Finally fucking my best friend [FM]

So, this is a fantasy I wrote about (and for) a close friend and ex FWB of mine (who I also wrote about in two non-fiction posts Over at r/gonewildstories). We’ve never actually had sex because we used to live too far apart and then I got a boyfriend – ironically I now live very close to him, but that’s not going to lead to anything, so I’m stuck with just my fantasies and some occasional teasing when we’re in person.

I initially sent this story to my friend in a letter.

I’ll briefly explain some backstory so it makes more sense, if you’re not interested, I’ve marked where the story actually starts so you can skip ahead! 😉

This is, as I said, fiction, and not based on any actual events. The room described in it is his bedroom, which is fairly small. The few times I’ve slept over, I’ve slept on his sofa (which ordinarily folds out to be his bed) and he’s slept on a mattress right next to it, so that is the same set-up in this story. He lives with his family, which are the other people briefly mentioned.

I’m 19, about 165cm tall (5’5”?), by the way, reasonably skinny with E-cup boobs and – so I’ve been told – quite a nice butt. Brown hair, rather big brown eyes, and I hate describing myself!

—— Anyway, STORY STARTS HERE! ——

Inevitably, it had to come to this. I sit in his room, we’re talking, and I‘m bored. I’ve teased him so much, and it always leads to nothing. Of course it does, I’m taken and he’s too good a guy to put that at risk. Good for him – not so good for me because I‘m bored. „I‘m bored,“ I announce, interrupting his sentence. He looks confused, both eyebrows raised, as if he had tried to raise just one – something he’s very bad at. “Be right back,” I continue, then exit the room without further ado, quietly making my way to the bathroom through the dark. I’m not sure of the exact time, but it’s past midnight and everybody else in the flat is fast asleep.

Once I get to the bathroom, I close the door, then remove my underwear. I’m wearing a short, pink-ish purple skirt, as well as a near transparent white top with thin straps. My chest was already practically falling out of it, and without the underwear, the outlines of my erect nipples are clearly visible through the thin, light fabric. I pull the waistband of my skirt up a little on my waist, making it appear even shorter, then walk back through the hallway.

Having arrived back in his room, I close the door, then place my underwear in my bag, not closing it. My friend, having been sitting on the sofa using his phone, looks at me surprisedly, then returns his gaze to his phone, looking somewhat awkward. I smile at him. “What’s wrong?” He looks up at me again, his eyes focused on my nipples, and takes a moment to speak.

“Nothing. Nice top.” He’s regained his composure a little and smiles, putting down his phone.

“Thanks.” I grin. I’m not totally sure where to continue from here – I’m not even sure if he knows I didn’t only remove my bra – but I’m horny and I’ve decided I’m going to get some tonight, one way or another. If he’s going to be too much of a chicken to initiate it, then I’ll have to take care of that myself. Since he’s sitting on the sofa that will be my bed tonight, I lie down on the mattress where he will be sleeping, bending my knees and putting my feet on the mattress, close to my butt. My skirt slips down (or up?), briefly granting him a totally uncensored view before I pretend to notice and lie my legs down, crossing them and covering my crotch with the skirt again.

“Oops! Sorry!” I giggle and blush somewhat. It’s a bit silly, and mostly for show, but I know he’s into it, so why not? Anyway, if there was any doubt of him knowing I’m naked under my skirt, it’s gone now.

We are both silent at this point – he is probably shocked by my boldness, whereas I’m considering my next move. I take out my phone and open reddit. Following an impulse, I start reading erotica, absent-mindedly stroking my nipple through my shirt with my free hand. After a moment, I pull down my shirt a bit, exposing both of my breasts, and start fondling one of them. At this point I am focusing only on the text on my phone and my own body, heeding no attention to my friend, who is still sitting there, watching.

A short while later, I move my hand down and start touching myself through the fabric of my skirt, then reach beneath it and stick my middle finger inside myself before bringing it, glistening, to my mouth and briefly sucking it clean. Only when I have finished this, do I return my gaze to him. His hand is resting on his lap, he’s staring at me and even through his trousers I can see he’s very hard.

