Journey into Cheating Part 2 Discovering sex clubs
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Journey Into Cheating - Part 1 (My Departure From Innocence) free porn video
My name is Elisa. I'm a 33 year old English woman and I just spent the better part of three months fucking my fiance's uncle. I know, right? Total. Fucking. Slut. I've only really come to accept it recently, but for most of my life I've always managed to find some kind of excuse for my slutty behaviour. I'm also a very self-critical person, so for most of my life I've been judging and berating myself. But no longer. I'm owning who I am, for better, or for worse. And so, I've decided to write down all my naughty escapades, starting from the innocent beginning.
I lived quite a sheltered childhood. My mum left my dad and I when I was younger, so I never really knew her. I grew up under the overly strict parenting of my dad, which only seemed to get worse as I got older. I was never allowed a boyfriend, I could barely see the few friends I had, and I was always being shouted at and insulted. Once I hit 18, I decided I'd had enough. I packed a suitcase, stole some money from his wallet, put a letter on the breakfast table, telling him I didn't want to live with him any more, and I left.
As I grew up in a small countryside town, I bought a train ticket to the nearest city. I wanted to experience living in a big, bustling city. I had a head full of naive dreams and hopes, but reality soon settled in. My first couple of nights were spent on the street and it was awful. I was scared, disillusioned, and doubting my decision to leave. Thankfully, I managed to find some help and spent the next couple of weeks in a hostel of sorts. I got help finding a job and managed to get employed at a local supermarket pretty quickly. Within a couple of months of being moved around a bit, I managed to land emergency housing with the council. Things were starting to look up.
I made friends with a couple of people from work and ended up dating one of them. He was my first boyfriend and my first big love. His name was Sam and he was sweet, funny, and to my young eyes, the coolest person I'd ever met. It wasn't long before I lost my virginity to him, and once I did, I was hooked on him. We would have sex wherever we could, as often as we could. I soon fell completely in love with him. Months rolled by and I decided I wanted to move out of emergency housing. I took a second job working at a bar on the weekends and would spend every second I could looking at flats to rent. All I wanted was to move in with Sam and feel like a proper adult.
My bar job was much more fun than working at the supermarket and I usually made pretty good tips, too. I also loved it there because I worked with a wild girl called Sarah. She quickly befriended me and we would spend countless nights drinking and having fun. One night I was talking to her about my flat search and she mentioned that the guy that lived with her and her boyfriend was moving out. She suggested that Sam and I move in with them. She really made the hard sell, telling me all the great fun we would all have together. After a discussion with Sam, we accepted her offer.
I ended up leaving my emergency housing and stayed at Sam's parents' house for a week, before moving in with Sarah and her boyfriend. Sam's parents were nice, normal people. I remember thinking how strange and unreal it was, sitting down for a family dinner each night and happily watching a movie. My childhood was bitter in comparison. There were a couple of times when I felt like Sam's dad, Mr. Barker, was creeping on me a bit, though Which was super weird for me. He was a relatively decent looking man but he was so much older than me that it felt gross when I caught him staring at me. Apart from that, it was a lovely week living with his parents.
Our moving day finally arrived. I was ecstatic. I couldn't wait to start living a new, exciting chapter of my life. We moved in all of our things, which wasn't much, and Sam's dad surprised us with a new bed, some cabinets, and some other bits. When Sam and I were finally alone in our room, we were like giddy children at Christmas. Everything felt so new, scary, and exciting. We spent the evening eating and drinking with Sarah and her boyfriend, Tom. That's when things started to turn sour.
It was a fun evening, I thought. It was great getting to know Tom, and it was nice seeing Sarah in an atmosphere outside of work or drinking. She was really sweet and loving with him. After the evening had finished and Sam and I were in bed, he admitted that he didn't like Tom. He said that Tom had been rude to him several times that evening and that he made a few snide looks towards him. I told him that he was just being silly and we would all end up being great friends. Sam seemed to accept it and we had some messy, drunken sex and fell asleep.
