It has been some time since my last post so let me bring you up to speed…
I have this best friend that I usually have sex with during school breaks (i.e. summer, winter break, spring break, thanksgiving break). We used to date back in jr. high, but we quickly learned that we were just NOT emotionally compatible. As a submissive, I tend to fall on the “clingy” side and he is what you would call a modern “fuck-boy.” But somehow we seem to have stayed friends through the years. Any time that he and I were single at the same time we would act as friends with benefits, however, if one or both of us were in a relationship we were strictly friends. This started our freshman year of high school. We would meet up after school and make out and feel up each other on the side of the building. As we got older the sexual encounters progressed. By senior year I was seeing him almost every other night after work. I would show up outside one of his family’s abandoned trailers, it started with the usual how was your day, fuck, then lay in bed and watch part of a movie, then the “see you at school tomorrow.” This was perfect. We were friends, so he could be honest and tell me about his other women and I would high-five him. And because we had already tried the relationship thing there was no fear of either one of us catching feelings. He was my go-to guy when I became sexually frustrated.
Now fast forward to college. We still meet up during breaks, however, I always seem to be “off limits” beacuse of some crush I was fascinated by. So we would smoke some devil lettuce and just catch up. Just like old friends do. However, this past break was different. This past time I wanted to show him my BDSM side. He had always known about me being submissive and all the kinky things I liked but never experienced it with me. We would usually have the hot sweaty vanilla sex. But this time I piqued his interest to experiment with being a Dom. I had not really taught a Dom before so this was just as difficult for him as for me. I started by sending him The List that my first master had made me make (which can be found in the First Task). This list consisted of my dos, maybes, and don’t. That way he had a clear vision of what he was and was not permitted to do. We sat down one night and discussed the list in great detail… of course, this turned him on.
After much discussion and answering of questions, he said he was ready to try it. And just like any good sexual relationship we have what I like to call a PAUSE during sex. This moment is when he can stop and ask a question like “what can I do to pleasure you” or “could you try doing _____ “. It is in these moments of honesty that allow us to get to know what our partner enjoys more. Only enhancing the session to be more pleasurable for each other.
The night he would convert into a Dom had finally arrived. This would be the night that he had to drive back to school so there was no time to waste. I had my black lace top and underwear (the first time I had dressed up for him), all my toys, lube, towel, and scarves just in case he wanted to tie me up. He gave me a kiss then threw me back onto the bed and just stared at me, much like a predator does their prey. He made me take his belt off and unbutton his pants. Then tied my wrist up with his belt and held them over my head. Then he pulled me off the bed and pushed me down on my knees while holding the belt up so that my arms were above my head. He threw me in many positions that night. I could tell he was nervous. However, once we started fucking he became a little more confident in his choking and hair-pulling. My favorite is when he stuck his oh-so-glorious dick in my ass. He was patient with me, for he knew this was a first for me. He had a vibrator in my pussy just sitting while he slowly entered me. After 2 or 3 “wait… okay,” he came to a realization. “Maybe if there was more pleasure involved this would be easier.” He then proceeded to move the vibrator back and forth as a way to distract me from the pain, this worked flawlessly!!! Once he was in, “Are you ready” he asked. “Yes,” I whispered. He then slammed himself in and started to fuck my ass, hard. I screamed out of pain at first… then it quickly shifted to pleasure and moaning. I could almost not even comprehend the pleasure I was feeling, then I started to feel the rise before I cum. I told him to start to choke me. He quickly shifted himself and wrapped his large hand around my throat. A few moments later it was a blast of ecstasy. He pulled out and pinned my hips down which just made the orgasm last even longer by not allowing me to squirm around.
At the end of the night, we smoked one last bowel, gave each other a big hug and kiss, and said our goodbyes. This guy will always be my best friend, but now I think I have started an addiction in him, to being a Dominate. I hope whomever he sleeps with next appreciates the things I have taught him this past break. I can not wait till the next break when we can try more things on the list.