-
Male to female transgender. Had no idea!
Date: 8/11/2016, Categories: Anal Shemales, Taboo Author: fortworthfitness, Source: xHamster
... beautifully tanned and looked very exotic to me, I wasn't thinking about sex or how to sweet talk her. She made it quite clear that she was not interested in that. I was just being myself and just enjoying the moment and enjoying our conversation. We chatted for probably 2 1/2 to 3 hours straight! Wow, time flies when you are having fun. It was a little after 8:30 and the sun had gone down. We moved our conversation to the living room and she nestled herself into one corner of my couch, keeping a conservative distance from me. I sat on my recliner but we continued talking about everything.. from the weather to vacationing to movies to traveling. She seemed a bit more interested when I mentioned that most of my travels were due to being in the military. She began asking more about it and ultimately, I told her that I was proud that I served in the military but the whole overall experience ended up bad for me. I told her that I was previously married and what happened. I explained that I bent over backwards, trying to please my ex-wife. I told her that I ended up with the short end of the stick so to speak. That's why I was more or less, a private person. I told her about my failed dating attempts, exhausting my checking account and she just laughed. Why are you laughing, I asked. She said she knew what my problem was. Oh really? I replied. "Yep. I know why you are the way you are." Well, let me hear it.. Why?" She took a drink of her margarita and said, ...
... "you're a REALLY nice guy." I said yeah, so why am I the way I am? Still laughing her ass off, she said, "THAT'S your problem." You're TOO nice of a guy and others sometimes see it as an opportunity to take advantage of you. I told her that it really wasn't in my nature to be a mean person and that I was raised with the morality of being a gentleman. Still giggling, she asked me how that was working out for me. Point made. I could see she was being very frank and I enjoyed her personality. It seemed that she had let down her "wall of safety" a tid-bit and was now opening up in our conversation. I guess tequila helps that process.. haha. I used the opportunity to ask her if she minded telling me a little more about herself. The conversation was awesome. I would say a few things, she would say a few things. By the end of the evening, we were just chatting up a storm. She said she was going to grab herself another drink and asked me if I wanted a refill. "Well, if you're offering, then.. Yes!" She got up and went into the kitchen. Thirty seconds later, she walked back into the living room with a pouty face. What's the matter, I asked. She made her bottom lip stick out and said that we drank all of the margaritas. I quickly offered to make another batch but she said that she probably should not drink anymore. After she said that, I immediately recognized that the evening was coming to an end. Her tone changed. She remained standing and asked a few questions ...