The first woman I’ve been with after opening my relationship [F]ucked [M]e until I saw stars.

I’ve had many lovely moments with the community on this subreddit, and while I’ve enjoyed many of your amazing stories, I’ve never had an opportunity to submit something of my own… until now! I write with the perspective that “Wild” is relative. What’s been mind-blowing for me might be pretty mundane for you, but it might also be a different flavor of story from your usual fare. This one should be much more painfully awkward. So, if you’d care to take the time, let’s buckle up and get to it.

SOME CONTEXT:

My long-term girlfriend and I have recently opened up our relationship due to differences in libido, and It’s been amicable, respectful, and loving. We made the decision so that I could go pursue the kind of sexual experiences and fulfillment that I have come to realize (With therapy) that I need and deserve. This story is not about our relationship, and I’m not going to get into any more details.

All you need to know is that I’ve been very sexually frustrated for the last five years; I have only had one blowjob in my life, never had an opportunity to go down on anyone, or been able to give my girlfriend an orgasm, and we’ve had sex at an average of about once every month and a half or so.

Needless to say, reading about how all of you lucky fuckers get to suck, lick and otherwise pound away entire evenings/weekends/summers in a seemingly endless parade of orgasms has simultaneously filled me with jealousy, shame, regret, joy, laughter, intense arousal, and extremely confused erections. I can’t say this enough, thank you for helping me process my feelings and giving me something to daydream about. This really is a wonderful community.

All of this also means that I’m utterly unprepared to navigate a world filled with subtle cues, implicit suggestions, and suave self-confidence. I’ve been a serially-monogamous geek my whole life, after all. So prepare yourself for a story from a pretty awkward, but reliable narrator.

This is a story about Avery, the first new woman I’ve fucked in five years, and how she absolutely shattered me (In a good way).

A bit about me: I’m 25, 5’10”, light-brown hair, blue eyes, and in pretty decent shape from working a lot of my sexual frustrations out at the gym for the past several years. I’ve been told I look a bit like a young Nathan Fillion, or a beardless First Officer Riker. Avery tells me I look like Craig Parker. PM me for faceless photos if that would help you think about it better ;)

THE STORY (Finally):

I hopped onto a lot of dating sites when we first opened up our relationship, and I wasn’t having much luck. I’ve been very clear about my relationship status with whomever I’m chatting with online, and that’s a deal breaker for a lot of women. One day Avery liked me on OK Cupid, and she was actually was the first person to like me since I’d signed up on the site. At first glance, she was a young (21) beautiful woman with amazing curves, bright eyes and a warm smile. She also does a really good job cutting her own hair, and it looks a lot like [this cut] (https://s-media-cache-ak0.pinimg.com/736x/13/d6/59/13d6598b2c60cb610450768ae93278c0–half-shaved-hair-short-side-shaved-pixie-cut.jpg). She reminds me of a manic-pixie dream version of Christina Hendricks. I was all about her photos.

Reading her profile I discover that she’s also polyamorous and seems to be very straightforward with her needs and desires. She’s pansexual, she’s feminist, she’s adventurous. I’m thinking, “This is perfect! She’s cool, she’s sexy, she’s straightforward. If we set up a date, at the very least I’d be able to talk about being polyamorous with a lovely, friendly woman. Maybe something more…”
Well, OK Cupid has a feature where you can answer questions and see how your answers compare to another’s, and this is when I began to get a little surprised and even a little intimidated. Her answers went something like:

Do you prefer sex to be rough or gentle? “Rough”
In terms of sex, how experienced would your ideal mate be (with people other than you)? “Very experienced.”
Group sex (with 3 or more people): “I have tried it”
During sex, which role would you WANT to play? “Submissive”
Do you enjoy giving oral sex? “Love It!”
Do you like pain in sex? “Yes, lots and lots!”

And on, and on.

By the end of sifting through her answers I’m breathing heavily and hard as stone. Just the idea of approaching a woman like this with romantic intent was the most exciting thing I’d experienced in months. Like, holy shit. Was I about to ask this sexy, kinky woman on a date?