I sit up, straighten my ponytail, then kneel in front of him. Almost instinctively, he opens his legs a little and I get between them. Right away, I get to work opening his button and zipper and get my hand in his trousers, stroking him. I give him a brief smile and glance up at him at him, then take his dick out of his pants and stroke it a few more times before I lower my head and begin sucking him, taking as much into my mouth as I can, while helping out the rest with my hand. I bob my head up and down a little, look up at him with my big eyes, then a moment later, I suddenly feel him grabbing my head at the base of my ponytail and forcing it up and down at his own speed. I’m gagging and my eyes are tearing up. It’s degrading, and I love it. But today I have other plans.

Eventually he lets go and I remove my head, wiping the saliva and tears off my face and catching my breath. I stand up and tell him to remove his trousers and pants, which he does, surprised by me telling him what to do, but obedient nonetheless. I wait till he’s finished, then push him back toward the sofa. He takes my cue and promptly sits down. Once I have him back where I want him, I climb onto his lap, facing him, my knees on either side of his legs. I keep stroking his dick, looking him in the eye. “I’m in charge tonight, got it?” He nods, a slight look of surprise or awe on his face. He’s used to me being the most submissive person he knows, and him being the one to dominate me.

I continue: “I’m going to get what I need and you’re going to help me in any way I want and if I get satisfied, I’ll let you finish, otherwise I’ll have no problem keeping you hard with no hope for release for the entire duration of my stay – no matter who we’re with. Understood?” I squeeze his dick slightly and he nods again. I lift my skirt and position myself to have our nether regions (mine cleanly shaven) touching, skin on skin – something we’ve both been waiting for for years – and begin to grind on his shaft. He does not wait long before grabbing my butt and grinding back while squeezing it, getting ever harder. Suddenly I kneel up higher, breaking the contact between our legs and his movements come to a stop. I take his right hand from my behind and put it between my legs, inviting him to touch me. He does so, hesitantly exploring the unknown territory and finding out what makes me flinch, then he slides his middle and ring finger into me at once and starts moving them in and out, gently at first, but I encourage him to “do it harder. And curl your fingers slightly toward yourself.” He follows my instructions and soon has me leaning my head on his shoulder for support, my heavy breathing in his ear. A moment later, I finish with a small moan, then push his hand away. I want him inside me – and besides, after that effort, he deserves a reward.

I get up, and retrieve a condom from my bag, then once again kneel in front of him. This time I don’t take him into my mouth right away, but instead I lick his dick a few times, base to tip, and only then take a little into my mouth and suck a bit, doing my best to keep eye contact. After I am sure he’s as hard as he’s going to get, I strip off my top and use it to wipe my mouth, then him, so that I can put the condom on properly, which I do. I stand up again, then turn away from him and pull my skirt down and off, bending over and granting him a nice view in the process. I then take a step or two backwards, hold his dick in one hand, and slowly and carefully sit down on it until he is fully sheathed inside me. I grind on him for a moment, then turn my head to him and say “remember: no finishing without permission.”

I start riding him, as he takes hold of my hips with his hands, and we both enjoy this position for a moment before I get up and tell him to lie down on the mattress, which he does eagerly. I then kneel over him and mount him again, facing him this time and allowing him a nice view of my boobs bouncing in front of him. He enjoys the view for a moment, then grabs hold of them and squeezes them the way he’s always wanted to while I ride him hard and fast, steadying myself with my left hand next to his head and rubbing my clit with my other hand. I’m getting really close to orgasming again and I want him to do some work, so I get off him and lie down on my back next to him, telling him quietly to “take over, please…”

He does not disappoint, and within moments is between my legs, fucking me hard while I touch myself, breathing ever faster and heavier. He leans over me, hands on either side of my head, and starts telling me to cum for him, something that should probably piss me off, given I am trying to be dominant, but instead does the exact opposite. My hand moves faster, my legs tighten slightly around him, and my head lifts off the mattress a little as I orgasm. He doesn’t stop moving throughout, and I can feel his movements getting more erratic. Then I hear his strained voice next to ear: “L, please…” I swallow and say “go ahead,” and I feel him thrust in and out of me several more times before he stops, his dick pulsating, buried deep inside me, and more or less collapses on top of me.

We lie there a few moments longer before I grin and mockingly say “good boy!” He smiles too with an eye-roll, calls me an idiot, and pulls out. I watch him, lying naked on the mattress, as he gets up to go clean up.