The first to kiss my neck, my chest, up and down my body. If you enjoyed it, hit that heart button below. The first to try unbuttoning my shorts — and the first to be denied. I long for that. My high school fling and I had kept in touch over the years, making out a couple times, and he was intrigued that I had completed my surgery. The timing was never right. But unlike any high schooler I knew, I had extenuating circumstances that prevented it: I had undergone the painful and extensive process of gender reassignment surgery.
While he was making the transition from middle to high school, I was beginning a transition of my own: Plus, I had no interest in going back to Hofstra a virgin; decent guys were slim pickings there. With the weight of virginity finally off my shoulders, I began to make up for lost time, having sex with practically any attractive guy who looked my way. I knew the opportunity to have him as my first might not happen again. Like many women, it takes a lot to get me off, but I feel blessed to have a beautiful vagina with feeling. Even then, I appreciated a good piece of eye candy. Some may never be able to get wet on their own. I learned so much about myself through my sexual explorations in college. Lucky to not have any of those complications. So after some hesitation, he put on a condom. I had undergone the painful and extensive process of gender reassignment surgery. If you enjoyed it, hit that heart button below. Some never have surgery and are satisfied with their natural born parts, but want to be perceived as the opposite gender. The first day of school, I remember thinking how cute he was. I was his homeroom mentor. Eleven minutes and two positions later, it was over. My high school fling and I had kept in touch over the years, making out a couple times, and he was intrigued that I had completed my surgery. The whole experience was invigorating. The first to kiss my neck, my chest, up and down my body. I was born transgender. Regardless of the unpleasant healing process, I was ecstatic to get up every morning and put on whatever clothes I wanted. If our paths do happen to cross, and the timing is right for a fun night, I will absolutely have sex with him again. I had waited so many years to be played with yet all I felt was an awkward tickle. But unlike any high schooler I knew, I had extenuating circumstances that prevented it: I was in 8th grade; he was in 6th. He was the first person to kiss me with passion.
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