Edit: This ended up getting quite long and I had to actually write about a separate escapade first to lay the groundwork for the threesome. Will indicate when the MFF happens.
Our recent shared milestone of a year of lockdown got me thinking about how much I miss spontaneous, unplanned sex; especially with someone I’ve only just met that day. Even before the pandemic, it was hard to imagine that happening anymore. Everyone’s gotten so comfortable planning them through dating apps or reddit personals that even something that’s supposed to be wild and spontaneous had a structure applied to it.
Seems crazy to think about how much time was invested in all the swiping, vetting, ghosting, one-night-stands, or fwbs that eventually fizzled out amicably (or not so amicably). Not to say that there weren’t some good returns on that investment over the years; I’m just nostalgic for the moments that developed in a more spur of the moment fashion.
Nearly two decades ago, I had been slowly building a friendship with a girl I’d seen around the visual arts building named “Carrie.” A pale, red headed 21 year old with curly, shoulder-length hair, she stood about shoulder height of my darker, 6’ frame. Although her breasts were about 30% smaller than the picture I’m about to share, this image I found (not her) best captures a few of her most memorable features: the vibrancy of her hair against her skin (above and below), how her rosy nipples could almost be mistaken for an applied blush, and the incredible, high line of her hips (https://i.imgur.com/8hX5ZNm.jpg).
We had different majors, but a bunch of friends in common and a shared love for photography. In no time, we were making friend dates to galleries and photo-walks with our cameras in tow. The flirting was almost immediate. Always leaning in a little too close to the other’s ear when discussing a piece in hushed gallery tones. Always leaning on the other’s shoulder too much when looking at the photo one of us had just taken. After a few weeks of mounting tension, Carrie asked if she could come over with a dvd of her favorite movie, Empire Records.
Understanding that this could likely go a certain way, I cleaned up, grabbed some movie snacks, and borrowed a bottle of wine from my supportive housemate (who even went so far as to stay at his gf’s for the night). Opening the bottle almost immediately upon Carrie’s arrival (her idea), we never even took the movie out of its case. By the time we were warm and tipsy from the last few drops, we were sitting back against the headboard of my bed; her head on my shoulder as I talked through some old photos of my friends and I. In a quiet lull after one of those stories, there was no more wine left and there was that brief electrical charge in the air where both people just knew the first kiss was imminent. Like cloud and ground had agreed where and when lightning would be striking.
The making out was warm and sloppy, like all drunken first makeouts are. There’s just a hunger to finally get your hands and mouth all over someone you’ve been patiently craving and only enjoying in fantasy. In almost no time, her olive green tanktop and the bra underneath had been bunched up around her collarbones; my darker hands gently twisting one nipple between two fingers while I sucked and nibbled on the other. I’d eventually come to learn that being bitten hard enough to leave little hickeys across her chest was almost guaranteed to get her soaked in no time. In this instance, that didn’t happen until my hands had worked their way under the waistband of her jeans and began gently teasing at one of her soft, shaved lips.
The memory blurs here a bit, but I just remember tearing into each other. Every motion had an intensity that threatened to rip a seam or pop a button. At some point, I remember her sitting up to free herself from the tangle of her top, whip that gorgeous red hair out of her face, and shimmy down to free my cock from my pants. I had made no request of it so the fact that she was taking the initiative to go down on me our first night of hooking up had me fucking aching for it within seconds.
There’s something about the first time you feel a new crush’s mouth around you that just breaks your brain in the best way possible. It’s always better than you imagine it because there’s so much anticipation built in and god did she not disappoint. Easily the most enthusiastic blowjob I’d received up to that point. Slick with spit, good hand-mouth coordination with a few well-timed strokes in between rounds of her trying to take more of my 7 inches down her throat (pics in my history if you’re interested). Fuck and the eye contact when she’d look up and swirl her soft little tongue around my fat head. _That_I can still see clearly if I think back to it.
Not wanting the proceedings to end too quickly on my end, I pulled her off at one point to inform her that I wanted to taste her too. She was more than game for this and lay back with her head towards the foot of my bed; letting me take control again. I remember yanking her jeans and panties off as one unit and literally moaning ‘ohfuckme’ as one word as I saw her laid bare before me. A perfect little landing strip of fiery orange perched on top of the most beautifully flushed and slightly parted pink lips. I won’t pretend to have been some kind of cunnilingus virtuoso back then, especially with someone whose body I was just getting to know, but I was determined to match her enthusiasm and ate like it was my first meal in years.
