Part 2 of my other story; check the profile.
*The Hero*: in his early 20s, just under 6’0″ and with cock to spare. Isn’t yet a yuppie but looks like one according to a mentally ill woman who threatened to throw him off a bridge (for reasons heretofore undiscovered).
*The Damsel*: Olivia. A taller girl, maybe 5’6″, with big eyes, milky skin and two tattoos. She has a skinny, model-like upper body and a lower body that’s the star of the show. Looks like Lily Collings (who got stung by a bunch of bees on her lower half). Muscular calves; enormous, juicy thighs; a butt so large and jiggly that it feels criminal. Knows how to fill out a pair jeans. She has “mental health issues” that lead to mundane relationship problems but is an absolute firecracker in the sack. The Hero finds her self-diagnosis irritating but cannot leave that ass alone for even a second. She attracts white-knight types like flies to honey.
*The Villain*: Tex. Not the villain anyone wants… or anyone needs. A silent guardian for those who don’t want to be guarded. A watchful protector of those not interested in protection. A White Knight.
*The Story so Far*: After another fight about random bullshit (“You said you prefer blondes!” / “I was talking about Belgian ales!”), the Hero and the Damsel retreat to the bedroom to hug it out, but, like, with their privates. The Hero immobilizes the Damsel by incompletely pulling off her dress and leaving it wrapped around her arms and face–effectively blind-folding her and binding her arms in one go. Still feeling adventurous and a bit mean, the Hero begins to stretch out the Damsel’s very tight little butt while his cock is busy defiling her soaking pussy. The Damsel, feeling a little overwhelmed, makes some ungodly noises which draw the attention of the White Knight, who comes knocking at the door. And so we resume our tale:
“*Everything all right in there!?*” Tex’s stupid voice rings out. He sounds weak and unsure of himself, like a new kitten in a house that doesn’t care much for kittens. I almost lost my erection.
“*Yes, Tex, we’re just having fun,*” I said…. Silence. I had paused my exploitations of Olivia’s nethers but she whined beneath me and so I continued. Her chorus of grunts, moans and groans quickly resumed. Just as her yelps began to reach a fresh crescendo, I decided to torture Tex a bit as I was sure he was still listening. I raised the hand that wasn’t busy warming up her ass, and brought it down right on the meat of her cheek, leaving a bright red handprint. The slap echoed off the walls. Olivia screamed. I did this twice more in rapid succession, eliciting a fresh scream each time.
*Smack. SCREAM. Smack. SCREAM*
Tex just couldn’t help himself. “*Olivia, are you ok in there?*” Tex now genuinely sounded worried.
“*Shut the fuck up, Tex! I’m trying to get fucked in here and you’re bothering us.*” Olivia slayed the White Knight, stabbing him right in the heart. Once again, there was silence and I resumed my Assault on Precinct… her butt. Olivia’s yelps and yowls quickly restarted, now sounding like she was attempting to commune with the dead.
*Grandma!? Is that you? Oh, Jeez, don’t look.*
After that more vulgar outburst, we didn’t hear from Tex anymore. I assume he went away to go beat off alone in his room to fantasies of sweet calm gentle sex with girl on top. Yuck.
If I had been in a poor mood before, it was nothing compared to how incensed I was following Tex’s foray into white knighting. This wasn’t Olivia’s fault, of course, but then it kind of was because she loved encouraging these simps to follow her around like lost pets. She was the Pied Piper of milquetoast dudes! Enough preparation, then; on to the main event!
I slowly pulled my fingers out of Liv’s pucker and her hole immediately clenched shut. It was so cute! Small, hairless, bubblegum pink. A perfect little starfish. Like with all perfect things, my immediate instinct was to ruin it. I needed to see it straining to take my turgid cock, quivering desperately against a foreign invader, yielding to my thick meat.
I hilted myself in her one last time, forcing out another groan, and then slowly pulled my cock out. It was rock hard and soaking wet with her juices and my precum. She was so turned on, the overflow was running down her thigh. I gave her fat, milky ass two more sharp smacks and then lined the purple head of my cock up with her other hole.
“*Wait, we haven’t done it this….*” I wasn’t in a state of mind to wait. I braced against Liv’s hips with one hand as I held the base of my cock with the other and began to push in.
It was unbelievably tight. At first it didn’t move at all and Liv just grunted beneath me (“*Oh fuck, baby, it’s too big.*”) It took a few earnest pushes for her rosebud to open up, but once she relaxed for me there was no stopping it. Liv clawed frantically at the sheets as my head finally popped inside and I began to make my reconnoiter of her rear. Inch by inch, I forced my way inside. Prying open her backdoor and slowly working my way in. She was an unprepared Kevin McCallister and I was a wet bandit.
“*That’s a good girl. You can do it. Shhhhh, shhhh, shhhhh,*” I said as I listened to more guttural moans get forced out of her with each new centimeter of penis. It sounded less like sex noises and more like a tough workout. I loved every second of it. Maybe our relationship issues weren’t so bad after all!
I patted Liv’s bottom in what I imagined was a comforting manner as I continued to plumb her depths with my cock. My penis thickens a bit in the middle–she had noted this to me before–and she got especially loud as the thin skin of her anus stretched around the fat middle of my cock.
“*OH MY GODDDDDD! YOU’RE GOING TO BREAK ME.*” I hoped Tex heard that.
Finally, after what felt like an eternity of self-control, I was in. I had buried my thick cock in her ass, my balls now resting on her puffy little pussy lips. Her tight little hole was gripping the base of my meat. It felt amazing and I had to pause to enjoy the sensation of her little hole convulsing around me. The tightness was indescribable and the view was imprinted on my brain. My entire cock had disappeared inside her and the ring of her asshole looked stretched thin. Like a sexy magic trick. Liv was muttering “*wait, wait, wait, wait….*” while I gave her time to adjust to my size. She was still breathing hard but the uncoordinated clawing at the sheets had subsided.
Normally I would have told her to play with her clit at this point but her arms were still trapped and I figured we would focus on my pleasure for now. Maybe we’d get to her later. I had successfully breached the gates; now it was time to pillage.
*Cry Havoc!, and let slip the cocks of war.*
Once her breathing finally slowed, I began to painstakingly pull my cock out an inch or so at a time and then push it back in. Gentle, shallow humping just to get her used to the sensation.
“*Fuck, baby, it feels like you’re in my stomach.*” I didn’t disagree. I felt like my cock was going to come out of her belly button.
My shallow humping gradually progressed, getting more and more vigorous as Liv’s guts adjusted to the invasion. One inch became two, two became three and so on until I was pulling out nearly my whole cock, watching her asshole get dragged out with it (like lips trying to hold on to a lollipop), and then rapidly pushing it back in. If her grunts were loud before, it was nothing compared to now. She had abandoned talking to the dead and was instead trying to broadcast our rutting to alien civilizations.
“*Where’s my cock, slut.*” I asked.
“Oh fuck, it’s in my ass, baby.*”
“And who’s ass is it now, whore?*”
“It’s all yours, baby. I’m all yours. I’m yours however you want!*”
And so she was. I was really plowing in to her now. My balls were coming up to hit her pussy lips and clit with each stroke, making wet smacking sounds. My cock, stretching her tight ass open again and again, was in heaven. She couldn’t really hold herself up anymore and so we collapsed into the prone bone position, with my cock continuing to piston in and out of her, defiling her further with each thrust.
We were both just grunting now. Two animals locked in a perverted embrace. We were soaked with sweat as I bottomed out in her again and again. Normally she needed some clit play to cum…. but I was going to will her orgasm into existence without it.
“*I want to cum, baby.*”
“*Not yet, slut. Don’t you dare cum until I say so.*”
“*Please, sir, I need it. I really need it.*”
A few more strokes.
“*Oh, please baby, let me cum. I need it so bad!*”
“*I guess you’ve earned it. Now, be a good girl and cum for me.*”
That did the trick. Liz began to cum. It started with a low continuous moan as I felt her hips writhe spastically beneath me. It built and built as she bucked, groaned and twisted, seemingly trying to dislodge the intruder in her ass. But I wouldn’t let her. I held her down, slowed my strokes to let her ride it out and kept her ass in place as the orgasm washed over her.
“*OH…. FUUUUUUCK.*” Was all she said as she finally stopped moving and collapsed on the bed, totally spent.
I had to pause then, too. Defiling her so thoroughly had taken a lot out of me and I fell on top of her, pinning her in place. We both just lay there for a bit, not saying anything, my hard cock still inside her ass and her shuddering involuntarily every few seconds.
After a bit, I checked if she was still breathing (she was) and asked her if she could take a bit more as I hadn’t cum yet. It took her a long time to answer.
“*Olivia?*”
“*I can’t think,*” she said. “*You fucked me stupid.*” I had a evil response stuck in my throat but I resisted. There’s mean and then there’s cruel and I’m the former but not the latter.
“*I can take some more but please be gentle.*” It wasn’t in my nature to be gentle but I could at least try to make it fast.
I slowly restarted my humping while her pucker squeezed my cock like a clenched fist. It took me some time to get back up to speed but her ass was well stretched now. In a minute or two, I was back to power humping her anus. Liv was done. She barely moved. She mostly just lay there and took it. I needed her to do a bit more work.
“*Tell me what you want.*”
“*I. I. I want your cum, baby!*”
“*Where do you want it?*”
“*… inside me,*” this she whispered.
“*I can’t hear you. Where do you want my cum. Tell me.*”
“*Oh FUCK. I want it in my ass.*”
“*I know you do, you wet little slut. You want your ass filled with cum, don’t you.*”
“*Oh fuck! Fuck! Fuck, yes! Fill my ass up and make it yours!*”
That did it for me. My balls tightened, I felt my prostate swell and I lost all decorum. My thrusts became erratic and my mind went blank as all I could do was thrust inside her as deep as I could, trying to fill her up with my cum. All of my muscles strained and I pounded her into the mattress like I was trying to nail here there forever. Totally empty, I collapsed on top of her again as I felt the churning in my balls calm down and my rigid cock finally begin to soften.
So ends our tale. It was kinky as hell but also one of the last times we had sex. Your early 20s are a magical time. Enjoy them for as long as you can.
Source: reddit.com/r/gonewildstories/comments/12psgq6/mf_anal_and_bdsm_in_the_east_village_a_thrilling
In the mid 70’s, I had a very similar experience with a girl who lived off Tompkins Square. What you said about your early 20s — truer words never spoken!