How I had the best sex of my life, and the moral implications of it [MF]

Long time lurker. Throwaway for reasons that will be obvious later. This is a story that I’d likely take to my grave were it not for this subreddit. Even though I don’t condone what happened, I want to write this story down lest the memories and details fade. There’s a fair amount of buildup to give some context, so bear with me. Names have been changed to protect the innocent and the guilty. Jump to the break for sexy times. TLDR: met a chick who was a friend of a friend. Grappled with moral conflicts and had the best sex of my life.

I moved to a new city at the start of 2016. This story had its genesis not long after that when my buddies who live semi-close organized a ski trip for a bunch of friends, and I tagged along, not knowing too many other people in my new city. One of my buddies was dating this girl named Lanh (no, the story is not about her), who hung out with us all the time, and was pretty much another guy in the group. Lanh had a large contingent of Vietnamese friends that we knew in passing through her, and frankly, my buddies and I weren’t too thrilled to be sharing the cabin with all of them as they tended to keep to themselves and always took forever to reach a group consensus for everything.

Lanh’s car had arrived at the ski cabin before ours did, so by the time we arrived, they had just started eating. When I walked into the door, there this mystery girl was, about 5’5” and 110 lbs, standing by the dining table in a white tanktop and jean cutoff shorts, with a very enticingly petite figure. Our eyes locked for a split second before she sashayed off to the kitchen to grab more food, and I set my bags down for a meet-and-greet with the other people already there. Her name was Mindy. She was actually one of Lanh’s good Vietnamese friends and I had heard of her name, but we had never met in person. I got to talk to her on and off throughout the night, and she was a very sweet girl, funny, and shared similar tastes in music. I found her attractive both physically and intellectually. But … I was in a long term relationship and was engaged to be married in a few months, so I didn’t think too much about it at the time. My fiancé didn’t want to move to the new city immediately in order to wrap up work and spend more time with friends and family, so I was feeling a bit lonely. (If you’re wondering about me and my sexual history, I’m a pretty average looking Asian guy with a high sex drive, never really had trouble getting dates once I got over my shyness of asking girls out, but have only slept with a white girl and a half-Asian girl.)

The group spent the days skiing and the nights pretty much were for eating and drinking. Nothing of interest to this subreddit happened on the ski trip itself, except there were two events I want to briefly mention. The first was that one of the people that I didn’t know found out I was getting married in a few months. He, drunkenly, poured shots for everyone and said we were celebrating the end of my bachelorhood. So everyone, Mindy included, knew I was getting married. The second was on the trip back: because we had different plans to return home, I ended up in the van with Lanh, Mindy, and their friends. As I was about to doze off in the back, my phone vibrated. It was a text from Mindy saying she had a great time hanging out with me and my friends, and she was disappointed that she wouldn’t know when she’d see me again. We texted pretty innocently back and forth about our lives, dreams, other musical interests, our shared love for basketball, etc. until my phone died (though in hindsight the initial text may not have had innocent intentions).

A few days later, my hometown NBA team was scheduled to play in my new city, and since the new city had a top-notch team, I thought it’d be fun for an outing with any of the new friends I made. The only affirmative response I received was from Mindy. I was able to get decent seats for a very reasonable price, so I figured it’d be a nice gesture to just treat her to the game and not have the mood ruined by awkward discussions of who’s paying what later.

We met at a subway station near her work that evening, and our interactions were noticeably more light hearted and flirty. She reached for my hand as we walked to the arena, and I thought I’d indulge her and let her enjoy the experience of going to this game, especially seeing how she dressed to the nines as girls tend to do for sporting events. We made a bet that if the home team won, she’d get three wishes, and if my team won, I’d get three wishes. Even though it was a slightly unfair bet, given Vegas made the home team a 20 point favorite, I agreed, again wanting to make it a good time for her. The game was tied after three quarters, and we were both freaking out that I might win the bet. Alas, the home team did what they always do, and buried my team by 20+ points by the end.

I saw her off at the train station closest to her apartment, and we parted ways after a hug that lingered for a few extra seconds. After that, our texts moved from flirty to innuendos, to hints of what turned us on in a span of a few days. I still told myself that it was flirtatious fun, and secretly enjoyed the attention. One night, she sent a ten second video of a really grooly pussy and a finger noisily dabbing at it, with the caption “This is what you do to me.” I furiously jerked off, and right before cumming, I got the idea of recording the last few seconds. It was a gloriously explosive finish, and against my better judgment, I made sure to moan her name out, and sent her the video.