We went at it like that for a little bit and I was once again thankful that my housemate had decided to peace out for the evening. There was likely no mistaking whatever noises could be heard out in the hallway through those cheap, hollow doors those student apartments used to have. By now, my beard was soaked with her and she breathlessly said that she wanted to taste me again. I was still rock solid and was all too happy to switch positions (my enthusiasm aside, my jaw was getting a little tired). She pushed me on back, kneeled between my thighs, and proceeded to take me into her mouth in those deep, slow bobs. It felt incredible and I just remember gripping her hair tight as she worked me with what felt like the entirety of her tongue and kept one of her hands trained between her own thighs.
She started to moan louder as the arm she used to steady herself against my hip began to tense and tremble. Assuming this was it for her, I tightened my grip and proceeded to unload down her throat, being totally unrestrained with my own moans of appreciation. She held fast as each spurt coursed up the length of my cock and coated the back of her throat; maintaining a gentle suction after the last shot as she slowly pulled up and extracted every last drop.
When we both caught our breath, we exchanged this kind of “holy shit, didn’t think that’s where this night was gonna go” vibe that erupted into laughter and made out for a bit more. After we cleaned up and got dressed again, she scooped up her unopened copy of Empire Records and reminded me that she had a piece in the photo department’s end of year show the next night and that she wanted me to come see it. Like I was going to say no to anything this girl had just asked of me.
The next night, I went to the show with Carrie’s piece in it and was introduced to her childhood friend “Jenn.” At just a few inches over 5 feet, Jenn was a super cute first-gen Korean girl with long, jet-black hair. Again, not her, but I feel this picture does my memory of her slender frame the best justice (https://i.imgur.com/f7eaiVS.jpg). Her face was rounder though, almost heart-shaped; with the most adorable cheeks that would absolutely slay when she smiled. Especially if you got close enough to see the light freckles sprinkled across them.
Jenn was visiting from out of town for the weekend so I assumed I wouldn’t have a chance for round 2 with Carrie until after her guest had left. If I had known, in that moment, just how wrong I was, I probably would have found a way to screw it up and prevent it from happening at all (insert image of Dr. Strange intensely holding up one finger). Over the course of the event, Carrie had a bunch of other students / professors / friends she had to chat with so Jenn and I ended up getting acquainted in the back room of the gallery where staff and exhibitors were filtering in and out. Occasionally, Carrie would poke her head behind the curtain to see if we were doing alright and would keep Jenn posted on how much longer it’d be until a group of them went out for dinner.
At one point, Carrie triumphantly returned with an open bottle of champagne that one of the other students was passing around to everyone else with pieces in the show. We each took a bubbling swig and I remember enjoying the intimacy of our fingers connecting as the cold bottle went from one warm hand to the next before our lips pressed to the same glass edge. I assumed that we’d all be parting ways for the evening since I hadn’t been invited to the dinner, but Carrie told me she’d call me afterwards if they decided to go out for a drink somewhere. It was a long walk back to campus, but I decided to enjoy the cool evening air as I made my way across the downtown area.
As luck would have it, the battery on my shitty flip phone died along the way. I actually hadn’t even really registered it until I was closer to home (god I feel old thinking back to a time where I wasn’t glancing at my phone every couple of minutes). Worried that I might have missed word from Carrie, I sped up and got it plugged in asap. The wait for it to have enough juice to power back on felt like forever. And when it finally did, nothing. No missed calls or messages. Figuring that was that, I spent the remainder of the evening just hanging out at home. Then, maybe an hour before I would have normally turned in for the night, I got a call. It was Carrie’s phone, but Jenn’s voice and they were both clearly (and loudly) having a good time. I was instructed, not asked, to meet them at a nearby mexican place for margaritas and was all too happy to oblige.
When I got there, it was just the two of them. Said they’d peeled off from the rest of the group to get some old-friend time in. I remember saying that I didn’t want to intrude if that was the case (dumbass), but Carrie put an arm around me, pulling me closer into the semicircular booth, and warmly said, “you have honorary old-friend status tonight.” I would have lingered in the sweetness of that a bit longer, but Jenn pushed a full margarita towards me and commanded, “catch up.” She was definitely the more acerbic of the two. I obviously didn’t have this reference point then, but thinking back, I could definitely compare it to hanging out with Ann Perkins and a dialed-back-for-reality April Ludgate.