But it wasn't over. Over the next couple of weeks, Sam would complain to me about Tom. I even caught them bickering about something in the kitchen once. I could tell it wasn't going to go away. Sarah and I discussed it when we were at work together but she insisted that Tom liked Sam. And then, I'd go back to work at the supermarket and have to listen to Sam bitch about Tom during our shift. After a couple of more weeks of this, Sam told me he was going to take the night shift for a while. I was devastated. We were together when we were at work and we were together at home, just how I wanted it. I wanted to spend every second with him but he said he was just getting too annoyed with Tom, so he would work nights for a while to see if it made things better. In a way, things did get better.
I would finish work, get home by about 6pm, spend an hour with Sam, then he would leave for work at 7pm and not be home until 6am. So, I spent most of my evenings drinking with Sarah and Tom and it was great. We were all starting to get on really well together. By this point, Sarah and Tom had introduced me to weed, so we spent a couple of evenings a week smoking and watching movies and random YouTube videos. Weed really relaxed me and I loved talking about random things when I smoked. Sam was not happy when he found out I had been smoking weed, though. He was really against it for some reason but I wasn't going to stop doing it just because he was mad.
So, one evening, I was alone with Sarah. Tom was out with some friends and Sam was at work. We started smoking some joints and got to talking. I don't remember how it came up but she asked me if I masturbated and went crazy when I said I didn't. She passionately went on to graphically explain why masturbation is so great. I had done it once or twice when I was younger but it was never something that I had gotten into. At the end of another one of her hard sells, she told me that I should get a toy. I was a very shy girl at 18. Sure, I'd started drinking lots and smoking weed but I was innocent to most things. I had such little life experience and the confidence to match it. So, swimming in peer pressure and a smokey mind, I agreed that I would. A couple of days later, Sarah and I alone once again and our boyfriends busy, she brought it up.
“Did you get a toy, then? What type did you get? Go and get it.” She was beaming with excitement.
“Umm, yeah, I didn't get one.”
“Why not? I thought you were sold on the idea,” Sarah said.
“I don't know, I just don't know what to get. And it would be so embarrassing going into a sex shop. Imagine if I saw someone I knew!” I replied.
“Oh, don't be stupid,” she mused. “Besides, everyone has a sex toy these days.”
“No, they don't,” I scoffed.
“Oh, yes, they do,” she said, with a cheeky grin. “Even your parents would have.”
“Don't be disgusting,” I said, grimacing at the thought.
“Stay there.” She hopped off the sofa and darted upstairs. I heard her rustling around in her bedroom for a while, then she ran back down the stairs and enthusiastically jumped back onto the sofa. “Here,” she said with a giant smile, holding up a life-like, fleshy dildo in one hand and lube in the other. “Borrow mine.”
“Oh, my God!” I squealed. “I can't do that!”
“Sure you can, I've got loads,” she said, giggling.
We lit up another joint and laughed about it for a while. She ran me through the basics and then went into detail about how she likes to use it. She was definitely enjoying teaching me. We ended up watching a movie and smoked a couple more joints. I was feeling pretty light-headed after a while and told Sarah I was going to bed. I got off the sofa and started walking upstairs.
“You're forgetting something,” said Sarah, eyes still on the TV.
I laughed and went back to pick up the dildo and lube from the side table.
“Thank me later,” she said.
I walked up to my room and settled into bed. I tried scrolling through my phone for a while but the dildo was just too distracting. I eventually tossed my phone aside and picked it up. It wasn't huge, maybe 7 inches, or so. It was a fleshy colour and had veins all over it. I felt dirty at the thought of using it but I was very curious at the same time. I got naked, spread my legs, and got comfy. I gently stroked the dildo around my pussy for a while, until I started to get wet. Then, remembering Sarah's instructions, I took the lube and squirted some onto the rubber cock. I spread it all over with my hand and slowly got it into position. Without much effort, it slid into me. I let out a small moan; it did feel good. It wasn't exactly the same as when Sam fucked me but it still felt good. I slowly pulled it back until it slopped out. I pushed it back in and picked up a nice, easy rhythm. I carried on for maybe half an hour and then stopped. As nice as it felt, it just wasn't doing that much for me. I hid the dildo under the bed and drifted off to sleep.
After I got back from work the next evening, Sarah gleefully greeted me. We had another evening to ourselves and she was clearly looking forward to hearing all the details. After I'd showered and we'd eaten some food, Sarah lit up a joint for us and we got to talking. I told her what I did and that it just wasn't that great. She was quite shocked.
“What? How...how did you not like it?” she asked.
“I did like it, it just wasn't incredible,” I replied.
“But...I mean, did you put it all the way in?” she asked.
“Well, not all the way in, but it was pretty much there I think,” I said.
“Wait, wait, wait. This is crazy. Go and get it and show me what you did,” she told me.
“No way,” I said, laughing at her.
“No need to be embarrassed around me, 'Lisa,” she said. “It's just us.”
We went back and forth for a bit but predictably she broke me. I went upstairs and brought it down. I handed it back to her.
“I don't want to use it now,” I said nervously.
She laughed at that and slipped off her jeans. “Then I'll do it and show you how to do it properly.”
I was so nervous and embarrassed. I'd never seen another girl fully naked, let alone watch a girl masturbate, but I watched intently. She propped one leg up on the sofa cushions and let her other leg hang off the sofa. She lubed up the dildo and immediately slipped it inside herself. I felt so wrong watching it but it was getting me excited. With one hand, she pumped the dildo in and out of her pussy and with the other she drew small circles around her clit. She was moaning carefree as she writhed around on the sofa. It was enticing to watch, she was in so much pleasure. She began rubbing her clit faster and faster until before long she screamed out and started tensing up. As her orgasm subsided, she pulled the dildo out and lay back into the sofa, sighing.
“Wow,” I said.
“Yep,” she said, in between heavy breathing. “That's how it's done.”
She recovered after a few moments and, without getting dressed, began rolling another joint. She lit it and handed it to me.
“So, did you enjoy the show?” she asked.
I bit my lip. “Umm...”
“Oh, shut up. You clearly did,” she said, laughing at me.
“You orgasmed so quickly,” I said, ignoring her accusation. “If I ever orgasm, it takes ages.”
“If you ever? Sam's made you cum, right?” She asked.
“Oh, yeah,” I replied quickly. “A few times now.”
She softly laughed as I passed the joint back to her. “A few times now,” she repeated.
“Yeah, I think so,” I said.
“Right, let me help you have a real orgasm,” she said, shifting in the sofa to sit next to me.
“No, I can't. I'm too nervous,” I replied.
But she wasn't having any of it. “Life is too fucking short not to be having orgasms, 'Lisa.” She passed me the joint. “Take your leggings off.”
I was so shy but I just caved to peer pressure, and maybe a little curiosity. I took a couple of tokes and passed the joint back to her. I awkwardly slipped off my leggings and sat on the sofa like a lemon.
“Come on, it's only me. Don't be shy,” she said. “Take off your knickers and spread your legs.”
I slowly complied. Her tone wasn't forceful but there was definitely authority in it. Once I was spread eagle on the sofa, she positioned herself between my legs on the floor.
“What are you doing?” I asked her.
She reached out and held both of my legs up and apart. “I'll hold onto your legs so you've got less to worry about. Now, go on. You do your thing and I'll tell you what to do.”
I felt so awkward and exposed but I gradually did as she told me. I lubed up the dildo and slowly pushed it inside of myself. It felt good but I was majorly distracted by my friend sitting right in front of my spread legs.
“Okay, good. Now, gently rub your clit,” she ordered.
I did as she asked. It felt much better than the night before. I awkwardly played and toyed myself, often losing my rhythm. Every time I felt like the sensation was moving somewhere, my awkwardness or break in rhythm set me back to zero. Sarah could clearly tell.
“Look, you're getting into your own head too much,” she said. “Let me do this and you just focus on your clit.”
She let go of one of my legs, waved my hand aside, and grabbed hold of the dildo. It felt kind of wrong but I just continued rubbing my clit anyway. She was so much better than me. She softly twisted it as she pushed it in and out of my pussy and she was pushing much deeper than I had, too. She could tell that I was starting to relax into it more.
“Yeah, that's it, girl. You're getting it now,” she said, biting her lip.
Now I was feeling a bit more relaxed, the reality of the situation set in. It was so hot. Here was my girlfriend just pounding me with her dildo, while I rubbed my clit faster and faster. It felt so wrong but not normal wrong. It felt naughty wrong. Wrong and right. The thought of it alone was intensifying the pleasure. My head fell back and I closed my eyes, vigorously flicking my fingers over my clit with different pressures. All the while, a dildo sliding in and out of me.
“You like being fucked by this cock?” she asked me, with passion in her voice.
Out of embarrassment, I kept my eyes closed. “Oh, God. Yeah, I do,” I replied. I did like being fucked by this cock.
After a little while, Sarah used the elbow of her dildo-ing arm to prop up my other leg. Now both legs were high in the air and my arse was pushed out more. I didn't really think anything of it as I was deep in pleasure. Suddenly, I felt something soft and wet on my arsehole. I assumed it was lube dripping from the dildo onto my arse but as I looked down I saw Sarah's face buried between my legs. She was licking my arsehole! It completely shocked me but I was so far down the pleasure rabbit hole that I didn't stop her. In fact, It was so horny seeing her between my legs. Something I had never thought about before. What's more, it felt amazing. She licked away, occasionally pushing her tongue inside my arsehole, while she pounded my pussy with the dildo. God, I was ecstatic. My pleasure started building and building until I felt a strange pressure and a sensation I'd never had before. I started writhing around. Within moments I felt the climax coming and I relaxed into it. As I started to scream, Sarah pulled out the dildo and what followed was a flood of biblical proportions. For the first time in my life, I was squirting. I absolutely covered Sarah as I rode the final waves of my orgasm. I had truly never experienced anything like it before.
“Oh, yes!” Sarah screamed, as I drenched her. “You're a fucking squirter! Oh, my God. Wait until Tom hears about this.”
I was glad to hear her say that because I was mortified that I had just soaked her. The orgasm slowly subsided, with aftershocks hitting me in soft waves. It was incredible but now it was over. It was over and the new reality of the situation set in. I had just cheated on Sam.
It was the first time I had cheated. It wasn't an easy thing to mentally process. I loved Sam, dearly, with all of my heart. I would have hated if he had cheated on me. The guilt fell over me like a weighted blanket. He was going to find out! And then everything would be ruined forever. I started to freak the fuck out. Sarah wasn't expecting it. I started crying profusely. It took about an hour for Sarah to calmly talk me down from my hysteria and stop the tears. She explained that it was fine because it was just us girls. She said cheating wasn't really a massive thing, anyway. She said she would never tell Sam. All of these things helped but the guilt still remained. And, to be honest, even now in the present day the guilt hasn't gone away.
After we both cleaned up and dried the carpet, we spent the rest of the evening joking around and getting higher. She did her best to make me feel better about the situation and she didn't even mention what we had just done, which was probably for the best. I went to bed that night with a heavy, guilty conscience but also with the knowledge that a spark had ignited within me. I wouldn't fully reconcile with that spark until many years later, until I decided to write this story. I loved to cheat.
The weekend arrived and I got to spend some time with Sam. I felt so terrible about what I had done but I just over-compensated by buying him a couple of shirts, taking him out to dinner, and fucking him all weekend. We mostly spent the time by ourselves.
Monday came around. I got back from work and Sarah greeted me with a glass of wine. She leaned in close.
“Tom's upstairs having a shower. Just so you know, I told him about everything. Don't worry, he's okay with it and he won't tell Sam,” she said.
“You sure?” I asked nervously.
“100%, 'Lisa,” she assured me.
We waited for Tom to come downstairs, then we had some dinner and a few more drinks. We were settling in for the evening, watching a movie and passing some joints around. Sarah and Tom were snuggled up on one sofa, while I was on the opposite one. I noticed them whispering with each other but I was far too shy to ask if they were talking about me. Tom suddenly turned away from the TV and faced me.
“So, I heard you like my cock,” he said with a grin.
“Wh...what? No!” I protested. “Who told you that?”
He nodded to Sarah.
“Sarah!” I raised my voice a little. “Why would you...”
She cut me off. “He's teasing you, 'Lisa,” she Said.
Tom chuckled. “That dildo you used is a replica of my dick.”
“What?” I asked, confused.
“Yeah,” he said. “Sarah and me bought a kit a while ago and we made a dildo replica of my dick.”
I was mortified. I didn't know what to say.
“So, in a way, you've sort of fucked me,” he said with another cheeky grin on his face.
He turned back to watching TV and I sat there, dying of embarrassment. After a little while, though, I was spinning the thought around in my mind. It was kind of hot, and in a way, I had sort of fucked him. As the thoughts spun around, I noticed Tom's hand slip into Sarah's jeans. I faced the TV while subtly darting my eyes to what they were doing. He was clearly rubbing her pussy. Out of nowhere, the spark reignited within me. I started to get turned on. After a little while, Sarah shimmied her jeans and knickers off and spread her legs a little. He eagerly went to work, rubbing her clit and fingering her. I sat there, like an animal paralysed in fear, just watching them. It was so sexy. She started to moan softly. I remembered what her moaning had sounded like as she orgasmed a few days before. I could feel my pussy getting wet. Suddenly, Tom began to shuffle his own jeans off.
Sarah turned round to face me. “Do you mind?” she asked.
“No,” I meekly said.
Tom pulled off his jeans and boxers and sat back into the sofa. His dick stood hard and proud. It looked great. It was slightly bigger than Sam's dick but not by much. Sarah moved off the sofa and sat between his legs. She took his hard cock into her mouth and began slurping up and down on it. I was absolutely enthralled in what they were doing. I just sat there, watching and squirming. She looked so hot and talented as she sucked him. After some time and without taking her gaze away from his cock, Sarah held back one of her arms in my direction and then motioned with her hand for me to come to her. I sat in silence and indecision. My mind was weighing the guilt and the desire. As I was deciding, she motioned for me to come to her again. I broke. I cautiously got up and came to kneel next to her. She took Tom's dick out of her mouth and offered it towards me. I looked up at Tom and saw him staring back at me. He gently nodded.
I reached out my hand and took hold of his dick. It felt incredible. I softly stroked it and then slowly guided it into my mouth. I bobbed my head up and down, while Sarah played with his balls. I was actively pushing my guilt to the back of my mind. It wasn't difficult as Tom's moans of pleasure were spurring me on. I felt like such a naughty girl. It was an incredible feeling. I remember aching to sit on his cock and ride him but I also didn't want to stop sucking him. Sarah started to join me and we spent the next half an hour kissing his cock together and taking turns sucking it. Eventually, I felt Tom start to tense, I knew he was going to cum. Sarah turned and kissed me. As we French-kissed, Tom stroked his dick until he started to orgasm. He spurted long, thick shots of cum onto both of us as we continued to kiss. It was such an incredibly sexy feeling. As he shot the last of his load over us, we continued softly kissing his dick and his balls.
That's when I heard the door handle turn. Sam walked in before any of us had a chance to react. I remember spinning to face him as Sarah and I sat, covered in cum, between Tom's legs. I'll never forget the look on Sam's face. I broke his heart in that moment. He flashed an angry look and left, slamming the door behind him. I stood up and quickly wiped the cum off me as best I could and followed after him, shouting his name. I went outside and he was storming away. I caught up to him, crying, and begged his forgiveness. I said literally anything I could think of. I just couldn't let our relationship end. He screamed that I still had Tom's cum in my hair, threw my arm off him, and marched away.
I was crushed. I ended up going back inside and crying to Sarah all night.
Sam went to stay with his parents and after weeks of arguing, somehow, he ended up staying with me. The relationship was totally fucked, and he soon made me move out of Sarah and Tom's house, but I wouldn't admit that we weren't meant to be. I just didn't want to leave the first man I ever loved. So we stayed together. But the spark would never go away. -->
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