The following day, she texted me, “My first wish, is to make dinner for you, and watch a movie afterwards. This is part of our bet.” Still telling myself “it’ll just be dinner and a movie” we agreed on the following day which was a Thursday.

That Thursday, she came over, made dinner, including a few dishes that were her specialties which she had told people on the ski trip. I cracked open a bottle of Riesling for us and we had a very nice meal and conversation, nothing overtly flirty nor comments with double entendres, which eased my worries a little bit.

As dinner wound down, I offered to clean up the dishes and asked her to just sit down for a bit and pick out a movie, but she spent a good 20 or 30 minutes in the bathroom. She came out of the bathroom in a white nightgown that showed her shoulders, clavicles, and it came down to about mid-thigh (It looked something like this — https://www.amazon.com/Eileen-West-Womens-Plus-Size-Cotton/dp/B00IPDJ6EU). My jaw dropped as she looked like an angelic vision floating out of the bathroom, and we settled back on my barstools. As we were sipping on our wine, she started asking me about how my first kiss happened, first girlfriend, etc. and we traded stories about our first times. All of hers were tinged with sad unforeseen consequences: she kissed a guy but another friend who was head-over-heels for her was devastated; her first sexual partner was crazy for her, but eventually became so controlling that he hurt her. She claimed that she hadn’t been with any other guy since then. At this point in the conversation, I didn’t know what else to do other than to try to console her that she deserved to be treated well and be allowed for her talents and aspirations to flourish. We had planned to watch a movie (yeah I know … I was still telling myself that it’d be “just a movie”), so I booted up Amazon Prime (she couldn’t login to her Netflix account) on my computer and inflated an air mattress that doubled as a temporary couch. While we waited, I went to my room and changed into a more comfortable shirt and my pajama pants.

I asked her what she wanted to watch, and she just replied with “Anything.” I think I picked out “The Fault in Our Stars” since I heard it was half-decent, and I thought she’d like that genre to close out the night. As soon as the movie began, she reached for my hand and our fingers started caressing each other. My heart was pounding like a stampede of elephants, and my head was flashing warning signals while my fingers were on autopilot feeling her slender hand. By this point, the sweetness, the intimacy, and the stimulation on my fingers had me rock hard, reminiscent of the high school days of nervous finger caresses in a dark room.

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I heard myself suggest that we lay on our sides, and she smiled and tucked herself in the little spoon position. I propped up my head with my left hand and my right hand was still entwined with hers across her midsection. Not paying much attention to the movie at this point, I could smell her shampoo and fragrance emanating from her hair and neck, and it was oh so soothing and delightful of a scent. I buried my nose in her hair and just breathed deeply, in and out, in an attempt to slow down my racing heart and shortening breaths. I sensed her nuzzling my cheek with hers as she slowly tilted her head towards me. I looked down at her, saw her eyes twinkling as she smiled at me, and thought “uh-oh what am I doing?” right before our lips met and we kissed slowly, sensually, and firmly for the first time.

We kissed again, and again. The dialogue and sounds coming from the movie were starting to be distracting, so I reached over her and hit the pause button. She was on her back now, and we resumed kissing, my right hand stroking the petite curves of her waist outside of her gown. We kissed like this for a few minutes until she took my right hand in hers, and moved it up onto her breast.

“I want you to explore my body,” she whispered. Emboldened, I gave each of her firm breasts a gentle squeeze, and heard soft purrs emanate from her. I slid my hand down the top of her nightgown, and grasped a naked breast (a large B cup that looked ripe and luscious on her small frame), feeling the smoothness of her skin, the firmness of her breast, and her nipple that was fully at attention. She had these beautiful nipples, about as wide as a dime and stood up prominently, almost like the teat of a pacifier. She gave more of these sexy sighs into my mouth as I played with her boobs.

Horniness was firmly in the drivers’ seat now. I pulled my hand out from her top, and slid it down her side to her knee, then reversed direction along the inside of her leg. My progress slowed down as I approached her inner thighs under the hem of her gown. She started to whimper as I got closer and closer to her most sensitive places. I reached her bikini line, and as I caressed up to her pelvic bone, I gasped a little, feeling nothing but more smooth skin. The uniform smoothness of her skin everywhere is something I’ll never forget.