We went on a date. Apparently I’m datable (Hooray!), and I had a wonderful time with her. Avery is sharp as a tack, an enthusiastic conversationalist, and her deep, hazel eyes light up whenever she gets excited about something. She wore a beautiful floral dress that accentuated her curves, and I had to struggle the entire evening not to stare at her astounding rack. I’m curious if she ever noticed me stealing glances. Anyway, I took her swing dancing (Pro tip: Take your dates dancing. Think Swing, Tango, Salsa, Blues, etc. Either teach them how, or learn together! It’s easy to laugh and smile over a dance, even when it’s not stellar. Avery told me later that she knew she wanted to sleep with me as soon as we hit the floor) and by the end of the night we are blues dancing.

Avery is tight against my chest, our legs intertwined, cheeks pressed together. We sway to the music. Our is breath hot on each other’s ear. Please remember that I am hopelessly new to flirting and dating and a white-hot, little moment like this barely registers as significant on my radar. By the end of the date something must have cracked through my thick skull because I invited her over for… I don’t even know, really. I’m like a dog chasing a car; I don’t know what I’m going to do with it if I actually catch it. Anyway my ask went something like this, ‘Ahem’:

*30 seconds of silence*

“Would you like to come over?”
(I got them Smooth mooves)

She laughed and said that she would if I she didn’t have to work in the morning. So I got her an Uber and we made plans to meet up next week. It. Was. On. Next week…

Well, a bit earlier thane next week, actually. That weekend my girlfriend indicated she was going to be busy on Sunday evening, so I invited Avery to join me for a walk nearby and a drink at the local pub. Yes, this was strategically close to my apartment. The whole morning I was on the verge of shaking. She’d indicated that she’d like to sleep with me, and I was fairly certain we’d have an opportunity that very night! The anticipation was killing me, and I jerked it once just to keep my nerves down. I’d later come to regret that decision, because having previously masturbated didn’t mix well with my nerves and I experienced some ED (I had never experienced this before) which I will gracefully gloss over in the rest of this writing.

She’d since dyed her hair red(ish)! We walked. We talked. We went for a drink. I invited her to my place again and this time my proposal was as shittily awkward as last time:

“Would you like to come over and see what happens? Or would you just like to come over and hang out?”
“I’d like to come over and… see what happens”

Oh, fuck yes.

We got back to my tiny, tiny, tiny apartment and we chit chatted. My girlfriend actually called part way through, because I hadn’t told her about my plans and we had a pretty quick, awkward exchange (We’re cool, but we’ve negotiated that I should tell her when I’m on a date to avoid this situation again). This actually prompted a quality, important discussion with Avery about what we were looking for, and what we could and could not offer each other romantically and sexually. She was full of faux outrage to learn I had never had a real blowjob, and hadn’t had sex in six months. The brief but important conversation ended amicably and silence took hold of the conversation. The time was right. I went for the kill with my trademark suaveness.

“I’d really like to kiss you.”
“I think we’ve taken too long” (Bless her patience).

I grabbed the swivel chair she was seated on and pulled her toward me, leaned across to her and our lips met.

THE SEX (FUCKING FINALLY)

Kissing Avery was very different from most of the kissing I’d been doing for the last five years. I think I was a little gung-ho until I picked up that Avery was moving very gently and deliberately. I settled into her rhythm, straining to match her quiet intensity. Slowly, we started to let our hands wander. I caressed her beautiful face and ran my hands through her hair, alternating from holding her by the buzzed sides of her head and stroking her longer locks. We swiveled our chairs around to better face each other, to press and melt into one another, but it wasn’t quite enough yet. I stood up and brought her to my chest, wrapping my arms around her and pulling her into me. Our hands started wandering more, and I started to caress her luscious breasts through her dress, playfully grab her ass and let her feel me start to grow against her. My breath became ragged, and I was fucking trembling I was so excited.

I knew that Avery is pretty submissive in bed from OK Cupid, but I have absolutely no idea how to be dominant. I tried to step out of my comfort zone.
“I want you to suck my cock. Then I want you to teach me how to make you cum.”
She paused for a moment, and then
“That sounds good, but I often don’t cum if I’m with someone for the first time.”
“No worries,” I said as I pushed her onto my bed. She giggled as she fell and that same, warm smile of hers lit up my room.

