Had a couple of requests in replies and DMs to write some more, so thought I’d kill some time on my flight home and jot down some of the recent fun.
Have been seeing a girl, she’s pretty conservative, having come from a pretty traditional Singapore family and she had only had pretty limited vanilla and bland sex in the past, now I have to be honest, it’s been a blast awakening her long repressed hidden inner-slut.
I’m pretty dominant secually by nature (and practice) and enjoy things a little more lively, but knowing her inexperience and not wanting to overwhelm her, was thinking to take things relatively slowly in terms of introducing her to the exciting world of some sub play and the dynamics of that side of sex, but my god has she taken to it in a surpsing way.
We’d met and gone for drinks on our first date, she’d explained how she’d been in a long term relationship with the same guy for many years and sex had become a rarity and was always and without exception, misionary, she’d asked to take things slow, and sure, of course I agreed, but damn, she’s pretty hot and the devil in me couldn’t wait to do many rude things to her.
Drinks flowed, talk became more open and progressively more dirty, long story short we ended up back at my place, we’re making out, but was largely all that was expected of the eve.
Obviously flustered and turned on, she pulled away and said that she should prob go home. We shared a smile and i called her a cab. She went to the bathroom to freshen up. She came back in and I stood up to give her a good night kiss, her kiss was eager and a little frantic, then out of the blue and shocking to me, she knelt right down in front of me, unbuttoned my pants, and pulled my now semi-hard cock out. Her lips wrapped straight around me and while she may not have been the most practiced at giving head, the need and wanton lust she went at it was such a turn on, I was hard in seconds and god her pretty face looked good with my thick cock in her mouth.
Then fuuuuuuuck!! the damn tease stands up, pecks me on the lips and says good night and practically skips out the door clearly as shocked at herself for having done that as i was.
I’m laughing, kinda blue balled and probably pretty funny looking with a confused and disbelieving look on my face standing there in my living room with my cock hanging out.
She texted me from the cab to thank me for a lovely eve, I expressed my thanks also but called her a wicked tease.
She laughed and said it was a good way to ensure I called her again.
The likelihood of me not calling was very low, she had exactly that cheeky cuteness that gets me going, and a tight perky body that already had many filthy imaginings running through my mind of all the things I wanted to do to her.
Sure enough, post second date she was shyly lying there naked on my bed, her legs spread nervously watching me rub the head of my cock along the slit of her pussy, teasing her clit and enjoying her little gasps as with each stroke I spread her lips playing with her opening. My cock is soaked at this point she’s so wet, and I gently push my tip inside, expecting to need to take it slowly, I pause to let her get used to how it feels stretching her out, but she pushs her hips up at me, determined to get more of me inside.
Happily I oblige and push myself fully inside her, previous thoughts of playing the caring lover, slowly bringing her along go out the window at her words;
“Fuck!! Fucking fuck me!”
Not going to lie, I enjoy listening to a good command of the English language and choice turn of phrase, but that blunt demand might be one of the sexiest sentences I’d ever heard.
..And fuck her I did, gone were the nerves, her legs quickly wrapped around me pulling me deep into her.
Her hips thrusting up at me urging me to go harder and faster was all the encouragement I needed. I fucked her hard, pressing her legs up against her, each thrust pounding her deep and god, she’s loving it.
I turn her over and bring her up onto her knees, I grab her ass and pull it back towards me as I drive straight back inside her, she spreads her arms wide so her shoulders pressed down against the bed, curling her back down so I can fuck her deeper.
Seeing this enthusiasm I decide to move it further, I pull both her arms back behind her and pin her wrists down against her lower back.
She’s moaning loud, and I’m loving both the view and feel of her tight pussy gripping my shaft as I slam hard inside her.
I reach forward, keeping her wrists pinned with one hand, the other wraps into her hair and I pull her head back towards me, she’s fully pinned in position as I continue to fuck her hard and fast.
She cums, breathless gasps, moans and that continuing commentary of “oh fuck…fuck..oh fuck…ohhh”
Next thing I know she’s bucked straight forwards, the suddenness and shock of it, I let go my grasp and she crawls forward burying her face in the pillow.
Worried that maybe it was too much I lie down next her. Hearing muffled whimpers I stroke her hair and ask if she’s OK.
