Self-Pleasuring

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Ben and Maddy had been friends for years, but Maddy has secretly had feelings for him for most of their friendship. Feelings that sometimes lead to her doing some questionable things while thinking of him... 

TW:
This story contains fingering, oral, etc.
Read at own discretion...

I shoved my apartment door open, another day ending horribly at work and sending me home in tears. I threw my briefcase onto the couch, kicking my heels off as I made my way to my room. I needed a release. And the exact person who had been plaguing my thoughts was the perfect one to help.

Ben and I had been friends since high school, and ever since the first day I saw him, I had the biggest crush on him. Of course, as we matured and got to know each other, my feelings for him only grew until now, where I am almost sure I am mildly obsessed with him. That and the fact that often times I would let my mind wander into the dark web of thoughts I hid, wishing his hands were the ones pleasuring me and not my own. Which was exactly what I was doing.

I pulled my elastic out of my hair, throwing it to the side as I sat on my bed, my skirt rising up my thighs. I slowly started unbuttoning my shirt, letting my imagination run away with me. Once all the buttons were loose, I slowly traced my hands down my body before going up my thighs, stopping right at the hem of my skirt. I contemplated just calling him and confessing everything, and then thought how disappointed he would be if he knew I pleasured myself to the thought of him. Then I remembered how absolutely shitty my day had been.

"Fuck it," I whispered as I pressed two of my fingers to the growing wet patch on my underwear.

I applied gentle pressure, feeling the tension roll off of me in waves, a shuddering sigh leaving my lips. I slowly pulled my underwear down my legs before dipping my fingers into my folds. I hissed at the foreign, yet all-too-familiar feeling, dropping my head back as my fingers brushed over my bundle of nerves. I slipped my middle finger into my core, letting myself adjust before slowly pulling it out and pushing it back in. The pleasure quickly coiled in my lower abdomen, making me pant.

My thoughts drifted to my best friend, bare-chested in front of me as I slowly traced my fingers all over his skin, not an inch left untouched by my hands and eyes.

I added another finger into my core, sucking in a breath through my teeth.

I imagined him slowly kissing my neck as his fingers slid up my thighs, eventually meeting the place I needed him most.

My body felt alight from my imaginary scenario, and I sped up my fingers, trying desperately to reach my high. Often times I would edge myself for hours just to be able to prolong the story unfolding in my head. But today I just needed a release.

And yet all I managed to do was frustrated myself. My fingers were just too short, barely brushing that one spot that would send me unravelling but missing it by so much that it seemed to pain me every time I felt the tiny bit of pleasure when I knew I could have so much more. And I just knew his fingers would reach so much deeper.

Tears started coating my cheeks as I tried my hardest to work to my release, but the coil in my stomach only seemed to tighten, no sign of snapping in sight.

I imagined him adding a second finger into my core, curling them just right to have me moaning his name. Then his touch seemed to drop away, only to come to rest on my hip and my cheek. I swore I could feel his own hand sliding over mine that was clamped between my thighs, making my trembling from frustration stop. It was like his breath was right there on my cheek, his head pressed to my temple as he planted a kiss on my cheek.

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