Girl can’t choose between me and my friend, I say why not both? Non-Fiction, [MFM]

All my stories have some preamble, I just like re-living the situations that led to the sexy events as well as the event. If you don’t care much for my descriptions and preamble, there’s a “>>>Sexy Story begins here” line. Names have been changed.

I haven’t gone into my appearance much, just in case anyone is curious I’ll try to describe myself here. If you don’t care, skip this section and I’ll describe my friends in the next two sections. By the time this story takes place, I’d given up on my teenage gothiness and had embraced my long blond hair and burgeoning blond beard metalhead self. I’ve been told I have very blue eyes, and I’m tallish at 6’1. I’ve always kept some weight on, bit of an eternal dad bod I suppose.

This takes place shortly after I turned 20. I had two friends, a (21F) girl we’ll call Sandra, who was a thick and shapely 5’4 girl with enormous tits (her bra size was a G), long wavy brown hair, bright green eyes and a cute little ass. She would always wear really revealing tops, and everyone at school was always speculating how much of her perk and cleavage was natural and how much was just a really good, expensive bra. Sandra would work construction during the summer as a labour hand, and she always looked firm and fit.

The other friend, we’ll call him Sam, was a (20M) rail skinny 5’11 guy, olive skinned and dark haired with those dark brown eyes that look almost black in low light. He had a huge mohawk he would painstakingly hair-glue up every day, but he never got around to dying it any funky colors. Me and him went to high school together, and played in a band together during our college years. I had also found out during a game of truth or dare with some friends that Sam was packing a frustratingly huge cock for how tiny he was. There was a running joke in the friend group about “two inches”, because at 8 inches long, Sam was 2 inches shorter in height than me, but his dick was two inches longer. The jokes might have stung a bit, but the truth is that my previous experience had helped me be the more confident one of the two, and so I tended to get a lot more female attention than him.

Sandra knew about these jokes too, which is why I assume she had the dilemma she eventually did. Sandra was very flirtatious, but was the type to suggest a lot but never follow through. Sandra flirted with everyone, always acting super sexed up, and would playfully peck people on the lips when she had a few drinks, but she never did end up going home with people often. She knew her tits and tiny frame made her a sexpot, and she enjoyed the attention. this also came up in messaging, and she loved sending suggestive selfies to everyone.

>>>Sexy Story begins here

One time, however, Sandra went a bit further. I received a text from her that said <Hey, what are you doing? :p > I was at work at the time, and I told her so. Her next text was very flirty. <Oh. So I probably shouldn’t distract you with this? >:) >

A picture loaded, and it was Sandra, standing in a mirror, wearing only a pink thong. She was tilted to the side and had her arms up hiding her nipples, but her huge tits were impossible to conceal, her tiny yet shapely ass a perfect half circle of pale skin. I figured that Sandra was just having some fun, but figured I would play along, as at the time my job was basically sitting at a desk entering data in a back room. <Distract away> I texted, and then <If you can make this day go any faster, I’ll owe you.>

Sandra’s next text was even more flirtatious. <oh yea? :) so I can keep sending you pictures like this?>

The next picture was of Sandra standing straight on in the mirror, her one arm crossing over, hiding one nipple with her forearm and the other with her hand. Her right hand was down between her legs, covering her pussy, and the thong was gone. I started to get hard, as I’d never seen this much of her before, and thinking of her dropping her arm and finally getting to see what her bare tits looked like had become a bit of a fantasy after all the teasing around the friend groups. I replied back <Please do ;)>

Sandra texted back so quickly, I think she may have been typing at the same time as me. <So, what will you owe me if I make your day fly by?> and I replied with the super predictable <Whatever you like, darlin’>.

A minute later, I got another picture, nearly identical, but Sandra had opened her fingers on both hands into a V, so that I could see both her nipple and her light brown labia. Her pussy was totally shaved, and I was fully hard now. I shifted so that the camera couldn’t see, and started to lightly stroke my cock through my pants. Another text from Sandra as I was typing a response, <Well, lets start with you telling me if this is working for you ;) >

I decided to go all in, and deleted whatever I had been typing. Instead, I told her <Oh, I’m fully fuckin hard now, thanks.>

Sandra’s next text was immediate. <Really? Hot! Are you touching it? >:) >

My cock was starting to throb, and Sandra asking about my activity was only getting me harder. <Yea, I’m still looking at your picture and playing at my desk.>

Sandra’s reply sent a shock through me. <Let me see!> I looked up at the camera, and determined it was safe. I texted Sandra back <You sure? ;) > and the notification was immediate. <Omg, yes! :o>

