Three Extremely Filthy Stories Read online

  After working my balls for a little while, Gianna put her hands beneath my legs and pushed up on them, exposing my asshole. She then slid her hands down to my asscheeks and spread them wide, opening my ass up even further.

  Gianna glanced up at me with an evil smile then went to work on my asshole, running her tongue up it over and over, licking it like a kitten drinking milk.

  I let out a low moan and started breathing more deeply as I shivered in delight.

  Picking up on my excitement, Gianna started working my asshole more aggressively, licking all around it and spitting on it and tonguing it with more intensity.

  “Holy fucking shit,” I said aloud, laughing under my breath. “You’re such a filthy fucking slut.”

  In response to this, Gianna buried her face in between my ass cheeks and slid her rigid tongue into my asshole. I yelped and sucked in a huge breath, holding it for a few seconds before letting it out in a rush.

  Having the tip of Gianna’s tongue in my asshole felt fucking incredible. It was so filthy and dirty and perverted that it turned me on like crazy, not only the physical sensation, but just the fact that she was willing to do these kinds of things to me.

  I reached down and grabbed a handful of her hair and pulled on it, holding her head in place against my ass. She responded by sticking her tongue further out, shoving it deeper into my anus.

  Shivering as a bolt of electricity ran up my spine, I pulled Gianna closer towards me, smashing her face against my ass, forcing her tongue as far into my asshole as it would go. I held her head there for nearly fifteen seconds before finally releasing her.

  Gianna’s head flew back and she took a few seconds to get some air in her lungs before immediately going to work on my cock again, sliding it into her mouth and bobbing her head up and down on it, taking it all the way down her throat with every thrust. Wet, gagging, choking sounds were coming from her mouth and her eyes were watering, making her mascara run, but she still didn’t let up, her head bobbing up and down as aggressively as ever.

  I was just starting to wonder where this was all leading when Gianna ran her finger down my taint and started rubbing the outside of my asshole with it. My anus was still wet and slippery from when she was working it with her tongue just moments ago, allowing the tip of her finger to easily slip into my asshole.

  An atomic bomb went off in my head, reverberating through my body and traveling down my spine.

  “Ohmyfuckingod,” I said, spewing it all in one word as I stared down at her with wide eyes.

  “You like that, huh?” Gianna laughed, grinning up at me like the devil.

  I nodded my head quickly up and down.

  “Yeah, I thought you might,” she said, working her finger in and out my asshole, forcing it deeper inside of me.

  I let out a loan groan and gritted my teeth.

  “It stings a little, doesn’t it?” Gianna said, still grinning widely, obviously enjoying herself and the power she had over me.

  I nodded again.

  “But it feels good, too, right?”

  “Yeah,” I said, trying hard not to cum.

  “Now you know how I feel when you fuck my ass,” Gianna said, spitting on my asshole and continuing to work it with her fingers, moving faster now.

  “Yes I do,” I said.

  She smacked me hard on the ass, causing me to yelp.

  “No you don’t,” Gianna said, glaring at me. She stuck the index finger from her other hand up in the air, near my face. “Because this is what’s in your ass right now.” She dropped the finger and used the same hand to grab my cock, which was as stiff as it has ever been in my life. “While this,” she continued, squeezing my cock as hard as she can, “is what goes in my ass.”

  “Fair enough,” I managed to say, still trying desperately not to cum. Something about her little lecture turned me on even more, perhaps the aggression in her tone, or maybe the look in her eyes, but probably both. And then my excitement came crashing down as soon as the next words came out of her mouth.

  “And guess what?” she said. “You’re about to find out what it really feels like to get fucked in the ass.”

  “Wait,” I said. “What does that mean?”

  “That means you wait right there while I go get prepared,” Gianna said.

  I started to say something else but she just said, “Shutup. It’s my turn to be in charge. No questioning anything, no getting out of it. Remember?”

  “Yeah,” I said, sulking. So this was where it was all leading. God help me.

  “Oh, stop complaining,” she said. “You still have one more chance to even things out before the night is through.”

