I loved the April theme of the One that Got Away, and started thinking back to any I would characterize as that from my 2021 exploits. When you’ve been fishing in the catch and release pond for the better part of a year, it’s really hard to characterize anyone as the one that got away. So that led me to think back even further, all the way back to the early spring of 2010, when I was in my fourth and final year of medical school.
The university to which my program was affiliated also had a nursing program, and the cliché’s notwithstanding, there was the occasional mingling between some of the the med school students and the nursing students. At the time, I was living in an off-campus apartment complex that was popular with the students in both programs, and there would often be parties attended by both the grad and undergrad students.
It was at such a party, shortly after we had submitted our applications for residency where I first met Amy. I had been a pretty buckled down student for most of my time, so my attendance at parties was less frequent than some of my peers. But after an excruciating first half of my fourth year, when I was proving myself to the program that was at the top of my list, I decided it was time to relax a bit.
I had met another nursing student at a party several weeks prior, and after some drunken kisses at the party, she came back with me to my apartment across the complex. The kissing turned into a hot make-out sesh, and after 15/20 minutes of over the clothes fondling, her thong was pushed the side and I feel a wet, and very tight pussy.
She was giving me all the signs of wanting this to go further, and undid the button and fly on my jeans and reached her hand in and grasped my cock. We continued making out like that for probably two or three more minutes when she broke the kiss and said, ‘I’m sorry, I have to go’ before quickly putting her clothes back on and leaving my place. Suffice to say, I was stunned at the abrupt end. I had been so focused on school, particularly the last 18 months that I had really missed out on opportunities like that (barring some relationships of convenience with a couple women in my same cohort) and being so close and then having that ending was a miserable way to finish the night.
So then weeks later, I attended another party. My cohort had just finished up our applications, and we were absolutely ready to let loose, barring the ominous sense of impending doom at where we would match. The party was pretty good, lots of alcohol, and several of the nursing students in particular were looking especially hot that night.
Midway through the party, I got up to go to the bathroom, and upon exiting, there were three girls standing right outside the door, blocking my path. Amy, an exceptionally short blonde (she was no bigger than 5’0”, but most likely 4’11 if she’s being honest) with a beautiful face and smile, Christine, a cute, dark skinned Asian, and Ally, a tall-ish (let’s say 5’8”) brunette with a spectacular body and an average face. Before I could even say, ‘Excuse me’ to walk by them, Christine blurted out, ‘Can we see it?’
‘See it?’, I asked.
‘Yeah, you know’ she said looking down and gesturing, ‘… it’.
Amy then spoke up, her alto, almost smoker’s voice the antithesis of her petite frame, ‘Brittney said you have like, a big dick. Like, really big.’
I had to think quickly, who the hell was Brittney? Ohhh, the girl from the other party. ‘Umm, I don’t really just go around pulling my dick out at parties though.’ Which was true, I definitely was not one to just pull it out. My game was not having game, apparently. Also, I had just taken a piss, so wasn’t feeling even slightly chubbed, or so I thought until Christine put her hand up and pushed my chest back, walking me backward back into the bathroom, the other two following us.
Something about her assertiveness in the moment caused it to stir a little. Given I was operating on what felt like a hair trigger, I could fee things moving in the right direction almost immediately. ‘I can’t believe you’re asking me to do this. This is so weird.’ I felt like I was on autopilot at that point, and unbuckled my belt and undid my pants to pull them down enough to get my cock out of my boxer briefs.
When I did get it out, the reactions are still vivid in my memory (as an aside, the dialogue above is from the barest of recollections, but these reactions are seared in my synapses). Christine blurted out ‘What?!?’ and her jaw dropped. Ally actually laughed out loud and said ‘Holy shit dude.’ Amy didn’t say a word, and just stared at it while biting her lip. Christine followed it up with, ‘Well, she wasn’t lying.’ And as quick as all that happened, it was over, they turned and left the bathroom, leaving me standing there cock out and stunned.
I got myself re-arranged and went back out to the party. Even with the relatively small size of the party (compared to those I attended in my undergrad), I didn’t see the three of them again that night, and ended up heading back to my apartment with my roommate.
The next party was a couple weeks later. I was a couple drinks in, and chatting up a cute med student a couple years behind me. I went to get us both refills on drinks when Amy caught me in the kitchen. ‘Hey there!’ she said to me. I replied back in kind, and then she cut to the chase, ‘Are you like, fucking her?’, pointing to the girl I had just been talking to. ‘Uh, no, I barely no her.’ ‘Are you fucking anyone right now?’ I distinctly remember her bluntness in the question. It wasn’t ‘Are you dating anyone?’ or ‘Are you seeing anyone?’, or ‘Do you have a girlfriend?’, it was the basest version of that question. I said I wasn’t, and she replied, ‘Good, I want to fuck you.’
