The following is an entry from the private jackoff journal I used to have to keep for my ex-Daddy back when he owned me. But, he doesn't want to own me anymore, so . . . Enjoy:
Remember that guy I dated out of revenge? Ryan was his name, of course. Tonight I jacked off thinking about the first night I met him. It was towards the end of my freshman year of college, and Master Ant(h)on(y) wasn't using me as much anymore. In fact, he'd recently begun canoodling with my bitter rival at the time, Charlie. (We were rivals in classes, at the paper, and even ran against each other as President of the fraternity pledge class we were both a part of; an election he lost, naturally, but that's beside the point.) Anyway, when I found out Master Anton had started fooling around with Charlie, I was out for blood. I found Charlie's ex-boyfriend on Facebook and hit him up, saying how hot I thought he was, and asking him if we could meet up sometime. Most of his pictures were of him being sloppy drunk and macking on random guys and girls. He was a DJ, well past 30 years old, wasn't even my type physically, and seemed kind of insufferable; but he and Charlie had just broken up, and I was hellbent on making him hurt!
An hour or so before our first "date," he texts me and says he wants to bring along a couple of friends to have fun with us, which I tell him is absolutely fine. "I'm flexible! Lol" (I can't remember if I was nervous or not, but group sex was enough a facet of my life by that point that I shouldn't have been.) Luckily, my roommate had finished all his finals early and was already moved back home, so I slid his dorm-issued mattress off the top bunk and plopped it right in the middle of the floor for the night's festivities. When Ryan and his friends showed up, I greeted them at the door wearing nothing but some skimpy underwear and a flowy unbuttoned shirt. They all smilingly muttered "dammmmmmn!" behind me when they first walked in; but I soon ascertained that they weren't really paying any attention whatsoever to my body, and instead were appreciating the spaciousness of my luxurious Scholars suite. To get their attention back on me, I pulled Ryan over to me, as if he were pinning me against the wall; then I rubbed his almost-biceps up and down as I made out with him and moaned. Wrapping a leg around him, I pulled apart from his mouth, just enough to look down bashfully and say: "Thank you for coming tonight . . ."
"Sure," he shrugged, a druggy smile, reeking of God knows what while his friends snickered behind him. When they spotted the bare mattress on the floor, one of them joked that it looked like a meth-head was about to shoot a porno in here. They all laughed, to which I giggled and said, "I just figured we'd be probably getting pretty messy tonight. . ." This made their laughter go quiet, behind eager grins.
Ryan had made himself comfortable on my bed, while his friends were standing around idling on either side of me, looking uncomfortable. I thought about making my way over to Ryan, the guest of honor, and giving him a lapdance or something, but then I decided I better help his poor friends relax first! One was schlubby with glasses and the other was scrawny and wolfish. (Come to think of it: I never got either one of his friends' names, or even saw them again after that night, even though Ryan and I dated for a whole month.) Both looked much much closer to my own age of 18 than my near- middle-age "date" was. Ryan was the most traditionally attractive of the trio, sure, but in a "jerky jock who peaked in high school, and that was 20 years ago" kind of way; so I actually felt more drawn to his dopey, nerdy friends. The schlubby one was closest to me, so I leaned into him and asked "Can I play with YOU, now?" All he said was "uhhhh. . ." in a burp of boy breath, but he didn't fight me off as I shed my own shirt and helped him off with his. I made quite a noisy show of inhaling the musk from his overly dewy underarms, then kissing and rubbing my face into his damp hairy chest.
"You tryna make me jealous or sumthin?" Ryan asked, chortling.
"No!" I said innocently, "I just wanna get to know your friends a little better. You know, before we . . ." As I sunk to my knees before the schlub, undoing his belt, the scrawny one piped up behind me: "Well, uh, I'm here too."
"I'm so sorry!" I giggled, "I promise I didn't forget about you. . ." I reached behind me to undo the scrawny one's belt too, while I unzipped the schlub and kissed him through his rank old boxer briefs. Not wanting to be rude, I turned around and made out with the other guy's bulge through his underwear too. With both their shorts around their ankles now, and huge wet spots on their boxers, I crawled over to the mattress and slunk my undies off without using my hands, just by the friction of wriggling my hips.