  “I know, I know,” I said.

  “And cheer up,” Gianna said, smiling broadly. “This is going to be fun. For me, at least.” And with that, she hopped to her feet and skipped back to the bedroom. When she appeared a minute later, my worst fears were realized. She was wearing a strap-on with a six-inch dildo attached to it.

  “Holy shit,” I said.

  “Yep,” she replied, laughing. “It’s your turn to see what it’s like to get fucked in the ass.”

  “Are you sure you want to do this?” I asked. “Don’t forget, I still have the last laugh tonight.”

  “And I’m sure whatever you do to me still won’t live up to what I’m about to do to you,” Gianna said. “So yeah, I’m sure. Now get down on your hands and knees. Right there on the floor. You know the position. You put me in it all the time.”

  I did as I was told, turning over and getting up onto my hands and knees, doggy-style, my ass facing Gianna.

  “Arch your back more,” she said, doing something behind me that I couldn’t see. From the sound of her voice she was on the other side of the room. It sounded like she was rummaging through a plastic bag. “I want to see your ass up in the air.”

  So I did that too. At this point my ego had totally disappeared. The trepidation and awkwardness of the situation was complete gone by now too. I was simply here to please Gianna, to do whatever she said without hesitation or shame. And I’d found that I was loving the idea of being her little plaything.

  “There you go,” she said. “That’s better.”

  I looked over my shoulder and saw that she had a bottle of lube in her hand. I took a deep, relieved breath.

  “Happy to see this, are you?” she said, squirting lube onto the dildo. It was pointing straight at me as if taunting me.

  “Very much so,” I said.

  “Well, we don’t want you to be in any pain, no do we? Discomfort, yes, but pain? No,” Gianna said, dropping down to her knees behind me and sidling up to my ass. I want you to enjoy yourself so you’ll let me do this to you again sometime. You are enjoying yourself so far, right?”

  “I sure am,” I said. And I meant it too. God help me, I truly did.

  “Well let’s hope you continue to like it,” she said, working the lube into the dildo by jerking herself off. “Because the best part is still to come.”

  I must admit I felt anticipation along with the trepidation. I was excited as well as terrified.

  And just like that, she grabbed her cock and guided the tip of it towards my asshole.

  I took a deep breath and let it out slowly as the tip of her dildo touched my sphincter. And then a low mewling groan escaped my throat as the tip of it pushed into my anus.

  “Jesus fucking Christ,” I moaned as Gianna forced her cock inside my asshole. My head was facing forward now and my eyes were staring at the carpet.

  “Come on, baby,” Gianna said. I could tell from the sound of her voice that she was smiling. “You can take it. I know you can. You’re a big boy.”

  I grunt in assent as she began to slowly work the dildo, pushing it deeper inside my asshole for a moment before relaxing for a beat and then pushing again.

  “Relax and take it like a man,” Gianna said, working her hips a little more quickly now. “This is just the beginning. I’m barely even inside of you yet.�
�

  I tried to relax but it was difficult. There was pleasure there, but it’s mostly hidden behind the discomfort, which was growing larger and larger as Gianna worked her cock deeper and deeper inside of me.

  My groans were growing louder and more animated but Gianna didn’t let up, working the dildo ever deeper inside of me.

  “That’s it, that’s it,” she said. “My cock looks so fucking good moving in and out of your asshole.” Her hands grabbed ahold of my asscheeks and she pushed them apart, opening me up even more to her, allowing her to penetrate me even more deeply. It felt like the entire dildo was up my ass now, even though I suspected not even half of it was in there yet.

  Gianna let out a whoop of joy and pumped my asshole deeper than ever. I let out a shocked little yelp followed my a low moan.

  “Oh, poor baby,” Gianna said. “Is it getting a little too deep for you?”

  I nodded my head, unable to speak.

  “Well, let’s see if I can help you out a bit,” Gianna said.

  She released my asscheeks and ran one of her hands down to my cock and started jerking me off while continuing to fuck my ass.