Amy took my hand, and led me out of the party. It wasn’t even a question of whether I was interested. She led me down the stairs, and to her apartment a building over. When we got to her place, it was empty, with both of her roommates at the party from which we just departed.
Amy continued with the initiative, pulling her shirt over her head, exposing a meticulously augmented pair of C-cup breasts. They were probably slightly too big for her petite and athletic frame, which came into full view as she pulled off the jeans she was wearing as well. Her ass looked great in the skinny jeans, but bare, it was a work of art.
Barefoot and now clad only in a thong, she led the way to her bedroom. Once there, she turned, and grabbed my shirt, pulling me down while standing on her tiptoes, shrinking the nearly foot and a half height difference to kiss me. I felt her hands unbuckling my belt and then loosening the jeans I was wearing as she started to push them down. She broke the kiss and started to pull up my shirt. I took over and pulled it over my head, and then stepped out of the shoes I was wearing, as she pulled my jeans down the rest of the way.
Amy then pushed me back onto her bed, and climbed atop me. Still in her thong, with me still in boxers, she recommenced our kissing as she grinded on my cock. I could feel the heat and dampness of her pussy, even through two layers of clothing. Amy sat up, continuing the grinding and asked me how long it had been since I had fucked anyone. I told her it had been probably five or six months. She went wide eyed and said, ‘I could never go that long, oh my god.’ She leaned up and pulled her thong down, and off of her legs and then followed similarly with my boxers, grabbing my socks as she pulled the boxers off me.
As she came back on top of me, she reached down and grabbed my cock, letting go of it for a second to spit into her hand and then grab it again and rub the spit into the precum that was already all over the head. She then positioned it at the entrance to her pussy and began to push herself down onto it. I said, ‘Uh, don’t you want to get a condom first?’ to which she replied, ‘No, I’m on birth control. I absolutely hate the feel of condoms.’ Now, at this point in my life, I had *never* not used a condom. Admittedly, I had one drunken night in college where we started without one, before coming to our senses, and then had a scare in high school where a condom broke, but this was new territory to me.
As Amy continued pushing herself down onto my cock, I realized that the feeling of pussy directly on my cock was indeed a magical experience. I also noted that Amy was undeterred by the girth and while it appeared to be stretching her, the look of pure lust on her face revealed no hint of discomfort. She continued her downward progress until the bare lips of her pussy, splayed around my shaft were directly resting on my pubic bone. At this point, she began to ride with abandon. It took every ounce of self control not to burst in the first 30 seconds.
Luckily, Amy was apparently quite aroused heading into this as well, as her first orgasm commenced not two minutes into the riding portion of the event. If I couldn’t tell from her verbal announcement, the muscular contractions around my cock would have made the occasion abundantly clear. Those contractions had the effect of making any further attempts at self control fruitless, and what felt like at least 20 spurts began to shoot out of me, to the point where even Amy paused her pumping and stayed still as my cock throbbed inside her.
We had spent all of four minutes with my cock inside her at that point, quite the impressive first showing. Amy was undeterred though, and didn’t pull her body off of mine. Instead, she stayed on top, and gently rocked her hips in a circling motion before saying, ‘now that we got that out of the way, think you can go again and maybe we can go longer?’ She had a devilish grin on her face while doing so, and then began to rub her hands up and down her torso, pinching her nipples and bringing her fingers down to her clit, effectively arousing herself while I was still inside of her. For my own part, it seemed like the post-coital refraction had hits its nadir, and while I wasn’t starting the swell again, it certainly seemed possible.
‘So like, what gets you off?’ Amy asked me. ‘What do you mean?’ I replied, perplexed by the question given I had just gotten off, quickly at that, inside of her. ‘Are you like, a boobs guy, a butt guy, do you like it when a girl pinches your nipples, licks your ear, like, what does it for you?’ I had to think about it, I was never all that particular, but this girl was pushing my buttons so whatever she was, I was into. I told her as much, and she laughed at me. ‘Guys are so easy.’
Amy then bent down, with me still inside her, and licked along my neck, up towards my ear. She and I both felt my cock twitch inside her. ‘So that works for you’, she said, as she continued licking and I continued twitching and growing inside her. She then commenced with dirty talk. I would be lying if I claimed to remember all the things she said, but hearing the things coming out of the mouth of this 21-year-old, tiny blonde nursing student had an immediate and prominent effect on my cock.
As she felt me grow back to a more usable form, she sat back upright and then brought her feet up to squat above me. Two things stuck out to me when she did. First, the visual appeal of her pussy splayed out around the girth of my shaft. Also, I had never had someone ride me like that, and I marveled at the strength of her legs to be able to ride me like that, especially as long as she did.