With that round polished off and a good buzz established from the booze (and rubbing feet with Carrie under the table), she told us to meet her out front while she settled the tab and ran to the restroom. I can’t remember our conversation now, but I can so clearly recall how Jenn just kind stared at me with this big grin stretched from one ear to the other as I put my jacket back on. I just assumed (sensing a theme here?) she was in the happy drunk phase and didn’t have anything to say at the moment, but in retrospect, they had clearly already devised a plan prior to my arrival. When Carrie joined us on the sidewalk, she matched Jenn’s grin and hooked an arm through each of ours.
The three of us marched that way, arm in arm, huddling a bit for warmth and probably making way too much noise; even for a college campus. As we got closer to her place, it slowly started to dawn on me that we weren’t done yet, but I just figured, cool, get to spend more time with this awesome girl I finally hooked up with the previous night. It was when Carrie proclaimed that we’d be going back to hers to watch Empire Records and Jenn burst out in laughter much louder than she was anticipating that I realized some details from last night were clearly shared among friends in the interim. I smiled and raised an eyebrow at Carrie and she just did the most adorable little shrug and shove, but without letting me out of her grip.
<<<<<**FFM Starts Here**>>>>>
What happened next is honestly still an unbelievable blur punctuated by moments of lucidity that remain burned into my mind to this day. As soon as we got into Carrie’s room, Jenn made a beeline for the bed and Carrie rushed to put her things away. Neither of them had turned the main lights on. I motioned towards it wordlessly, but Carrie just asked if I could lock the door. Puzzled, I looked over at Jenn. She was already perched on the edge of the bed with her legs crossed and I shit you not gave me the “come hither” finger motion. Carrie looked over her shoulder as she plugged in a small, warm-colored lamp and just kept smiling. The information started piecing itself together in my mind, but I still couldn’t believe it. I was genuinely in shock/disbelief as my legs somehow moved me across that impossibly long space between the door and the bed.
The motions of seduction all felt familiar, but now with three people there instead of two. It’d be like if you bent down to put your shoes on only to discover that not only were there four boots, but that you somehow had four feet now as well. A shock to your system, but all the evidence in front of you was trying to tell you that this was a totally normal, real thing that was happening to you. I took Jenn’s outstretched hand as she sat me between her and Carrie. Carrie grabbed at my face and kissed me first while Jenn watched. Again, even in this moment, I still just believed that Carrie was just showing off in front of her friend for a laugh or that she had somehow forgotten there was a company. I kissed her back and felt Jenn’s hand on the top of my thigh.
Breaking from the kiss just long enough to look back towards her, I saw Jenn bite her lip in the dim light and then practically pounce on me; kissing me with the same drunken passion that Carrie just had. I remember thinking how wild it was that I could taste the lime on both of their lips, but still discern a difference between the flavor of their mouths. She pulled back with a huge, very satisfied look on her face. First laughing at what I’m sure was my stunned expression and then looking hungry again, but towards Carrie this time. They leaned across me and began kissing deeply. If this wasn’t the first time they’d done this, they were definitely already comfortable with each other.
My brain kept flipping between being in the moment and trying to figure out when the joke was going to end, but I couldn’t blink as I watched them make out mere inches away from my face, both of them now resting part of their weight on my thighs. I scooted back on to the bed a bit more to give them some room and their clothes just started melting off. I could hear that telltale sign of shoes being kicked off in the dark and toes hooking under the elastic band of socks before fully realizing it was my own feet that were now bare. Jenn looked at me, smirked, and repeated her command from the bar, “catch up.” It was so absurdly sexy that it jolted me out of my stupor and made me almost painfully aware of how hard I was against my pants.
I paused mid-strip just to make sure I wasn’t distracted when Jenn’s bra popped off. Her breasts were just a hair heavier than a handful and topped with these tiny tan nipples that I immediately started picturing pinched between some clamps. Glancing back at Carrie, I saw her peel the last stubborn bit of pant leg off her heel before flinging them off towards a dark corner of the room. I almost started to feel dizzy; the combination of the (thinking back on it) way-too-big a margarita and these two beautiful women undressing on either side of me was honestly overwhelming.
I leaned back and watched as their naked bodies immediately snapped back towards each other like released magnets; rubbing my still swelling hard on through the thin fabric of my boxers. Moments later, Carrie caught a glimpse of me out of the corner of her eye, smiled, and directed Jenn’s gaze towards me with a quick nod. When Jenn saw what I was doing, she grew immediately stern and said something to the effect of, “oh hell no you aren’t just here to spectate. Take those off.” Carrie laughed and I, caught off guard by how direct this person I’d only just met was, just sort of stammered unintelligibly. Jenn mock-rolled her eyes a bit, smiled, and crawled over towards my side of the bed. “Here, let me help with that.”