  “There, is that better?” she asked.

  “Yes,” I managed to groan.

  “What?” she said. “I couldn’t hear you.”

  “Yes,” I said louder. The pleasure of her working my cock alleviated some of the discomfort of the dildo in my asshole but not all of it. But I had to admit, now that my asshole was getting more and more used to the cock inside it, the discomfort was lessening and the excitement was increasing.

  “Tell me that you love it,” Gianna said, fucking me more aggressively now. She knew that working my cock relaxed me, thus opening my asshole up even more, allowing her to fuck me harder. It was a nice little feedback loop. “Tell me how much you love it when I fuck your asshole.”

  “I love it,” I said.

  Gianna slapped me on the ass with her free hand. “Louder,” she said.

  “I fucking love it!” I screamed.

  “That’s better,” Gianna said, her enjoyment showing in her every word. “But it’s still not good enough. Talk to me, baby. Tell me how much you love having my cock on your ass.”

  “I love it having your cock in my ass,” I said. “I love how it feels when you fuck my ass with that giant cock of yours.”

  “Yes, yes, yes!” Gianna said. She released my cock and slapped my ass with both hands a few times. “That’s what I love to hear! It turns me on to hear you talk to me like that. Keep it going, baby. Keep talking to me. I’m not going to stop fucking your ass until you cum, and I’m not going to let you cum until I cum. And since I’m not going to cum until you make me happy, you’d better make me happy!”

  Since I wanted to cum badly and I also wanted to get Gianna’s huge dildo out of my asshole, I decided to go all out trying to make her happy.

  “Fuck my ass with your huge cock,” I said. “Hammer me with it! Stretch my fucking asshole out!”

  “That’s what I’m talking about,” Gianna said, her face glowing with pleasure as she fucked me harder than ever. She kept slapping away at my asscheeks with both hands. “Keep it going, baby. Keep talking and I’ll let you cum!”

  Grunting and groaning loudly now, I screamed. “Fuck that ass, fuck that tight little asshole! Hammer me with your cock! Break me in fucking half!”

  “Yes, YES, YES!” Gianna screamed back at me. “Give me more, baby! More! You’re making my pussy so fucking wet! I love hearing you talk dirty!”

  Tears were leaking out of my eyes and my ass was on fire but my cock was rock-hard. It felt as though it was going to burst through my skin. Despite the pain, on some level, I was obviously enjoying myself. But that didn’t mean I didn’t want it over with already. So I turned it up a notch.

  No longer screaming, but begging in my most pleading voice, I turned back to look at her and say, “Please give it to me. Give it to me like never before. Slam my fucking asshole with your cock. Give it to me. I need it, I need it, baby, I need it so bad!”

  This last part was what put Gianna over the edge. She slipped her hand between her legs and furiously rubbed away at her clit while continuing to fuck my asshole, deeper and more aggressively than ever. She was banging away on my asshole so intensely that I could barely breath, let alone talk anymore. So I faced forward once again and dropped my head towards the floor, biting down on a scream.

  “Fuck, FUCK, FUCK!” Gianna groaned, letting out a scream of her own as a monstrous orgasm flowed through her. She shook and shimmied and held her cock deep inside my asshole until the orgasm passed through her. “Goddammit that feels so fucking good!” she said, pausing to catch her breath. “Great job, baby. I haven’t cum that hard in years!”

  Her cock was planted so far in my ass I couldn’t even reply.

  “I suppose you’re ready to cum now too,” Gianna said. I could hear the joy in her voice.

  I nodded my head.

  “What?” she says, taunting me right up until the end. “I can’t hear you.”

  “Yes please,” I managed to say.

  Gianna laughs. “Okay,” she said. “I suppose I can finish you off once and for all.”

  And with that she goes back to fucking my ass. Shortly after starting up again, she grabbed ahold of my cock and pulled back on it, so it was pointing straight down at the ground. I let out a groan of pleasure as she started jerking off my swollen cock.

  “But I’m not going to stop fucking your ass until you’re finished,” Gianna said. “I want you to cum with my cock up your ass.”

