, or if I would like it at all. I liked watching it in porn, so I was pretty sure that I would like it in real life, too.
Suddenly, I heard the sound of leather slapping against skin. Did he just smack himself? Then I heard it again, but it sounded different. Then again. Finally, I realized that he was using different items, but I wasn’t sure if it was to prolong my wait even more or for another reason. No matter the reason, it was only building the anticipation and by the time the smacking had stopped, I was sure that I had left a wet spot on the bed. I heard his footsteps move towards me, and I could feel his presence as he got closer, until he reached the edge of the bed and pressed himself against my dangling legs. He grabbed my chin firmly and tilted my head up towards him. His lips brushed against mine, just barely out of reach. I tried to stretch my neck so that I could kiss him, but was met with a hand around my throat. I gasped, surprised at the sudden lack of oxygen, and I could feel my face getting red within seconds. He held me for just a few seconds longer, then released me, pushing me backwards as he did.
“Lay on your belly in the middle of the bed,” he ordered. I did as he said, scooting backwards until I reached what I assumed was about the middle of the bed. “Put your hands over your head.” I did. He put his hand back onto my shoulder and ran the tips of his fingers down my arm, all the way to my own fingertips, the gentle touch sending chills throughout my entire body. Once he reached the end of my hand, he began wrapping a coarse, scratchy cord around my wrists, binding them together, then tying them to the headboard of the bed. “Spread your legs.” I did. I felt his weight move down to the end of the bed, running his fingertips over my back, my backside, down my legs. By the time he reached my feet, I was covered in goosebumps and was trembling in anticipation. He wrapped the same scratchy cord around each of my ankles, binding them to each side of the footboard, keeping my legs spread almost as far as they could go. When he was done tying my ankles, I felt him get off the bed entirely, but I could still feel his eyes on me. I felt vulnerable and exposed, I was vulnerable and exposed. I was at this man’s mercy, he had permission to do almost anything to me, outside of a few hard limits that I had made very clear in the early stages of our negotiations.
I don’t know how long I laid there, my bare ass on display, until I finally felt him move beside me again, but this time, he did not climb onto the bed. Instead, I felt the sensation of something touching my ankle, right above the rope. The object stayed there for just a moment, before moving up my leg, stopping just before it reached my bottom, then moving to the other leg and doing the same thing. The object was two or three inches long, thin, and had a leather-like feel to it. As it reached the bottom of my ass the second time, he suddenly brought it up from my skin and smacked it onto one of my cheeks. The sting was intense, making me tense up as he brought it down in the same spot again. And again. I could feel the skin reddening underneath the tool, the stinginess making tears try to well up in my eyes. I pushed them back down and took a deep breath as he moved to the other cheek, bringing it down again and again. I buried my face into the silky sheets to stifle my whimpers of pain. Finally, he stopped and I heard him set the tool down and climb onto the bed between my legs.
“That was a riding crop. What did you think,” he asked as he began rubbing where he had hit. His touch soothed the hurt a little bit, but the kisses that he began placing all over my stinging skin soothed it more.
“I didn’t like that very much,” I said, being completely honest with him. “The first few hits were good, but after that, it started hurting a lot.”
“So you don’t like stingy, good to know,” he muttered against my skin. He continued kissing all over, working his way inward, toward my center. Once he had kissed everywhere that he was hit, he raised back up onto his knees and wrapped his hands around my hips. He pulled them back toward him, raising my ass in the air and pulling all of the ropes that were attached to me as tight as they could go. “Don’t move,” he whispered, and I nodded in response. He started kissing again, this time the backs of my thighs, working his way up. He moved up and around to the inside of my thighs and continued moving up, but avoiding where I really wanted him. The teasing was making me wetter and wetter, the anticipation driving me crazy. I tried to reposition myself, trying to lower myself to meet his mouth, but I received a hard slap on my still hurting ass, spreading fire across the tender flesh. I felt him straighten up again and push my hips back down, flattening me out again before he got off the bed entirely.
“I told you not to move,” he said, his voice dark and intimidating. I debated on how I should respond, should I feign innocence and say that I didn’t mean to, or should I go straight to apologizing? I decided to go with the latter.