With two fingers on either side of my waist, she yanked the last of my clothes down to my knees and then sat up briefly to work them around my feet. Tossing her long dark hair aside, she knelt back down for a closer look at what had sprung up and then stopped to look up at Carrie. “Mm, you were right, he does have a nice penis.” I’m not ashamed to admit that I sometimes replay the memory of her saying that when I start masturbating; even all these many years later. Those words coming from someone I barely knew, in a moment where I was, I’ll admit, feeling totally overexposed, it was a huuuuuge confidence booster. I whipped back towards Carrie and tried to find a way to express the question, “did you really tell her that?” while still sounding even the tiniest shred of cool, but nothing came out. She read my face perfectly and just did the thing where the far ends of your eyebrows arch up a bit and you nod affirmatively.
I was immediately pulled back to focus when I felt Jenn’s pouty little mouth close around me and start inching its way down the length of me. My brain immediately slipped into an explosive blur of color and I just remember tipping my head back and exhaling, “hollllyyyfuck.” I never would’ve breathed a syllable of this sentence then, but Jenn’s blowjob game was just immediately leagues ahead of Carrie’s (which were already great). It was like her tongue had a separate mind of its own that was executing all this complex choreography as her head slid up and down. But it wasn’t just a random darting here and there…it was like watching an undulating sine wave on a monitor. Increasing frequency and decreasing frequency in a rhythm that responded to my every movement.
Even though I was totally absorbed in the sensation, I could hear Carrie moaning softly over Jenn’s skilled slurping. She was leaning against the headboard next to me, legs parted, fingers sliding effortlessly between her own dripping lips as she watched one of her best friends fill her throat with the cock she had just sucked the night before. Hearing this, Jenn looked up (with a satisfying and loud plop as the tip of me popped free of her lips) and immediately crawled up between Carrie’s thighs. I obviously didn’t mind given the sight that was unfolding before me. One line I recall in particular was Jenn pausing to look up and tell Carrie, “god your tits look fucking incredible from this angle” before diving right back in for more.
After that, I felt Carrie’s hand slip over mine (I was basically on stroking-autopilot at this point) and let her fingers close around my shaft and work me as she continued to get eaten out. I was content to let her play while my closest hand ran across the sides of her thighs and ran right through Jenn’s hair. The energy in the room was incredible. Every touch of skin to skin was just hot with electricity and I’d never felt stimulation, mental and/or physical, this intense before. Another stretch of bliss later, I felt Carrie’s grip around me relax as she sat up, drank some water from a nearby bottle, and started to clamber on top of me without knocking Jenn off the mattress. She slid down me in one go with absolutely zero friction. Jenn had done a good job warming her up.
As Carrie began to slowly ride me cowgirl, I remember Jenn positioning herself towards the foot of the bed and taking in the view of me disappearing in and out of her friend. You know how sometimes, you try to say something sexy and some awkwardly long word will come out instead that still applies, but sounds totally unnatural or butchers a common turn of phrase? I want to believe that’s the headspace Jenn was in because after observing us for a few moments, I could see her sort of pull back with this genuinely shocked and aroused face and comment, “wow…this is so, just, fucking…pornographic.” Carrie and I practically groaned in unison at that. In a good way. We both later exchanged details about that moment and came to the consensus that it was the sexiest someone else had made us feel about ourselves.
I remember seeing Jenn grab hold of Carrie’s hips and spread her ass a bit so that she could have an even less obstructed view of those rosy lips spread around my dark cock as she took me in and pull back together as she lifted her hips back up. We went at it like that for a little bit longer when Jenn playfully slapped Carrie’s haunch like she was commanding a horse to move along. Carrie immediately got the hint as Jenn called, “my turn” and filled herself with me as easily as her friend had, if not easier on account of the extra lubrication.
At this point, two things happened in very quick succession. Jenn was so insanely tight that I immediately felt light this heady buzz as I got harder than I probably ever had up until that point in my life. To see this supremely forward, almost bratty, petite girl close her eyes tight in real pleasure and breathe “fuck, he’s big” made me keenly aware of the reality of the situation. There was the bucket-of-cold water moment where my internal monologue tried to slap some sense into me and chide, “you idiot, don’t you dare cum in this girl you barely know without a condom.” It_almost_snapped me out of my mood entirely, but my dick was still in charge of all my decisions for another minute or two. I grabbed her by the hips and started fucking her more intensely to just feel that pressure under my control for a little longer before pulling her off of me and asking for protection.
