Hi! long time lurker, first time poster ! Inspired by the fan-tastic stories on this sub to start sharing my adventures
Now I admit, this one is a bit long, but feel free to spoilt it for yourself if you like :)
Happy to answer any questions in the comments
>!TLDR: The girl who wasnt even sure if she’ll have sex with her online date, proceeded to beg him to creampie her raw during CNC play and recording ourselves after experiencing more orgasms in one night than she had in all of her lifetime put together.!<
For context, Im 24M, Indian, 5’7″, mildly athletic and lived in the SF area when this happened, a few weeks ago
Theres only two characters in *this* story.
Myself and her; let’s call her S. Right to it now !
– ————————————-
It was a lazy Thursday. I was moving out of my SF apartment on Friday to move to New York on Friday. The move was primarily for work. But all my friends kept pointing out how great New York would be for a single guy in his twenties. Reddit told me the same story with some interesting caveats
This pondering was cut short by my phone buzzing with a new match notification. My past experiences had attuned and habituated me to the benefits that came with kinks that you can explore with a consistent sexual partner; cant even begin to explore advanced and trust based kinks with someone you’ve met maybe just once or twice.
The move to NY had been made as a game-time decision and wasn’t a completely thought through decision; so, yeah, I could use a distraction.
My bio had said “Not new to here, but i’ll let you show me the ‘ropes’.” I didn’t like having to call out my pun, but i thought it was better to be slightly-less-funny than misunderstood on dating apps where people have the attention span of a goldfish.
She said “Rope partners ?”. I said ‘Sure’ chuckling to myself and prepared for this to end with mild handcuffing at best.
We exchanged a few messages and then got on a phone call to say hi.
*‘I do move out in two days’*
*’Well then lets make the most of our time together’*
*Hmm, I like this girl…*
**Highlight #1:** I’d picked up on the accent as soon as she started talking. Turns out we were both Indian.
She was 34 and I’m 24. She was curious and wanted to try something new; in this case, younger men.
She was very cautious, respectful and articulate. *‘I wont stay for too long, im not very sure if i’ll feel comfortable going for it in the first meeting, I love to smoke up but Ill pass for today since I have to drive back to guests’* and other such niceties and cautionary notes.
I was totally okay because I enjoy the date as much as the sex and i had nothing going on that evening. I was also okay with it because, I could *tell* there is a slut hiding inside her and I *thoroughly* enjoy pulling the slut out of shy, reserved girls.
30 minutes later she arrived at my place. I poured ourselves a small drink each while she browsed my collection of eccentric gifts from friends. I was in no rush and had no agendas for my evening with her.
She was coming straight from work and was dressed in a casual work-appropriate outfit; a shirt and jeans. Since I was home I was able to dress for the occasion with a button down and jeans. She looked cute; with a hidden dark side kinda vibes. Cute face with some freckles, she wore glasses, had long curly black hair, a petite, soft jiggly ass.
10 minutes into chatting about our lives, she starts rubbing my thigh and laughing harder than merited on my jokes.
*She wants to fuck. She’s ready*
The power complex in my head turns on and I decide to turn up the difficulty level for herShe starts rubbing her feet up against mine. Playing with my ear. I play along but I don’t reciprocate
*Show me how much you want it…*
She was very interested in my stories from past sexual partners – and I shared very gladly – because I could see that she definitely got off on it. (There were two play partners from the same dating app – Pure – one was 38 and one was 19 – more on that in my profile soon ! )
**Highlight #2:** In the process of sharing stories she shared that she had actually never had an orgasm from someone else. I was mortified and my knee jerk reaction was “Oh im so sorry thats terrible”. She was taken aback “Oh don’t worry, thats normal; it’s just really hard for me to cum from someone else”
I’d heard that before. I took offense to that. I took offense to the fact theres men out there setting the bar so low. Im all for taking advantage of low-set bars, but this particular one was just beyond acceptable.“Don’t worry, we’ll change that for you and show you what you’ve been missing out on”
She laughed and brushed it off, presumably from having heard that from guys before and ending in disappointment. I let it go. I like showing and not telling.
—
I start by giving her a massage which very quickly turns into us making out very hard. I take off her top which hid a very flattering pair of natural, juicy and tight tits.
*“Be careful, i have very sensitive tits”*
*“Oh i fully intend on taking advantage of that”*
She gasped breathlessly when she heard that
She had big nipples which were super easy to get rock hard.“Fuck you’re amazing. Nobody’s been able to make me feel this good with just my top off”.
