My First Devil's Threesome (M/F/M) | 2016

A little warning beforehand, I have altered a few events to streamline what happened as well as keep within the rules of GWS. If you see anything that doesn't add up, it's likely a result of this. For the most part this is all true - the events happened though the order and time might be misplaced.

I was a confused girl in high school. I had been a tomboy from an early age, was very much into video games and lacked the stereotypical feminine qualities. This is largely a result of my father, who encouraged me like he would have a son, much to my mother's chagrin. My senior year I had a close knit circle of friends, and by that I mean we raided together on WoW (World of Warcraft). Other than that, I had a boyfriend and a few school friends from Track. I mention these friends because they were practically the only people I talked to.

My boyfriend was the son of a local pastor, and very religious. He had been a friend since growing up, but we had only taken each others virginities a few months before the story begins (and boy was that disappointing, there's a reason it's not a story here). He was always wrecked with guilt every time we did anything, and our dates consisted of going to the movies and holding hands, except for the rare occasion his parents were out. It wasn't a fulfilling relationship to say the least. We were mostly just friends, who occasionally touched each other inappropriately (which was exactly how I looked at it and treated it).

So when a handsome boy from track began texting me, I kept it a secret. It wasn't anything out of line, at first, just a daily text that would turn into a conversation that usually lasted until that night. For a few weeks this went on, with him occasionally making a sexual joke or reference to my boyfriend, and me mostly playing it off, until one day he came right out and said he didn't understand why someone as cute as me was with my then-boyfriend.

Now, I was 5 and a half feet tall, short boyhair, no breasts to speak of (yet), and an oversized ass (that my mother blamed on me sitting on it playing video games). I was just over a hundred pounds, and most of it in my ass, which I secretly loved. Anyways, I had no idea how to take such forward flirting, so I thanked him, and ended up telling him he was cute as well. This culminated in him eventually telling me he had masturbated to me before (I asked). Suddenly I was turned on, and in the weirdest way. For the most part I ignored the girl part of me, except when my boyfriend really wanted it or I had the house to myself, but I was explicitly turned on by this other boy.

He asked me on a date, and I said I'd rather just hang out, so without telling my boyfriend we agreed to hang out at his house that weekend, with another boy - of course.

I arrived that night wearing sweatpants and a tank top, with boys underwear on beneath. I can pretend I didn't know what I was going over there for, but I can't deny the fact I trimmed/shaved my lady bits, and spent a good deal longer than usual in front of the mirror.

When I came in they were both sitting on the couch, playing on the big screen in the living room. The first boy (We'll call him BoyA), the one who I had been texting, was wearing gym shorts and white t-shirt. He was almost six feet, with a firm athletic body and short brown hair. The other boy (BoyB) was another from our WoW guild, almost stereotypically nerdy, tall and lanky with glasses, but still cute.

They had both been drinking Jack Daniels (Old No. 7 makes me sick to this day) but weren't far in on the bottle, and after an hour or so of sitting around awkwardly we moved the party into the kitchen, where the whiskey was. I immediately took two to catch up, and then we began a twisted sort of drinking game of truth or dare. Going around in a circle, you either voted truth or dare, and if you opted out you had to take a shot. It wasn't long until BoyA was daring me to take off an article of clothing at a time, and at first i refused, and ended up taking a few more shots before I finally obliged, but in turn dared each of them to take something off.

This resulted in me down to my bra and underwear, with both of them wearing a shirt and boxers. Again, I had no breasts to speak of, but I could feel their eyes both digging into my lower half, a part of me which boys rarely considered.

Then came the dare from BoyA to kiss BoyB. Not at all what I was expecting, I barely kissed my boyfriend (though at this point I was already thinking of him as ex, judge all you want). I gave him the shortest peck on the lips, it was more awkward than being there in my underwear. When it was my turn I dared BoyA to take off the rest of his clothes - payback for the kiss. He said he'd only do it if we both did too, and sure enough BoyB was willing. They both went first, as if it was the most natural thing in the world, and I felt both their eyes on me again as I first unbuttoned my bra, letting my small but perky breasts out. I was nervous as hell but also excited as I slid my hands beneath my underwear and pulled them down, slowly. When they were down to my knees I felt BoyA rubbing himself up against me, his cock against my thighs, and then rubbing it along my ass. He was much bigger than my ex's, 8 or 9 inches at the very least, and I had no idea if I was ready for it.

I braced myself against the counter, pouring two shots back to back, while BoyA slid his cock between my legs, teasing my lips.

"You ready?" He asked, his hands on my ass, and without looking back at him I answered, "Yes."

A moment later his hands here on my wait and his cock was slowly sliding into me. I braced against the counter, while BoyB positioned himself on the other side, jacking himself off inches from my face. I paid him no mind at first as BoyA slowly worked into me, until he was down to the base and slowly thrusting. I took BoyB's cock in my hand and slowly stroked him, while BoyA picked up the pace. It wasn't long before he was panting hard and pumping into me, and I ended up taking BoyB into my mouth, doing my best to give him head while the largest cock I had ever taken drilled into me. I felt his cock tensing inside of me and he quickly slid out, giving himself a few quick tugs before finishing on my back.

I took BoyB's cock from my mouth and caught my breath, but before I could even get my mind together BoyB was behind me, lining up his cock to have his turn, and I embraced the counter again as he began to ride me out. I closed my eyes and bit my lip, feeling his frantic thrusting desperately mimicking his more well endowed friend. He didn't take long before he finished as well, this time pulling out and cumming on my ass, a ridiculous load that seemed to get everywhere.

When he was done I was holding myself up by the counter, my legs weak and body shaking. There was a mess of fluids running down my leg, most of which were mine, and once I had regained my senses I went to the bathroom and cleaned off. I was hot, flustered, light headed, a million things all at once, most importantly satisfied. I had never been handled and fulfilled like that before.

A short time later I walked back into the living room and found the pair of them sitting together, not saying anything. Things went back to normal for a bit, we sat around in our underwear taking shots occasionally. That night, after BoyB had gone to sleep, me and BoyA went up to his bedroom and fucked again, this time longer and more tender, and that night I fell asleep in his arms.