“You’re not wearing panties!” I gasped, now thinking back to our time on my barstools. She must’ve sat on them on her bare ass and I had absolutely no clue. She didn’t say anything back, just moaned “Mmhmm” as she brought one hand to the back of my neck and brought me in for another kiss. Curiosity pushed me to slide my right hand back down, this time straight down the middle of her body. Not a single hair or stubble was in my way, and I groaned in pleasure of feeling her smooth, perfectly shaved and waxed pussy. (Guys, it’s totally true that women decide when they’re going to have sex with you.) I love the feeling of a shaved pussy, and all of my previous girlfriends were full-bush. My fiancé at the time completely waxed the first time I saw her naked, but has let it grow ever since then.

My middle finger slid down along her clit and ran along her lips. Oh. My. Fucking. God. Was she soaking wet. To this day still, that was the wettest pussy I have ever touched (out of the half-dozen or so girls with whom I’ve fooled around). The best description I can give is that I imagined her juices formed a bubble along her slit, and when my finger touched it, the surface tension broke, and the liquid flowed everywhere. Her entire genital area seemed to be flooded right after my finger passed. I immediately started giving her full length strokes along her lips up to her clit, on which I’d run gentle little circles. No more than three strokes later, she took my hand and shoved my middle finger inside her, groaning as my digit penetrated her. I plunged into her firmly, but not too fast, rubbing her upper wall whenever I could. She reached back, and felt my hard-on through my pajama pants, and wasted no time sticking her hand in to grasp my penis. Her little fingers felt so good as she slowly stroke the length of my shaft, not too hard, which I appreciated. Her ministrations had me at full mast (sorry this is not a porno … I’m average sized, about 6 to 6.5 inches when fully erect).

Not long after, I felt the urge to treat this girl, and blurted out, “I want to taste you,” as I sat up and kneeled between her feet. She spread her legs, and I got my first good look at her beautiful innie pussy glistening from the streetlight peeking through my window. I gave her a deep lick from the bottom of her slit to her clit, tasting her most sacred place. It was delightfully clean, fresh, with just the slightest hint of arousal. I plunged my middle finger back into her and simultaneously curled my finger and drew circles and the alphabet with my tongue. I felt like I was in heaven already, pulling out all of my tricks to please this girl. My fiancé always adamantly refused to receive oral, something I actually enjoy doing. Mindy, though, I could tell, approvingly held my head in both hands and I could hear just the cutest gasps coming out of her.

I kept up the tongue and finger treatment for about 5 minutes until she shuddered ever so slightly and yanked me up to give me a kiss.

“I told you you could make me cum really quickly,” she gushed, in reference to one of her racier texts, and kissed me as I beamed with pride. “Now it’s your turn!” And with a giggle, she pushed me onto my back and swung her leg over and mounted me. I was still fully clothed at this point, but she pulled on my shirt and started kissing my chest slowly down to my stomach. I keep in decent shape, but my abs don’t really show unless I flex them, so I did a half-crunch for her, and she kissed my abs. She hooked her fingers into my waistband, and coquettishly asked, “Should I stop?” I looked at her devilishly smiling at me, and thought about how I was in a long-term relationship. “Should I stop?” she asked again. I laid back down, the white angel on one shoulder yelling at me and making my boner dissipate. “Should I stop?” she asked for the third time. Since this is /r/gonewildstories, I told myself that “maybe this will just be a blowjob.” I lifted my hips up and she pulled my pajama pants and underwear down to my ankles in one go.

“Ohh…” I heard her say disappointingly. My engines were only at quarter-impulse after the brief battle with the white angel, something she probably wasn’t expecting to see after all we’ve done.

“I’m sorry, I’m just really nervous,” I told her sheepishly. “It’s ok, just lay back,” she replied. God bless her.

She proceeded to kiss my thighs and abs while she held my semi-hard dick in her hand. As I grew harder again, she peeled back my foreskin, and placed little kisses on my tip, before enveloping the head into her mouth. She did this thing where she alternated between swirling her tongue all around just the head of my penis, and then bobbing my head in and out of her lips which made a soft whoosh noise each time. It felt insanely good and I was hard as steel again in no time.

Despite how good it felt, she never took more than maybe three inches of my cock into her mouth. I usually need more stroking in order to cum, which I could have told her, but I didn’t want things to end. My extremities were tingling from her efforts, yet I knew I wasn’t going to cum anytime soon (any other guys experience this??).

Insanely horny and lightheaded, I asked her, “Are you on birth control?” She pulled her lips off my dick with a wet plop, scrunched her nose cutely, and whispered sadly, “No … I’m not sexually active.” Upon hearing that, some primal part of me felt really excited that she was opening herself sexually to me, but another part of me was relieved that that was a good excuse to not go any further.