I undid my zipper, and pulled out my hard cock. I tried a few times to get a decent picture. Once I determined which one was best, I sent it off. Sandra’s next text took a few more moments than before, but the POV had changed. She wasn’t reflected in a mirror anymore, and she was obviously laying down. She had pointed the phone down at herself, and her tits were totally bare. The hand that wasn’t holding the phone was obviously between her legs, just barely off screen. <It looks yummy. Are you able to cum for me?>

<fuck yea, if you keep sending me sexy pictures like that> I sent back. <What do you want to see?> Sandra asked back. I’m all about Oral, and my favorite thing to see is either wet pussy, hard dick, or a good O face. I replied as quick as possible <I wanna see your pussy. I wanna see your fingers toying with yourself. And if you cum, I want you to try and get a picture of your face when it happens, or right before.>

The next notification was several pictures. A shot of Sandra from the tits down, showing her pale breasts and dark nipples, her shapely waist, a “just a coupe of extra pounds” tummy, and her toned thighs. Her hand was covering her pussy again, but I could see several fingers curling over, obviously sliding inside of herself. The second shot, of her hand grasping one of her tits, her fingers sinking deep into the soft, pillowy skin, and her other hand pulling her pussy lips apart, glistening and brown-to-red colored. The third shot, a close up of her fingers deep inside herself, strands of pussy juice stretching from thigh to thigh.

I was close now, working at my dick, stroking hastily and forcefully, my legs stretching under my desk, toes curling in my shoes. I sent her another shot of my cock, darkened and veiny from how turned on I was.

The next picture was another close up of Sandra’s pussy, but now there was a dark circle of her cum underneath her legs. The picture after that was of sandra’s face, her eyes half closed, her lips slightly parted, two fingers in her mouth in a tremendously hot post orgasm expression. That was all I needed, and I came, hard. I had been doing my best to stay quiet, but I unwillingly let out a heavy, hoarse huffing noise. I quickly snapped a shot of my cock covered in my cum, still half hard, and then grabbed some tissue and cleaned up. I sent off the picture, and Sandra took a few minutes to reply.

<I wish I was there so I could clean you up with my mouth >:) >

I replied lustily <Maybe we should do this in person next time, and you’ll get your chance.> Sandra’s text back sent a thrill through me. <Maybe ;)> and then <So, did I distract you enough for you to “Owe” Me?>

Not one to go back on a deal, I sent <Whatever you want Darlin’. Time and place.> Sandra’s eager reply was <I may have heard that you like to eat out? And that you’re really good at it.> I was curious who had told her that, but I also made no secret in the friend group of my love for eating pussy, and would sometimes brag myself up. I didn’t want to detract from the discussion, so I just resolved to ask later, maybe. <You heard right. You want me to do that for you? I’d sure like to.>

Sandra’s reply was more along the line of what I had come to expect. <Hmmm, maybe ;) > she sent, and then <I gtg. Talk to you later :) >

This was it from Sandra for an entire week. She was back to her normal self, and whenever I tried to move a conversation in a sexy direction, she redirected the convo. As guys do, I decided to talk to my buddy Sam about what had happened, and see if he had any insight. Here is where things get very interesting. It turns out that Sandra had sent Sam the exact same pictures, and their conversation had gone nearly identical to ours. Sam was initially upset, but I had an idea how we could try for some sweet revenge. I suggested that we both continue to pursue Sandra, and try to get her to come over. Whoever got her over would let the other know, and we would confront her over her little game. Bro’s before Ho’s. What I didn’t tell Sam, was that I had wanted to try and throat his cock ever since I’d seen it, and I was now fantasizing that maybe I would get lucky and be able to convince Sandra to fuck us both and knock two hopefuls off my fuck list.

Sam took a much simpler approach than me. I continued to try and get Sandra to be DTF, but Sam was a practical guy and just invited Sandra over to listen to music. Either way, the day and time was agreed upon, and our plan was in motion.

I hid in the closet we used for spare instruments, and Sandra and Sam came into the living room. I could hear them talking about some band that Sam had just discovered, and then heard them sitting on the couch. In hindsight there was probably a less theatrical way to do all this, but I was having fun with it. I listened intently for time to enter. A few minutes go by, and then I hear it. Sam said “So, do you remember when you sent me all those pictures?” Sandra’s voice quivered a bit, nerves I assume. “Uh, yea, I remember.” I opened the door and walked in, and Sandra looked for a brief moment like a deer in the headlights. “Turns out, you had fun with (Me) too, huh?”