To their credit, no one missed a beat or protested and Carrie was unwrapping one for me in record time. She helped me roll it on and smiled as Jenn got on all fours in anticipation. Now, I have to warn you, this is part of the story where my dumb luck runs out and reality doles out some of the cruelty it’s so famous for. I want to say that I fucked Jenn’s brains out while her friend watched and they both writhed in ecstasy all because of me, this sexual demigod, but in truth, I tensed up. I didn’t cum early, but I didn’t cum either.
Instead, I started to think, “fuck, that was close, but what if some of my precum was already working its way inside her? Is the condom going to stay on? Did I leave enough room in the tip? Was there an air pocket that would pop halfway through? Did I even think to ask if she’s been tested recently?” All of these questions shot through my brain at the same time as I tried to position my cock against her lips in the dim light and I just couldn’t.
Again, eternally grateful to these two for being so chill about it, but neither of them ever did a thing to shame me for going a bit soft. Carrie even generously offered something about how she was sorry if the condom was a bad fit; that they were old and for her smaller ex. They were able to play it off and redirect the show back to the two of them making out, drinking more water, and everyone getting up to pee.
When we were all settled back in bed, they both snuggled up on either side of me and we all let our hands gently wander across each other as we talked about how insane that all was just then. I’d learned that this wasn’t the first time they’d hooked up but that it was the first time they’d brought a guy into the mix and that, apart from one other friend of theirs, I was the only one that knew about that. All in all, a good come down from the evening considering how much I could have beat myself up in the moment for not perfectly executing every beat like a porn star. And honestly, how the fuck could I complain given everything I’d experienced and seen right up until then. And with the two of them falling asleep under each arm? Yeah, I’d save my complaints for later.
The next morning, they were both nestled against my ribs as the sunlight poured in through the open blinds. I was still in disbelief about the night before, but it was hard to argue with the evidence before me. At some point in the night, Carrie had put on thin t-shirt but Jenn was still completely nude and dozing away softly. Carrie was the first of the two to wake up. Her eyes blinked to adjust to the light and she greeted me with the warmest, happiest smile and soundless “hi.” It was so fucking adorable and I’ve got a grin on my face writing this just thinking back to it. She started kissing my cheek softly, letting her hands play across my stomach and weaving through the short patch of hair below.
I immediately began growing hard again as her fingers traced a parallel path down the top of my thigh and finally curled around my balls, fondling them with great care. I nodded towards Jenn, but Carrie just slid down the bed, made use of a hair tie on the windowsill, and proceeded to give me this slow, steady blowjob as quietly as she could while the sun set her hair ablaze. I moaned at this a little too loudly and, naturally, Jenn woke up. Taking in the sight, she looked up at me, looked back at her friend and simply said, “whores.” We all laughed at that for a moment before Carrie went back to it.
Jenn’s hand lay on chest as we watched Carrie do her thing. As my breathing grew more intense and I was free to be a bit more vocal with everyone awake, I noticed her touch drift down between her own thighs. We lay there like that for a few minutes, this slutty little tableau of one girl sucking, another girl massaging her clit, me muttering all kinds of soft direction and encouragement. Sensing that I was finally going to unload all that tension from the previous night, my shoulders lifted off the bed, my fingers gripped Carrie’s scalp more tightly, and Jenn watched open-mouthed and short-breathed; furiously rubbing herself to bring herself to orgasm alongside my own impending one.
I could barely form the single telltale word “ohfuckgonnacum” before I let out one final indecipherable groan and start bucking my hips against Carrie’s chin; letting god knows how much thick warm cum fill her eager little mouth as Jenn shook and dug the fingers of her free hand into the flesh of my arm; saying nothing but these halting little exhales that defied any kind of spelling out with letters. Carrie masterfully kept every drop in her mouth and made a good show of swallowing for us as we let our climaxes wash over the room. When our breathing started to calm down, all we could do was laugh from the euphoria of it all.
Things may not have ended perfectly the night before, but what an incredible cap to the whole experience that morning turned out to be. The three of us cleaned up and went out for breakfast at a diner and my most enduring final memory of it all was just how we all kept smiling at each other as we waited for the food to arrive. Giddily harboring this little secret from everyone else in the room and just feeling so intensely alive. I know it’s hard to see it now, but I do believe that spontaneous connections like these are waiting for me on the other side of this vaccine and I hope your futures are as similarly bright once this fog lifts for us all.
Source: reddit.com/r/gonewildstories/comments/ma3dpc/reminiscing_about_how_i_stumbled_into_m39y_ffirst
Wow. That was amazing! Compliments for the reality of the whole situation, especially the condom