After her second orgasm of this second round, I mentioned how strong her quads and glutes had to be. ’17 years of competitive gymnastics and cheer will do that.’ ‘Oh really?’ I replied, while she continued riding me with abandon, ‘are you a REDACTED UNIVERSITY cheerleader?’ ‘Not anymore, I got kicked off my freshman year.’ Something about the way she said it suggested I should avoid the follow up question, at least while she was impaled on my cock.
Amy last another 5 minutes in that squat riding position before coming again and then shifting to have her shins flat on the bed and letting her ass do more of the work. ‘What do you need to cum again?’ she asked me ‘I want to get back to the party and you’ve gotten me off four times already.’ What she was doing was working great, but listening to her just be so up front and direct was doing it for me too, and I felt my cock twitch inside her.
She apparently did too, and asked, ‘You like it when I talk? I can do that.’ And for the next five minutes, Amy proceeded to regale me with some of the greatest porn-quality narration I had ever heard (or have heard to this day), coupled with a continued and intense thrusting of her body onto my cock.
When at last I came, it was again an intense and long-lasting orgasm. Perhaps my general reluctance to take matters into my own hands over the past several months had me ‘backed up’, but my god did I come a lot. Amy brough herself up off of me, and the combined effects of my two orgasms, and the lubrication she had generated (which was consistently well above average) poured out of her still spread lips and onto my stomach. She grabbed the thong she had pulled off earlier and used it to wipe me off and then did a quick wipe of herself as well.
Amy then went over to a drawer and grabbed another thong, putting it on before pulling her jeans back over that bubble-butt of a cheerleader ass and then putting her shirt back on. I quickly got myself dressed again as well, and she led me out. ‘Well, that was unexpected, I guess I will see you around then?’ I said to her.
‘Aren’t you headed back to the party with me?’ she asked me.
‘Oh, yeah, I guess I will’ looking at my watch and seeing it was just past 11.
We headed back and rejoined the party. There really wasn’t some sense of ‘now we are together’ or anything like that. I wasn’t sure what to make of what was happening. Amy seemed to be perfectly content to have fucked me twice and then rejoined the party as if nothing had changed. I went back to the med students I knew and would see Amy in passing as she flitted her way around the party. But then a couple hours later, as I was sitting on a couch talking with a friend, who should bounce over and sit on my lap but Amy. She bent her head down and whispered into my ear, ‘I wanna go again, take me to your place?’
And so with that, Amy and I headed to my apartment. As soon as we were in the doors, Amy’s shirt hit the floor, and she peeled the jeans and the second soaking wet thong of the night off in one motion before kneeling on my couch with her back arched and ass raised high. It was my first full glimpse at her pussy, which was immaculate. Just perfectly shaped, an innie with gorgeous lips parted with arousal, hairless, and dripping wet. She clearly wasn’t one for foreplay. Luckily for her, I was so turned on by the sight that I didn’t need any stimulation either.
Her pussy soaked, my dick was able to slide right in, girth notwithstanding. Amy let out a low moan and then resumed the dirty talk. She knew what buttons needed pushing, and immediately went into another round of loud, filthy language. From what I remember of it, it involved a lot of ‘fuck me’, ‘harder’, ‘oh you’re so thick’, and that sort of thing.
The couple hour break from before left me a little more sensitized, so my stamina wasn’t quite what it was on the second round, and when she loudly exclaimed her pending orgasm and told me to cum in her, coupled with the tightness of her contracting pussy, I let loose. Almost 2am now, Amy told me to take her to bed, and I led the way.
As we settled into my bed, I asked Amy about her comment on the cheer squad. While she was light on details, she was apparently kicked off for conduct unbecoming that involved members of either the football or basketball team. She didn’t seem too broken up about it, but it also didn’t appear to be something she wanted to share more on. This girl was full of surprises. We made light small talk and cuddled in bed until both of us drifted off.
I woke up around 7:30 with raging morning wood. Amy was no longer in bed with me though. I got out of bed and slipped on a pair of boxer briefs and went into the kitchen, where, to my surprise, Amy, wearing a concert t-shirt of mine, was talking to my roommate Gaur, with her doing most of the talking. She, looking hot as ever in the oversized-for-her shirt, gave me a smile as I walked in, while was wide-eyed, taking in this tiny blonde, half dressed in our kitchen.
They quickly finished up whatever one-sided conversation they were having, and Amy took my hand and led me back to my bedroom. As soon as we entered the room, she reached down and grabbed my package through my boxers and gave it a squeeze. She then pulled the t-shirt over her head, revealing that that was all she had on and laid back on the bed, legs spread. The insides of her thighs were glistening, whether from her own wetness, residual cum from several hours ago, or a combination of the two. Suffice to say, she was soaked, and wanted to go another round.
