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A Teasing Roommate

This part is true:

I used to live with two girls my age when we were around the age of 19 and 20. We were friends most of the time, and other times we annoyed each other, as you do when you live together. One girl who we'll call Sammy was the cute pale chubby type, but the one we will call Jenny, she was the skinny model type with a cute face, tanned skin and perky little tits which looked big on her small frame. This story will focus on Jenny.


Towards the end of last year, I was getting ready to move out, and this upset her, as I expected. What I did not expect her to do was to start teasing me with her body to get me to stay, or at least I think that was her intention. Being a model, she was always confident about her body, often walking around the house in minimal clothing, which I appreciated a lot. I already knew I was attracted to her by this point, having known her a few years, and I often jerked off to the revealing photos she would send me and post on her social medias. I remember especially enjoying employing a technique which I often do with girls I know, which is to pull up an image of their face and cum on it. Feels like you're giving them a facial, and with her it was particularly enjoyable due to the abundance of high quality modelling pictures of her face available. Gave me such strong orgasms.


Jenny was also very open with me about her sex life, often describing to me new toys she had bought or encounters she had with guys older than her, although that wasn't always necessary for her to do as her room was next to mine and the walls were quite thin. She told me about a nipple piercing she got, and I helped her decide to put it in her right nipple as that was the smaller boob. I was that kind of friend. 


She was also very very kinky, which only made her even hotter to me. I was fairly open with her as well, despite not being sexually active. Often we would talk to each other from our rooms without being in line of sight of one another, which gave me a great opportunity to masturbate while conversing with her. Oh if she only knew, all she had to do was get up and stand in the doorway like she often did and she would have seen me jerking to her. A few times when she was occupying the doorway and talking my ear off, I was sitting at my desk, and because of the way it was facing, I could have my dick in my hand and she wasn't able to see, even though my desk was right next to my doorway. I enjoyed slowly stroking it while making eye contact with her, and she had no idea what was going on. If I got caught, it didn't matter too much, as she often masturbated with her door open as well, although she remained clothed.


So begins the teasing. I remember being so incredibly caught off guard her one morning, when after a hookup with her ex, she burst into my room while I was watching a show on my PC. Without warning, and right in front of my face, she exposed her left tit to show me the hickies her hookup had left. Now she did make an attempt to cover her nipple, but her fingers are small and I could see the whole tit and areola. I remember how the brown of her areola contrasted with her silver-tan skin. She could tell I was surprised, and quickly justified herself by saying "it's okay, you have basically seen me naked anyway and it was almost certain that you would see something like this before you moved out". I can't remember how I responded as I was in excited shock.


I thought this was a one off event, but the next encounter occurred in the evening of that same day. We were talking to each other from our rooms, as we often did. I was at my desk and she was on her bed, once again with us not being in line of sight of one another. I thought as we talked, "there's a good chance she is at least partially naked right now', and as if she heard my thought, she commanded that I come and talk to her from her doorway, where I could see her. Sure enough when I got to the doorway, my eyes went straight to her body, and I was not disappointed. She had "accidentally" left her right boob completely exposed, the one with the piercing in it. Without saying a word, I just stared in disbelief that she flashed me twice in one day. I remember how large and textured her nipple looked with the piercing through it, and how clearly I saw it and for how long.  Upon seeing where my eyes were resting, she giggled and covered up with an naught sounding "ooops". At that point I was convinced that her flashing me was very deliberate, and not at all a coincidence. I find it so hot that even though she had stated on multiple occasions that she was not attracted to me at all, she still wanted me to see her naked and be aroused by that, which of course I was. That night I had a big masturbation session while thinking of her and it was amazing. The next morning she walked around the house in nothing but a small, loose, shiny night gown, which didn't cover her ass from the back. She walked past me as I was eating my breakfast and I got to glimpse her beautiful tits one last time.


The next part is pure fiction based on a fantasy I had at the time, and it goes like this.

I was now totally convinced she wanted me to see her naked, but she was too involved with her previously mentioned hookup to act on it herself, so I had to be the one to make a move this time. I came up with a plan.

Every night when she came home from work, she went almost straight into the shower. Our bathroom had our laundry, toilet, and shower in it so it was fairly large as flat bathrooms go. A few days ago, to prepare, I had left one of my items of clothing on top of the dryer, which looked down over most of the bathroom. Just before she got home, I hid underneath the clothing, my old iPhone. I put it on video record mode, positioned it just right and tested it on myself to make sure it could see as much as possible without being seen. As the time of her arrival from work drew near, I set the phone to record and left the bathroom.


She greeted me when she got home from work as usual, then went straight into the shower. I was completely gripped with fear and excitement as I heard her go into the bathroom and lock the door. I waited patiently for half an hour, and then she finally emerged from the shower to get dressed in her room. As soon as her door closed, I raced to the bathroom to retrieve my phone. Had she seen it? Did the recording work? I grabbed my phone and noticed it had recorded video for the last 20 minutes or so, which meant I might have captured something. I raced back to my room, locked the door, and jumped onto my bed naked. From glancing at the seek bar at the bottom of the phone screen, I saw that I had captured something amazing! It had actually worked! I was so horny and excited I felt sick, and I was shaking. I finally began to watch the video and oh my god, she was even hotter than I thought. I watched her slowly remove her clothes in 60fps HD video, my dick throbbing as I stroked it furiously. 15 seconds in and she had taken her top off, exposing those amazing tits, which jiggled slightly as she moved around the bathroom. At that point I was ready to burst, precum was streaming down my dick in anticipation of the orgasm to come. Finally, I watched her take off the rest of her clothes, and she stood up completely naked, with her whole body in frame, and her face as well, to remind me just who it was this amazing body belonged to. At less than one minute into the video, I lost it and emptied my balls all over myself with my eyes fixed to the screen. All that teasing had built up and been released, and I had to moan her name as I came.

I only expected to make it that far into the video, and with at least 5 more minutes of good footage to watch, I had many good nights ahead of me.


Fortunately, (or unfortunately) the thought of violating my friend like that guilt tripped me into never acting on that fantasy, but my god it would have been amazing, but what I got to see from her was still the sexiest thing I have seen in recent memory. I hope you enjoyed the read! I know I enjoyed writing it



Posted on: 2021-06-16 18:01:01 | Author: