Date: Wed, 30 Mar 2022 11:50:01 +0000 From: forename surname Subject: Literature Club chapter 5 Please keep sending me your comments at greenerwood@outlook.com. Nifty hosts these stories for free so please consider donating to help run and maintain the archive. Thank you x This story is a work of fiction, names and places are in no way based on real people or places and any resemblance is a coincidence. If you are under the legal age to be reading this content than please look elsewhere. Chapter 5 I needed to get over myself. I had spent all of Sunday feeling sorry for myself for having watched Andreas and Sarah fuck each other. I should have counted myself lucky for being able to watch that, especially in the presence of two super-hot girls- one of whom had a dildo up their ass! But I wanted to be the one to take Sarah's cherry. On Monday I saw them practically fondling each other in the sixth form lounge, and by Tuesday there was a rumour going around that they were dating; which was kind of true, up until four at least. But on Tuesday he didn't show up for Music Tech, nor did he make it to lit club. "It's so much better having an even number of people in the club," Sarah said. "I thought you'd like to have Andreas here," Gwen teased. Sarah hit her in the arm. "Have you given anymore thought on who you want to join the club?" I asked. Tammy huffed. "I definitely don't want anyone else from our year joining. But I was thinking that maybe someone from outside school could join." My mind flickered to the girl from the pool on Saturday morning. "We'll need someone from the sixth form, dummy," Sarah replied. "I've asked someone from my Psychology class, Darron, because I know that he has absolutely no interest in literature or creative writing, so he'll never show up here. It's just so it looks like there's six people attending." Tammy shrugged. "Whatever. The important thing is to choose a partner for this week. And since Andreas isn't here, I guess he just has to miss out." "He's had too much fun already," I said impulsively. "Since neither of us have dated, I'm putting you, Gwen, with Chris, and me and Sarah can be each other's couples." "You're finally dating one person this week," Sarah smirked. "You never invited me to a threesome anyway," Gwen replied. "Ok twerp, it looks like we're together." More freaky butt stuff, I bet. The next day I finished school at three. I was going to go home but Gwen stopped me in hallway. "Chris, what are you up to?" She asked. I shrugged. "I'm done for today, so I was going to go home." And jerk off to one of Sarah's or Tammy's videos again most likely. We had made a WhatsApp were we posted the videos that we made of each other during our `sessions'. Gwen frowned. "Well I have one more class. I was thinking, maybe, do you want to come to mine afters?" One of the guys in the English class passed us and I couldn't help but look to see if he overheard us. "Um..." "Don't tell me you'd rather do something else." "No. I don't mind waiting for you." I kind of did mind. I sat in the sixth form lounge fidgeting with my dick for the next hour. I was getting uncomfortably horny, but I couldn't sneak off to the bathrooms and jerk off. Not if the prospect of me and Gwen together was on the table. And other than butt stuff, I had no real idea what she wanted. She never talked about her time in her threesomes (or if she ever did threesomes), and Sarah or Tammy never mentioned her to me either. Her Instagram was nothing to go by either. Just pictures of her friends, at parties, at meals out. There was nothing indicating any kind of sexual preference. Finally, she came back down and said goodbye to her friends. We got the bus back to her house, and sat at the back. "So Sarah told me about you and her on the bus back to hers a couple weeks ago," Gwen smirked. "Oh yeh? What did she say?" The bus was crowded and any talk of sex would be overheard. But that just made it sexier to me. "She said some things that made me think she's fucking crazy." She giggled. "But let's drop it for now." I put a hand on her thigh, smirking. She shook her head. "There's far too many people here," she whispered. "Doesn't that make it so much hotter." I slid my hand higher, pressing against her crotch. She didn't stop me so I unzipped her trousers. She unbuckled her button and I sneakily inserted my hand into her panties, feeling the softness of her smooth lips. She was beginning to get wet as I entered her labia, pressing two of my fingers against her flesh. She bit her lip, looking around. I rubbed the walls of her pussy slowly, taking my time to get used to her. The bus stopped and we heard some people walking up the stairs to the top deck. "Ok that's enough." She pulled on my wrist and I stopped fingering her, chuckling. She rushed to get her trousers done up. Gwen's house was semi-detached in a new neighbourhood. She told me that her family had moved down over the summer from London. She took me round the back and into her garage that was detached from her building. "No way I want my family seeing you." It had an upstairs that was way nicer that I had anticipated. It had brick walls, but a rug had been laid on the floor. The entire thing had been converted into a bedroom/art studio. There were water colours all over, some hung up, some lying in piles against the wall. She had a bed, a sofa and small tv with an hdmi cable. She had convinced her parents to have it, as the only other bedrooms in the house was for her younger sister and the master bedroom. She disappeared to go say hi to her family then came back with some snacks and a carton of orange juice. She plugged the cable into her laptop and brought up google, then sat on the couch next to me. "Nice place," I said. "Thanks. And, it's completely sound proof. My dad made sure of it because he's worried that the fumes from his car might gas me accidentally. So this room is mostly air tight." "That's kind of fucked up." She giggled. "So I guess you didn't bring me here to talk about art." She shook her head. "What do you want to talk about?" "How about Saturday? I never took you for someone who was into anal." "Really? And what about you? You seemed to be enjoying yourself." The club had me doing so much crazy shit to myself in front of her. Riding that dildo was hot as hell. I wondered if Andreas would ever fuck me in front of the girls. "I think I might be into voyeurism." Gwen giggled. "I think you exhibitionism. Unless, of course, you like watching us too." "I can't deny that." "Me too." She typed XXXvideos into the search bar. "What kind of porn are you in to?" I hadn't actually watched any porn since the summer. There was no need to. I stammered. "Well, what kind of porn are you in to?" I asked. "I'm more interested in what you like." "Hmm. Well, ok then. But promise you won't think I'm some kind of freak." "It's too late for that," I replied cheekily. She smirked at me. To my surprise she closed the window and went into a folder that she called `Homework'. There were at least a bakers dozen videos with thumbnails I found incredibly erotic. She clicked on one where a woman with double D tits was tied in ropes around her body, tits, arms and legs. There were at least three guys (plus the camera man) around her. "Holy shit," I mumbled. "You like it? I've always wanted to try it." She skipped to the good part. Completely bound and at the mercy of her captives, her tight asshole was getting stretched by her man, fucking her balls deep. The two other guys were on either side of her, jerking off just millimetres from her face. She was screaming and moaning loud enough that if we were in her parents house we'd easily be overheard. Gwen took a segment of orange and ate it. "You've never done this with Sarah or Andreas?" I asked. "No. I don't have the gear for it. You need the right kind of ropes." "But you do have a dildo," I replied with a cheeky grin. She went to her draw and took it out. "Look familiar," She grinned. She went through her files and chose another video for us to watch. "Here's something I think you might be interested in." A guy was completely naked on his bed, spread eagle. He was blindfolded and gagged, and completely hairless like I was. I put him at around eighteen or nineteen. A woman was behind him with a strap on. My jaw dropped. "You ready to get bred you little bitch," the woman said in a thick American accent. She put the dildo on his hole and pushed in. The teen moaned and convulsed. My dick was hard as a rock. Gwen took her button up shirt off, revealing her white tank top underneath and went through her draw again. "What do you think? Pretty fucking hot, right?" "So fucking hot," I replied. She grinned. "Now that's something that we can do," she said, and took out a strap. My eyes widened. "You mean-" "Get your clothes off." We had both stripped down completely nude. Her tits were amazing. B's, with big puffy nipples. I couldn't take my eyes off them until she moved me away and onto her bed. "Hang on," I said. She stopped, dildo in hand. She looked like she might hit me with it. "If I let you do this, what can I get in return." "You're in no position to negotiate," she replied. "Like hell I am. I'm not going to let you fuck me in the ass without some kind of deal in return." She frowned. "Well, what were you thinking?" "How about and eye for an eye. If you fuck my ass, maybe I can get to fuck yours." She hesitated. "Come on," I pried. "I know you're into it." "Just shut up and get on all fours." "Nuh-uh. Not unless you accept my deal." "Fine," She blushed. "Now just shut up and lie down." I couldn't believe it. I was about to get my anal cherry popped- and by a girl! She took some lube from her drawer and applied it to my hole. It was cold and a shiver shot up my spine. The porn actors were getting really in to now, and the guy was practically screaming like a bitch as the woman was thrusting into him. I felt Gwen's dildo against my butthole. I closed my eyes in anticipation. "Ok, ready?" She said gently. "Yeh. Be gentle." She pushed in. I clenched her bed sheets. I had fucked