I followed her onto the mattress and we continued to make out. I spread her legs and position myself between them as I start to grind into her. The warmth radiating off her pussy is palpable, even through our clothes, and finally her breathing starts to sound as desperate as mine. I’m openly fondling her breasts over her dress grabbing her ass underneath her skirt. She’s gripping my arms, toned from years at the gym and pushing her cunt back into my now rock hard, still covered cock. Every nerve in my body is on fire with all the buildup and anticipation. She paws at my shirt and I take it off. We shed our outer clothes until I’m in my briefs and she’s wearing a simple bra and panties, and I gape shamelessly, my eyes glued to her ample breasts. I move onto my back and she follows, making a bit of a show as she pulls her bra off to finally reveal her enormous breasts. Each nipple is pierced with a barbell and I can’t help myself as I shameless begin to suck and caress them. This was a completely new sensation, the piercing was cool and hard against my lips and teeth, in stark contrast to her warm and yielding breasts.

When I finally pull away, I lie on my back and give her a pointed look. Avery knows what I want. She pulls my briefs down and admires my cock. (Remember, I’m an awkward little shit. I take this as an opportunity to ask her how big I am, as I’m really curious. My current and previous girlfriends have never any reference for comparison when we’d dated. Apparently I’m about average.) She hovers her and starts to kiss my face, my ear, my neck. She trails down my collar, my chest, my abs. I start to shake as she nibbles at my hip bones. She slowly slides her lips along the length of my cock.
“You are such a tease!”
“I know!” she laughs.
“I want the full experience.”
“You’ll get it, be patient.”
Whatever witchcraft Avery proceeded to do to me forever changed my feelings about what my body could experience. The tip of my cock is pretty sensitive and she knew how to abuse this. I was twitching, moaning, cussing, grabbing her hair, fondling her tits, groaning her name. She would absolutely ravage the head of my cock before taking me deep into her throat for four or five or so long, slow sucks. She did this thing where she would sandwich my cock between her lips and her hand… I don’t know what it was, but it felt great. I was in a daze. I kept looking down at her to sear the image of her pretty little face and lips taking my cock over and over. I kept throwing my head back in ecstasy, closing my eyes to just savor the new, wonderful feelings.

I had and still have no context for this, but I was pretty sure that I was in the middle of receiving some world-class head. She would later confirm that she’s gotten rave feedback from previous lovers.
Well, finally I could start to feel the very beginnings of an orgasm. I knew that it would still be a little while, but Avery was going to make me cum if I let her keep it up. I was also beginning to get a little worried. I wanted to properly fuck this woman, and I wasn’t sure I was going to be able to do much of anything after this experience. Also I felt a little selfish, as I felt she’d been doing The Lord’s work down there for a while now, and I really wanted to return the favor (I’m going to have to talk with her about this, because if she really is submissive and into going down on me, then I’m going to have to make her suck my cock a LOT more). I let her know that I’d like to switch.

We flip around so that she is on her back and I pull her panties down, revealing a neatly trimmed patch of hair just above simply lovely pussy. Previous partners had never given me an opportunity to get to know their pussies, and I was eager to explore Avery’s. Avery took this as an opportunity to remind me that while oral was nice, she never really got off on it, and that she didn’t often cum with new partners. I told her that I had no expectations for her to do anything and that I was just grateful to be with her. I tried to give her a similar experience, kissing down her body until finally taking a long slow lick of her pussy. I’m sure she did it better. Regardless I dove in sucking, licking and fingering her to my heart’s content. I invited her to rub her clit while I fingered her and she really seemed to enjoy that, letting out cute little moans. I thought this experience would feel more foreign than it actually did. I have an oral fixation (I’m always chomping or chewing on something), and I realized that I could probably spend a while down here without even batting an eye. I’m looking forward to making women cum all over my mouth and face for many, many years to come.