"To start off," I said, "I figured one of you could lie down here, and I'll ride you while I work on sucking the other two off, and THEN—"
Ryan cut me off with a mocking older-brother laugh: "WOWWW, you REALLY thought about this, huh?" Before I could think, I almost replied "Well, it's not my first time, and this is all pretty basic stuff lol." But luckily I stopped myself, and remembered that guys don't like it when you talk about having lots of experience with other guys. So instead, I just shyly rubbed my thighs together, bit my lip and said: "Well, I AM pretty excited."
"No way I'm laying on that thing," the schlub said, with a tone suggesting he was more disgusted by me, and this, than by anything he'd ever seen in his entire life.
"Fine, you can ride ME then!" the scrawny one beamed, sliding up next to me and hauling out his 8 inches. My face lit up, a tongue's length from his bobbing young manhood. "Oh my god," I sighed, looking up at him. "I know," he grinned; "you're gonna have to lube it up a lot or you might get hurt." Immediately I got into position and spread myself to ride him reverse-cowgirl, assuring him:
"Don't worry, I made sure to get my pussy ready before you guys got here." When I felt his tip on my hole for the first time, my whole body shivered, then I heard him laugh from behind me: "No, haha, I meant with your MOUTH!" It's then that my pussy gobbled him up with one squelchy gulp, making him moan: "OH MY GOD!"
Over him, I giggled and said: "Sorry, my mouth is kinda busy right now. . ." And with that, I went to work on the schlub; making out with his nutsack first. "You'll just have to wait your turn," I said to the man I was milking with my butt.
"Yeah, no kidding," Ryan scoffed. I'd somehow almost forgotten he was there, even though he was technically the one I was on a date with right now. I turned toward him and saw a look of both amazement and disdain on his face, like he had no idea what to make of me but was choosing to be impressed. He'd never seen anything like me before, or at least that's what I told myself. Even though I was in the process of deep-throating a stranger in both of my holes, the sexiest thing about it was watching Ryan watch me. Bare-assed, jacking off on the fresh clean bed I'd just made, watching me get porked by two of his friends on a dirty meth-head whore-mattress.
To play hard-to-get with Ryan, I avoided looking in his direction, and kept acting like I was more into the blowjob and fucking than I actually was. Both of the guys were just okay and I was doing most of the work anyway. Still, I couldn't help sneaking coy glances at Ryan while I took care of his friends. His gaze penetrated me more than either of the other guys who were actually inside me at the time. Right before I looked over at him again, he groaned "Oh my god, you're so fucking hot." That put me on top of the world, but I couldn't let show much his compliment meant to me. I turned my attention back to his friends.
"Do you guys wanna switch?" I asked. Then I plopped off the scrawny one, got on all fours, and made the decision for them. "Don't worry," I told the schlub, "you don't have to lay on the mattress. Just fuck me doggy."
The scrawny one made as if about to get up, asking me "Do you have anything to wipe off, the, uh . . ." He trailed off as I took his dirty cock in my mouth, all the way down to the balls. His face and moans were that of a man who's never had his cock cleaned off by a bitch's mouth before. Moments like that make me feel so special! So flattered was I by the scrawny one's bemused appreciation that I barely noticed the burning pain when the schlub shoved into me balls-deep from behind. Grunting and piglike. Now, it might not seem like it, but getting fucked doggy while you deep-throat another dude's schlong takes a lot more effort than just riding and sucking. Because the guy fucking you has all the power in that situation, and can go as deep and hard as he wants; whereas, when you're riding a guy, you decide how much and how hard you get impaled while you suck. So while I was on all fours, I barely got to look over at Ryan at all. Luckily, the schlub didn't last long up my cunt. Within about ten minutes, he silently pulled out of me and I could hear him clattering his belt and shorts together, then zipping himself up. He was one of those guys who barely gave any notice, verbal or otherwise, that he was close to cumming. Which didn't bother me at all. I've got a special place in my heart for men who just cum inside you without asking first if it's okay.