my ass many times before, and it always hurt at first. She was about halfway in when I let out a moan. More of a moan of pain than pleasure, but she couldn't tell the difference, and stuck more of her dildo inside of me. "Ow, ow, ow." I yelped. She removed a bit of it and stay put. After a short time she slowly started to fuck me, and the pain gave way to pleasure. I was beginning to enjoy myself, and gave out my first moan of desire. "You can be louder if you want," Gwen said. "Like I said, this room is soundproof." "Oh, fuck meee." She didn't need to be told twice. She started digging her nails into my ass, blurring the line between pain and ecstasy. The man on the tv was moaning and begging, the woman's hips slapping against him. Gwen must have watched this video over and over, and I was pleased that I could finally fulfil her fantasy. As for my ass, I felt my boy pussy stretch as her dildo slowly slid through me. I could feel it press up against my prostate and shoot spasms across my body. I had no idea that I would love to get fucked in the ass so much, as was overcome with pleasure, moaning loudly as she began to thrust inside of me. "Yeh, you like that? You're my little fuck pig." My asshole started to burn, having completely ran out of lubricant. The pleasure I was experiencing was gradually fading away. "Ok, that's it. I don't think I can take any more." "Come on you whore," she replied. "I know that's a fucking lie." "I mean it. I don't want to cum without first getting a piece of your ass." She pulled her dick out of my ass without any care. I screamed, the pain rushing through my body. "Careful!" "Shit. My bad," she replied. I finished cleaning myself up I pressed myself against Gwen. Our lips met and we made out, wrestling each-other's mouths in a violent competition. I put my hands on her, gently at first, then pushed her forcefully on her bed. She yelled, then grinned at me. I knew she liked it rough. I picked her up and forced her onto her stomach, her ass jiggling as she hit the bed, poking up for a good fucking. "You better be gentle with me," Gwen said. "It's my first time you know." "Really?" She nodded. I suppose nothing did happen with her and Andreas. At least, nothing that went this far. I took the bottle of lube in my hand, but resolved to use something different for her hole. I pressed my face against her ass and she let out a moan of ecstasy I had never heard her make before. My tongue met her butthole as I lathered my spit against it. "Holy shit," she moaned. "I never knew I could like that so much!" Her hole didn't taste of shit at all, but sweat and spit and the hint of pussy juice. I licked her hole over and over again, pressing my tip against her opening and lathering her bootyhole with more and more spit When I had got it as wet as I could I got up and pressed my cockhead against it. "You ready, big girl. Daddy's going to breed you like a dog." "Oh! I'm ready! Breed me!" I pressed my cockhead inside of her and she began to scream, stuffing her face in her pillow. It was my first time fucking her, and it was so tight it threatened to rip cock off. I had to go slow for my sake. With every movement of my hips I heard Gwen moan out, turning pain into pleasure. I gradually increased my pace, applying more lube when needed, and began fucking her in a good rhythm. Her ass vibrated every time I slapped my hips into her, and she cried out, sometimes burying her face in her pillow to muffle her load moans of ecstasy. I was seriously wondering if her room really was soundproof. My cock filled her butt, sliding along the walls of her ass, rubbing against her insides, mixing my spit and lubricant. I dug my nails in her back and began to drag them along her, causing her to cry out. I knew I was getting close to cumming, and took my time inside her butt so as not to explode too early, watching my cock slide in and out of her, disappearing in her butthole. Eventually, I couldn't take much more and increased my pace, leaning over her body and smacking myself into her butt. She buried her face in her pillow and screamed. I came inside her ass, filling her with my cum. I pulled out far gentler than she did to me and rubbed the wetness off my cock onto her butt and gave it spank. She yelped, and I crashed beside her, completely spent. We lay next to each other for another hour, fondling each other, sometimes making out, until it got dark and my mum was texting me when I was about to get home. "That was great," Gwen beamed at me as I got dressed. My butthole ached and it hurt to move too quickly. I could only imagine how Gwen felt. "I know right. I never knew someone's asshole could be so hot. Want to do it again tomorrow?" She sighed. "Honestly, I don't think I can take it again for another day or two." She smiled cheekily. "Maybe we can go off privately on Saturday." "Or fuck in front of the others, like Sarah and Andreas." Her cheeky smile morphed into a lusty grin. "That sounds hot." We made out with each other again, wrapping our tongues together, and then I left.