“I’m sorry, Sir,” I started. “It just felt so good, I got caught up in it.”
“I don’t care,” he barked, walking to the other side of the bed. “I told you not to move, and you didn’t listen. You were so impatient that you just couldn’t wait.” I felt him get closer and closer, until his hot breath touched my ear as he began to whisper. “Are you just that needy, baby? You just couldn’t wait? Did you need my mouth on your pretty little pussy that badly?” Blood rushed to my cheeks, and I knew they were probably bright red. His words made me feel differently than I ever had, and before I could even think about how to respond, I was nodding my head. He chuckled and stood up, starting to walk around the room again. “Now,” I could hear the smile as he spoke. “I get to punish you.”
He returned a few moments later, stopping and standing beside the bed again. I began to brace myself, ready for more stinging pain. Instead, the tool that he brought down onto my ass was heavy, and I could feel the pain from it deep in my body, in my muscles. It was rectangular, wide enough to cover a lot of area, and it felt wooden. It was a paddle, that wasn’t hard to figure out. A gasp escaped me, and embarrassment filled me for a moment before another smack landed on me, harder than the first. Seconds later, another hit. Then another. Each strike was harder than the last, and I could feel the blows all the way into the muscle. To my surprise, with each hit, the heat between my legs grew and grew, until I was writhing against the bed, desperately trying to get any kind of stimulation. I imagined how I would look afterwards, my ass black and blue, and the metal image turned me on even more. I don’t know how many times he hit me, I stopped counting after 20. When he was finally done, though, I heard the thud of him putting the paddle down. He climbed back on the bed, between my legs again, and began rubbing the sore places of my ass. I wondered if it was already starting to bruise, or if I was going to have to wait to see the marks.
“Was that any better,” he asked. He had a mocking undertone to his voice, as if he was making fun of me for not liking the riding crop.
“Yes Sir,” I answered. “I liked that a lot better.”
“I’m glad. Do you want a reward for taking your punishment so well?”
“Yes please.” My mind raced with what my reward could be. I hoped that he was going to finish what he started earlier and go down on me. I just knew that he would be amazing, and in the moment, I wanted nothing more than to feel his tongue inside of me.
Without another word, he got off of the bed and I heard him move across the room and begin moving stuff around. Slight disappointment washed over me, but was quickly replaced with curiosity. I had no idea which area of the room he was in, so I was clueless on what he might be getting. I didn’t know which of his tools he might consider to be a reward, despite racking my brain. After a couple of minutes, he returned to his spot between my legs, raising my hips again. He ran his fingers along my pussy, dipping his fingers into me, and quickly removing them. The action was just enough to make me need more, and it took every ounce of willpower I had to not push my hips back onto him. I felt him moving between my legs, repositioning himself. Within seconds, I felt his mouth on my thighs again, and it became even more difficult to stay still. I knew that I would be in even more trouble if I moved again, but he was moving so, so slowly, I could barely stand it. It felt like an eternity before he finally reached my pussy, and between him hitting me and the anticipation of his mouth on me, I was dripping by the time he did. He ran his tongue over my wet slit once, and then suddenly pulled away and straightened up. Disappointment overcame me again, this time mixed with confusion. That was my reward? More teasing? As I tried to rationalize what he had done, I felt a hard, cold object pushing against my entrance. As he pushed it into me, I heard a click, and the object responded. The vibrations resonated inside of me, instantly starting to build an orgasm within me. A few seconds passed before he pressed another cold object against me, this one against my clit. He turned the vibrator on, and soon found a setting that made me feel like I was on fire.
He set the vibrator where it would stay against my clit, and he moved up the bed. His fingers wrapped around my throat again and he leaned in until his mouth was against my ear. “You’re going to cum for me, baby,” he whispered, his words pushing me even closer to orgasm. “Over and over and over.” He chuckled as he spoke the last words, his amusement clear. He brushed his lips against my ear, the sensation pushing me over the edge. I exploded against the vibrators, bucking my hips, trying to get away from the vibrations. I was so sensitive that the vibrations hurt, but in a good way. My body was still trying to get some relief, just a few seconds to recover, but it was pointless. I was stuck in the position I was in, and he wasn’t going to move them. He wanted them to stay exactly where they were, exactly where they would make me cum for him, over and over and over.