Here is where things become a bit of a blur. We did this for a while, sucking, licking and touching each other. We moaned, talked and laughed throughout. At one point I put on a condom and started to fuck her missionary. She let out a deeper sounding groan when I first slid into her. At one point I remember leaning back and invited her to play with herself while I pounded up into her. She really started to react to this, but unfortunately my legs gave out before we could spend more time in this position. More experimentation required. The one part that I really want to remember is when I finally made her cum. She was on her back, and I was fingering her while she played with her clit. She threw her head back and started getting louder and louder. When she finally came all over my hand she started bucking and almost screaming. I will never forget what she looked like, her ample breasts moving about as she squirmed and writhed in pleasure. I was proud. It was the first time I had helped a woman cum in 7 years and one of the hottest things I have ever seen. I daydream about making her cum over and over.

Shortly after this I think we both realize that it’s my turn. I have her start sucking me to get me hard, put on a condom and slide into her.

So here I am, balls deep in this incredibly sexy woman who has just given me the best head of my life, who had just cum all over my fingers, and I realized… I wasn’t going to be able to cum like this. Thinking back on it, I’ve probably spent too much time choking the shit out the chicken for the last few years and I simply couldn’t generate enough friction to get off. If I didn’t find release soon I was going to have a goddamn aneurism. I had one all-consuming need: I had to cum. So. Fucking. Bad. I rolled us over into my favorite position, so that I was on my back and I can pound her as hard as possible below. I started to lose control and I just started grabbing at her. I kneaded her amazing tits as they swung in front of me. I grabbed at her ass, her hips, her face. She must have known what I wanted because she started moaning, “I want you to cum. Cum for me!” She started to rock into me, trying to meet my hips with her own. To be perfectly honest, I was shit at helping her find the right rhythm; I slipped out a few times. But while I was in her, and while she was meeting me thrust for thrust I realized that for the first time in my life, I was getting fucked. Make no mistake, in this moment, she was the one fucking me. She was clenching on my cock, pushing me deeper and deeper inside.

Knowing that she likes to be dominated I did the only thing I had any experience with. I reached up with both hands to very lightly choke her while I kept pounding her from below, but this new hand placement also caused problems with rhythm, and I started to get really frustrated.
“Stop moving and just let me fuck you!”
She stopped and I finally started really letting loose. I was pumping my cock into her as far as I could reach and pulling back until I had almost exited before slamming back in. Oh god it felt amazing; this was the home stretch. She started to moan.

“OHHH! FUCK ME! USE ME!”
Well. Shit.

My hands firmly on her ass, I plunged into her soaking cunt over and over. It was primal. Manic. It was perhaps only ten or so thrusts, but I was so far gone that it might as well have been an hour. I have no idea what kinds of sounds I made when I came; the memory is a fucking blank spot. I just remember losing control of my body as I started to seize and buck involuntarily. It was such intense relief that I felt as if I were draining my fucking soul into her eagerly pulsing pussy.

Afterward I felt like Avery had fucked the sense out of me. I didn’t have thoughts. I was vegetative. We have plans for more dates in the future, and I can only hope that one day I’ll be able to pay her back for her patience with me… and tons of orgasms… and I want her to swallow my load…. And I want her to cum on my cock… and I want to choke her and spank her, throw her around, slap her, hold her down and otherwise manhandle and abuse her. I mean, only if that’s what she wants me to do… Dear Lord, I’m so confused- and I’ve got this shit-eating grin all the time.

Wish us luck :)

P.S. As of posting this, Avery is working on her version of the story. All names have been changed to preserve the identities of the persons involved.

Source: reddit.com/r/gonewildstories/comments/6or523/the_first_woman_ive_been_with_after_opening_my

7 comments

  1. I’m pretty new to Reddit, and I ‘eagerly’ welcome all feedback in regard to my writing, presentation of information, and formatting.

  2. Do you see yourself staying with your girlfriend if she’s asexual?

  3. Very happy for you. Happier still that your gf has acknowledged you have needs she’s incapable of filling. This open communication will go a long way for you both. I hope you and Avery have *so* much fun together.

  4. Here I am, a straight man looking for some fapping material, my eyes poring over every word until…Avery. Kind of weird when the girl has the same name as you ?

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