Which was why I couldn’t believe that I heard myself ask her “Should I get a condom?” She kept bobbing her head on my dick and didn’t answer. “I can get one if you want me to. I have some in the bedroom.” Again, she kept sucking on my dick. Feeling as stimulated as I could get without any indication of orgasming, I pulled her up, laid her on her back, and started kissing her again.

I crawled on top of her, kissing her from her flat tummy to her magnificent boobs, to her neck, and finally to her lips again. She suddenly whispered to me, “I will take the morning after pill tomorrow,” and I felt her legs widen to accommodate my frame. Once again, I became horribly conflicted. The devil on one shoulder pumped up my excitement and base desires, especially with the prospect of bareback sex within reach. (My ex-gf and I always went bare when she was on the pill, and I very quickly grew to crave the intimacy, the sensations, and the primal victorious feeling of cumming inside a woman. On the contrary my fiancé refused birth control, and had never let me even close to her without a condom.) The angel on the other shoulder pleaded that I could still back out, keeping the streak of the same vagina for my penis alive.

I tried to delay that decision for a bit, and being as horny as I was I thought I’d rub my penis on her for some pleasure. I arched my back slightly and she gasped as my penis came into contact with her clit. I pressed down and my dick slid effortlessly down her sopping wet lips.

“Just let me rub against you.” I murmured in her ear, and I rubbed my penis back up to her clit. Then down. And on the upstroke, she must have tilted her hips up to meet me, and my tip wedged in between her lips. Startled, I pulled back and rested near her clit again.

“Just let me rub against you,” I half-begged again. The slippery sensation of her lubricating juices was starting to drive me wild. Down. Up.

Down. “Just let me …” She tilted her hips a little fiercer this time, aligning our respective organs, and I lost all resistance. “… Unnnngh.” I slid all the way into her steaming hot and impossibly slick vagina in one stroke. The sensations of her wondrous, and more importantly, bare pussy felt like an EMP went off and my brain was completely fried. Speech and any coherent thoughts were reduced to that singular grunt I let out. We rested like that, joined at our most intimate parts, for 10 – 15 seconds. As my brain functions came back online, a million jumbled thoughts ran through my head: “I’m in her. Holy shit she feels amazing. God are we really doing this? So wet, so warm. We’re completely unprotected. STDs? God she’s moving again.”

Then all rational thoughts went out the window, and instinct and passion kicked in.

[I know, I know … with a clear head, I can tell you I should have worn protection with a new partner. It’s weird experiencing in the moment though, like how every investor always says that they would never panic when the stock market tanks 50% in a week, but what does everyone do when the see their account holdings down 50%? They panic sell.]

I slowly drew out of her most of the way and thrust back in. I could definitely feel her cervix at the end of each penetrative stroke, and I made note of how tiny she was and made sure not to hammer her too hard. She undulated her hips, and moved with me in perfect synchrony. I matched her pace and we quickly established a mutual rhythm. We kissed as soon as we started the mating dance too, and I felt so connected, so in tune with this girl that I met just weeks ago. I pulled her nightgown down to bunch around her waist, so I could watch and fondle her amazing boobs. We made love for 2, maybe 3 minutes max, because honestly, I’d been so turned on this whole time, and my bare penis was being overwhelmed by the velvety grasp of her well-lubricated vagina.

With orgasm rapidly approaching, I managed to gasp out one final warning to her. “Ohmygod… MindyI’mgonnacum… Doyouwantmetopullout?”

She wrapped her arms around my back and whispered in my ear, “No. Don’t stop. Just cum inside me.”

Hearing her say that was the ultimate aphrodisiac, fueled by the knowledge that this lovely girl wanted me to spray my seed inside her likely fertile vagina. I managed two more thrusts, then held my penis inside her as far as it could go, and let loose with a grunt. My dick spasmed and pumped out at least five or six volleys of my semen inside of her. I was seeing stars as we clutched at each other tightly, and I heard her coo contentedly. She would tell me the next day that she came a second time when she felt my dick throbbing and releasing from my orgasm.

I stayed on top of her, locked in orgasmic embrace for a couple of minutes following the best and most passionate sex of my life. As soon as that high wore off, the guilt hit me like a fully loaded 18-wheeler.

Wow, this took a long time to write. If there is any interest in the rest of the story, I may write about it in future installations.

P.S. She confirmed after sex that she was clean. I was too, and have since been tested. She also took Plan B the next morning. I’m now (pretty) happily married.

Merry Christmas to you all.

Source: reddit.com/r/gonewildstories/comments/5k7dva/how_i_had_the_best_sex_of_my_life_and_the_moral