Basking in the afterglow of a fresh load up my butt, I sneaked a finger inside me to feel around for it and inspect the damage. That's when it hit me—OH MY GOD, Ryan! The scrawny one's dirty dick plopped from my mouth, smearing my face with god-knows-what, as I turned to Ryan excitedly and said: "I think a spot just opened up!" As I said this, I couldn't help wiggling my hips a bit and spreading myself for him. Then the scrawny one said:
"Actually . . . I was just about to, uhhhh." Knowing that was my cue for urgent action, I threw myself between him and Ryan and said: "Oh, say no more!" and once again gobbled him up with my pussy. But this time, I also crawled over to Ryan. For some reason, my heart was pounding as I placed my lips on Ryan's slick hot dick. I didn't even really like him, but I desperately wanted him to like me. I barely took him all the way down my throat a handful of times before his other friend loudly seeded me from behind. Like the schlub, this friend didn't say anything to me afterwards either. He just quietly slunk out of me and got dressed. "I guess that just leaves the two of us," I giggled, between mouthfuls of Ryan's cock and balls. He didn't so much as chuckle or smile at what I said. Downcast, I resumed my work when I heard him say: "No; keep looking up at me." My gaze lifted, along with my heart. I couldn't remember a man having ever cared before if I was looking up at him while choking on him. When he asked me if I liked having his friends' loads in my hole, I automatically hummed a sloppy affirmative into his junk, not thinking much of it; just wishing Ryan would make me stop deep-throating him and finally rape my cunt. So the giddiness on my face was real when he leaned down and whispered: "I wanna feel em up there."
He threw me down on the bare mattress and started fucking me missionary. Somehow he made it hurt more than either of his friends did, even though he was smaller than both of them. Maybe it's because he was glaring deep into my eyes the whole time, growlingly, so it's like there was no escaping his demonic fuck. Probably the experience that comes with age, and the fact that he's fucked a couple hundred pussies before me. His face softened for a moment, and I thought, I really thought, he was about to say something sweet or romantic down at me. But instead, he turned to his friends and laughed about how sloppy my cunt was. "Feels like I'm churnin' butter!" but they weren't paying any attention to us. Both of them were now fully clothed and sitting on my bed, bored. Cringey as it was, he made the joke again; this time, putting a lot more force into his churning, to elicit comedic squelching. Still they ignored us. They were making the most of my Scholars Suite premium cable package, flipping back and forth between a bunch of loud sports.
That was right around the time Ryan handled me like a ragdoll to change positions; probably to take out his frustrations about his college-aged friends' disrespect of their elder alpha. He switched to doggy and that just hurt worse, but the sound of my discomfort really turned him on. Plus in that position, the squelching of his friends' loads was twice as loud. He proceeded to fuck me in every position I'd ever been fucked in, but he was taking so long to cum that I felt self-conscious. He'd even been jacking off the whole time I serviced his friends, shouldn't he have been close to finishing before he even started fucking me? Whatever hard drugs this older man was on, perhaps they slowed his already aging performance? But more likely, my acting like such a WHORE with his dickish friends is what turned him off, and he was just too polite to say anything.
To add insult to injury, a couple times, his friends even asked "Dude, hurry up; are you almost done?" By the time he creamed my cunt, we'd gone all the way back to missionary again, the most romantic position. He and I were both melting into each other, with all the stinky liquid we'd generated by rubbing into each other for so long. So very, very, very, very long.
"Finally! Let's gooooooo." Ryan was still inside me, and his friends were making their way to the door. I made to peel my pussy off his dick, when he grabbed me roughly and shoved me back down all the way onto him. "Hold on," he grinned; "I wanna try somethin." There was almost complete silence until we realized what he was doing to me. The slight muffled sound of trickling water, the `little boy going to the bathroom' look on his face. . . His friends were the first ones to say anything.
"Dude, are you. . . SERIOUSLY?!"
"That's fuckin' NASTY, man!"
I had no idea what to do. No one had ever pissed inside me before. In my mouth, sure, and all over my body; but never UP MY BUTT! "Yeah, it is," he grinned even wider, then looked down at me: "but I bet SHE loves it, don't ya?" Some of it started to trickle out onto the mattress, so before I could even answer whether I liked it or not, he said "Baby, you gotta clench to keep it all in" and laughed at how inept I was. But he'd called me Baby, so I was his. I tried my best to keep it all inside me, but it was a tremendous pressure that I'd never felt before. I swore I could even start to taste it in my mouth. It felt like I was drowning; maybe my life could be ending. Although I felt like I should panic, I couldn't tear myself away from his burning eyes and that devilish grin.
