I walked through the front door and sat down at my desk when a message from Sir popped up, asking me about how my class went. Sir was teasing me during class, so my pussy was all drippy and horny, and my panties were evidence of Sir’s effect on me.
I responded to Sir, telling him that class was good once I was able to concentrate on the material and not my drippy pussy.
Sir continued to tease me, asking how I could be horny from class, and I blushed and responded that his teasing made me horny, not the class material.
Sir’s teasing about being horny in class made me even more horny and wet all over again, and I told him so, to which he replied that he was going to fix that for me and ordered me to put my favorite butt plug in.
My body went from fifty to one hundred in a second at those words. I get so embarrassed that I love to have my butt filled, but nothing sets me on the edge of desperation like wearing my plug. This was also the first time since we started seeing each other that Sir independently ordered me to plug myself without me asking to first. The thrill of being ordered to plug my butt left me feeling owned, and I loved it.
I went to my closet, grabbed my box of toys, and pulled out my purple plug and some lube. I heard my phone ding and saw another message from Sir telling me to take out my big purple, vibrating dildo and fuck my pussy while wearing the plug. A surge of excited embarrassment filled me and made me drip into my panties more. I had never fucked my pussy with something so big while simultaneously plugged, and just the thought was enough to make me excited, amping up my horniness and desperation. I knew then that it would not take long for me to cum. Sir must have thought the same thing because he messaged me saying that combination would make “quick work” of me and told me that I had to edge myself twice before I was allowed to orgasm. Had I been anyone else, the embarrassment of someone knowing how turned on I was by the thought of being so full would be too much, but my body and mind craved the humiliation, and I loved that Sir knew me so well. Sir told me to be a good girl and enjoy, so I stripped out of my clothes and damp panties and laid on my side, leg in the air with my lubed plug in hand. I applied a little bit of lube to my asshole, shivering a little at the pleasant sensation, but decided not to prep my hole more; I wanted it to sting a little.
I took a deep breath and relaxed, pressing my plug against my asshole, feeling my hole give more each time. It stung as the broadest part slid through my hole before settling in, filling me and causing my pussy to gush as I got used to the feeling. I felt the plug shift inside me, a feeling I never got tired of, as I reached over and grabbed my dildo, laying back and spreading my legs wide as I exposed my dripping pussy.
I was so wet from Sir’s teasing and the plug that I didn’t need lube as I rubbed my pussy with the dildo. I took a deep breath as I positioned the dildo at my entrance and breathed out slowly as I penetrated my cunt. My eyes closed automatically, and I let out a breathy moan as my pussy stretched over the large dildo. I had never experienced the feeling of fullness like this before, and I held the dildo still, getting accustomed to the overwhelming sensations.
Once I was calmer, I messaged Sir and told him how full wearing the plug and feeling the dildo in my pussy felt. Sir replied that he bet I was embarrassed to be so turned on by how full I was feeling, and he was right, as he always is. My desperation rose, hearing him talk about my embarrassment. My hips bucked involuntarily at the pleasure that ran through my body as I turned on the vibration slowly and began to fuck the dildo in and out of my pussy slowly. I could feel my orgasm building and knew that I would quickly arrive at my first edge. I started moving the dildo faster and faster out of my cunt, the vibration and movement enhancing the pleasure of the plug in my ass. I could feel the dildo brushing up against the plug through the walls of my pussy. The sensations were astounding; I could barely think.
I felt a wave of pleasure pass over me, and I reached down with my other hand and started playing with my clit. Running one finger, then two, along the edge of my clit before rubbing along my clit in light circles. Within minutes of playing with my clit, I could feel my orgasm building, the intensity of the plug stretching my hole, the dildo vibrating and hitting the perfect spot in my pussy all too much. Before I flew over the edge, I ripped my hands away from my body and panted as I bucked through my first edge. The denial of full satisfaction course through me, the embarrassment of denial turning me on even more. I messaged Sir to tell him that I edged myself for the first time, per our rules.
I laid back, dildo and plug sitting in my body as I took deep breaths to force myself to calm down. I was so horny and desperate that one gentle touch would be enough to set me off, but I wasn’t allowed to orgasm yet. Sir knows how humiliating it is to be denied and knows that I thrive and crave embarrassment. The cycle only amps up my horniness, and I can no longer contain myself. I reached down and started to gently fuck my pussy again, feeling the desperation build once again. Sir and I began to exchange more messages while I fucked my pussy, the embarrassing teasing turning me on, making my pussy clench around the dildo fucking in and out faster and faster.
A few minutes later, I started slowly rubbing my clit again, thinking I could hold out for longer, but I was teetering on the edge of an orgasm within seconds. I quickly removed my hands before I came. I cried out, then clamped my hands over my mouth, hoping that my roommate didn’t hear me. My pussy and hole were on fire, desperately wanting to cum, and my hips bucked involuntarily. I picked up my phone and asked Sir if I was allowed to cum. I knew he would say yes, but I had to ask every time. Sir quickly responded, telling me that I was allowed to cum.
I started fucking my pussy, this time hard and fast from the outset, hitting that spot and feeling the pleasure build and build. I reached down and circled my clit once and felt my body explode in pleasure, back arching as I fucked my pussy through my orgasm. My pussy clenched down on my dildo, and my asshole contracted around the plug as I rode the wave of pleasure. After a minute, I collapsed back onto my bed, thoroughly satisfied, panting as I messaged Sir to let him know and thank him for letting me orgasm.
As I waited for Sir to respond, I laid back and let the pleasure and satisfaction course through me.
Source: reddit.com/r/eroticliterature/comments/u7je09/afternoon_pleasure_masturbation_light_ds
Enjoyed this very much. Different view from what I am used to reading.
Sexy, and well written… I think you need to write the prequel so we can learn about how their relationship started??
This was fantastic. I love it. You have such a way with words and story structure, it’s very informal and welcoming while also steadily building to the end. I can’t wait to see what else you write. Thank you very much.