1. How i Learnt The Pleasure of Anal


    Date: 8/12/2015, Categories: Anal, First Time, Author: manchesterbob, Rating: 100, Source: xHamster

    forums and found a few adult oriented sex sites and ultimately stumbled upon a gay site with guys who were local to try and seek a guy who would explore the phallic sexual experiences with me of which I was so curious. I found a guy who lived about 10 minutes from me and we chatted for days and days and after a few weeks, I finally decided that I wanted to try it out genuinely, my curiosity and sexual drive outweighed the potential stigma or concern I had about what it actually meant for me to do it…essentially I was too horny to resist. I had been playing with anal insertion a good bit, trying to find phallic shaped “anythings” I could get my hands on to pleasure myself… a few vegetables and bananas suffered a horrific fate as some of those random objects. I arranged to meet a guy, in his late 30s, at his house. His wife was away on vacation while he worked so he invited me over. I borrowed a few pieces of clothes from my mom and s****r which I wore under some of my regular clothes when I went over to his place. When I got there I freaked out and was of course nervous about what it meant. I ended up just getting too panicked and went back home and apologized the next day for flaking out. That happened once more that same week and before I finally pulled up to his place 5 days after that original set meet, I decided to actually go through with it. When I arrived at his door, I knocked and within a minute he opened the door (felt like a long 5 minutes, but was probably ...
    closer to 30 seconds). He was an average looking guy who was about my height, he invited me in. I was so nervous I am not sure I said anything intelligible but just followed him into the house. He asked about 3 times if I was sure I wanted to do this and every time I nodded yes, so we slowly made our way to his bedroom. It was a very, very nice house and everything reflected that. When we got to his bedroom he had some slow music playing in the back ground and the room was dimly lit. I noticed he had a few things laid out on the bed and so he noticed me checking them out. He gestured towards them and said something to the effect of, “I have a few things here… if anything interests you let me know…”. First thing I recall noticing was a set of lingerie, a silky/lace nightie with matching bra and thong. He said something like “I know you said you like wearing girls clothes so you can wear these if you want…I bought them for my wife, but never gave them to her…” I had actually already had on the stuff I borrowed from my house so I said, thanks, and that I really liked them but I had already been wearing some. I then began undressing the boy clothes I wore to show him what I had on underneath. I was not sexually attracted to him, but was so sexually excited by the idea of what could happen, I knew I wasn't going to leave until I tried it. As I undressed and stood there in my thong (it was pink and a little too small for me as it was my s****r’s) and bra (which was black and a few ...
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