I know she meant it as a compliment, but
1. I took it as a challenge to dial it up
2. I couldn’t help but feel sad for her coz her past partners had clearly done a poor job; I wasn’t doing much yet honestly
3. I grinned in my head like ‘oh i’m just getting started’I ask her to play with herself, while I continued to play with her tits while she leaned back on me
**Highlight #3:** I don’t think even I fully realized the extent of how I could leverage her sensitive tits to my advantage. More on that for another story.
> Now heres a tip for the guys for first time dates: Ask her to play with herself. And observe her decision to rub vs finger herself, the intensity, the rhythm – and every other minute detail – she’s basically handing you a map to her pleasure.
Now, I do this because of that but also because its so fucking hot for me to watch her pleasure herself while I play with her.
I push her panties to the side only to realize that she is dripping wet. Like 100% in the literal sense, soaking through her panties with drops down her thighs. Despite her being pretty tipsy on alcohol.
I turn her around and position myself at her feet and she holds her legs without me even asking.
*She’s beginning to access her inner slut…*
I look into her eyes as a i let my drool land on her clit. Im guessing that visual did the trick for her because I could *see* the proper and innocent girl melt away from within her.
I push my fingers in and a few moments later, I found her g-spot (or was damn near enough) and paused for a second while she shot her head up to lock eyes with me in a moment of **mixed terror, anticipation and lust** while I smirked ear to ear. A few minutes of massaging her g-spot and her pussy tightened and the next thing I know her look changes to one of pure lust and terror and she barely manages to mouth the words ***“Oh my god Im gonna cum”***
I wanted to deny her her first fingering orgasm and torture her but before the idea could take, she throws her head back in agony and her whole body convulses in pure passion ***“Oh my god i’m cumminnnggg”***
**Highlight #4:** S had her first orgasm that wasn’t given to her herself.
I had positioned her so that her head was over the edge of the bed and in the process of her orgasm she had incrementally snaked her way completely off the bed as the orgasm sent quivering waves through her body.
I pulled my fingers out from her to let her have a few moments to collect herself and feel the moment. “Oh no please don’t leave me. Pl give me that dick. Please fill me out. I wanna feel what an orgasm from your dick will feel like. Please fuck me”
I pull her back on the bed and decide to make her beg. She says some more vanilla stuff; I let her talk while I undo my pants. I tease her pussy with my cock and tell her to beg harder.
Now begging with your words is one thing. This girl accessed some hidden part of her and **begged with her whole body**. She started rubbing my cock with her hands and looked at me longingly while she arched her back to expose more of her pussy to me. She began inch-worming her entire body to get closer to me. I kept teasing her and withdrawing.
That must have driven her crazy because she paused for a hot second and with a dirty playful smile asked me ***“Dont you wanna take me raw?”*** while she bit her lip.
***I blinked.***
Now, mind you, this is the first time we’ve met. We’re two internet strangers who just happened to be close by and decided to meet up.
I think she must’ve seen my expression. Because I was only halfway through my yes when she pushed me into her tight cunt.
That sent an electric shockwave through me and a nuclear shockwave through her.
**Highlight#5:** At this moment this was the tightest pussy I’d had. But the end of the night would prove me wrong.
Bottom line it felt fucking it felt fantastic ! Especially given that I had gone into this with the full expectation of using a condom like usual.
Me penetrating her definitely pushed her to a new level because the next things out of her mouth were ***“You’re stretching my tight pussy out so much. Youre the biggest dick that i’ve had. Fuck. Fuck me please”***
She came on my dick a few times – this time with instructions to announce whenever she’s cumming. Each time was accompanied by a reminder how nobody else had been able to make her cum before and how the number of orgasms had already exceeded the number of orgasms she’d ever had.
At some point, I turned her sideways to go as deep as I could and she nearly screamed
“Fuck thats so deep”
“Thats so deep, what?”
I think a light bulb went on in her brain, she looked up, grinned and said in a tiny voice
“Fuck thats so deep… **daddy**…”
Now I don’t know where I got the daddy kink from, but daddy dirty talk my biggest kink and it pushed me over the edge and I unleashed some hard and deep pounding on her pussy which made her cum twice more.
“What do you like being called?”
*”I like being called a cumslut”*
> Its like this girl was incrementally digging through her psyche to access the suppressed slut inside her – and she was digging up gold. This final detailed told me everything I needed to know about her.
I handcuffed her and began to fuck her living lights out and started to get rougher. More hair pulling, choking, harder choking, some light slapping.