Sandra looked upset, which was not really what I wanted. I sat down beside her, so she was between Sam and I. “I felt really guilty,” Sandra started, her voice growing husky. “I didn’t want you two to be jealous of each other, but I was really turned on and curious.” Sam nodded, and I patted Sandra’s leg. “It’s ok” I assured her, “its not a big deal. It just seemed kind of sneaky, that’s all.” Sandra nodded. “we’re not mad or anything, right dude?” I asked Sam pointedly. He shook his head. “Just a little disappointed,” Sam replied, “I was into it and then felt kind of ghosted.” Sandra just nodded again.

At this point, I was worried that we might have upset Sandra too much by cornering her, and my threesome fantasy, as well as my chance at fucking Sandra in the future, were quickly slipping away. So I decided to take charge.

“So… why don’t you tell us, what is the particular appeal of each of us?” Sandra and Sam both looked at me with a strange expression. “I’m just curious” I lied, “you obviously were into both of us. We look pretty different, so either we’re both your type, or one is more your type than the other.” Sandra looked at Sam, who just shrugged. “Promise you won’t get upset or jealous?” she asked meekly, and I nodded. Sam didn’t say anything, so I poked his knee. “we can take it, right my guy?” I smiled, and Sam shrugged. “yea, lets hear it” Sam replied.

“Well…” Sandra seemed to think for a few moments, before looking at Sam. “I heard from Nat (a friend who partied with us often) that she saw your dick at a party. She said it was really big.” Sandra looked at me “and you’re always going on about how you love going down on girls.” Sam smiled, the lucky, big dick having fucker. “then we were all talking the other day, and the two inch difference came up…” Sandra continued, and then sighed. “I wanted to know how you two matched up in size.”

This was starting to look good. “That’s understandable,” I assured her. “It’s not like the guys in the group haven’t been curious about your boobs, and if we could get a side by side comparison of you and some of the other girls, it’s not like we wouldn’t go for it. it’s natural.” Sam seemed to agree with this, nodding his head. “Yea,” he agreed. “It’s just an animal thing I guess.” Sandra seemed comforted by this. She looked at both of us, and bit her lip nervously. “You guys aren’t mad at me?” she asked quietly, and I put my hand on her thigh. “Not at all,” I started. I knew that this was the time to play my hand, and I continued. “Was your curiosity satisfied?” Sam and Sandra both looked at me. I Shrugged, and said “well, no one is upset with each other, right? And we’re both here. And, pictures are one thing. But in person is so much better, don’t you think?” Sandra seemed surprised, but Sam seemed like he was on to my game, smiling slyly at me. “Uhm, I guess?” Sandra practically whispered. “I won’t say no, if you want to show me…” I moved my hand further up her thigh, and I could feel myself getting turned on. “We might need some help getting up to speed” I suggested, and started to slowly massage her leg. Sandra looked up at me, her green eyes wide, and I could faintly hear her breath catch. “What do you say?” I ask, and Sandra nods. I slide my hand further up, taking the edge of her shirt. I look over at Sam, and I can already see his cock getting hard in his tight jeans. I motion for him to help, and we both lift up Sandra’s shirt, her tits rising with the shirt until we pull it up over her head. Her round tits dropped, bouncing, her bra straining to hold them. I reach my other hand around, sliding over Sandra’s back, while me and Sam toss her shirt to the floor and begin to softly caress her tits. They were soft and yielding, our hands sinking into them. With a bit of an awkward pinch, I undid her bra, and Sam and I helped her take the bra off. Her nipples immediately hardened in the cold air, and Sam bent over and began to lick the nipple closest to him. I did the same, sucking her nipple into my mouth and rolling my tongue over it. Sandra let out a soft moan, and I felt her hand slide up to caress the back of my head.

I looked over at Sam, and I could see his cock, hard and huge in his pants. Sandra moaned again, and I leaned over her. I let my hand slide across Sandra’s thighs again, stopping to briefly rub her pussy through her pants. Not only was she burning hot between her legs, but she was so wet that I could feel it through her yoga pants and panties. I let my fingers toy with her for only a few moments, before moving further. I let my fingers lay softly across Sam’s dick, and he looked at me incredulously. I winked at him, and I fumbled a bit looking for the zipper of his pants. Sandra’s watched me intently, still softly moaning. I pushed myself up against her, and my hard cock pushed against her hips. I found Sam’s fly, and slowly unzipped it. I reached into his pants, and my fingers closed around him, hot and pulsing. Sam let out a little, growl of a moan as my hand touched him, and I gently pulled him out of his pants. I gave his cock a playful stroke, and then looked at Sandra. “I’m not doing everything” I teased, and used my other hand to grab her wrist. I guided her hand to my dick, and she gasped when she felt how hard I as. I felt her fingers search around, and soon she had pulled my own cock out, her hand slowly stroking and pulling me. “why don’t you get on your knees and have a side by side look?” I suggested, and Sandra did so, wordlessly slipping onto the floor facing the couch, her tits bouncing as she arranged herself. I let go of Sam’s cock, and sat closer to him. Sandra looked from his cock to mine, and back again. There was a noticeable difference, and Sandra slowly raised her hands to grasp each of us. Her hands slid up and down, taking measure of us. “this is fucking hot” Sandra gasped out, and I winked at Sam. “why don’t you do some measuring with your mouth?” I ask, and Sandra eagerly complied. She seemed unsure of where to start, and so I guided her head toward Sam. I watched as her lips slid over the head of his cock, her togue darting around in her mouth, and Sam let out a breathy moan. I contented myself with stroking my cock and playing with Sandra’s tits while she slowly tried to take more and more of Sam’s huge dick. she got pretty far, but once there was only an inch or two left, she started to gag and cough.

“Hey, Sandra. I know he’s impressive, but my cock is getting lonely” I teased softly, and Sandra looked up at me. I, in turn, looked at Sam. “How about I suck you off while Sandra tries me out?” I suggest bravely, and to my surprise, Sam nods. I lay down on my side, my head resting on Sam’s thigh, and her turns so that his cock is hovering in front of my face. Sandra’s mouth closes over my cock, and I can feel her humming and moaning on it. I began to lick and kiss Sam’s cock, and her put his hand on my head, grabbing a handful of my long hair. He over-eagerly jams his dick into my mouth, and I feel it slide down my throat. I nearly gag, but instead I take a deep breath through my nose, and start to rock my head back and forth, sliding my lips over him. I realize that I’m not getting much farther than Sandra did, and I decide to make it a competition. I start to suck Sam’s cock hungrily, trying to take him as deep as possible, and was rewarded when I felt my nose ram into his pelvis. Sandra, meanwhile, was slurping and moaning deeply as my cock rammed into the back of her throat. I didn’t want things to end so soon, so I let Sam slip out of my mouth, and I put my hand on Sandra’s head to stop her.

“ I want us to go down on each other while Sam fucks you” I said, and Sandra seemed confused. “Like, a sixty-nine?” she asked shyly, and I nodded. “You game?” I asked Sam, and he hopped up, his dick flopping around somewhat comically. I laid myself flat on the floor, and started to stroke myself again. Sandra stood. “Where do you want me?” She asked, her voice hoarse from getting her throat fucked, and I pointed at her. “you’re still wearing pants” I said, and she slid her pants and panties off. She was wearing the same thong she was wearing when she sent us those pictures, and I couldn’t help myself. “You wore your sexy undies? You came over here meaning to fuck Sam, didn’t you, ya little slut?” Sandra just nodded, and started to rub her clit while she stood over me. Sam was stroking his cock as I laid there, and I motioned for Sandra to come sit on my face. It took her a few moments to get situated, but soon I felt her hot breath warming my cock as I stroked it, her wet pussy hanging over my face. I let go of myself, sliding my hands across her tits and giving her nipples a playful pinch and twist, and then continued until my hands were cradling her firm round ass. I began to lick and suck on her clit, her metallic sweet taste filling my mouth, her legs beginning to shake, as I felt her mouth take my cock in again. Sam was still standing, and I heard him say something about a condom. I felt Sandra shake her head no, and she stopped sucking my dick long enough to say “I’m on pills” before resuming. I stopped licking her, and pried her pussy open with my fingers. “Right here buddy” I gasp out. “She needs it bad, I can tell.” This made Sandra quiver, and I felt her body shaking from her thighs all the way to her mouth.

Sam kneeled behind Sandra, his knees right above my head, and I reached up and guided his cock into her. He had some difficulty fitting, and he had to put his hands on Sandra’s ass as I pulled her lips even wider apart. The wet sound of his dick slowly slipping into Sandra’s pussy sent jolts of pleasure though me, and I felt like I was about to cum. Luckily, Sam began to ram his cock into Sandra, and she began to yelp and gasp in hoarse, throaty bursts, simultaneously feeling amazing on my dick while still giving me a break, pushing my orgasm further away. we stayed that way for a time, my tongue sliding over Sandra’s clit and the bottom of Sam’s shaft as he hammered away, her wetness cascading down and soaking my face, Sandra lustily sucking my cock in between desperate, yelping gasps of pleasure. Sam began to moan faster and faster, saying “I’m gonna cum, I’m really close.” Sandra just kept moaning, and I doubled down, viciously sucking and licking her clit. Her thighs were shaking, her tits squished into my stomach, when Sam misjudged and slipped out of her. he tried to recover and jam his cock back into her, but he couldn’t get it back in. he started to go soft, and I quickly tried to save him, taking the head of his dick into my mouth and sucking. Unfortunately, this sent him over the edge, and he started to cum, his hot load filling my mouth and splattering over my face. “Fuuuuck” Sam moaned as he came, and Sandra looked back at us. “Did you cum?” Sandra asked, and Sam just nodded meekly.