  That was fine with me. I was so excited that I wanted to see how hard I was going to cum with a cock in my asshole.

  And luckily, I was so excited that it didn’t take long at all. Between Gianna jerking off my lubed-up cock and fucking my asshole less aggressively now that she’d already cum, it didn’t take more than a minute before I was ready to blow.

  “Holy shit,” I groaned as I crept right up to the edge of orgasm. “I’m gonna fucking explode!”

  “Do it, baby,” Gianna said. “I want to see how big your load is!”

  “Holy shit,” I said again as my body tensed up in the final seconds before cumming. “Holy shit, holy fucking shit!”

  And with that, I released, my whole body spasming as my cock exploded, sending stream after stream after stream of cum out of me. Gianna continued jerking me off and fucking my ass until my cock was completely dry, then, thankfully, she slid the dildo out of my asshole.

  I immediately collapsed to the carpet, right atop my huge puddle of cum, but I didn’t care in the least. I was spent far beyond normal. Eventually I rolled over onto my back and stared at the ceiling, trying in vain to ignore the throbbing pain in my gaping asshole.

  Gianna flopped down next to me and laid her head on my chest. She was still wearing the strap-on and the dildo was lying on my stomach.

  “So,” Gianna said, smiling at me. “What did you think?”

  “I think it was . . . interesting,” I said. “Far more intense than I was expecting. Not quite as bad. Kind of exciting, actually. But I have to admit, I’m glad it’s over.”

  “Yeah, I’m sure you are,” she said. “Because now you get one last shot to punish me for what I just did to you.”

  “That’s right,” I said, grinning. “Just give me a little while to get myself together and we’ll get going to round four.”

  “I can’t wait,” Gianna said.

  “Neither can I,” I replied. “I’m going to open another bottle of wine and you’re probably going to want to help me drink it, if you catch my drift.”

  “Loud and clear,” Gianna said. “In fact, you’d better open two.”

  “That’s probably a good idea.”

  THE FINAL ROUND

  One hour and two more bottles of wine later and I was ready to go back at it again. I was drunk enough that I no longer felt the ache in my asshole but that didn’t mean I wasn’t going to punish Gianna
for what she’d done to me. We were both sitting on the couch, watching TV, when I turned it off and stood up without saying a thing. As she smiled expectantly up at me, I picked her up, threw her over my shoulder, grabbed one of the half-full wine bottles with my free hand, and carried her into her bedroom.

  Once there, I set the wine bottle on the nightstand then tossed Gianna down onto the bed, her back on the mattress and her legs up in the air. I grabbed ahold of her ankles and spread her legs wide, as far as they would go. They were sticking straight out, knees locked, leg muscles tight.

  “Hold them there,” I said.

  Gianna grabbed her ankles and held her legs in position, wide open and beckoning. “I guess round four is officially underway, huh?” she said.

  “You’d better believe it,” I said.

  Still standing, I looked down at her, taking in her whole body before proceeding. We still hadn’t put on any clothes all night but I never got tired of her nakedness.

  I grabbed Gianna’s hips and slid them towards me until her lower half was right at the edge of the bed. From this angle, with me standing and her on the bed, my cock was hovering right over her pussy as if showing me where it wanted to go. For a moment I was tempted to just stick it in her, but the temptation quickly passed. I had some other things that I wanted to do is first.

  With that in mind, I turned slightly to the side to give myself a better angle, then slid two fingers inside her.

  I started off slowly, moving them back and forth with the purpose, rubbing the underside of her clit, something that I knew drove her crazy. I gradually picked up steam, moving my fingers faster and faster in and out of her. Gianna had told me before that she liked getting fingered just as much as she liked getting fucked, if not more, and it showed in her face. Especially when I curled the tip of my fingers upward and went to work on her G-spot.

  I paused for a moment to slip a third finger inside her pussy then immediately picked up right where I’d left off, slamming my fingers into her hard enough that her legs started to buckle, bending at the knee.