"You guys just pick me up here tomorrow, I'm staying the night," he said cockily, and didn't even defer to me to confirm. They muttered whatevers as they left, murmuring how "fucked up" it was. As they left, the looks on their faces, and some of the things I heard them say, made me realize something. In their teenage-ish eyes, Ryan was a middle-aged joke. They would never be like that at HIS age, they tell themselves. They probably just used him to get drugs and alcohol and cunt, but they didn't respect him at all. Sure, they were "friends" with this loser; but I was about the same age as them, and I was the one begging him to have unprotected sex with me the very first night we met; I was the one making myself into this man's toilet, so desperately to not even care that these boys (probably my schoolmates) were watching it all and might tell everyone they know.
Once he was done, he had me walk my clenched ass over to the toilet, and let everything out in a disgusting crash. It'd burned going in me; but shooting out of me, it felt like being destroyed by an active volcano. The smell was like nothing I'd ever encountered before. The stench and the searing burn of it made me think `this dude must never drink anything but cheap booze and Mountain Dew!' He followed me to the bathroom, turned on the light, and watched my harshly lit shame from the doorway. Laughing and smiling every time I farted, or every time another clump of him and his friends gushed out of me. I couldn't believe it was only our first date! He was never gonna wanna see me again after this. My face burned hotter and redder than my abused pussy, leaking into the swampy toilet.
"Good girl," he said. "Now that we got all those other loads outta ya, we can work on gettin' a fresh load of MINE up there." His face beamed with pride above me, and my face reddened further in absolute mortification, as my butt squished out some more shit, piss, cum and boy.
"I'm actually not done yet."
He laughed, "gross!" then stepped into the bathroom; right in front of me. "My friends were right. You really ARE fucked up. . ." He lifted my beat-red face and kissed me, sloppily, before I could apologize. "And nasty. . . My nasty little whore. . . . But, haha, I actually gotta sneak in here, too." Then he did the sexiest thing he'd done all night, maybe the most romantic thing any man has ever done to me: he started pissing through my open legs. "I knew you couldn't handle all of it up there," he laughed. "I reallllllly had to go. . . Just wanted to give you a lil' taste of it up there." As he let loose his strong-smelling dark-yellow torrent of piss into the muck beneath me, it occurred to me: his dick was coated with the same piss, shit and cum that was currently trumpeting out of me; so how could it smell so putrid coming out of me, yet so delicious on Ryan's junk? When his stream stopped to a drip, he flicked the rest of it all over me, and onto my face. God, his laughter was godlike. Just like the near-tone of his beefy arms . . . I couldn't help but devour his dick down to the nutsack, right then and there.
"Oh! FUCK. YES!" He pounded a simian fist into the wall above me. "Good fucking girl." I plopped him out of my mouth just long enough to say: "I'm just sorry I didn't think to put it in my mouth while you were still pissing."
Then we both laughed, but my laughter was muffled by his filthy manhood. For a moment, I grew depressed that I'd only tasted his piss with my butthole. How sexy would it have been if he'd pissed in BOTH of my holes on our first date, instead of just one? What a great story that would've made! To make myself useful, I channeled my sadness (about wasting his lordly piss) into giving him the best blowie of his life; which really seemed to be the case, given how he was reacting to it. He didn't even take note of when I started wiping my butt, which I'd thought would get some cheap laughs out of him. After I mopped up the mess around my hole, with what felt like an entire roll of toilet paper, he growled with closed eyes: "Please tell me you're almost done." When I told him I was, he picked me up like I weighed nothing, then forced me down painfully onto the sink. In the mirror, I could see how disgusting I looked. Worse than I imagined! I guess getting gangbanged, followed by a piss enema and painful diarrhea, would make even the sexiest person in the world look bad; and I'm far from the sexiest person in the world. Never had I felt farther from sexy than in that moment, in fact.