Once again, I came to the rescue. I pushed at Sandra, and she got off of me. I grabbed Sam’s half flaccid dick and spat my mouthful of cum onto it. “remember when you told me you wanted to clean cum off my cock?” I asked, looking at Sandra. She understood, and she crawled over to Sam as he laid down. I watched Sandra begin to lick and suck the cum off of Sam’s dick, before positioning myself behind her. Her pussy was gaped and inviting, and I worried that my own dick wouldn’t be sufficient after Sam just destroyed her with his monster cock, but I was determined to try. I slid into her, and was rewarded when her pussy enveloped me and Sandra moaned loudly, her lips still wrapped around Sam. I began to hammer away at her, trying my best to match Sam’s gusto and tempo, and eventually Sam got back up to his knees. I grabbed Sandra’s hips as Sam grabbed her hair in two handfuls, and we began to match our thrusts, pushing deep into her pussy and throat. I looked across her arching back and shaking shoulders, enjoying the wet, slurping sounds of us using her like a big fuck toy, and winked at same. He smiled and extended his fist, and we bumped, laughing at the pure cliché of it all between our breathy moans and groans. I was ready to cum, and looked at Sam. In a moment of pure bro-synchronicity, he nodded, and he both doubled our effort, and I started to loudly cum. A second after, Sam came again, and Sandra let out a surprised yelp, which was quickly interrupted as her mouth filled with cum.

Sam laid back against the couch, and I sat down heavily. Sandra just flopped to her side, cum leaking from both ends, her sides heaving, her tits shaking. After catching my breath, I crawled over to her, and flipped her onto her back. I played with her tits while she looked up at me. “Did you cum?” I asked her, and Sandra let out a hoarse “I don’t think so.” I leaned in and kissed her deeply, tasting Sam’s cum on her tongue, and then began to quickly kiss my way down her body. Once I got to her pussy, I slid two fingers into her and began to finger fuck her and lick her pussy. I rammed my fingers into her hard, hooking them and roughly working away at her Gspot, while I hungrily and fiercely licked and sucked her clit, not wanting to waste time playing soft. She was still so horny from getting fucked from both ends that she was immediately moaning and shaking again, her hips rocking and her toes curling, her fingers roughly burying themselves in my hair, pulling my face into her. she was soaking wet and full of my cum, and the mixture flecked my face and dribbled onto the floor. After a few moments of this, Sandra wrapped her legs entirely around my head. “Don’t stop, don’t fucking stop, please make me cum, please!” Sandra came hard, her voice breaking mid scream, the high-pitched orgasm cut off as her abused throat gave out. She fell back to the floor, splayed out, and I sat back. Sam, Sandra, and me were drenched in each other. We decided to throw our clothes in the wash and take a shower together. Although we enjoyed the shower, we were all sensitive and raw, and while some touching and play ensued, it was very light and was mostly met with laughter.

Talking with Sandra after, I asked what she thought. She shared that she enjoyed Sam’s size, saying he was the best fuck she had ever had. She also said that she had never had her pussy eaten that well before, and said that my idea of eating her out while Sam fucked her and she sucked my dick was the perfect way to match our skills and endowments. Sam asked if I had planned the whole thing, and I admitted I had wanted to suck his cock ever since I first saw it. Sam came clean, saying he had some naughty dreams about me early in our friendship. Sandra laughed at this and said she wasn’t even certain that she wanted to fuck either of us, having just been kind of curious. Sam asked her if she was glad she did, and she agreed that she was glad things had panned out the way they did.

And that is the story of my first threesome! It went unexpectedly smoothly, and I assure you that some future threesomes or more-somes did not pan out nearly this well. If you want one of those funny stories next, let me know in the comments! If you would rather something less awkward, the other memories I’m currently thinking of committing to writing are the story of my all male threesome, or my story of being the free use oral boy for some gals at a college party. Whichever gets more comments will come first. As with all my stories, I encourage interaction; I love talking about my slutty ways, so feel free to comment or message, I’ll do my best to respond!

Source: reddit.com/r/gonewildstories/comments/k4gnmq/girl_cant_choose_between_me_and_my_friend_i_say