An encounter in the shower [M25/F25] [BDSM] [spanking]

Usually, John was the only one in the office building that used the bathroom showers. The only one on this floor at least. There were over twenty floors and three to four different companies on each level. Those companies each shared two bathrooms – for men and women – and one shower area.

Most people arrived at the office by car, clean-shaven, well-dressed, in a suit or casual, depending which specific company they worked for. John arrived in a jogging-outfit covered in sweat, with his clean clothes neatly folded in his back-pack.

He believed an early morning run kept him fit and healthy and while his colleagues sat staring dead-eyed at their computers gulping coffee, John felt fresh and alive after heavy exercise and a refreshing shower.

The shower-area wasn’t big and there was only one. It consisted of a small ante-chamber which could be locked where you’d undress and a small shower behind a semi-transparent glass door.

Like every morning, John was at the office early and was just about ready rinsing off his sweat when he heard someone at the other side of the shower door.

Working in Real Estate part 9 [M35/F34/F32/F30] [fiction] [long] [oral] [fingering] [anal]

The third day of our St. George trip once again started out with our little group having breakfast together. The girls were talking about their day and what they had planned, what talks they wanted to go to, etc. I was enjoying my breakfast when Kayli said, “by the way, Danny, we’ve agreed that today will be your day off. We know we’ve worked you hard the last couple of days, and think you deserve a day to rest.”

I laughed and said, “if the last couple of days have been hard work, sign me up for more. Keep them coming.”

Tara said, “trust us, we will. But, you still should take the day off. As great as it is, we don’t want to wear you out or kill you this week.”

“So, no sex today?” I asked, just to clarify, to which Kayli said I was correct. I spent the rest of the day wandering around St. George, actually wishing I was with the girls. That night, we enjoyed a dinner together, and as it ended, I asked, “so, who am I spending the night with tonight?” Kayli looked at me and said, “you’ll be sleeping in my room, and I’ll be with Tara. We thought about it, and none of us thought we could resist you if we were alone in the same room.”

I got more than I bargained for when visiting home with my new girlfriend… [M21/F19] [sex] [oral] [cheating] [morningwood]

I run my fingers down the stitched black leather, nervously admiring the elegant curves and plush contours. “You’ve got a very nice car, Mrs Glassner.”

“Thank you, Adam,” she says, “That’s kind of you to say.” Her eyes flash on mine in the rear-view mirror before returning to the road, navigating us out of the chaos of the airport’s arrivals terminal.

Monica, her daughter, riding shotgun, turns in her seat to face me, giving me a warning glare. I shrug.

“Remind me again,” Mrs Glassner continues, “How did you two meet? In class?”

“No,” Monica shakes her head, “It was through a friend of a friend. Erica Garcia, you remember her? Mary’s friend? Well, anyway, Adam’s her cousin.”

“Oh!” her mom says, “Well, that’s very brave of you, Adam, spending the holidays with your girlfriend’s family. Won’t your own family be missing you, though?”

“Not really,” I say, “My mom and all her sisters are nurses, and they’re always working Christmas and the other holidays. Holiday pay, you know? We’ll have our family dinner the week after.”

Experiments in Freeuse [MF] [20s] [Freeuse]

My girlfriend, Zoe, and I had been dating about a year or so at this point. We both were pretty busy professionally, in our 20s and working to get ahead, but usually we’re able to make time to get together on weekends and some evenings during the week too. We were fortunate enough that we lived about a block away from each other, so getting to see each other was more about time than distance. She was a wonderful woman though, about all you could ask for, smart, funny, easy to feel comfortable around, beautiful, kinky (but would get embarrassed if you called her on it) and always ready to go. The total package. She was a 5’2” beauty of Korean descent, dark brown hair with a few highlights, gorgeous face, and a mesmerizing set of DDD tits with pink nipples. I was lucky to have her being a pretty typical white dude, about 5’10”, little overweight, balding, and an average sized penis. I didn’t think I was ugly, but dating her seemed like I was a 6 that was lucky enough to date a 9.

My [F49] Boss At Work The Next Day [M32] [MF] [Office Romance] [Update]

Original Story: https://www.reddit.com/r/eroticliterature/comments/11o3qb6/my_boss_f49_shares_too_much_on_zoom_m32_mf_older/

The next day at work was nerve-wrenching & exhilarating.

I was at work first, sitting in my office, going through emails and waiting to get my first glimpse of Amy. I heard her come crashing through the main door of our office, as usual. She always carried like 100 things from her car and was always fumbling. With a giant thud, I heard all of her stuff collapse on her desk, and then footsteps started down the hall. She stopped at the door to my office and peeked in. Her face was flushed. Was it from the walk up the stairs to our office, I mused, or could it be that she was nervous & excited to see me too?

She smiled and then stepped fully into the doorway. I couldn’t believe my eyes. She was wearing a long white dress. Taut at her breasts, as usual, and I could clearly see her bra through the thin material. It was white as well, but had some sort of black design all over it. My cock stirred in my khakis as my mouth dropped. “Hi” was all she said, and with a wink she kept going down the hall to say hello to the rest of our team.