I barely had time to process just how grody I looked before he rammed up my pussy with a growl, then pulled out, then rammed right back up me again with another. And another; and another; each one faster than the last. To distract myself from the burning pain, I watched him in the mirror and ignored my own ugliness. Even though he wasn't my type at all, the faces and noises he was making . . . and the way he moved his body inside me; it was all so fucking gorgeous. It made me flex my hole around him and not care that it hurt like Hell. Luckily, he seemed to only be paying attention to himself in the mirror too; and ignoring me. Precisely this brand of arrogance is what made him so sexy. He loved himself enough for the both of us. At one point, he watched himself kiss and lick his own flexing upper arm. I swear to God, he even winked at himself. He hadn't looked at me once the entire time we'd been fucking in front of the mirror. Some chicks might be offended by that, but I was ever-so-grateful. He really didn't need to be seeing my strained and sweaty pink face, contorting in pain while he long-dicked me. I mean . . . he'd already seen me suffer explosive diarrhea, after his friends spitroasted me, and he treated my pussy like a public toilet. This was supposed to be our first date. . . Why do I always fuck everything up? Why can't I just date like a normal person? No wonder it's taking him so long to cum up my cunt. . .
Sure, he just fucked me a little bit ago, but he'd taken forever to finish THAT time, too! The only possible explanation for him taking so long was that he didn't like me, or didn't find me attractive enough . . . But wait, what did it matter if he liked me or not? Ryan was disgusting, and stupid; and a DJ, for chrissakes! `I'm only getting fucked by him and his friends tonight to hurt Charlie's feelings,' I reminded myself. Even so . . . between my total humiliation, and Ryan's second brutal marathon-fuck of the night, it was all I could do not to cry. My entirety was burning red and bone-tired, and there appeared to be no end to the evening in sight. Just when I felt ready to abandon all hope: the idiot bastard came. So consumed was he by raging lust, he almost bashed my head against the spigot when he grasped my shoulders and forced me all the way down on his spasming rod. This really scared me, as it felt like a near-death experience. Still, my tongue instinctively swiped across my dry lips, as I milked and tasted his load with my butt. SAVORED it; the hot and creamy mess he'd just dumped in me. I was careful to dismount him as quickly as possible, though, once he was done with me; to escape into my bedroom and turn the lights off. He couldn't see how disgusting I looked! Alas, it was not to be. He slammed me into the bathroom door, the harsh white light still blazing above us. It hurt my eyes, as he lifted my chin to see my face better. Despite my disheveling, he looked down at me with the most radiant smile. Maybe I didn't look so narsty after all? Or maybe the smile was just because he was about to cram his tongue down my throat. My heart began pounding in my ears. No matter how many strangers' dicks get put up my butt and in my mouth, I don't think I'll ever get used to the feeling of a man kissing me on the mouth. One way or another, most sex is the same; but the tongue of every single man on Earth will explore your mouth in its own special way, in its own special time. I couldn't help but wrap my arms around him, needily and desperately, pulling his whole body into mine. It easily could've been a lifetime we spent kissing there, writhing against the door. The bathroom still reeking of shit and sex. My shit, and His sex.
He scooped me up in his arms, like leading-men do in romantic movies, then carried me over to the bed. Not the piss-stained mattress on the floor, where he first fucked me. He carried me to my actual bed, where, just less than an hour ago, I assumed I'd be sleeping alone tonight, after all the boys left. Little did I know, one of them would insist on staying. With his insistent arm wrapped around my belly; and his insistent cock, hardening grimily against my backside. All traces of the lavender laundry scent from earlier had been banished from my sheets. Now my bed smelled like a lethal dutch oven. This broke my heart a little bit, because I'd been hoping that, after tonight, Ryan would come to associate me with the girly perfume of my freshly washed bedding. Bi guys like him always love their guys to be extra girly; which is why I'd made sure to shave my body completely smooth, and made sure my dorm was spotless and perfumy before he and his friends came. But now, under the covers, with him holding me tight, I couldn't escape the overwhelming stench of BOY. More mortifying still, most of the odor seemed to be emanating from my own pussy. I'm amazed it was still attached to me at this point, given all the beatings and the surprise-douching it'd been subjected to. Sure, my pussy was still in one piece, but just barely. What it really needed was a good night's sleep. From the way it was throbbing, I estimated it would be about two days before I could let anyone else back up there again. And if Ryan and I were going to keep dating, I would need to increase my asshole-prep regimen. It'd been a while since I'd gone THAT hard. Let alone with three strangers. A squelchy fart escaped my hole, making the boy in bed with me laugh and call me a "stinky whore." My thighs clamped shut in embarrassment, but Ryan shoved a hand in between them. How had I not noticed yet, the roughness of his hands? They scraped my rosy, sweaty thighs like sandpaper, as he fiddled around for my hole. "Spread your legs," he commanded, already trying to pry them apart.
