Male to female transgender. Had no idea! - Sex Stories

Male to female transgender. Had no idea!

... &#034OK.. if you say I can have anything.. In that case.. I want to fuck you.&#034 OMG, I thought FINALLY! She started to remove her shorts and I reached over to grab a condom. She flicked it out of my hand. You won't need that, she said. So, I leaned back over to grab the bottle of lube as applied a generous amount on my swollen and throbbing dick. I watched her kick off her socks as she began removing her panties. Quickly I noticed something wasn't right. That's when I saw it. She had a dick. A big dick. Not the thickest or biggest cock I have ever seen but she was probably 5' 3&#034 and weighed maybe 110 pounds. It looked monstrous compared to the rest of her tiny frame. In shock, before I could even get a single word out of my mouth, she said, &#034you told me ANYTHING.&#034 Her dick was bigger than mine and I didn't really know what to say. I had NO idea. She proudly looked down as she made her penis bounce a few times, almost as if she was coaxing me to &#034come and get it.&#034 She asked me if I was getting cold feet. I told her I didn't understand. What's not to understand, she said. Now you know why I keep my life private. Things started to make sense now. She was professionally employed, kept her guard up all the time, she was not really into being hit on, disliked sexual advances, hesitant to social offers, etc. It was totally making sense. I still wanted her but I told her that I had never been with a girl like her before. She asked me if I had ever touched a ...

... dick other than my own and I told her yes, when I was 15 or 16. I quickly mentioned my encounter with my best friend Jerry and I could tell it was exciting her. I told her I sucked him and he fucked me. So, back and forth we quickly discussed the situation. It was like negotiating the terms of a treaty or terms of surrender. Finally, she said, &#034so you like girls AND you like guys?&#034 So what's the problem, I'm a little of both. She made a good point but I was not expecting this. I was in uncharted waters. I didn't know what to do or what not to do. I told her that I was still VERY attracted to her and that I wanted to please her soooo badly. By this point, I had hoped that I didn't fuck up too badly. At any moment, I just knew she was going to put her clothes back on and leave. She didn't really talk but instead, she let out an extremely brief sound, &#034hmm.&#034 I could tell she was sort of on the fence on what to do next. I asked if I could start over. We began kissing again. This time, it was a little different. It wasn't feverishly hot and heavy. It was deliberate, slow and sensual. We held hands, interlocking our fingers together. We let our cocks touch for the first time and we started slowly grinding against each other while standing up. It was very erotic and borderline emotional. There was a very strong connection between us. Being a typical guy, I knew my dick was somewhere between 6 3/4&#034 - 7&#034 depending on the hardness of my erection. I've been guilty ...