She rolls straight over to face me, her eyes are crazy wide and she’s panting, a big grin across her face. She kisses me fully and leans back again to give me that wide eyed stare again.
“That was so fucking intense” she half laughs, half gasps, and kisses me again.
Thus began an excellent journey of discovery and, I’ll be honest (as I’m pretty smitten), fucking awesome sex.
Everything seems new again, the first time I wrapped my hand around her throat as I fucked her while spooning, she came within a minute. Each time I introduced her to something new she’d give me that same post wide eyed look of disbelieve and then shy giggle as to how turned on she gets when being used roughly, progressively more tied up or plain treated like a fuck doll.
Few things have turned me on as much as when, her kneeling on the floor in front of me, I’ve been fucking her mouth and teasing deeper, holding her in place for increasing times as she chokes on my cock, releasing her to catch her breathe, she leans back, her saliva thick from the throat fucking, spits it on my cock and starts stroking me, positioning herself so she’s jerking me off over her face, she never breaks eye contact even as spurt after spurt of my cum covers her pretty little face.
So now we’re mostly up to speed this week and (finally) to where the plot of this story was supposed to be heading. (Obviously, minus all the stories of the tying up, the role plays, progressive spankings, orgasm denial amd many other fun ventures down the dark path, but maybe they can appear in other tales).
I’m writing this on a plane flying back from a weekend away over in Phuket (I know, fitting name..), and man, my balls are exhausted from the amount of cum I have shot over and inside her the past couple or days.
If you’ve read any of my other stuff you’ve probably picked up that I have a thing for anal, and especially introducing and bringing girls into the naughtily taboo and oddly satisfying world of craving having their ass fucked.
I’d played with her ass before, either with my tongue or finger when going down on her, or teasing her hole with my thumb while I’m fucking her doggy style, it had always been met with pleasurable moans which was a good sign and had checked in during our chats that she’d enjoyed it. So I’d decided that our little holiday trip was a good time to take her anal cherry and have a nice additional memory to go home with.
I had packed a couple of training plugs and lube in the bag, and had considered but not settled on when to introduce.
Fortunately opportunity presented itself quite early on.
We’d landed in the morning, dropped the bags off in the room, quick showers then headed down to the beach.
I’d been sitting for a while and suddenly realised I’d prob been just blankly staring for 10mins or so, my kindle in my hand forgotten as I sat there happily watching her in the surf, her perky tits and ass showed off perfectly in her bikini.
She saw me staring, grinned and waved me over to join her in the water.
I of course did, we swam and frolicked in the surf etc
At one point I’d lifted her up, cradled in my arms, and seeing a cheeky opportunity, ran the hand that was supporting her legs, up and between her thighs so my thumb was rubbing against her pussy over the fabric of her bikini bottoms.
She gave me an outraged splash and squeek worried that people would see.
I assured her that below the water level no one could see or have any idea.
My thumb continued playing and I slipped it beneath the fabric to slide between her slick lips, wet not just from the water.
She stared at me, faux outrage still on her face and told me it was very unfair to turn her on like this in public whilst not able to continue, I grinned wickedly and of course continued.
She called me mean, I may have goaded her in asking what she was going to do about it.
In answer, her hand slipped down between our bodies and she pulled my cock out of the top of my shorts, still under water and out of sight, she starts stroking me.
We have a kiss, a short mutual stroke, then she slips out of my arms, she takes a couple of graceful swim strokes and I presume we’re having a cool down before heading back in, I’m tucking myself back into my shorts when I feel her hands push mine aside, I’d not noticed her dive and swim up to me, still underwater her lips wrapped around my cock, a couple of strong (and frankly impressive to do it while underwater) sucks later she re-surfaced, knowing full well she’s got me rock hard, she flashes a similar wicked grin that id given her and she swims back to shore, collects the towels and means for me to cover my pretty obvious hard-on and heads up the beach back to the hotel.
I was in a dilemma, waiting it out in the water, trying to will my cock down from its excited state, but all thoughts I had were of payback, and all of a rude kind. This did nothing to diminish the situation. Accepting defeat and deciding just to kinda brazen it out, I walked back to the room, hard and intentionally ignoring the looks I’m sure I was receiving, my mind set on some pay-back sex.