Train fun [M36, F41] [milf,oral, cum swallowing]

We have been on the train for a couple hours and I am starting to get restless. You have been working away on your laptop and I have been taking sneaky peaks at you for slightly too long and I think you have started to notice. You are wearing a shirt that is open just low enough to show a bit of what seems to be ample cleavage. You look up and definitely catch me looking at your chest. You give me a naughty smile and a small wink. You reach up and slowly undo one more button on your top while keeping eye contact with me. Even more of a bright red bra is revealed. Your foot brushes my leg under the table and I know something is on.
Your foot continues to get bolder and bolder and you lean forward onto the table in front of you. This does 2 things, one pushes up your breasts revealing them even more and 2 bringing you within hand distance. I put down my coffee and “accidentally” brush your fingers on my way back up. You smile even wider and beacon me forward with a crooked finger. “Meet me in the toilet in 2 minutes” you whisper into my ear. You kiss my cheek and then stand and head to the toilet. My heart is racing and my dick is getting hard.
The 2 minutes seems like a year but finally I get up and head the same direction as you. I knock gently and you open to let me in. We close and lock the door and pause for a second standing almost completely pressed together as the toilet stall i so small. I step forward and wrap an arm around your waist and pull you into a kiss. Our mouths mash together and we kiss aggressively letting out all the pent up horniness. Our hands roam all over each other squeezing and exploring.
You push me back and sit down on the toilet. You pull up your skirt and lift your legs with your knees bent revealing your beautiful wet pussy with just the slightest hint of wispy hair. You must have taken off your panties before I arrived an I notice them sitting on the sink with an obvious wet patch. I kneel down and dive right into your wet pussy I can’t hold back and stick my tongue deep into you lapping up all your juices you taste amazing and your breathing gets fast and deep. I spread your lips with my tongue and find your clit and start to suck and lick it. Your pussy is running with juices and I press my middle finger into you. I curl it up and stroke the top of your pussy hitting your g spot. My finger is soon drenched and I put in another finger stretching you out more. I am soon fucking you hard and fast with 2 fingers while sucking hard on your clit.
It doesn’t take long for you to start cumming and your orgasm hits you hard and your whole body shakes and quivers and your pussy clenches on my fingers. After what seems like ages you stop cumming and I slowly pull my fingers out while giving you gentle licks.
You smile at me and sit up. You push me against the wall and pull my jeans and underwear down in one stroke. You grab my cock by the shaft and in one swift stroke take my whole length into your throat. My body convulses and your mouth is so hot and wet I know it won’t be long until I cum. You reach down and play with my balls while taking me in stroke after stroke my cock head hitting the back of yo ur throat and you slurping up all my pre cum. Your mouth feels amazing and it’s not long until I feel my balls starting to contract and my orgasm coming. Im gonna cum I say and you press your face down onto my pubic hair batch as I start to cum deeep in your throat. The first 2 pumps go straight down your throat and then you back off a little and just jerk my cock with my head in your mouth getting every last drop and savoring it. Soon my balls are empty and you lick the last cum off my cock and look up at me with a smile. We get dressed and head back out to our seats as if nothing happened

Sorority- The hazing of Jessica (FFF18-22) D/S, humiliation, bondage, lezdom, ass worship part 7

My tongue dances around the plug, tasting myself all over it. My heart still racing from the orgasm that was just forced upon me. My eyes locked to Sam.

She lifts her shirt over her head and un buttons her bra, letting it fall to the floor. She slides her shorts down revealing the black lace underwear underneath before sliding them down to her ankles.

“Now it’s my turn. You ready to help me cum?” She asks as she steps out of them.

“Mhmmm” I nod my head. Muffled by my plugged mouth.

She leans down and pulls the plug from my mouth. A line of spit follows it.

“Did you like it? Do you like how your ass tastes?”

I look away from her. Giving her a small nod. The thought makes my ears hot, I don’t want to admit it but….

Sam grabs my chin pulling my gaze up to. My eyes lock with hers.

“Say it. Tell me what you like.” She demands with a grin.

Guilty Pleasures: I brought back a girl to my college house and found out my female roommate was listening [M20, F20, F18, Cheating. Dub-Con.]

**All characters in this are 18+. This is a bit of a slow-burn, so apologies**

Back my second year of college, I lived in a rundown little house like every other student ever with a few of my friends. It was me and a couple other guys, plus three girls- Jamie, Eva, and Kylie.

Jamie and I met last year. She was funny and a little bit ditzy at times, but was a really smart student in the pre-med track. She was wasian (half-white, half-Asian) like me, so we bonded quickly in our mostly white friend group.

She had long, deep brown hair and delicate green-brown eyes that she frequently accentuated with winged eyeliner. Her body was long and lithe, with subtle curves that she would off-handedly criticize as flat, but she looked more than fine to me. We shared some of the same nerdy interests and a love of food, so we often spent time watching TV together or grabbing dinner from around town. We ran around so much together that if you didn’t know us, you would have thought we were dating.