I pulled down the boxers, and my cock sprung out. Amy cooed, and reached a hand down and played with her pussy spreading the lips, inviting me in closer. I wasted no time in closing the gap, pushing into her and grabbing her legs, bringing them up against my chest. The position made her all the tighter, and the additional friction was spectacular. We fucked in that position for probably 10 minutes, Amy’s moans getting progressively louder as she worked through a first, and then shortly after, a second orgasm. As she began the second, I could feel my own rapidly approaching and concentrated on just how good each stroke felt until I pushed all the way to the base and let go my fourth cumshot of the past ten or so hours.
When we finished, Amy got up and used my bathroom before coming out and pulling her jeans back on and putting on her shirt. She left the thong on my floor, a souvenir of an exceptional evening. We exchanged numbers and texted throughout the day.
Over the course of those months, we bounced between some version of dating and fuckbuddies/FWBs. While there were the occasional actual ‘dates’, most of the time it was just sex. She told me once that once she learned how to orgasm, she’s been consistently having at least 3 a day, often more, and those with a partner were better than those by herself.
Amy was one of the first people I knew with an iPhone, and she made great use of the camera. Over the couple months that we were together, I would regularly get nudes texted to me. Typically, those would be flirtatious messages to come to her apartment or inviting herself over to mine.
If I wasn’t able to make it over to her place or host her at mine for a couple days in a row, the texts became more urgent, the pics more salacious and involving her having to get herself off with the multitude of toys she owned. It got to the point where if she hadn’t heard back from a text, she would just walk over and knock on my door until I answered. Which wouldn’t have been a problem, but for the fact that often that was following a night of her out with her friends. Nothing like having your door pounded on at 2 in the morning by a horny former cheerleader.
After a few weeks of this, I just gave her a key, and would routinely be woken up by a naked Amy getting into my bed anywhere from 1 to 4am, smelling like a combination of sweat, stale perfume, and vodka soda. Once I was awake (and sometimes before I was awake), she’d either climb onto my hardening cock or straddle my face for an oral orgasm, then pass out next to me until we woke in the morning and did it all again.
When we were able to see one another, it was never just for one fuck, and nights like our first were more the norm. Our best, which is still my personal best to this day, was when Amy paid for a weekend in Vegas and we fucked seven times over 24 hours. It would have probably been more had we not been basically dry humping on a dance floor for several hours before resuming actual humping in the room at 4am.
For my part, my time with Amy ended up giving me a couple fetishes that have lasted to this day. For one, athletic women who are enthusiastic about sex, if that can even qualify as a fetish. Perhaps more, a type. But, along the athletic lines, post-workout sex became a fetish. She would get incredibly turned on at the gym and then immediately want to fuck. It became pavlovian to me after working out, and to this day, licking and/or fucking a woman after a workout and before they shower is a huge turn-on. Similarly, the taste of a woman after several hours of dancing in a hot nightclub still gets me to this day.
She was also the first one to ever try anal with me, although, alas, it was not as successful as my later endeavors. One thing she was never into, interesting enough, was giving blowjobs. She told me once that if she wasn’t getting stimulation from it, it wasn’t her thing. She was willing to give head in a 69 (which led to my first time ever doing a standing 69!), and I was able to get a couple blowjobs when she was riding a suction cup dildo, but for all intents and purposes, if I wanted to get off, it was her pussy, not her mouth, doing it.
We really did become friends though along the way. Amy was hilarious, cute/hot, and as I think is clear from the story above, loved sex. It was one of her three favorite things in life, alongside partying and shopping. While she was in college her divorced parents were her funding source for the latter two of her favorites. As for the first of those, it was clear that our thing was a temporary thing. I was one of a long string of med students with whom she had had flings, and before us, it was athletes.
Alas, good things often do come to an end, and our affair burned out after a couple months. She was still finishing up college, and once I received my match, I ended up taking some time to go visit family and went to Europe for a bit. Amy moved on to more a few more med students.
Funnily enough, when I did start my residency, I ran into a guy who was a year ahead of me in school who was in his second year of his residency in a different specialty. We became friends and found out that we had both ‘dated’ Amy. He, however, had dated her for the better half of a year, and had stayed in touch with her. After she graduated, she ended up moving out and taking a job in our city, and they resumed their relationship. When my ex-wife and I were together, Amy and her husband became two of our closest friends.
I do still see them a few times a year, and still think back fondly to my nympho nursing student hookup.
Source: reddit.com/r/gonewildstories/comments/ucg7w9/the_one_that_got_away_my_nympho_nursing_student
Seriously it’s an amazing story.
Wow, girls like her are God’s gift to men! I love that she detested condoms so much and never made you wear one. You never forget the first girl you cum inside
Loved this! I’m right there with you when it comes to loving athletic women with an enthusiasm for sex.