I knocked on the door, not having a key and she opened it quickly, a very mischievous grin on her face, knowing that she was going to be in for some hard ‘retribution’.
Not closing the door to the hotel room, I pressed her, face first against the wall in the doorway, I spread her hands out flat against the wall and told her not to move them. Reaching around her I slipped my hands into her bikini top, freeing her tits.
She gave me an outraged “oi!”
But we’ll trained girl that she was (mostly), didn’t move her hands.
After an appreciative squeeze and play with her breasts and nipples, pinching just to the point of pain that makes her knees go a little weak, I run my hands down her body, my foot nudges her legs to stand further apart, my thumbs hook her panties and pull them down to her knees.
With one hand between her shoulder blades I keep her pinned to the wall. The other I slide across her ass and between her legs. She’s soaked as my thumb slides straight inside her, my fingers rubbing her clit as I start to fuck her with my hand there, just inside the doorway to our room.
We hear the elevator ping, we’re out of sight for now, but if the other guests walked up this way, it would be a pretty explicit sight for them.
I waited a few seconds to let her believe that I was going to keep her there to be finger fucked in front of random strangers, before I slid to the side and let the door close behind me.
My hand ran up into her hair and gripped, I lead her across the room, bent her over the arm of the sofa and fucked her right there.
I reached around and had her suck and lick my thumb, once covered in her saliva I then teased and moistened her tight asshole.
Running circles and applying slowly more pressure I eventually slide my thumb inside her as I continued to fuck her pussy.
Teasing her ass open gently while she was distracted by the hard pounding she was getting.
Taking her by the hair I lead her to the bed and had her down on all fours, shoulders down against the bed. Ass in the air.
Her little waggles of her butt are very cute as she expectantly waited for me to come up behind her and continue fucking her.
The coolness of the lube made her gasp as a healthy squeeze dripped down onto her tight hole.
My one hand went back to playing with her pussy while the other teased, gently twisted and coaxed a training plug slowly into her ass.
She gasped and squeeked slightly as the widest bit slide through and the plug slipped fully inside her.
Not giving her much time to overthink this new feeling, I slide my cock back inside her pussy,
Her moans her loud, almost desperate as she barely started processing the feeling of being double penetrated for the first time. She didn’t process for long as she was quickly gasping out, crying ‘fuck’ into the duvet as she came, I didn’t let her go, amd continue to pound her hard, I grasped her wrists and pulled her back to me and my speed picked up, feeling myself build up, I enjoyed the sight of it, this conservative shy girl, screaming as she cums from her ass and pussy being filled at the same time. God knows how much cum I unloaded into her, it seemed to last forever as my hips pressed hard against her as my balls emptied every drop I had deep inside her.
I rolled off to the side to lay down on the bed and catch my breathe.
She stayed there as if frozen, her face against the bed, her ass in the air, arms flat by her side.
She met my eyes and gave me a weak grin and trademark, breathless “fuck..!”
We spent the rest of the afternoon, lazily lounging in bed, watching movies and reading.
She rolled out of bed first to go shower and get ready for dinner.
She came back into the room, gave me possibly the filthiest grin I’ve ever seen, before picking up the plug and lube and disappearing back into the bathroom.
“You’re wearing it out?” I laughed a little incredulous when she returned.
She nodded, turned and bent forwards to flash me her pretty pussy and the sparkly cap at the end of the plug pushed tightly into her ass.
Dinner was nice, the wine flowed, but the little shuffles on her seat said her mind was clearly on later.
Almost immediately after getting to the hotel room, she dropped to her knees, pulled me out and her eager mouth was straight around my cock, her hand gripping my shaft in tandem, felt amazing as she sucked and stroked the length of me.
As awesome as it felt, I was rock hard and needed to have her, I lifted her and tossed her down into the bed, spreading her legs, her lack of panties allowed direct access to her glistening pussy, my tongue pushed straight inside her, then ran it up to flick and massage her clit, sucking and nibbling gently on her sensitive nub, not bothering to undress either of us, I knelt up and pushed my cock fully deep inside her in one thrust. Hooking her legs I pulled her hips up towards me and went to town, each thrust slamming in balls deep.
I pulled out, pushed her legs up towards her chest fully spreading her, I leaned in, my mouth hungrily found her freshly fucked hole, her musky scent and slightly acidic tang was intoxicating and had me devouring her the more turned on I got.