"No, Daddy!" I whined, before gasping and apologizing; trying to distract him from wanting to fuck again with my incest issues. "I'm sorry I called you that! I know some guys are really weird about that, and it grosses them out and stuff. I won't ever say anything like that again if you don't want me to—"
He cut me off with a sloppy kiss, then said: "Mmmmm I'm gonna have some FUN with you." His sandpaper hands found my throbbing cunt-lips. Please try not to cry, I told myself. Shitting in front of a guy on a first date is one thing, but crying would be impossible to come back from!
"Please, Daddy! Let's just go to bed," I whined.
"Nahh," he chuffed; "gotta take care of THIS for me first." And with that, he shoved all the way up into my battered cunt. Only a couple times in my life has sex literally felt like getting stabbed to death, and this was one of them. I screamed so loud, he clamped a meaty paw around my jaw and laughed. He let me open my mouth just enough that he could slide a few fingers in, while he kept sliding in and out of my other hole. How could his fingers taste so disgusting, when his piss- and shit-covered dick had tasted so good? Sucking and licking his knuckles really did calm me down, though, despite the oily taste and agonizing pain in my pussy. After he jammed his pelvis into my buttcheeks again, he stayed there and asked me: "Now if I take my hand away, are you gonna be a good girl and stay quiet? You were getting a little loud there haha. . ." I did my best to gargle a "yes, Daddy" around his hairy knuckles. He slipped his sloppy fingers out and started playing with my tits. "Actually. . . I'm just gonna stay up here a little bit longer." The way he stirred up my innermost guts made it clear what he was talking about. To thank him for pausing his fuck, I gave his nutsack a few painful clenching kisses with my burning butthole. We stayed cuddling like that for a while, with him balls-deep up my cunt and wetly plucking my nipples, until the sun began poking my red and sleepless eyes like torture. Right around that time, he started fucking me again in earnest. After begging a handful of times for him to "stop, Daddy, please, it really hurts!" he begrudgingly listened. He plunged, not even fully hard, all the way up my bunghole one last time and stayed there, frictionless. Ready for bed, with his manhood tucked inside me. It was one of the only times I'd ever begged a man to stop fucking me and he actually listened. I was REALLY starting to like this guy!
"I'm like fucking in love with you, you know that?"
"No you're not," I giggled, not even a little flattered. Well, maybe a little bit; even though I knew he was just bored, and trying to get me to let him fuck me with his floppy dick until he got hard and came in me again; which would take more painful hours on my part.
"Yes I am; isn't that fucked up? I'm already in love with you."
"You just like me cuz I'm a slut for you and your friends," I said, amused.
"No! that's not it! From now on, I just want you all to myself! I don't even know why I brought them tonight, to tell you the truth . . . .Hey. Do you wanna be my boyfriend?" My lungs felt like they'd just been kicked, and I didn't know why. This wasn't part of my plan . . . was it?
"I . . . don't think that's a very good idea," I said. What was wrong with me? It fit my revenge scheme perfectly! to be dating my archenemy's ex-boyfriend; why was I hesitating now?
"Oh yeah?" he asked, like we were already dating. "Okay, then, how about I make you my GIRLFRIEND instead?" As he said "girlfriend," he pulled out of me and shoved all the way back in, apparently HARD again, then gave me a purple-nurple as he asked: "You'd love that, HUH?" but all I could hear was my aching tits and cunt making me yell "OhGodYES!!!" in spite of myself. He took this as his cue to resume fucking my used-up cunt. It didn't matter how exhausted, raped, worthless, ugly, and disgusting I felt; a man wanted to be my boyfriend, and that made all the pain and humiliation worth it. `Master Anton is gonna be so jealous,' I told myself . . . Spoiler alert: he wasn't. And that's how I became the "girlfriend" of Ryan Number (let's say) Four. And he became my Master, Daddy, God, the center of my world; and briefly, my pimp. We only dated a month, and the "keeping me all to himself" mood didn't even last two weeks.
Please let me know what you think at YourNastyFag at gmail.