The first slap sent another shockwave through her and she looked at me with a scared-but-longing face and begged me to slap her harder.
And truth be told, this bitch could take it. Ive had a tonne of experiences, but never have I choked someone and be actually afraid that their neck could snap or their airway could collapse or that she might get hurt from the slapping.
I needed a break from the intense fucking. I decided to smoke up a little and ordered her to go ‘get it for daddy’ – not sure at that time how she’d take it. Turns out, she loved being ordered around. She perked up and joyfully got me the joint and continued to suck me off while I smoked up.
Things got real when instead of putting the joint back once I was done, she joined in and started smoking herself – despite her “I need to sober to drive back home tonight, I cant stay the night” stance when we had met.
We both got high as kites; I was celebrating moving out but it seems she was celebrating something too – letting her repressed slut out.
A few more orgasms later, maybe she was feeling like she had to reward me, maybe she wanted to surprise me, maybe she wanted to thank me, or maybe she had finally accessed the fullest extent of her whore insides but she asked me a question in the meekest voice while I was slamming my balls into her pussy
**“Please cum in my pussy daddy. Please fill me up. I wanna feel you shoot your warm load in me”**
Everything past this point is honestly a blur because I came really REALLY hard inside her and we both sat there and watch my cum ooze out of her pussy in pulses. Or maybe we didn’t. I almost blacked out from the orgasm. But i’ll share highlights.
1. **Good sluts love surprise butt plugs:** I put a trainer butt plug into her without asking her and she loved it so much she barley let me remove it after that. And of course she came harder with it inside.
2. **Real sluts are more flexible than they know:** I asked her to bend over when I was railing her from behind up against the wall and she complained about how she cant bend over at all. But once she came there, her inner slut overrode her instincts and obeyed; she basically folded down like a lawn chair where she stood
3. **Deep-throating is a rite of passage:** She said she liked sucking cock, but I could tell she hadn’t in a while. But she was quick to recover. I told her to take me in as deep as she could and she gave it her all, up until my cock was covered in her throat mucus and her face was a wet mess.She looked completely destroyed. And it was clear that she was very proud of herself and that was as much as thought she had to do. I said “Good warmup”Her look transformed into one of confusion but also pure lust-driven submission.I pushed her throat down and she wouldn’t go any deeper halfway through. I pulled her back up and said “Now watch this”. I pressed down hard on her gag reflex pressure point in her right palm and then pushed her down again. She took me all the way into her throat clean without any gag reflex. I was impressed and she was surprised. and more so, she realized how much she loved it. I asked her how that felt. “Oh cock feels so good deep in my throat. Idk what you did, but do that again daddy. Please. PLEASE”Needless to say I used her throat in increasingly rough ways through the night and trained her throat well
4. **True sluts have no limits and love CNC:** This one probably deserves a whole ass post but ill leave a short version here.She wanted me to get very rough. She said she can take much more rough when I asked her if I was rough enough. I said if she can resist/deny me, that can make it easier. She smirks playfully and says “Oh please don’t force yourself on me” and then begins to back-step. I grab her by the neck and ask her for her safe-word: she picked red. I tell her I will listen to no form of denial other than the safe-word. She nods and begins to get more desperate to leave.
“I should go”.
I tighten my grip on her throat and throw her on the bed and slap her for trying to leave. “Is that all you got?” she said nearly tearing up. I pin her down and start slapping her tits and that does the trick – she begins to whimper and squeal.
‘Please don’t. Please stop’ I start rubbing my raw cock on her pussy and she yelps and goes into overdrive begging me to stop.
I push my way into her and she basically stops breathing and her eyes are full of abject shock. I didn’t need to look into her eyes to feel that.
Her pussy tightened like a vice as soon as I entered her;Being forcefully penetrated really sent her flying off the edge and she came nearly instantly and her announcement that she’s gonna cum made me cum in her again
5. **Perfect sluts love watching game film:** I had asked her if she wanted to try recording ourselves and her answer had been no. After CNC, she asked if we could record ourselves the next time
TLDR: The girl who wasnt even sure if she’ll have sex with her online date, proceeded to beg him to creampie her raw during CNC play and recording ourselves after experiencing more orgasms in one night than she had in all of her lifetime put together.
—
Im in New York now, and we’re planning for her to fly down here sometime. Maybe Ill have met another play partner here till then; maybe ill make S my sub’s sub
Source: reddit.com/r/gonewildstories/comments/v0pn2h/mf_i_awakened_a_repressed_freak_on_my_last_day_in
Please continue, this was great
I liked the tip.