As I continued to lick and play with her clit, I slowly eased the plug out of her ass, slowly pulling through the initial stretch as the plug emerged, her moans encouraging I rolled her onto her side.
Her ass was slick as she’d obviously used a good amount of lube earlier when inserting the plug, but I liberaly applied more and added a healthy amount onto my cock. Lying behind to spoon her, I lifted her leg slightly and guided her hand to play with her pussy.
I rubbed my head of my cock against her now slightly parted and very slick hole, applying gently increasing pressure I felt her ass start to stretch and allow the tip to start sliding inside, she moaned and in a similar way to the first time we’d slept together, she pushed her hips back against me, my tip went fully in along with about a third of my cock, a sharp hiss of breathe through clenched teeth told me she’d been over-eager and that sudden full stretch of her tight hole was a lot more than she’d been expecting.
She reached back to grip my hand tightly as she continued to take sharp intakes of breathe, teeth still clamped shut tight.
I started to ease back out but she said desperately “No! Stay inside”
I let her take the lead, after a few seconds, her hips started rocking minutely back and forth, each time taking a little more of my cock into her ass, I could feel her relaxing and my cock no longer clamped like an absolute vice, started to move more freely inside her and slowly she worked all the way down to have my full length buried inside.
“Don’t move” she asked, clearly still a little scared, her hand went back to furiously rubbing her clit.
Clearly doing a good job on herself. I could feel her relaxing and the sharp deliberate breathing of before gave way to sighs and the more familiar sounds of her comfortable moans of pleasure, fraction by fraction I moved my hips against her, feeling my cock moving more freely inside her and her moans synced with my slow thrusts. I slid my hand up her body and to her neck, my hand easily wrapping around her throat, gripping lightly with my thumb and first two fingers I applied slight pressure, lifting her chin giving me full control over her throat I began to fuck her with fuller, longer strokes.
Her eyes were closed and she’d clearly disappeared off into her own little world, I began to fuck her ass properly, her fingers still working frantically on her clit, her mouth open, breathing heavily I could tell she was building up. Expecting her to continue to finish she surprised me by slowly pulling away so my cock slid out of her.
“I want to try something” she breathed and turned to climb over and straddle me. Getting her feet under her so she was squating down onto me, she gripped my cock and as she lowered herself down, guided it to her ass, using small little bobs up and down to get my tip back inside her then slowly lowered herself onto me, she leaned back supporting herself on one arm, her other hand went back to rubbing her pussy, now presented and spread beautifully in front of me.
We’d clearly come a long way from that timid, sex-shy girl i first sat down for a drink with, and damn, I have to tell you, its a fucking hot sight, front row seats to this girl spread, rubbing herself as she pushes her hips back and forth to stroke my cock buried deep in her ass.
As if reading my mind, she tells me half laughing, her words coming out breathily from a mix of concentration and obvious arousal “you’ve made me an anal slut as well.. fuck” she said with a laugh and smirk.
Not long after, I see the familiar scrunched up eyes, look of intense concentration on her face that she gets when she’s getting close, I let her continue, sliding up and down my shaft, a heavy moan and exhale, then holding her breathe, eyes screwed up tight i see her lost in her orgasm, her body juddering, shivers running through her as her orgasm hits.
As the shudders subsided, she dismounted and knelt between my legs and grabbing my cock put it straight in her mouth and started sucking my hungrily. I didn’t last long, her mouth and hand had me crashing over the line quickly, she sucked it all down, not a drop of my cum escaped as she swallowed every spurt as it filled her mouth.
After, we both lay there in blissful semi-comatose contentment, she surprised me with a sudden giggle.
“Three months ago, I’d only tried doggy style once in my life, haha.. I just swallowed down a load from a cock that was fucking my ass just moment before”
She’s reading this over my shoulder at the moment as we sit here on the plane, obviously checking up on what parts I’m telling, and demanding I don’t mention the breakfast walk of shame this morning, walking through the food hall with an obvious cum stain on her dress that had just leaked out from when I’d unloaded inside her just before we’d headed down…
Till next time folks..
Source: reddit.com/r/gonewildstories/comments/whflp3/mf_a_slut_is_born